{
"cells": [
{
"cell_type": "markdown",
"metadata": {},
"source": [
"# Getting Molecular Properties through PUG-REST"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"## Objectives\n",
"\n",
"- Learn the basic approach to getting data from PubChem through PUG-REST\n",
"- Retrieve a single property of a single compound.\n",
"- Retrieve a single property of multiple compounds\n",
"- Retrieve multiple properties of multiple compounds.\n",
"- Write a `for` loop to make the same kind of requests. \n",
"- Process a large amount of data by splitting them into smaller chunks"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"## 1. The Shortest Code to Get PubChem Data"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"Let’s suppose that we want to get the molecular formula of water from PubChem through PUG-REST. You can\n",
"get this data from your web browsers (Chrome, Safari, Internet Explorer, etc) via the following URL:\n",
"https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/name/water/property/MolecularFormula/txt\n",
"Getting the same data using a computer program is not very difficult. In R, this task can be with a single line of\n",
"code.\n"
]
},
{
"cell_type": "code",
"execution_count": 1,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"'H2O'"
],
"text/latex": [
"'H2O'"
],
"text/markdown": [
"'H2O'"
],
"text/plain": [
"[1] \"H2O\""
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"readLines('https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/name/water/property/MolecularFormula/txt', warn=FALSE)"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"The readLines function can read a text from a URL (or a file). The PUG-REST request URL, enclosed within\n",
"a pair of single or double quotes(’’ or “”), is provided within the parentheses. The second argument, warn=FALSE\n",
"avoids a warning that appears when the data stream doesn’t end with an empty line.\n",
"There are many other ways to get information from the web into R, for example using the function GET from the\n",
"httr package, but for the moment we will stick to the simplest option.\n",
"As another example, the following code retrieves the number of heavy (non-hydrogen) atoms of butadiene."
]
},
{
"cell_type": "code",
"execution_count": 2,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"'4'"
],
"text/latex": [
"'4'"
],
"text/markdown": [
"'4'"
],
"text/plain": [
"[1] \"4\""
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"readLines('https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/name/butadiene/property/HeavyAtomCount/txt',warn=TRUE)"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"**Exercise 1a:** Retrieve the molecular weight of ethanol in a \"text\" format."
]
},
{
"cell_type": "code",
"execution_count": 3,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"'46.070000'"
],
"text/latex": [
"'46.070000'"
],
"text/markdown": [
"'46.070000'"
],
"text/plain": [
"[1] \"46.070000\""
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"readLines('https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/name/ethanol/property/MolecularWeight/txt', warn=TRUE)"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"**Exercise 1b:** Retrieve the number of hydrogen-bond acceptors of aspirin in a \"text\" format."
]
},
{
"cell_type": "code",
"execution_count": 4,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"'4'"
],
"text/latex": [
"'4'"
],
"text/markdown": [
"'4'"
],
"text/plain": [
"[1] \"4\""
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"readLines('https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/name/aspirin/property/HBondAcceptorCount/txt', warn=TRUE)"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"## 2. Formulating PUG-REST request URLs using variables"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"In the previous examples, the PUG-REST request URLs were directly provided to the readLines , by explicitly\n",
"typing the URL within the parentheses. However, it is also possible to provide the URL using a variable. The\n",
"following example shows how to formulate the PUG-REST request URL using variables and pass it to\n",
"readLines ."
]
},
{
"cell_type": "code",
"execution_count": 5,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"'https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/name/water/property/MolecularFormula/txt'"
],
"text/latex": [
"'https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/name/water/property/MolecularFormula/txt'"
],
"text/markdown": [
"'https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/name/water/property/MolecularFormula/txt'"
],
"text/plain": [
"[1] \"https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/name/water/property/MolecularFormula/txt\""
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"pugrest <- 'https://pubchem.ncbi.nlm.nih.gov/rest/pug'\n",
"pugin <- 'compound/name/water'\n",
"pugoper <- 'property/MolecularFormula'\n",
"pugout <- 'txt'\n",
"url <- paste(pugrest,pugin,pugoper,pugout,sep=\"/\")\n",
"url"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"A PUG-REST request URL encodes three pieces of information (input, operation, output), preceded by the\n",
"prologue commont to all requests. In the above code, these pieces of information are stored in four different\n",
"variables ( pugrest , pugin , pugoper , pugout ) and combined into a new variable url .\n",
"Here, the strings stored in the four variables are joined by the “/” character as a separator.\n",
"Then, the url can be passed to readLines ."
]
},
{
"cell_type": "code",
"execution_count": 6,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"'H2O'"
],
"text/latex": [
"'H2O'"
],
"text/markdown": [
"'H2O'"
],
"text/plain": [
"[1] \"H2O\""
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"readLines(url)"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"Warning: Avoid using reserved or function names as a variable names. in , c , t , names … are some\n",
"examples of variable names to be avoided in R . In the example above, the variables are prefixed with “pug” to\n",
"avoid naming conflicts."
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"## 3. Making multiple requests using a for loop"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"The approach in the previous section (that use variables to construct a request URL) looks very inconvenient,\n",
"compared to the code shown at the beginning, where the request URL is directly provided to readLines . If you\n",
"are making only one request, it would be simpler to provide the URL directly to readLines , rather than\n",
"assiging the pieces to variables, constructing the URL from them, and passing it to the function. However, if\n",
"you are making a large number of requests, it would be very time consuming to type the respective request\n",
"URLs for all requests. In that case, you want to store common parts as variables and use them in a loop. For\n",
"example, suppose that you want to retrieve the SMILES strings of 5 chemicals."
]
},
{
"cell_type": "code",
"execution_count": 7,
"metadata": {},
"outputs": [],
"source": [
"chemicals <- c('cytosine', 'benzene', 'motrin', 'aspirin', 'zolpidem')"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"Now the chemical names are stored in a character vector called chemicals . Using a for loop, you can loop\n",
"over each chemical name, formulating the request URL and retrieving the desired data, as shown below."
]
},
{
"cell_type": "code",
"execution_count": 8,
"metadata": {},
"outputs": [
{
"name": "stdout",
"output_type": "stream",
"text": [
"[1] \"cytosine: C1=C(NC(=O)N=C1)N\"\n",
"[1] \"benzene: C1=CC=CC=C1\"\n",
"[1] \"motrin: CC(C)CC1=CC=C(C=C1)C(C)C(=O)O\"\n",
"[1] \"aspirin: CC(=O)OC1=CC=CC=C1C(=O)O\"\n",
"[1] \"zolpidem: CC1=CC=C(C=C1)C2=C(N3C=C(C=CC3=N2)C)CC(=O)N(C)C\"\n"
]
}
],
"source": [
"pugrest <- \"https://pubchem.ncbi.nlm.nih.gov/rest/pug\"\n",
"pugoper <- \"property/CanonicalSMILES\"\n",
"pugout <- \"txt\"\n",
"\n",
"# loop over each element in the 'chemicals' list\n",
"for(chemical in chemicals) {\n",
" pugin <- paste('compound/name/',chemical,sep=\"\")\n",
" url <- paste(pugrest,pugin,pugoper,pugout,sep=\"/\")\n",
" res <- readLines(url,warn=TRUE)\n",
" print(paste(chemical, \": \", res,sep=\"\"))\n",
"}"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"**Warning:** When you make a lot of programmatic access requests using a loop, you should limit your request\n",
"rate to or below five requests per second. Please read the following document to learn more about\n",
"PubChem’s usage policies: (https://pubchemdocs.ncbi.nlm.nih.gov/programmaticaccess$_RequestVolumeLimitations)\n",
"Violation of usage policies may result in the user being temporarily blocked from accessing PubChem (or\n",
"NCBI) resources"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"In the for-loop example above, we have only five input chemical names to process, so it is not likely to violate\n",
"the five-requests-per-second limit. However, if you have thousands of names to process, the above code will\n",
"exceed the limit (considering that this kind of requests usually finish very quickly). Therefore, the request rate\n",
"should be adjusted by using the Sys.sleep function. For simpilcity, let’s suppose that you have 12 chemical\n",
"names to process (in reality, you could have much more to process)."
]
},
{
"cell_type": "code",
"execution_count": 9,
"metadata": {},
"outputs": [],
"source": [
"chemicals <- c('water', 'benzene', 'methanol', 'ethene', 'ethanol', 'propene','1-propanol', '2-propanol', 'butadiene', '1-butanol', '2-butanol', 'tert-butanol')"
]
},
{
"cell_type": "code",
"execution_count": 10,
"metadata": {},
"outputs": [
{
"name": "stdout",
"output_type": "stream",
"text": [
"[1] \"water: O\"\n",
"[1] \"benzene: C1=CC=CC=C1\"\n",
"[1] \"methanol: CO\"\n",
"[1] \"ethene: C=C\"\n",
"[1] \"ethanol: CCO\"\n",
"[1] \"propene: CC=C\"\n",
"[1] \"1-propanol: CCCO\"\n",
"[1] \"2-propanol: CC(C)O\"\n",
"[1] \"butadiene: C=CC=C\"\n",
"[1] \"1-butanol: CCCCO\"\n",
"[1] \"2-butanol: CCC(C)O\"\n",
"[1] \"tert-butanol: CC(C)(C)O\"\n"
]
}
],
"source": [
"pugrest <- \"https://pubchem.ncbi.nlm.nih.gov/rest/pug\"\n",
"pugoper <- \"property/CanonicalSMILES\"\n",
"pugout <- \"txt\"\n",
"# loop over each element in the 'chemicals' list\n",
"for(chemical in chemicals) {\n",
" pugin <- paste('compound/name/',chemical,sep=\"\")\n",
" url <- paste(pugrest,pugin,pugoper,pugout,sep=\"/\")\n",
" res <- readLines(url,warn=TRUE)\n",
" print(paste(chemical, \": \", res,sep=\"\"))\n",
" Sys.sleep(.3)\n",
"}"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"It should be noted that the request volumn limit can be lowered through the dynamic traffic control at times of\n",
"excessive load (https://pubchemdocs.ncbi.nlm.nih.gov/dynamic-request-throttling\n",
"(https://pubchemdocs.ncbi.nlm.nih.gov/dynamic-request-throttling)). Throttling information is provided in the\n",
"HTTP header response, indicating the system-load state and the per-user limits. Based on this throttling\n",
"information, the user should moderate the speed at which requests are sent to PubChem. We will cover this\n",
"topic later in this course."
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"**Exercise 3a:** Retrieve the XlogP values of linear alkanes with 1 ~ 12 carbons. \n",
"- Use the chemical names as inputs - Use a for loop to retrieve the XlogP value for each alkane. \n",
"- Use the Sys.sleep function to stop the program for 10 seconds for every request."
]
},
{
"cell_type": "code",
"execution_count": 11,
"metadata": {},
"outputs": [
{
"name": "stdout",
"output_type": "stream",
"text": [
"[1] \"methane: 0.6\"\n",
"[1] \"ethane: 1.3\"\n",
"[1] \"propane: 1.8\"\n",
"[1] \"butane: 2.900\"\n",
"[1] \"pentane: 3.400\"\n",
"[1] \"hexane: 3.900\"\n",
"[1] \"heptane: 4.400\"\n",
"[1] \"octane: 3.900\"\n",
"[1] \"nonane: 4.500\"\n",
"[1] \"decane: 5.000\"\n",
"[1] \"undecane: 5.600\"\n",
"[1] \"dodecane: 6.100\"\n"
]
}
],
"source": [
"#import time\n",
"chemicals <- c('methane', 'ethane', 'propane', 'butane', 'pentane', 'hexane', 'heptane', 'octane', 'nonane', 'decane', 'undecane', 'dodecane')\n",
"\n",
"pugrest <- 'https://pubchem.ncbi.nlm.nih.gov/rest/pug'\n",
"pugoper <- 'property/XlogP'\n",
"pugout <- 'txt' \n",
"\n",
"for(i in chemicals) {\n",
" pugin <- paste('compound/name/', i, sep=\"\")\n",
" url <- paste(pugrest, pugin, pugoper, pugout, sep=\"/\")\n",
" res <- readLines(url, warn=TRUE)\n",
" print(paste(i, \": \", res,sep=\"\"))\n",
" \n",
" if (which(chemicals %in% i) %% 5 == 4){\n",
" Sys.sleep(.3) \n",
" }\n",
"}"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"**Exercise 3b:** Retrieve the isomeric SMILES of the 20 common aminoacids.\n",
"- Use the chemical names as inputs. \n",
"- Because the 20 common aminoacids in living organisms predominantly exist as one chrial form (the Lform), the names should be prefixed with ‘L-’ (e.g., ‘L-alanine’, rather than ‘alanine’), except for ‘glycine’ (which does not have a chiral center). \n",
"- Use a for loop to retrieve the isomeric SMILES for each alkane.\n",
"- Use the Sys.sleep function to stop the program for 10 seconds for every request."
]
},
{
"cell_type": "code",
"execution_count": 12,
"metadata": {},
"outputs": [
{
"name": "stdout",
"output_type": "stream",
"text": [
"[1] \"L-Asparagine: C([C@@H](C(=O)O)N)C(=O)N\"\n",
"[1] \"L-Aspartic Acid: C([C@@H](C(=O)O)N)C(=O)O\"\n",
"[1] \"L-Alanine: C[C@@H](C(=O)O)N\"\n",
"[1] \"L-Arginine: C(C[C@@H](C(=O)O)N)CN=C(N)N\"\n",
"[1] \"L-Cysteine: C([C@@H](C(=O)O)N)S\"\n",
"[1] \"L-Glutamine: C(CC(=O)N)[C@@H](C(=O)O)N\"\n",
"[1] \"L-Glutamic Acid: C(CC(=O)O)[C@@H](C(=O)O)N\"\n",
"[1] \"Glycine: C(C(=O)O)N\"\n",
"[1] \"L-Proline: C1C[C@H](NC1)C(=O)O\"\n",
"[1] \"L-Serine: C([C@@H](C(=O)O)N)O\"\n",
"[1] \"L-Tyrosine: C1=CC(=CC=C1C[C@@H](C(=O)O)N)O\"\n",
"[1] \"L-Isoleucine: CC[C@H](C)[C@@H](C(=O)O)N\"\n",
"[1] \"L-Leucine: CC(C)C[C@@H](C(=O)O)N\"\n",
"[1] \"L-Valine: CC(C)[C@@H](C(=O)O)N\"\n",
"[1] \"L-Histidine: C1=C(NC=N1)C[C@@H](C(=O)O)N\"\n",
"[1] \"L-Lysine: C(CCN)C[C@@H](C(=O)O)N\"\n",
"[1] \"L-Methionine: CSCC[C@@H](C(=O)O)N\"\n",
"[1] \"L-Phenylalanine: C1=CC=C(C=C1)C[C@@H](C(=O)O)N\"\n",
"[1] \"L-Threonine: C[C@H]([C@@H](C(=O)O)N)O\"\n",
"[1] \"L-Tryptophan: C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)N\"\n"
]
}
],
"source": [
"# %20 in place of spaces in chemical names?\n",
"chemicals <- c('L-Asparagine', 'L-Aspartic Acid', 'L-Alanine', 'L-Arginine', 'L-Cysteine', 'L-Glutamine', 'L-Glutamic Acid', 'Glycine', 'L-Proline', 'L-Serine', 'L-Tyrosine',\n",
" 'L-Isoleucine', 'L-Leucine', 'L-Valine', 'L-Histidine', 'L-Lysine', 'L-Methionine', 'L-Phenylalanine', 'L-Threonine', 'L-Tryptophan')\n",
"\n",
"pugrest <- 'https://pubchem.ncbi.nlm.nih.gov/rest/pug'\n",
"pugoper <- 'property/IsomericSMILES'\n",
"pugout <- 'txt'\n",
"\n",
"for (i in chemicals) # loop over each index (position) in the \"chemicals\" list\n",
"{ \n",
" pugin <- paste('compound/name/', URLencode(i, reserved=TRUE), sep=\"\")\n",
" #pugin <- paste('compound/name/', i, sep=\"\")\n",
" url <- paste(pugrest, pugin, pugoper, pugout, sep=\"/\")\n",
" res <- readLines(url, warn=TRUE)\n",
" print(paste(i, \": \", res,sep=\"\"))\n",
" \n",
" #if (i %% 5 == 4){\n",
" if (which(chemicals %in% i) %% 5 == 4){\n",
" Sys.sleep(.3)\n",
" }\n",
"}"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"## 4. Getting multiple molecular properties"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"All the examples we have seen in this notebook retrieved a single molecular property for a single compound\n",
"(although we were able to get a desired property for a group of compounds using a for loop). However, it is\n",
"possible to get multiple properties for multiple compounds with a single request."
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"The following example retrieves the hydrogen-bond donor count, hydrogen-bond acceptor count, XLogP, TPSA\n",
"for 5 compounds (represented by PubChem Compound IDs (CIDs) in a comma-separated values (CSV)\n",
"format."
]
},
{
"cell_type": "code",
"execution_count": 13,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"'https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/cid/4485,4499,5026,5734,8082/property/HBondDonorCount,HBondAcceptorCount,XLogP,TPSA/csv'"
],
"text/latex": [
"'https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/cid/4485,4499,5026,5734,8082/property/HBondDonorCount,HBondAcceptorCount,XLogP,TPSA/csv'"
],
"text/markdown": [
"'https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/cid/4485,4499,5026,5734,8082/property/HBondDonorCount,HBondAcceptorCount,XLogP,TPSA/csv'"
],
"text/plain": [
"[1] \"https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/cid/4485,4499,5026,5734,8082/property/HBondDonorCount,HBondAcceptorCount,XLogP,TPSA/csv\""
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"pugrest <- \"https://pubchem.ncbi.nlm.nih.gov/rest/pug\"\n",
"pugin <- \"compound/cid/4485,4499,5026,5734,8082\"\n",
"pugoper <- \"property/HBondDonorCount,HBondAcceptorCount,XLogP,TPSA\"\n",
"pugout <- \"csv\"\n",
"\n",
"url <- paste(pugrest,pugin,pugoper,pugout,sep=\"/\")\n",
"url"
]
},
{
"cell_type": "code",
"execution_count": 14,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"
\n",
"A data.frame: 5 × 5\n",
"\n",
"\tCID | HBondDonorCount | HBondAcceptorCount | XLogP | TPSA |
\n",
"\t<int> | <int> | <int> | <dbl> | <dbl> |
\n",
"\n",
"\n",
"\t4485 | 1 | 7 | 2.2 | 110.0 |
\n",
"\t4499 | 1 | 7 | 3.3 | 110.0 |
\n",
"\t5026 | 1 | 8 | 4.3 | 123.0 |
\n",
"\t5734 | 1 | 5 | 0.2 | 94.6 |
\n",
"\t8082 | 1 | 1 | 0.8 | 12.0 |
\n",
"\n",
"
\n"
],
"text/latex": [
"A data.frame: 5 × 5\n",
"\\begin{tabular}{lllll}\n",
" CID & HBondDonorCount & HBondAcceptorCount & XLogP & TPSA\\\\\n",
" & & & & \\\\\n",
"\\hline\n",
"\t 4485 & 1 & 7 & 2.2 & 110.0\\\\\n",
"\t 4499 & 1 & 7 & 3.3 & 110.0\\\\\n",
"\t 5026 & 1 & 8 & 4.3 & 123.0\\\\\n",
"\t 5734 & 1 & 5 & 0.2 & 94.6\\\\\n",
"\t 8082 & 1 & 1 & 0.8 & 12.0\\\\\n",
"\\end{tabular}\n"
],
"text/markdown": [
"\n",
"A data.frame: 5 × 5\n",
"\n",
"| CID <int> | HBondDonorCount <int> | HBondAcceptorCount <int> | XLogP <dbl> | TPSA <dbl> |\n",
"|---|---|---|---|---|\n",
"| 4485 | 1 | 7 | 2.2 | 110.0 |\n",
"| 4499 | 1 | 7 | 3.3 | 110.0 |\n",
"| 5026 | 1 | 8 | 4.3 | 123.0 |\n",
"| 5734 | 1 | 5 | 0.2 | 94.6 |\n",
"| 8082 | 1 | 1 | 0.8 | 12.0 |\n",
"\n"
],
"text/plain": [
" CID HBondDonorCount HBondAcceptorCount XLogP TPSA \n",
"1 4485 1 7 2.2 110.0\n",
"2 4499 1 7 3.3 110.0\n",
"3 5026 1 8 4.3 123.0\n",
"4 5734 1 5 0.2 94.6\n",
"5 8082 1 1 0.8 12.0"
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"read.table(url,sep=\",\",header=TRUE)"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"In R , the read.table function allows reading formatted-text data files (or streams), such as CSV files. It\n",
"returns a data.frame , which is a convenient data structure for data tables."
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"PubChem has a standard time limit of 30 seconds per request. When you try to retrieve too many properties\n",
"for too many compounds with a single request, it can take longer than the 30-second limit and a time-out error\n",
"will be returned. Therefore, you may need to split the compound list into smaller chunks and process one\n",
"chunk at a time."
]
},
{
"cell_type": "code",
"execution_count": 15,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"'# Number of CIDs: 55'"
],
"text/latex": [
"'\\# Number of CIDs: 55'"
],
"text/markdown": [
"'# Number of CIDs: 55'"
],
"text/plain": [
"[1] \"# Number of CIDs: 55\""
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"cids <- c(443422, 72301, 8082, 4485, 5353740, 5282230, 5282138, 1547484,\n",
" 941361, 5734, 5494, 5422, 5417, 5290, 5245, 5026, 4746, 4507,\n",
" 4499, 4497, 4494, 4474, 4418, 4386, 4009, 4008, 3949, 3926, 3878,\n",
" 3784, 3698, 3547, 3546, 3336, 3333, 3236, 3076, 2585, 2520, 2351,\n",
" 2312, 2162, 1236, 1234, 292331, 275182, 235244, 108144, 104972, 77157,\n",
" 5942250, 5311217, 4564402, 4715169, 5311501)\n",
"chunk_size <- 10\n",
"num_chunks <- ceiling(length(cids) / chunk_size)\n",
"paste(\"# Number of CIDs:\", length(cids) )"
]
},
{
"cell_type": "code",
"execution_count": 16,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"'# Number of chunks: 6'"
],
"text/latex": [
"'\\# Number of chunks: 6'"
],
"text/markdown": [
"'# Number of chunks: 6'"
],
"text/plain": [
"[1] \"# Number of chunks: 6\""
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"paste(\"# Number of chunks:\", num_chunks )"
]
},
{
"cell_type": "code",
"execution_count": 17,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"\n",
"A data.frame: 55 × 5\n",
"\n",
"\tCID | HBondDonorCount | HBondAcceptorCount | XLogP | TPSA |
\n",
"\t<int> | <int> | <int> | <dbl> | <dbl> |
\n",
"\n",
"\n",
"\t 443422 | 0 | 5 | 3.1 | 40.2 |
\n",
"\t 72301 | 0 | 5 | 3.2 | 40.2 |
\n",
"\t 8082 | 1 | 1 | 0.8 | 12.0 |
\n",
"\t 4485 | 1 | 7 | 2.2 | 110.0 |
\n",
"\t5353740 | 2 | 5 | 3.5 | 76.0 |
\n",
"\t5282230 | 2 | 5 | 3.2 | 84.9 |
\n",
"\t5282138 | 1 | 8 | 4.4 | 120.0 |
\n",
"\t1547484 | 0 | 2 | 5.8 | 6.5 |
\n",
"\t 941361 | 0 | 4 | 6.0 | 6.5 |
\n",
"\t 5734 | 1 | 5 | 0.2 | 94.6 |
\n",
"\t 5494 | 0 | 6 | 5.0 | 57.2 |
\n",
"\t 5422 | 0 | 8 | 6.4 | 61.9 |
\n",
"\t 5417 | 0 | 5 | 3.2 | 40.2 |
\n",
"\t 5290 | 2 | 5 | 2.6 | 62.2 |
\n",
"\t 5245 | 5 | 8 | -3.1 | 148.0 |
\n",
"\t 5026 | 1 | 8 | 4.3 | 123.0 |
\n",
"\t 4746 | 1 | 1 | 6.8 | 12.0 |
\n",
"\t 4507 | 1 | 7 | 2.9 | 110.0 |
\n",
"\t 4499 | 1 | 7 | 3.3 | 110.0 |
\n",
"\t 4497 | 1 | 8 | 3.1 | 120.0 |
\n",
"\t 4494 | 1 | 8 | 2.9 | 134.0 |
\n",
"\t 4474 | 1 | 8 | 3.8 | 114.0 |
\n",
"\t 4418 | 1 | 5 | 4.1 | 45.2 |
\n",
"\t 4386 | 2 | 3 | 4.4 | 49.3 |
\n",
"\t 4009 | 2 | 5 | 3.5 | 76.0 |
\n",
"\t 4008 | 1 | 9 | 5.6 | 117.0 |
\n",
"\t 3949 | 0 | 7 | 4.9 | 34.2 |
\n",
"\t 3926 | 1 | 5 | 6.0 | 35.6 |
\n",
"\t 3878 | 2 | 5 | 1.4 | 90.7 |
\n",
"\t 3784 | 1 | 8 | 4.3 | 104.0 |
\n",
"\t 3698 | 2 | 3 | -0.2 | 68.0 |
\n",
"\t 3547 | 1 | 5 | 1.0 | 70.7 |
\n",
"\t 3546 | 3 | 5 | -0.5 | 132.0 |
\n",
"\t 3336 | 1 | 1 | 5.5 | 12.0 |
\n",
"\t 3333 | 1 | 5 | 3.9 | 64.6 |
\n",
"\t 3236 | 0 | 2 | 3.8 | 20.3 |
\n",
"\t 3076 | 0 | 6 | 3.1 | 84.4 |
\n",
"\t 2585 | 3 | 5 | 4.2 | 75.7 |
\n",
"\t 2520 | 0 | 6 | 3.8 | 64.0 |
\n",
"\t 2351 | 0 | 3 | 5.3 | 15.7 |
\n",
"\t 2312 | 0 | 2 | 4.6 | 12.5 |
\n",
"\t 2162 | 2 | 7 | 3.0 | 99.9 |
\n",
"\t 1236 | 1 | 8 | 6.8 | 114.0 |
\n",
"\t 1234 | 0 | 7 | 3.8 | 73.2 |
\n",
"\t 292331 | 2 | 3 | 3.9 | 49.3 |
\n",
"\t 275182 | 1 | 8 | 6.1 | 72.9 |
\n",
"\t 235244 | 1 | 8 | 6.7 | 72.9 |
\n",
"\t 108144 | 2 | 5 | 3.9 | 117.0 |
\n",
"\t 104972 | 1 | 6 | 3.3 | 72.7 |
\n",
"\t 77157 | 1 | 4 | 3.2 | 49.8 |
\n",
"\t5942250 | 2 | 5 | 3.5 | 76.0 |
\n",
"\t5311217 | 1 | 7 | 4.5 | 90.9 |
\n",
"\t4564402 | 0 | 4 | 4.1 | 45.5 |
\n",
"\t4715169 | 2 | 3 | -1.6 | 63.3 |
\n",
"\t5311501 | 0 | 4 | 4.4 | 43.7 |
\n",
"\n",
"
\n"
],
"text/latex": [
"A data.frame: 55 × 5\n",
"\\begin{tabular}{lllll}\n",
" CID & HBondDonorCount & HBondAcceptorCount & XLogP & TPSA\\\\\n",
" & & & & \\\\\n",
"\\hline\n",
"\t 443422 & 0 & 5 & 3.1 & 40.2\\\\\n",
"\t 72301 & 0 & 5 & 3.2 & 40.2\\\\\n",
"\t 8082 & 1 & 1 & 0.8 & 12.0\\\\\n",
"\t 4485 & 1 & 7 & 2.2 & 110.0\\\\\n",
"\t 5353740 & 2 & 5 & 3.5 & 76.0\\\\\n",
"\t 5282230 & 2 & 5 & 3.2 & 84.9\\\\\n",
"\t 5282138 & 1 & 8 & 4.4 & 120.0\\\\\n",
"\t 1547484 & 0 & 2 & 5.8 & 6.5\\\\\n",
"\t 941361 & 0 & 4 & 6.0 & 6.5\\\\\n",
"\t 5734 & 1 & 5 & 0.2 & 94.6\\\\\n",
"\t 5494 & 0 & 6 & 5.0 & 57.2\\\\\n",
"\t 5422 & 0 & 8 & 6.4 & 61.9\\\\\n",
"\t 5417 & 0 & 5 & 3.2 & 40.2\\\\\n",
"\t 5290 & 2 & 5 & 2.6 & 62.2\\\\\n",
"\t 5245 & 5 & 8 & -3.1 & 148.0\\\\\n",
"\t 5026 & 1 & 8 & 4.3 & 123.0\\\\\n",
"\t 4746 & 1 & 1 & 6.8 & 12.0\\\\\n",
"\t 4507 & 1 & 7 & 2.9 & 110.0\\\\\n",
"\t 4499 & 1 & 7 & 3.3 & 110.0\\\\\n",
"\t 4497 & 1 & 8 & 3.1 & 120.0\\\\\n",
"\t 4494 & 1 & 8 & 2.9 & 134.0\\\\\n",
"\t 4474 & 1 & 8 & 3.8 & 114.0\\\\\n",
"\t 4418 & 1 & 5 & 4.1 & 45.2\\\\\n",
"\t 4386 & 2 & 3 & 4.4 & 49.3\\\\\n",
"\t 4009 & 2 & 5 & 3.5 & 76.0\\\\\n",
"\t 4008 & 1 & 9 & 5.6 & 117.0\\\\\n",
"\t 3949 & 0 & 7 & 4.9 & 34.2\\\\\n",
"\t 3926 & 1 & 5 & 6.0 & 35.6\\\\\n",
"\t 3878 & 2 & 5 & 1.4 & 90.7\\\\\n",
"\t 3784 & 1 & 8 & 4.3 & 104.0\\\\\n",
"\t 3698 & 2 & 3 & -0.2 & 68.0\\\\\n",
"\t 3547 & 1 & 5 & 1.0 & 70.7\\\\\n",
"\t 3546 & 3 & 5 & -0.5 & 132.0\\\\\n",
"\t 3336 & 1 & 1 & 5.5 & 12.0\\\\\n",
"\t 3333 & 1 & 5 & 3.9 & 64.6\\\\\n",
"\t 3236 & 0 & 2 & 3.8 & 20.3\\\\\n",
"\t 3076 & 0 & 6 & 3.1 & 84.4\\\\\n",
"\t 2585 & 3 & 5 & 4.2 & 75.7\\\\\n",
"\t 2520 & 0 & 6 & 3.8 & 64.0\\\\\n",
"\t 2351 & 0 & 3 & 5.3 & 15.7\\\\\n",
"\t 2312 & 0 & 2 & 4.6 & 12.5\\\\\n",
"\t 2162 & 2 & 7 & 3.0 & 99.9\\\\\n",
"\t 1236 & 1 & 8 & 6.8 & 114.0\\\\\n",
"\t 1234 & 0 & 7 & 3.8 & 73.2\\\\\n",
"\t 292331 & 2 & 3 & 3.9 & 49.3\\\\\n",
"\t 275182 & 1 & 8 & 6.1 & 72.9\\\\\n",
"\t 235244 & 1 & 8 & 6.7 & 72.9\\\\\n",
"\t 108144 & 2 & 5 & 3.9 & 117.0\\\\\n",
"\t 104972 & 1 & 6 & 3.3 & 72.7\\\\\n",
"\t 77157 & 1 & 4 & 3.2 & 49.8\\\\\n",
"\t 5942250 & 2 & 5 & 3.5 & 76.0\\\\\n",
"\t 5311217 & 1 & 7 & 4.5 & 90.9\\\\\n",
"\t 4564402 & 0 & 4 & 4.1 & 45.5\\\\\n",
"\t 4715169 & 2 & 3 & -1.6 & 63.3\\\\\n",
"\t 5311501 & 0 & 4 & 4.4 & 43.7\\\\\n",
"\\end{tabular}\n"
],
"text/markdown": [
"\n",
"A data.frame: 55 × 5\n",
"\n",
"| CID <int> | HBondDonorCount <int> | HBondAcceptorCount <int> | XLogP <dbl> | TPSA <dbl> |\n",
"|---|---|---|---|---|\n",
"| 443422 | 0 | 5 | 3.1 | 40.2 |\n",
"| 72301 | 0 | 5 | 3.2 | 40.2 |\n",
"| 8082 | 1 | 1 | 0.8 | 12.0 |\n",
"| 4485 | 1 | 7 | 2.2 | 110.0 |\n",
"| 5353740 | 2 | 5 | 3.5 | 76.0 |\n",
"| 5282230 | 2 | 5 | 3.2 | 84.9 |\n",
"| 5282138 | 1 | 8 | 4.4 | 120.0 |\n",
"| 1547484 | 0 | 2 | 5.8 | 6.5 |\n",
"| 941361 | 0 | 4 | 6.0 | 6.5 |\n",
"| 5734 | 1 | 5 | 0.2 | 94.6 |\n",
"| 5494 | 0 | 6 | 5.0 | 57.2 |\n",
"| 5422 | 0 | 8 | 6.4 | 61.9 |\n",
"| 5417 | 0 | 5 | 3.2 | 40.2 |\n",
"| 5290 | 2 | 5 | 2.6 | 62.2 |\n",
"| 5245 | 5 | 8 | -3.1 | 148.0 |\n",
"| 5026 | 1 | 8 | 4.3 | 123.0 |\n",
"| 4746 | 1 | 1 | 6.8 | 12.0 |\n",
"| 4507 | 1 | 7 | 2.9 | 110.0 |\n",
"| 4499 | 1 | 7 | 3.3 | 110.0 |\n",
"| 4497 | 1 | 8 | 3.1 | 120.0 |\n",
"| 4494 | 1 | 8 | 2.9 | 134.0 |\n",
"| 4474 | 1 | 8 | 3.8 | 114.0 |\n",
"| 4418 | 1 | 5 | 4.1 | 45.2 |\n",
"| 4386 | 2 | 3 | 4.4 | 49.3 |\n",
"| 4009 | 2 | 5 | 3.5 | 76.0 |\n",
"| 4008 | 1 | 9 | 5.6 | 117.0 |\n",
"| 3949 | 0 | 7 | 4.9 | 34.2 |\n",
"| 3926 | 1 | 5 | 6.0 | 35.6 |\n",
"| 3878 | 2 | 5 | 1.4 | 90.7 |\n",
"| 3784 | 1 | 8 | 4.3 | 104.0 |\n",
"| 3698 | 2 | 3 | -0.2 | 68.0 |\n",
"| 3547 | 1 | 5 | 1.0 | 70.7 |\n",
"| 3546 | 3 | 5 | -0.5 | 132.0 |\n",
"| 3336 | 1 | 1 | 5.5 | 12.0 |\n",
"| 3333 | 1 | 5 | 3.9 | 64.6 |\n",
"| 3236 | 0 | 2 | 3.8 | 20.3 |\n",
"| 3076 | 0 | 6 | 3.1 | 84.4 |\n",
"| 2585 | 3 | 5 | 4.2 | 75.7 |\n",
"| 2520 | 0 | 6 | 3.8 | 64.0 |\n",
"| 2351 | 0 | 3 | 5.3 | 15.7 |\n",
"| 2312 | 0 | 2 | 4.6 | 12.5 |\n",
"| 2162 | 2 | 7 | 3.0 | 99.9 |\n",
"| 1236 | 1 | 8 | 6.8 | 114.0 |\n",
"| 1234 | 0 | 7 | 3.8 | 73.2 |\n",
"| 292331 | 2 | 3 | 3.9 | 49.3 |\n",
"| 275182 | 1 | 8 | 6.1 | 72.9 |\n",
"| 235244 | 1 | 8 | 6.7 | 72.9 |\n",
"| 108144 | 2 | 5 | 3.9 | 117.0 |\n",
"| 104972 | 1 | 6 | 3.3 | 72.7 |\n",
"| 77157 | 1 | 4 | 3.2 | 49.8 |\n",
"| 5942250 | 2 | 5 | 3.5 | 76.0 |\n",
"| 5311217 | 1 | 7 | 4.5 | 90.9 |\n",
"| 4564402 | 0 | 4 | 4.1 | 45.5 |\n",
"| 4715169 | 2 | 3 | -1.6 | 63.3 |\n",
"| 5311501 | 0 | 4 | 4.4 | 43.7 |\n",
"\n"
],
"text/plain": [
" CID HBondDonorCount HBondAcceptorCount XLogP TPSA \n",
"1 443422 0 5 3.1 40.2\n",
"2 72301 0 5 3.2 40.2\n",
"3 8082 1 1 0.8 12.0\n",
"4 4485 1 7 2.2 110.0\n",
"5 5353740 2 5 3.5 76.0\n",
"6 5282230 2 5 3.2 84.9\n",
"7 5282138 1 8 4.4 120.0\n",
"8 1547484 0 2 5.8 6.5\n",
"9 941361 0 4 6.0 6.5\n",
"10 5734 1 5 0.2 94.6\n",
"11 5494 0 6 5.0 57.2\n",
"12 5422 0 8 6.4 61.9\n",
"13 5417 0 5 3.2 40.2\n",
"14 5290 2 5 2.6 62.2\n",
"15 5245 5 8 -3.1 148.0\n",
"16 5026 1 8 4.3 123.0\n",
"17 4746 1 1 6.8 12.0\n",
"18 4507 1 7 2.9 110.0\n",
"19 4499 1 7 3.3 110.0\n",
"20 4497 1 8 3.1 120.0\n",
"21 4494 1 8 2.9 134.0\n",
"22 4474 1 8 3.8 114.0\n",
"23 4418 1 5 4.1 45.2\n",
"24 4386 2 3 4.4 49.3\n",
"25 4009 2 5 3.5 76.0\n",
"26 4008 1 9 5.6 117.0\n",
"27 3949 0 7 4.9 34.2\n",
"28 3926 1 5 6.0 35.6\n",
"29 3878 2 5 1.4 90.7\n",
"30 3784 1 8 4.3 104.0\n",
"31 3698 2 3 -0.2 68.0\n",
"32 3547 1 5 1.0 70.7\n",
"33 3546 3 5 -0.5 132.0\n",
"34 3336 1 1 5.5 12.0\n",
"35 3333 1 5 3.9 64.6\n",
"36 3236 0 2 3.8 20.3\n",
"37 3076 0 6 3.1 84.4\n",
"38 2585 3 5 4.2 75.7\n",
"39 2520 0 6 3.8 64.0\n",
"40 2351 0 3 5.3 15.7\n",
"41 2312 0 2 4.6 12.5\n",
"42 2162 2 7 3.0 99.9\n",
"43 1236 1 8 6.8 114.0\n",
"44 1234 0 7 3.8 73.2\n",
"45 292331 2 3 3.9 49.3\n",
"46 275182 1 8 6.1 72.9\n",
"47 235244 1 8 6.7 72.9\n",
"48 108144 2 5 3.9 117.0\n",
"49 104972 1 6 3.3 72.7\n",
"50 77157 1 4 3.2 49.8\n",
"51 5942250 2 5 3.5 76.0\n",
"52 5311217 1 7 4.5 90.9\n",
"53 4564402 0 4 4.1 45.5\n",
"54 4715169 2 3 -1.6 63.3\n",
"55 5311501 0 4 4.4 43.7"
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"pugrest <- \"https://pubchem.ncbi.nlm.nih.gov/rest/pug\"\n",
"pugoper <- \"property/HBondDonorCount,HBondAcceptorCount,XLogP,TPSA\"\n",
"pugout <- \"csv\"\n",
"pugin <- paste(\"compound/cid/\", paste(cids[1:10],collapse=\",\"),sep=\"\")\n",
"url <- paste(pugrest,pugin,pugoper,pugout,sep=\"/\")\n",
"df <- read.table(url,sep=\",\",header=TRUE)\n",
"for (i in 2:num_chunks) {\n",
" idx1 = chunk_size * (i - 1) + 1\n",
" idx2 = chunk_size * i\n",
" pugin <- paste(\"compound/cid/\",\n",
" paste(cids[idx1:pmin(idx2,length(cids))],collapse=\",\"),sep=\"\")\n",
"\n",
" url <- paste(pugrest,pugin,pugoper,pugout,sep=\"/\")\n",
" df <- rbind(df,read.table(url,sep=\",\",header=TRUE))\n",
" Sys.sleep(10)\n",
"}\n",
"df"
]
},
{
"cell_type": "markdown",
"metadata": {},
"source": [
"**Exercise 4a:** Below is the list of CIDs of known antiinflmatory agents (obtained from PubChem via the URL:\n",
"https://www.ncbi.nlm.nih.gov/pccompound?LinkName=mesh_pccompound&from_uid=68000893).\n",
"Download the following properties of those compounds in a comma-separated format: Heavy atom count, rotatable bond\n",
"count, molecular weight, XLogP, hydrogen bond donor count, hydrogen bond acceptor count, TPSA, and\n",
"isomeric SMILES.\n",
"- Split the input CID list into small chunks (with a chunk size of 100 CIDs).\n",
"- Process one chunk at a time using a for loop.\n",
"- Do not forget to add Sys.sleep to comply the usage policy."
]
},
{
"cell_type": "code",
"execution_count": 18,
"metadata": {},
"outputs": [
{
"data": {
"text/html": [
"708"
],
"text/latex": [
"708"
],
"text/markdown": [
"708"
],
"text/plain": [
"[1] 708"
]
},
"metadata": {},
"output_type": "display_data"
}
],
"source": [
"cids <- c(471, 1981, 2005, 2097, 2151, 2198, 2206, 2214, 2244, 2307, 2308, 2313,\n",
"2355, 2396, 2449, 2462, 2466, 2581, 2662, 2794, 2863, 3000, 3003, 3033, 3056,\n",
"3059, 3111, 3177, 3194, 3230, 3242, 3282, 3308, 3332, 3335, 3342, 3360, 3371,\n",
"3379, 3382, 3384, 3394, 3495, 3553, 3612, 3672, 3715, 3716, 3718, 3778, 3824,\n",
"3825, 3826, 3935, 3946, 3965, 4009, 4037, 4038, 4044, 4075, 4159, 4237, 4386,\n",
"4409, 4413, 4487, 4488, 4495, 4534, 4553, 4614, 4641, 4671, 4692, 4781, 4888,\n",
"4895, 4921, 5059, 5090, 5147, 5161, 5208, 5228, 5339, 5352, 5359, 5362, 5468,\n",
"5469, 5475, 5480, 5509, 5733, 5743, 5744, 5745, 5753, 5754, 5755, 5834, 5865,\n",
"5875, 5876, 5877, 6094, 6213, 6215, 6247, 6436, 6741, 7090, 7497, 8522, 9053,\n",
"9231, 9642, 9782, 9878, 10114, 10154, 10170, 10185, 10206, 12555, 12938, 13802,\n",
"14982, 15209, 16490, 16533, 16623, 16639, 16752, 16923, 17198, 19161, 20469,\n",
"21102, 21700, 21800, 21826, 21975, 22419, 23205, 26098, 26248, 26318, 28718,\n",
"28871, 30869, 30870, 30951, 31307, 31378, 31508, 31635, 31799, 31800, 32153,\n",
"32327, 32798, 33958, 35375, 35455, 35935, 36833, 37425, 38081, 38503, 39212,\n",
"39941, 40000, 40632, 41643, 43261, 44219, 47462, 47795, 50294, 50295, 51717,\n",
"54445, 54585, 57782, 59757, 60164, 60490, 60542, 60712, 60726, 60864, 61486,\n",
"62074, 62924, 63006, 63019, 64704, 64738, 64746, 64747, 64927, 64945, 64971,\n",
"64982, 65394, 65464, 65655, 65679, 65762, 66249, 67417, 68700, 68704, 68706,\n",
"68731, 68749, 68819, 68865, 68869, 68917, 71246, 71354, 71364, 71386, 71398,\n",
"71414, 71415, 71771, 72158, 72300, 73400, 82153, 84003, 84429, 90763, 91626,\n",
"91670, 100472, 102011, 104762, 104943, 107641, 107738, 107793, 108068, 108130,\n",
"114753, 114840, 114917, 114999, 115239, 119032, 119286, 119365, 119607, 119828,\n",
"119871, 121928, 121957, 122139, 122179, 122182, 123619, 123673, 123723, 124978,\n",
"128191, 128229, 128571, 133021, 134896, 146364, 151075, 151166, 152165, 155354,\n",
"155761, 156391, 158103, 159557, 162666, 164676, 167928, 168928, 174093, 174277,\n",
"176155, 177976, 180604, 183088, 189821, 192156, 196122, 196840, 196841, 200674,\n",
"201587, 219121, 222786, 229860, 235244, 236702, 259846, 263373, 275182, 292331,\n",
"425990, 439503, 439533, 441335, 441336, 442534, 442993, 443943, 443949, 443967,\n",
"444036, 445154, 445858, 446925, 479503, 485711, 490428, 501254, 522325, 546807,\n",
"578771, 584547, 610479, 633091, 633097, 636374, 636398, 656604, 656656, 656852,\n",
"657238, 667550, 927704, 969510, 969516, 1548887, 1548910, 2737488, 3033890,\n",
"3033980, 3045402, 3051696, 3055172, 4129359, 4306515, 4483645, 5018304, 5185849,\n",
"5280802, 5280914, 5280915, 5281004, 5281071, 5281515, 5281522, 5281792, 5282183,\n",
"5282193, 5282230, 5282387, 5282402, 5282492, 5283542, 5283734, 5284538, 5284539,\n",
"5311051, 5311052, 5311066, 5311067, 5311093, 5311101, 5311108, 5311169, 5311180,\n",
"5318517, 5320420, 5322111, 5352624, 5353725, 5353726, 5353740, 5353864, 5354499,\n",
"5377381, 5420804, 5420805, 5458396, 5472495, 5481958, 5701991, 5702036, 5702148,\n",
"5702212, 5702252, 5702287, 5745214, 5942250, 6420050, 6429274, 6437368, 6437387,\n",
"6438873, 6447131, 6453785, 6473881, 6509979, 6708733, 6710677, 6714002, 6917783,\n",
"6917852, 6917894, 6918172, 6918173, 6918332, 6918445, 6918452, 6918612, 6925666,\n",
"7060958, 7251185, 9554199, 9798098, 9799453, 9841438, 9843941, 9846332, 9865808,\n",
"9868219, 9869053, 9871508, 9875547, 9883509, 9897518, 9897771, 9907157, 9913795,\n",
"9919776, 9926694, 9934547, 10363606, 10918539, 11158972, 11513733, 11561674,\n",
"11616712, 11870423, 11949636, 11954221, 11954316, 11954353, 11954369, 11957468,\n",
"11961431, 11972243, 11972532, 12300053, 12313906, 12313911, 12606303, 12634263,\n",
"12714644, 12874922, 13018150, 13020033, 13041095, 14010989, 14515707, 14798494,\n",
"15895902, 16051947, 16132369, 16213022, 16213698, 16218996, 16219353, 16220118,\n",
"16759566, 16760658, 17750985, 17753757, 18526330, 18632363, 18647121, 18943026,\n",
"20054915, 21120116, 21637635, 21637642, 21893738, 21893804, 21982135, 22141508,\n",
"22811280, 23509770, 23631982, 23653552, 23657872, 23663407, 23663409, 23663418,\n",
"23663959, 23663989, 23665411, 23665999, 23667642, 23669636, 23674183, 23674255,\n",
"23674745, 23675763, 23680530, 23681059, 23684814, 23688663, 23693301, 23694214,\n",
"23702389, 24181458, 24721429, 24761485, 24799587, 24847961, 24847981, 24867460,\n",
"24867465, 24867475, 24883465, 24916955, 25077872, 25113755, 25796773, 40469526,\n",
"44119558, 44202892, 44260118, 44266812, 44386560, 45006151, 45006158, 45039955,\n",
"45356876, 45356931, 45357558, 45357932, 45358013, 45358120, 45358130, 45358140,\n",
"45358148, 45358149, 45488525, 46174093, 46397498, 46780650, 46780910, 46783539, \n",
"46783786, 46783814, 46863906, 46878350, 46882877, 50989825, 51026956, 51340230,\n",
"51398089, 53384387, 53394893, 53486221, 53486290, 53486322, 54194814, 54605501,\n",
"54675840, 54676228, 54677470, 54677971, 54677972, 54677977, 54682045, 54684589,\n",
"54690031, 54697648, 54708862, 54714524, 56841932, 56842111, 56845155, 57347755,\n",
"57486087, 67668959, 67804972, 67986221, 70470286, 70678885, 71306882, 71587162,\n",
"72774967, 72941490, 72941625, 73758129, 73759663, 73759808, 74787565, 77906397,\n",
"78577433, 90488794, 91711382, 91826463, 91873711, 91881846, 92131836, 92462493,\n",
"102004404, 102601886, 117072385, 117072403, 117072410, 118701141, 118701402,\n",
"118984459, 122130078, 122130111, 122130185, 122130213, 122130768, 122173054,\n",
"122173183, 122361610, 123134657, 124081055, 124463365, 126968472, 126968501,\n",
"126968801, 126969212, 126969455, 129009998, 129010022, 129010033, 129010043,\n",
"129316829, 129317859, 129317898, 129628207, 129628892, 129670532, 129735029,\n",
"131632430, 131635023, 131676243, 131750284, 131954647, 131954667, 132399051,\n",
"132399058, 133112890, 133126366, 133126370, 133562807, 133659920, 133687604,\n",
"134129698, 134159361, 134460917, 134612785, 134687786, 134688123, 134688323,\n",
"134688977, 134689786, 134693106, 134693125, 134693234, 134694728, 134694860,\n",
"135413496, 135413505, 135414247, 135484078, 135515521, 135565709, 136040192,\n",
"137177332, 137699687, 137705034, 137705717, 137705725, 137705994, 137706376,\n",
"137706400, 137795135, 138059757, 138107776, 138113311, 138113507, 138113581,\n",
"138114182, 138114743)\n",
"\n",
"length(cids)\n"
]
},
{
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" CID HeavyAtomCount RotatableBondCount MolecularWeight XLogP\n",
"1 471 22 1 304.25 1.5\n",
"2 1981 29 7 415.80 4.2\n",
"3 2005 12 6 173.21 0.1\n",
"4 2097 16 5 219.28 3.2\n",
"5 2151 15 1 203.24 0.1\n",
"6 2198 22 5 305.40 0.9\n",
"7 2206 14 1 188.23 0.4\n",
"8 2214 12 2 166.17 0.5\n",
"9 2244 13 3 180.16 1.2\n",
"10 2307 36 8 521.00 3.0\n",
"11 2308 28 2 408.90 2.2\n",
"12 2313 21 5 282.29 3.1\n",
"13 2355 16 1 216.19 2.3\n",
"14 2396 31 6 412.50 3.1\n",
"15 2449 26 8 354.40 4.4\n",
"16 2462 31 4 430.50 2.5\n",
"17 2466 16 6 223.27 1.9\n",
"18 2581 19 2 273.71 4.0\n",
"19 2662 26 3 381.40 3.4\n",
"20 2794 33 4 473.40 7.1\n",
"21 2863 29 4 402.50 2.1\n",
"22 3000 27 2 376.50 2.3\n",
"23 3003 28 2 392.50 1.9\n",
"24 3033 19 4 296.10 4.4\n",
"25 3056 35 6 494.50 3.0\n",
"26 3059 18 2 250.20 4.4\n",
"27 3111 21 4 311.36 0.0\n",
"28 3177 23 3 411.30 5.3\n",
"29 3194 16 1 274.20 NA\n",
"30 3230 34 1 470.70 6.4\n",
"31 3242 17 3 234.25 1.3\n",
"32 3282 12 3 165.19 1.2\n",
"33 3308 21 4 287.35 2.8\n",
"34 3332 16 3 212.24 3.0\n",
"35 3335 19 5 254.28 3.2\n",
"36 3342 18 4 242.27 3.3\n",
"37 3360 29 7 406.40 3.7\n",
"38 3371 20 3 281.23 5.2\n",
"39 3379 31 2 434.50 2.5\n",
"40 3382 35 4 494.50 3.2\n",
"41 3384 27 1 376.50 2.0\n",
"42 3394 18 3 244.26 4.2\n",
"43 3495 58 7 822.90 3.7\n",
"44 3553 31 2 455.00 3.6\n",
"45 3612 75 37 1084.20 -6.8\n",
"46 3672 15 4 206.28 3.5\n",
"47 3715 25 4 357.80 4.3\n",
"48 3716 40 13 562.10 9.8\n",
"49 3718 21 3 281.30 2.8\n",
"50 3778 17 2 230.31 1.7\n",
"51 3824 24 5 322.40 1.2\n",
"52 3825 19 4 254.28 3.1\n",
"53 3826 19 3 255.27 1.9\n",
"54 3935 25 14 352.50 3.1\n",
"55 3946 20 4 291.68 5.1\n",
"56 3965 18 4 246.30 2.4\n",
"57 4009 30 7 416.50 3.5\n",
"58 4037 19 3 296.10 5.2\n",
"59 4038 20 3 318.10 NA\n",
"60 4044 18 3 241.28 5.1\n",
"61 4075 11 1 153.14 1.3\n",
"62 4159 27 2 374.50 1.9\n",
"63 4237 25 6 339.30 3.1\n",
"64 4386 16 3 213.23 4.4\n",
"65 4409 17 4 228.29 3.1\n",
"66 4413 26 5 347.40 2.0\n",
"67 4487 23 3 308.33 2.0\n",
"68 4488 20 3 282.22 3.7\n",
"69 4495 21 4 308.31 2.6\n",
"70 4534 22 5 302.40 4.3\n",
"71 4553 21 4 314.36 2.9\n",
"72 4614 22 5 293.30 4.2\n",
"73 4641 24 5 324.40 2.7\n",
"74 4671 21 16 299.50 6.2\n",
"75 4692 18 0 248.32 2.3\n",
"76 4781 23 5 308.40 3.2\n",
"77 4888 19 2 255.27 2.7\n",
"78 4895 29 4 402.50 2.4\n",
"79 4921 60 23 844.40 7.3\n",
"80 5059 25 8 335.40 5.2\n",
"81 5090 22 3 314.40 2.3\n",
"82 5147 10 1 137.14 1.3\n",
"83 5161 19 4 258.23 3.0\n",
"84 5208 21 3 288.29 3.0\n",
"85 5228 21 2 297.40 2.9\n",
"86 5339 28 6 398.40 -0.7\n",
"87 5352 25 4 356.40 3.4\n",
"88 5359 18 4 260.31 3.3\n",
"89 5362 32 11 438.50 3.6\n",
"90 5468 18 4 260.31 3.3\n",
"91 5469 23 4 355.80 1.0\n",
"92 5475 30 12 410.50 4.7\n",
"93 5480 22 5 316.40 3.4\n",
"94 5509 19 4 257.28 2.8\n",
"95 5733 20 4 291.73 2.8\n",
"96 5743 28 2 392.50 1.9\n",
"97 5744 29 4 404.50 2.2\n",
"98 5745 29 4 402.50 2.1\n",
"99 5753 25 2 346.50 1.9\n",
"100 5754 26 2 362.50 1.6\n",
"101 5755 26 2 360.40 1.6\n",
"102 5834 29 4 402.50 2.4\n",
"103 5865 26 2 358.40 1.5\n",
"104 5875 28 2 392.50 2.0\n",
"105 5876 27 2 378.40 1.4\n",
"106 5877 30 4 416.50 2.7\n",
"107 6094 11 1 153.18 -0.1\n",
"108 6213 5 0 94.14 -0.4\n",
"109 6215 32 2 452.50 2.5\n",
"110 6247 27 4 398.40 NA\n",
"111 6436 31 2 434.50 2.5\n",
"112 6741 27 2 374.50 1.9\n",
"113 7090 12 1 162.19 0.9\n",
"114 7497 8 4 117.19 0.3\n",
"115 8522 15 1 314.12 1.3\n",
"116 9053 27 2 376.50 2.4\n",
"117 9231 10 0 128.17 3.2\n",
"118 9642 35 4 494.50 3.2\n",
"119 9782 28 2 392.50 1.9\n",
"120 9878 27 1 376.50 2.0\n",
"121 10114 34 1 470.70 6.4\n",
"122 10154 24 2 327.40 2.7\n",
"123 10170 45 3 608.70 6.1\n",
"124 10185 22 1 304.25 1.5\n",
"125 10206 45 2 606.70 6.5\n",
"126 12555 23 7 309.40 3.9\n",
"127 12938 25 3 336.30 3.3\n",
"128 13802 31 4 434.50 2.8\n",
"129 14982 58 7 822.90 3.7\n",
"130 15209 31 2 436.50 1.4\n",
"131 16490 29 2 410.50 1.9\n",
"132 16533 34 7 476.60 3.6\n",
"133 16623 33 7 462.50 1.8\n",
"134 16639 17 4 232.28 2.7\n",
"135 16752 36 5 497.60 3.4\n",
"136 16923 34 7 474.50 2.2\n",
"137 17198 14 3 196.20 0.2\n",
"138 19161 24 8 326.40 4.9\n",
"139 20469 28 2 408.90 2.2\n",
"140 21102 23 6 313.30 2.2\n",
"141 21700 36 8 521.00 3.0\n",
"142 21800 36 8 504.60 3.6\n",
"143 21826 38 6 532.60 4.8\n",
"144 21975 31 4 458.40 NA\n",
"145 22419 22 4 302.24 3.1\n",
"146 23205 19 0 262.30 1.4\n",
"147 26098 22 3 300.36 4.0\n",
"148 26248 27 5 368.30 1.9\n",
"149 26318 15 0 204.35 4.4\n",
"150 28718 18 3 262.69 3.8\n",
"151 28871 22 4 329.80 5.2\n",
"152 30869 38 27 585.70 NA\n",
"153 30870 36 27 514.80 9.2\n",
"154 30951 15 5 226.65 2.5\n",
"155 31307 28 2 394.40 1.2\n",
"156 31378 27 2 380.40 1.7\n",
"157 31508 21 2 278.30 3.0\n",
"158 31635 18 5 241.28 4.0\n",
"159 31799 32 6 465.60 NA\n",
"160 31800 26 6 354.50 3.6\n",
"161 32153 16 3 212.24 3.2\n",
"162 32327 33 2 448.60 4.6\n",
"163 32798 32 5 467.00 3.8\n",
"164 33958 32 12 483.50 NA\n",
"165 35375 26 9 369.30 4.7\n",
"166 35455 24 4 320.40 3.1\n",
"167 35935 17 3 251.71 2.9\n",
"168 36833 49 14 690.80 NA\n",
"169 37425 15 1 206.20 NA\n",
"170 38081 21 3 296.24 4.1\n",
"171 38503 22 2 296.30 4.1\n",
"172 39212 34 9 491.50 NA\n",
"173 39941 21 3 301.72 4.1\n",
"174 40000 31 4 430.50 2.5\n",
"175 40632 14 1 185.22 1.9\n",
"176 41643 16 5 220.31 3.9\n",
"177 43261 22 7 341.83 NA\n",
"178 44219 23 7 326.34 NA\n",
"179 47462 22 2 335.65 NA\n",
"180 47795 16 1 229.20 1.8\n",
"181 50294 27 5 371.30 2.2\n",
"182 50295 29 3 415.30 NA\n",
"183 51717 18 4 302.20 3.9\n",
"184 54445 13 0 189.21 -2.2\n",
"185 54585 26 7 357.32 2.2\n",
"186 57782 20 5 280.32 0.7\n",
"187 59757 27 6 385.80 3.4\n",
"188 60164 31 4 412.50 7.7\n",
"189 60490 16 2 236.29 1.6\n",
"190 60542 22 6 300.40 5.5\n",
"191 60712 21 2 320.80 3.8\n",
"192 60726 20 4 334.16 3.3\n",
"193 60864 26 5 373.90 NA\n",
"194 61486 4 0 263.60 NA\n",
"195 62074 59 7 840.00 NA\n",
"196 62924 30 3 444.50 3.2\n",
"197 63006 31 4 430.50 2.5\n",
"198 63019 34 7 472.60 3.8\n",
"199 64704 22 5 305.40 0.9\n",
"200 64738 21 4 298.53 NA\n",
"201 64746 37 6 522.60 NA\n",
"202 64747 39 6 558.60 NA\n",
"203 64927 32 8 515.90 NA\n",
"204 64945 33 1 456.70 7.3\n",
"205 64971 33 2 456.70 8.2\n",
"206 64982 32 4 446.40 1.1\n",
"207 65394 19 4 297.10 4.8\n",
"208 65464 24 7 345.90 NA\n",
"209 65655 31 9 420.50 4.0\n",
"210 65679 25 1 357.30 1.2\n",
"211 65762 24 6 420.10 -7.0\n",
"212 66249 39 5 530.70 3.9\n",
"213 67417 12 1 189.64 NA\n",
"214 68700 21 3 281.30 2.8\n",
"215 68704 16 4 221.29 2.8\n",
"216 68706 22 4 312.70 3.6\n",
"217 68731 28 3 409.40 NA\n",
"218 68749 21 6 286.28 2.9\n",
"219 68819 15 5 209.28 0.6\n",
"220 68865 19 7 264.32 1.1\n",
"221 68869 21 3 285.27 3.6\n",
"222 68917 29 5 392.40 5.2\n",
"223 71246 24 4 353.30 2.4\n",
"224 71354 24 6 324.40 3.0\n",
"225 71364 92 30 1304.50 -6.4\n",
"226 71386 33 6 479.00 3.8\n",
"227 71398 22 5 302.40 4.3\n",
"228 71414 35 6 494.50 3.0\n",
"229 71415 29 2 410.50 1.9\n",
"230 71771 23 7 354.20 4.3\n",
"231 72158 21 3 282.40 5.7\n",
"232 72300 20 5 266.30 5.0\n",
"233 73400 46 10 624.80 6.7\n",
"234 82153 31 2 434.50 2.5\n",
"235 84003 27 6 376.40 NA\n",
"236 84429 9 4 153.65 NA\n",
"237 90763 24 3 336.39 NA\n",
"238 91626 23 8 326.34 NA\n",
"239 91670 34 7 478.60 4.2\n",
"240 100472 22 4 288.30 3.8\n",
"241 102011 33 2 448.60 4.6\n",
"242 104762 18 3 259.22 -1.9\n",
"243 104943 31 7 412.60 5.4\n",
"244 107641 22 4 295.30 3.1\n",
"245 107738 15 6 217.26 0.9\n",
"246 107793 55 6 781.00 2.5\n",
"247 108068 18 0 248.32 2.3\n",
"248 108130 29 4 400.50 5.1\n",
"249 114753 27 6 411.30 NA\n",
"250 114840 20 2 271.31 2.2\n",
"251 114917 21 0 276.30 3.7\n",
"252 114999 35 13 484.60 6.2\n",
"253 115239 26 3 384.30 3.8\n",
"254 119032 24 7 331.28 2.9\n",
"255 119286 14 2 305.15 3.3\n",
"256 119365 28 7 381.50 5.1\n",
"257 119607 22 3 314.40 2.6\n",
"258 119828 26 5 370.40 3.3\n",
"259 119871 33 5 460.60 4.4\n",
"260 121928 21 7 305.37 -0.6\n",
"261 121957 22 8 308.50 5.8\n",
"262 122139 41 8 624.60 -0.9\n",
"263 122179 13 5 208.19 -0.3\n",
"264 122182 20 2 352.20 3.1\n",
"265 123619 24 3 358.80 3.3\n",
"266 123673 23 5 319.40 0.6\n",
"267 123723 27 6 361.40 5.4\n",
"268 124978 68 12 977.00 NA\n",
"269 128191 15 4 209.28 1.8\n",
"270 128229 58 7 822.90 3.7\n",
"271 128571 32 6 454.90 3.7\n",
"272 133021 27 4 379.90 5.2\n",
"273 134896 23 5 352.90 NA\n",
"274 146364 36 8 504.60 3.6\n",
"275 151075 19 4 254.28 1.9\n",
"276 151166 20 4 293.72 4.2\n",
"277 152165 17 0 228.25 1.8\n",
"278 155354 25 10 409.80 NA\n",
"279 155761 24 21 338.60 10.8\n",
"280 156391 17 3 230.26 3.3\n",
"281 158103 29 4 400.50 5.1\n",
"282 159557 75 38 1084.20 -6.9\n",
"283 162666 17 3 240.21 NA\n",
"284 164676 22 0 294.30 4.3\n",
"285 167928 55 6 781.00 2.5\n",
"286 168928 33 1 456.70 8.3\n",
"287 174093 30 2 422.50 NA\n",
"288 174277 29 4 400.50 5.1\n",
"289 176155 27 4 377.40 3.2\n",
"290 177976 27 7 375.40 NA\n",
"291 180604 26 8 371.90 NA\n",
"292 183088 22 5 305.40 0.9\n",
"293 189821 32 4 441.50 2.0\n",
"294 192156 29 4 402.50 2.4\n",
"295 196122 35 13 478.60 3.9\n",
"296 196840 31 5 460.00 NA\n",
"297 196841 30 5 423.50 3.8\n",
"298 200674 7 2 125.60 NA\n",
"299 201587 12 1 189.59 NA\n",
"300 219121 34 7 480.50 NA\n",
"301 222786 26 2 360.40 1.5\n",
"302 229860 26 2 362.50 1.6\n",
"303 235244 46 10 624.80 6.7\n",
"304 236702 31 4 434.50 2.8\n",
"305 259846 31 1 426.70 9.9\n",
"306 263373 16 3 212.24 3.2\n",
"307 275182 45 3 608.70 6.1\n",
"308 292331 16 3 213.23 3.9\n",
"309 425990 34 7 480.50 -1.0\n",
"310 439503 20 4 286.28 -1.2\n",
"311 439533 22 1 304.25 1.5\n",
"312 441335 28 2 427.40 2.7\n",
"313 441336 35 5 521.40 3.9\n",
"314 442534 34 7 480.50 -1.0\n",
"315 442993 22 5 305.40 0.9\n",
"316 443943 31 2 455.00 3.6\n",
"317 443949 24 4 392.30 NA\n",
"318 443967 31 4 434.50 2.8\n",
"319 444036 34 6 500.60 4.0\n",
"320 445154 17 2 228.24 3.1\n",
"321 445858 14 3 194.18 1.5\n",
"322 446925 40 16 536.90 15.6\n",
"323 479503 21 3 288.29 3.0\n",
"324 485711 33 2 456.70 8.2\n",
"325 490428 31 7 412.60 5.4\n",
"326 501254 20 5 280.32 0.7\n",
"327 522325 22 4 333.34 NA\n",
"328 546807 36 8 504.60 3.6\n",
"329 578771 34 7 476.60 3.6\n",
"330 584547 30 4 416.50 2.7\n",
"331 610479 18 3 261.70 5.2\n",
"332 633091 38 6 532.60 4.8\n",
"333 633097 31 2 434.50 2.5\n",
"334 636374 36 8 521.00 3.2\n",
"335 636398 35 9 488.60 4.2\n",
"336 656604 13 4 223.30 0.4\n",
"337 656656 60 7 857.00 NA\n",
"338 656852 60 5 899.10 NA\n",
"339 657238 29 4 402.50 2.4\n",
"340 667550 19 4 254.28 3.1\n",
"341 927704 18 0 248.32 2.3\n",
"342 969510 31 4 430.50 2.5\n",
"343 969516 27 8 368.40 3.2\n",
"344 1548887 25 4 356.40 3.4\n",
"345 1548910 17 2 228.24 3.1\n",
"346 2737488 9 1 124.14 0.5\n",
"347 3033890 31 4 430.50 2.5\n",
"348 3033980 36 10 518.90 1.0\n",
"349 3045402 25 0 368.58 NA\n",
"350 3051696 16 5 245.74 NA\n",
"351 3055172 56 6 810.40 3.8\n",
"352 4129359 24 6 420.10 -7.0\n",
"353 4306515 24 3 352.70 5.1\n",
"354 4483645 55 6 781.00 2.5\n",
"355 5018304 20 4 318.10 NA\n",
"356 5185849 33 1 456.70 8.3\n",
"357 5280802 15 4 208.21 1.4\n",
"358 5280914 25 14 352.50 3.1\n",
"359 5280915 25 14 352.50 3.1\n",
"360 5281004 31 4 430.50 2.5\n",
"361 5281071 25 5 337.40 1.5\n",
"362 5281515 15 0 204.35 4.4\n",
"363 5281522 15 0 204.35 4.4\n",
"364 5281792 26 7 360.30 2.4\n",
"365 5282183 40 13 562.10 9.8\n",
"366 5282193 76 27 1076.60 NA\n",
"367 5282230 24 6 327.30 3.2\n",
"368 5282387 25 4 370.59 NA\n",
"369 5282402 26 5 373.90 NA\n",
"370 5282492 36 5 496.60 3.9\n",
"371 5283542 30 7 416.50 3.5\n",
"372 5283734 30 6 416.60 5.3\n",
"373 5284538 33 2 448.60 4.6\n",
"374 5284539 31 4 434.50 2.8\n",
"375 5311051 28 2 410.90 2.5\n",
"376 5311052 28 2 410.90 2.5\n",
"377 5311066 30 2 416.50 2.7\n",
"378 5311067 27 2 376.50 2.3\n",
"379 5311093 30 18 417.60 8.1\n",
"380 5311101 30 3 444.50 3.2\n",
"381 5311108 41 9 592.50 4.5\n",
"382 5311169 96 30 1364.60 NA\n",
"383 5311180 36 5 539.60 NA\n",
"384 5318517 25 3 350.40 2.2\n",
"385 5320420 18 0 248.32 2.3\n",
"386 5322111 15 0 204.35 4.4\n",
"387 5352624 24 4 340.40 4.8\n",
"388 5353725 25 14 352.50 3.1\n",
"389 5353726 25 14 352.50 3.1\n",
"390 5353740 30 7 416.50 3.5\n",
"391 5353864 18 0 248.32 2.3\n",
"392 5354499 15 0 204.35 4.4\n",
"393 5377381 19 1 254.24 3.0\n",
"394 5420804 18 0 248.32 2.3\n",
"395 5420805 18 0 248.32 2.3\n",
"396 5458396 34 7 480.50 -1.0\n",
"397 5472495 26 4 372.40 3.5\n",
"398 5481958 31 5 422.50 6.2\n",
"399 5701991 22 5 305.40 0.9\n",
"400 5702036 31 4 434.50 2.8\n",
"401 5702148 31 4 430.50 2.5\n",
"402 5702212 22 7 341.83 NA\n",
"403 5702252 18 0 248.32 2.3\n",
"404 5702287 34 1 470.70 6.4\n",
"405 5745214 54 19 744.90 -0.2\n",
"406 5942250 30 7 416.50 3.5\n",
"407 6420050 22 7 341.83 NA\n",
"408 6429274 15 0 204.35 4.4\n",
"409 6437368 30 7 416.50 3.5\n",
"410 6437387 30 6 416.60 5.3\n",
"411 6438873 27 5 354.40 5.1\n",
"412 6447131 56 6 810.40 3.8\n",
"413 6453785 20 3 316.48 NA\n",
"414 6473881 18 0 248.32 2.3\n",
"415 6509979 56 6 810.40 3.8\n",
"416 6708733 36 8 504.60 3.6\n",
"417 6710677 22 5 305.40 0.9\n",
"418 6714002 35 9 488.60 4.2\n",
"419 6917783 24 5 400.30 NA\n",
"420 6917852 45 6 663.60 NA\n",
"421 6917894 52 21 725.80 -2.5\n",
"422 6918172 96 30 1364.60 NA\n",
"423 6918173 92 30 1304.50 -6.4\n",
"424 6918332 27 7 375.40 NA\n",
"425 6918445 34 7 480.50 -1.0\n",
"426 6918452 32 2 452.50 NA\n",
"427 6918612 22 5 305.40 0.9\n",
"428 6925666 17 2 229.25 4.0\n",
"429 7060958 33 7 462.50 1.8\n",
"430 7251185 18 0 248.32 2.3\n",
"431 9554199 58 19 890.70 NA\n",
"432 9798098 22 7 341.83 NA\n",
"433 9799453 24 4 369.40 2.9\n",
"434 9841438 25 14 352.50 3.1\n",
"435 9843941 29 9 400.50 NA\n",
"436 9846332 30 2 444.90 2.6\n",
"437 9865808 26 3 401.80 3.7\n",
"438 9868219 31 12 447.00 NA\n",
"439 9869053 34 3 464.50 2.9\n",
"440 9871508 38 4 525.50 NA\n",
"441 9875547 55 7 781.00 2.5\n",
"442 9883509 20 3 319.10 NA\n",
"443 9897518 58 7 822.90 3.7\n",
"444 9897771 34 1 470.70 6.4\n",
"445 9907157 25 4 365.50 4.9\n",
"446 9913795 35 7 497.50 NA\n",
"447 9919776 75 37 1084.20 -6.8\n",
"448 9926694 23 1 310.30 2.9\n",
"449 9934547 35 8 473.50 5.5\n",
"450 10363606 29 9 400.50 NA\n",
"451 10918539 40 16 536.90 15.6\n",
"452 11158972 70 11 986.30 6.8\n",
"453 11513733 6 0 82.06 0.2\n",
"454 11561674 32 8 460.50 1.8\n",
"455 11616712 23 5 319.40 0.6\n",
"456 11870423 34 1 470.70 6.4\n",
"457 11949636 60 8 860.00 NA\n",
"458 11954221 63 4 887.00 NA\n",
"459 11954316 45 6 766.30 NA\n",
"460 11954353 31 4 452.90 3.1\n",
"461 11954369 28 2 394.50 2.3\n",
"462 11957468 28 2 408.90 2.2\n",
"463 11961431 36 5 539.60 NA\n",
"464 11972243 24 5 400.30 NA\n",
"465 11972532 18 0 248.32 2.3\n",
"466 12300053 45 3 608.70 6.1\n",
"467 12313906 34 7 480.50 -1.0\n",
"468 12313911 34 7 480.50 -1.0\n",
"469 12606303 29 4 407.80 4.4\n",
"470 12634263 15 2 341.61 NA\n",
"471 12714644 8 2 133.17 -0.7\n",
"472 12874922 35 13 478.60 3.9\n",
"473 13018150 29 4 402.50 2.4\n",
"474 13020033 16 7 253.72 NA\n",
"475 13041095 31 10 428.50 NA\n",
"476 14010989 37 10 522.60 NA\n",
"477 14515707 29 4 400.50 5.1\n",
"478 14798494 55 7 781.00 2.5\n",
"479 15895902 27 5 392.40 NA\n",
"480 16051947 56 6 810.40 3.8\n",
"481 16132369 272 125 3843.00 -9.7\n",
"482 16213022 34 7 476.60 3.6\n",
"483 16213698 58 7 822.90 3.7\n",
"484 16218996 28 2 408.90 2.2\n",
"485 16219353 20 4 300.36 NA\n",
"486 16220118 21 4 313.71 NA\n",
"487 16759566 31 4 430.50 2.5\n",
"488 16760658 11 1 160.10 NA\n",
"489 17750985 33 1 456.70 8.3\n",
"490 17753757 56 6 810.40 3.8\n",
"491 18526330 34 1 470.70 6.4\n",
"492 18632363 30 4 416.50 2.7\n",
"493 18647121 31 4 430.50 2.5\n",
"494 18943026 11 1 161.11 NA\n",
"495 20054915 34 8 474.60 4.9\n",
"496 21120116 23 7 322.50 4.9\n",
"497 21637635 57 8 813.00 2.5\n",
"498 21637642 55 7 781.00 2.5\n",
"499 21893738 26 5 373.90 NA\n",
"500 21893804 19 4 269.29 NA\n",
"501 21982135 26 5 370.40 3.3\n",
"502 22141508 13 2 228.65 NA\n",
"503 22811280 34 7 478.60 4.2\n",
"504 23509770 25 3 401.50 3.5\n",
"505 23631982 18 0 248.32 2.3\n",
"506 23653552 49 9 654.70 NA\n",
"507 23657872 27 5 411.30 NA\n",
"508 23663407 19 4 268.28 NA\n",
"509 23663409 22 4 374.16 NA\n",
"510 23663418 23 4 349.74 NA\n",
"511 23663959 21 3 336.10 NA\n",
"512 23663989 22 1 342.70 NA\n",
"513 23665411 20 4 279.27 NA\n",
"514 23665999 13 6 195.19 NA\n",
"515 23667642 20 4 334.20 NA\n",
"516 23669636 15 3 216.17 NA\n",
"517 23674183 23 4 351.36 NA\n",
"518 23674255 17 5 242.29 NA\n",
"519 23674745 21 4 304.31 NA\n",
"520 23675763 26 4 379.80 NA\n",
"521 23680530 35 7 496.50 NA\n",
"522 23681059 18 3 252.24 NA\n",
"523 23684814 19 3 266.24 NA\n",
"524 23688663 11 1 159.12 NA\n",
"525 23693301 21 4 356.15 NA\n",
"526 23694214 34 7 484.50 NA\n",
"527 23702389 22 1 342.70 NA\n",
"528 24181458 34 7 485.50 NA\n",
"529 24721429 46 10 624.80 6.7\n",
"530 24761485 29 4 402.50 2.1\n",
"531 24799587 7 2 125.60 NA\n",
"532 24847961 43 7 598.60 NA\n",
"533 24847981 31 4 434.50 2.8\n",
"534 24867460 31 4 430.50 2.5\n",
"535 24867465 22 7 341.83 NA\n",
"536 24867475 28 2 408.90 2.2\n",
"537 24883465 27 2 374.50 1.9\n",
"538 24916955 13 0 190.22 -2.2\n",
"539 25077872 24 5 400.30 NA\n",
"540 25113755 21 4 308.31 2.5\n",
"541 25796773 34 1 470.70 6.4\n",
"542 40469526 31 4 434.50 2.8\n",
"543 44119558 39 10 558.60 NA\n",
"544 44202892 55 6 781.00 2.5\n",
"545 44260118 58 7 822.90 3.7\n",
"546 44266812 34 7 476.60 3.6\n",
"547 44386560 23 5 319.40 0.6\n",
"548 45006151 33 2 448.60 4.6\n",
"549 45006158 31 4 434.50 2.8\n",
"550 45039955 35 5 524.40 3.9\n",
"551 45356876 36 8 504.60 3.6\n",
"552 45356931 58 7 822.90 3.7\n",
"553 45357558 31 4 434.50 2.8\n",
"554 45357932 30 4 416.50 2.7\n",
"555 45358013 58 7 822.90 3.7\n",
"556 45358120 46 10 624.80 6.7\n",
"557 45358130 58 7 822.90 3.7\n",
"558 45358140 34 7 480.50 -1.0\n",
"559 45358148 55 6 781.00 2.5\n",
"560 45358149 55 7 781.00 2.5\n",
"561 45488525 46 3 645.20 NA\n",
"562 46174093 45 10 663.60 NA\n",
"563 46397498 31 1 426.70 9.9\n",
"564 46780650 28 2 408.90 2.2\n",
"565 46780910 31 4 430.50 2.5\n",
"566 46783539 33 1 456.70 8.3\n",
"567 46783786 31 8 458.40 NA\n",
"568 46783814 58 7 822.90 3.7\n",
"569 46863906 60 7 857.00 NA\n",
"570 46878350 58 7 822.90 3.7\n",
"571 46882877 34 7 480.50 -1.0\n",
"572 50989825 33 2 456.70 8.2\n",
"573 51026956 22 5 305.40 0.9\n",
"574 51340230 34 7 480.50 -1.0\n",
"575 51398089 33 7 462.50 1.8\n",
"576 53384387 34 7 480.50 -1.0\n",
"577 53394893 56 6 810.40 3.8\n",
"578 53486221 24 5 400.30 NA\n",
"579 53486290 56 6 810.40 3.8\n",
"580 53486322 60 7 857.00 NA\n",
"581 54194814 30 4 416.50 2.7\n",
"582 54605501 35 7 497.50 NA\n",
"583 54675840 11 1 152.13 2.0\n",
"584 54676228 23 2 331.30 3.1\n",
"585 54677470 23 2 351.40 3.0\n",
"586 54677971 22 2 337.40 1.1\n",
"587 54677972 23 2 335.34 3.0\n",
"588 54677977 19 2 270.21 3.3\n",
"589 54682045 38 5 539.80 NA\n",
"590 54684589 21 2 298.53 NA\n",
"591 54690031 23 2 371.80 2.1\n",
"592 54697648 100 9 1466.30 NA\n",
"593 54708862 25 2 370.59 NA\n",
"594 54714524 19 2 270.21 3.3\n",
"595 56841932 70 11 986.30 6.8\n",
"596 56842111 142 40 2037.30 NA\n",
"597 56845155 46 3 645.20 NA\n",
"598 57347755 21 4 308.31 2.5\n",
"599 57486087 34 7 476.60 3.6\n",
"600 67668959 37 8 524.60 NA\n",
"601 67804972 15 1 235.22 NA\n",
"602 67986221 32 4 467.30 6.3\n",
"603 70470286 30 7 433.80 NA\n",
"604 70678885 25 13 351.50 3.7\n",
"605 71306882 24 5 400.30 NA\n",
"606 71587162 25 3 381.30 NA\n",
"607 72774967 70 11 986.30 6.8\n",
"608 72941490 8 0 515.70 NA\n",
"609 72941625 8 0 345.90 NA\n",
"610 73758129 55 6 781.00 2.5\n",
"611 73759663 31 4 430.50 2.5\n",
"612 73759808 18 0 248.32 2.3\n",
"613 74787565 34 7 480.50 -1.0\n",
"614 77906397 60 7 857.00 NA\n",
"615 78577433 58 7 822.90 3.7\n",
"616 90488794 92 30 1304.50 -6.4\n",
"617 91711382 31 4 434.50 2.8\n",
"618 91826463 31 2 434.50 2.5\n",
"619 91873711 18 0 248.32 2.3\n",
"620 91881846 22 7 341.83 NA\n",
"621 92131836 31 4 434.50 2.8\n",
"622 92462493 33 1 456.70 8.3\n",
"623 102004404 34 7 480.50 -1.0\n",
"624 102601886 60 7 857.00 NA\n",
"625 117072385 29 4 402.50 2.4\n",
"626 117072403 35 4 494.50 3.2\n",
"627 117072410 31 4 430.50 2.5\n",
"628 118701141 31 4 434.50 2.8\n",
"629 118701402 34 7 480.50 -1.0\n",
"630 118984459 492 133 7054.00 -27.9\n",
"631 122130078 34 7 478.60 4.2\n",
"632 122130111 33 2 448.60 4.6\n",
"633 122130185 34 7 480.50 -1.0\n",
"634 122130213 92 30 1304.50 -6.4\n",
"635 122130768 30 3 444.50 3.2\n",
"636 122173054 92 30 1304.50 -6.4\n",
"637 122173183 34 7 480.50 -1.0\n",
"638 122361610 31 4 430.50 2.5\n",
"639 123134657 18 0 248.32 2.3\n",
"640 124081055 47 3 681.60 NA\n",
"641 124463365 18 0 248.32 2.3\n",
"642 126968472 28 2 408.90 2.2\n",
"643 126968501 30 4 416.50 2.7\n",
"644 126968801 34 7 476.60 3.6\n",
"645 126969212 56 6 810.40 3.8\n",
"646 126969455 22 7 341.83 NA\n",
"647 129009998 31 4 430.50 2.5\n",
"648 129010022 56 6 810.40 3.8\n",
"649 129010033 31 4 434.50 2.8\n",
"650 129010043 34 7 480.50 -1.0\n",
"651 129316829 34 7 480.50 -1.0\n",
"652 129317859 56 6 810.40 3.8\n",
"653 129317898 33 2 448.60 4.6\n",
"654 129628207 492 133 7054.00 -27.9\n",
"655 129628892 22 5 305.40 0.9\n",
"656 129670532 55 7 781.00 2.5\n",
"657 129735029 13 0 188.12 NA\n",
"658 131632430 58 7 822.90 3.7\n",
"659 131635023 63 8 887.00 NA\n",
"660 131676243 60 7 857.00 NA\n",
"661 131750284 56 6 810.40 3.8\n",
"662 131954647 60 7 857.00 NA\n",
"663 131954667 22 5 305.40 0.9\n",
"664 132399051 33 8 531.90 NA\n",
"665 132399058 58 7 822.90 3.7\n",
"666 133112890 31 4 430.50 2.5\n",
"667 133126366 55 6 781.00 2.5\n",
"668 133126370 55 6 781.00 2.5\n",
"669 133562807 70 11 986.30 6.8\n",
"670 133659920 56 6 810.40 3.8\n",
"671 133687604 28 2 408.90 2.2\n",
"672 134129698 56 6 810.40 3.8\n",
"673 134159361 33 1 456.70 8.3\n",
"674 134460917 36 8 504.60 3.6\n",
"675 134612785 25 14 352.50 3.1\n",
"676 134687786 30 3 444.50 3.2\n",
"677 134688123 24 5 400.30 NA\n",
"678 134688323 28 2 408.90 2.2\n",
"679 134688977 33 2 448.60 4.6\n",
"680 134689786 55 7 781.00 2.5\n",
"681 134693106 34 7 480.50 -1.0\n",
"682 134693125 22 5 305.40 0.9\n",
"683 134693234 31 2 455.00 3.6\n",
"684 134694728 56 6 810.40 3.8\n",
"685 134694860 33 2 448.60 4.6\n",
"686 135413496 28 6 401.28 NA\n",
"687 135413505 24 4 346.20 NA\n",
"688 135414247 30 6 437.30 NA\n",
"689 135484078 37 4 525.50 NA\n",
"690 135515521 28 7 403.30 NA\n",
"691 135565709 38 6 505.50 4.5\n",
"692 136040192 27 7 380.31 NA\n",
"693 137177332 38 4 539.50 NA\n",
"694 137699687 70 11 986.30 6.8\n",
"695 137705034 55 6 781.00 2.5\n",
"696 137705717 33 1 456.70 8.3\n",
"697 137705725 60 7 857.00 NA\n",
"698 137705994 92 30 1304.50 -6.4\n",
"699 137706376 34 7 480.50 -1.0\n",
"700 137706400 58 7 822.90 3.7\n",
"701 137795135 22 7 341.83 NA\n",
"702 138059757 31 4 430.50 2.5\n",
"703 138107776 56 6 810.40 3.8\n",
"704 138113311 96 30 1364.60 NA\n",
"705 138113507 33 7 462.50 1.8\n",
"706 138113581 55 7 781.00 2.5\n",
"707 138114182 55 6 781.00 2.5\n",
"708 138114743 33 2 456.70 8.2\n",
" HBondDonorCount HBondAcceptorCount TPSA\n",
"1 5 7 127.0\n",
"2 1 6 94.8\n",
"3 2 3 66.4\n",
"4 2 3 49.3\n",
"5 1 3 49.6\n",
"6 2 5 70.0\n",
"7 0 2 23.6\n",
"8 1 3 46.5\n",
"9 1 4 63.6\n",
"10 1 7 107.0\n",
"11 3 5 94.8\n",
"12 1 4 64.4\n",
"13 0 4 48.7\n",
"14 2 3 70.1\n",
"15 1 4 71.4\n",
"16 2 6 93.1\n",
"17 2 3 58.6\n",
"18 2 2 53.1\n",
"19 1 7 86.4\n",
"20 1 4 40.0\n",
"21 1 6 97.7\n",
"22 2 5 74.6\n",
"23 3 6 94.8\n",
"24 2 3 49.3\n",
"25 1 9 107.0\n",
"26 2 5 57.5\n",
"27 1 6 89.5\n",
"28 0 4 70.8\n",
"29 0 1 20.3\n",
"30 2 4 74.6\n",
"31 0 5 62.1\n",
"32 1 2 52.3\n",
"33 2 3 62.3\n",
"34 1 2 37.3\n",
"35 1 3 54.4\n",
"36 1 3 46.5\n",
"37 3 9 91.7\n",
"38 2 6 49.3\n",
"39 2 7 93.1\n",
"40 1 9 99.1\n",
"41 2 5 74.6\n",
"42 1 3 37.3\n",
"43 8 16 267.0\n",
"44 1 6 72.8\n",
"45 15 19 494.0\n",
"46 1 2 37.3\n",
"47 1 4 68.5\n",
"48 0 4 57.5\n",
"49 1 3 57.6\n",
"50 0 2 23.6\n",
"51 0 3 57.7\n",
"52 1 3 54.4\n",
"53 1 3 59.3\n",
"54 4 5 98.0\n",
"55 3 5 86.6\n",
"56 1 3 54.4\n",
"57 2 5 76.0\n",
"58 2 3 49.3\n",
"59 1 3 52.2\n",
"60 2 3 49.3\n",
"61 3 4 83.6\n",
"62 3 5 94.8\n",
"63 1 6 81.8\n",
"64 2 3 49.3\n",
"65 0 2 26.3\n",
"66 4 4 141.0\n",
"67 1 4 65.5\n",
"68 2 7 62.2\n",
"69 1 6 110.0\n",
"70 4 4 80.9\n",
"71 1 6 110.0\n",
"72 1 4 63.3\n",
"73 1 3 60.8\n",
"74 2 2 49.3\n",
"75 0 3 38.8\n",
"76 0 2 40.6\n",
"77 1 4 59.4\n",
"78 2 6 101.0\n",
"79 1 10 140.0\n",
"80 1 3 42.4\n",
"81 0 4 68.8\n",
"82 2 2 63.3\n",
"83 2 5 83.8\n",
"84 3 5 94.8\n",
"85 0 4 56.0\n",
"86 3 9 150.0\n",
"87 1 5 73.6\n",
"88 1 4 82.6\n",
"89 1 6 104.0\n",
"90 1 4 82.6\n",
"91 1 5 89.4\n",
"92 0 5 42.0\n",
"93 1 5 83.8\n",
"94 1 3 59.3\n",
"95 1 3 59.3\n",
"96 3 6 94.8\n",
"97 2 6 101.0\n",
"98 1 6 97.7\n",
"99 2 4 74.6\n",
"100 3 5 94.8\n",
"101 3 5 94.8\n",
"102 2 6 101.0\n",
"103 2 5 91.7\n",
"104 3 6 94.8\n",
"105 3 6 94.8\n",
"106 2 6 101.0\n",
"107 2 3 53.4\n",
"108 0 2 42.5\n",
"109 2 8 93.1\n",
"110 0 8 133.0\n",
"111 2 7 93.1\n",
"112 3 5 94.8\n",
"113 1 2 32.3\n",
"114 1 2 23.5\n",
"115 0 2 23.6\n",
"116 2 5 74.6\n",
"117 0 0 0.0\n",
"118 1 9 99.1\n",
"119 3 6 94.8\n",
"120 2 5 74.6\n",
"121 2 4 74.6\n",
"122 2 5 62.2\n",
"123 1 8 72.9\n",
"124 5 7 127.0\n",
"125 0 8 61.9\n",
"126 0 3 30.3\n",
"127 1 4 83.6\n",
"128 2 7 101.0\n",
"129 8 16 267.0\n",
"130 2 7 93.1\n",
"131 3 7 94.8\n",
"132 2 7 101.0\n",
"133 3 8 138.0\n",
"134 1 2 49.4\n",
"135 2 8 114.0\n",
"136 3 8 138.0\n",
"137 1 4 55.8\n",
"138 2 4 69.6\n",
"139 3 5 94.8\n",
"140 1 5 81.7\n",
"141 1 7 107.0\n",
"142 1 8 107.0\n",
"143 1 8 99.1\n",
"144 2 9 202.0\n",
"145 4 8 140.0\n",
"146 1 4 63.6\n",
"147 0 3 56.2\n",
"148 1 8 124.0\n",
"149 0 0 0.0\n",
"150 2 4 62.2\n",
"151 1 4 78.4\n",
"152 0 6 52.6\n",
"153 0 4 52.6\n",
"154 1 3 46.5\n",
"155 4 7 115.0\n",
"156 3 6 94.8\n",
"157 0 1 32.7\n",
"158 2 3 49.3\n",
"159 1 7 121.0\n",
"160 1 3 46.5\n",
"161 1 2 37.3\n",
"162 0 4 52.6\n",
"163 1 6 80.7\n",
"164 2 5 42.0\n",
"165 2 8 67.8\n",
"166 0 2 40.6\n",
"167 1 3 40.5\n",
"168 2 8 145.0\n",
"169 3 4 86.2\n",
"170 2 7 62.2\n",
"171 0 2 32.7\n",
"172 8 13 175.0\n",
"173 1 4 63.3\n",
"174 2 6 93.1\n",
"175 0 1 20.3\n",
"176 1 2 37.3\n",
"177 3 7 80.6\n",
"178 3 7 157.0\n",
"179 1 5 92.3\n",
"180 1 5 41.6\n",
"181 2 8 121.0\n",
"182 0 8 127.0\n",
"183 2 4 77.6\n",
"184 4 5 84.2\n",
"185 4 8 149.0\n",
"186 1 4 78.7\n",
"187 1 4 67.6\n",
"188 1 3 46.5\n",
"189 2 3 94.8\n",
"190 1 2 37.3\n",
"191 2 4 114.0\n",
"192 2 4 80.4\n",
"193 2 4 49.8\n",
"194 0 0 0.0\n",
"195 9 17 268.0\n",
"196 2 8 99.9\n",
"197 2 6 93.1\n",
"198 1 7 107.0\n",
"199 2 5 70.0\n",
"200 2 6 121.0\n",
"201 0 6 98.7\n",
"202 2 8 101.0\n",
"203 7 11 184.0\n",
"204 2 3 57.5\n",
"205 2 3 57.5\n",
"206 6 11 183.0\n",
"207 1 3 46.5\n",
"208 1 3 30.3\n",
"209 1 5 86.6\n",
"210 0 7 105.0\n",
"211 9 15 261.0\n",
"212 2 6 102.0\n",
"213 3 3 53.4\n",
"214 1 3 57.6\n",
"215 2 2 49.3\n",
"216 1 3 55.1\n",
"217 0 8 127.0\n",
"218 0 5 61.8\n",
"219 3 3 52.5\n",
"220 1 4 58.6\n",
"221 1 5 63.3\n",
"222 1 5 47.1\n",
"223 1 7 80.8\n",
"224 1 4 64.4\n",
"225 15 18 552.0\n",
"226 0 6 77.5\n",
"227 4 4 80.9\n",
"228 1 9 107.0\n",
"229 3 7 94.8\n",
"230 2 5 75.6\n",
"231 1 2 37.3\n",
"232 2 2 40.5\n",
"233 1 8 72.9\n",
"234 2 7 93.1\n",
"235 5 7 146.0\n",
"236 2 2 23.5\n",
"237 2 5 58.2\n",
"238 4 8 153.0\n",
"239 1 7 80.7\n",
"240 1 2 42.0\n",
"241 0 4 52.6\n",
"242 5 7 151.0\n",
"243 1 3 24.5\n",
"244 1 3 57.6\n",
"245 0 4 66.4\n",
"246 8 13 208.0\n",
"247 0 3 38.8\n",
"248 0 6 55.4\n",
"249 3 5 72.8\n",
"250 4 4 72.7\n",
"251 0 3 47.3\n",
"252 1 7 91.3\n",
"253 0 7 60.3\n",
"254 0 7 108.0\n",
"255 2 2 46.2\n",
"256 2 4 75.6\n",
"257 1 5 94.6\n",
"258 1 5 97.6\n",
"259 1 6 80.7\n",
"260 2 7 80.6\n",
"261 0 2 6.5\n",
"262 6 12 268.0\n",
"263 0 4 52.6\n",
"264 0 5 73.2\n",
"265 0 4 68.3\n",
"266 2 6 82.5\n",
"267 1 4 59.4\n",
"268 5 17 248.0\n",
"269 3 3 52.5\n",
"270 8 16 267.0\n",
"271 0 6 94.9\n",
"272 1 2 42.2\n",
"273 2 5 83.8\n",
"274 1 8 107.0\n",
"275 2 3 86.2\n",
"276 2 4 49.3\n",
"277 1 4 58.8\n",
"278 2 6 139.0\n",
"279 0 1 17.1\n",
"280 1 3 46.5\n",
"281 0 6 55.4\n",
"282 14 20 497.0\n",
"283 3 5 133.0\n",
"284 0 3 47.3\n",
"285 8 13 208.0\n",
"286 2 3 57.5\n",
"287 5 6 164.0\n",
"288 0 6 55.4\n",
"289 1 5 77.8\n",
"290 5 7 141.0\n",
"291 2 3 42.4\n",
"292 2 5 70.0\n",
"293 1 7 102.0\n",
"294 2 6 101.0\n",
"295 1 6 66.4\n",
"296 1 6 83.1\n",
"297 0 6 83.1\n",
"298 2 2 23.5\n",
"299 4 4 83.6\n",
"300 4 9 139.0\n",
"301 2 5 91.7\n",
"302 3 5 94.8\n",
"303 1 8 72.9\n",
"304 2 7 101.0\n",
"305 1 1 20.2\n",
"306 1 2 37.3\n",
"307 1 8 72.9\n",
"308 2 3 49.3\n",
"309 5 11 164.0\n",
"310 5 7 120.0\n",
"311 5 7 127.0\n",
"312 2 4 74.6\n",
"313 1 6 93.8\n",
"314 5 11 164.0\n",
"315 2 5 70.0\n",
"316 1 6 72.8\n",
"317 2 5 89.4\n",
"318 2 7 101.0\n",
"319 1 9 106.0\n",
"320 3 3 60.7\n",
"321 2 4 66.8\n",
"322 0 0 0.0\n",
"323 3 5 94.8\n",
"324 2 3 57.5\n",
"325 1 3 24.5\n",
"326 1 4 78.7\n",
"327 0 6 92.4\n",
"328 1 8 107.0\n",
"329 2 7 101.0\n",
"330 2 6 101.0\n",
"331 2 3 49.3\n",
"332 1 8 99.1\n",
"333 2 7 93.1\n",
"334 1 7 107.0\n",
"335 1 7 107.0\n",
"336 4 5 68.4\n",
"337 10 18 269.0\n",
"338 6 16 273.0\n",
"339 2 6 101.0\n",
"340 1 3 54.4\n",
"341 0 3 38.8\n",
"342 2 6 93.1\n",
"343 2 6 93.1\n",
"344 1 5 73.6\n",
"345 3 3 60.7\n",
"346 1 3 48.1\n",
"347 2 6 93.1\n",
"348 5 8 158.0\n",
"349 4 10 130.0\n",
"350 4 3 52.5\n",
"351 2 11 158.0\n",
"352 9 15 261.0\n",
"353 0 5 27.0\n",
"354 8 13 208.0\n",
"355 1 3 52.2\n",
"356 2 3 57.5\n",
"357 1 4 55.8\n",
"358 4 5 98.0\n",
"359 4 5 98.0\n",
"360 2 6 93.1\n",
"361 1 4 49.8\n",
"362 0 0 0.0\n",
"363 0 0 0.0\n",
"364 5 8 145.0\n",
"365 0 4 57.5\n",
"366 5 18 289.0\n",
"367 2 5 84.9\n",
"368 6 10 125.0\n",
"369 2 4 49.8\n",
"370 2 7 101.0\n",
"371 2 5 76.0\n",
"372 3 3 60.7\n",
"373 0 4 52.6\n",
"374 2 7 101.0\n",
"375 2 5 74.6\n",
"376 2 5 74.6\n",
"377 2 6 93.1\n",
"378 2 5 74.6\n",
"379 2 3 58.6\n",
"380 2 8 99.9\n",
"381 2 6 114.0\n",
"382 16 20 589.0\n",
"383 6 10 266.0\n",
"384 3 5 87.0\n",
"385 0 3 38.8\n",
"386 0 0 0.0\n",
"387 1 4 62.6\n",
"388 4 5 98.0\n",
"389 4 5 98.0\n",
"390 2 5 76.0\n",
"391 0 3 38.8\n",
"392 0 0 0.0\n",
"393 2 4 66.8\n",
"394 0 3 38.8\n",
"395 0 3 38.8\n",
"396 5 11 164.0\n",
"397 1 5 79.8\n",
"398 4 6 107.0\n",
"399 2 5 70.0\n",
"400 2 7 101.0\n",
"401 2 6 93.1\n",
"402 3 7 80.6\n",
"403 0 3 38.8\n",
"404 2 4 74.6\n",
"405 10 10 365.0\n",
"406 2 5 76.0\n",
"407 3 7 80.6\n",
"408 0 0 0.0\n",
"409 2 5 76.0\n",
"410 3 3 60.7\n",
"411 0 2 32.7\n",
"412 2 11 158.0\n",
"413 6 9 68.6\n",
"414 0 3 38.8\n",
"415 2 11 158.0\n",
"416 1 8 107.0\n",
"417 2 5 70.0\n",
"418 1 8 116.0\n",
"419 3 6 82.5\n",
"420 0 6 116.0\n",
"421 10 10 293.0\n",
"422 16 20 589.0\n",
"423 15 18 552.0\n",
"424 5 7 141.0\n",
"425 5 11 164.0\n",
"426 3 8 94.1\n",
"427 2 5 70.0\n",
"428 0 3 49.4\n",
"429 3 8 138.0\n",
"430 0 3 38.8\n",
"431 14 10 365.0\n",
"432 3 7 80.6\n",
"433 1 7 96.9\n",
"434 4 5 98.0\n",
"435 4 7 144.0\n",
"436 3 7 94.8\n",
"437 1 7 86.4\n",
"438 1 5 42.0\n",
"439 3 6 125.0\n",
"440 3 9 171.0\n",
"441 9 13 219.0\n",
"442 2 3 49.3\n",
"443 8 16 267.0\n",
"444 2 4 74.6\n",
"445 1 4 66.0\n",
"446 3 8 138.0\n",
"447 15 19 494.0\n",
"448 1 4 67.5\n",
"449 1 5 56.8\n",
"450 4 7 144.0\n",
"451 0 0 0.0\n",
"452 2 14 194.0\n",
"453 0 2 41.8\n",
"454 1 7 128.0\n",
"455 2 6 82.5\n",
"456 2 4 74.6\n",
"457 13 20 363.0\n",
"458 5 15 187.0\n",
"459 5 11 169.0\n",
"460 1 6 80.7\n",
"461 2 6 74.6\n",
"462 3 5 94.8\n",
"463 5 8 275.0\n",
"464 3 6 82.5\n",
"465 0 3 38.8\n",
"466 1 8 72.9\n",
"467 5 11 164.0\n",
"468 5 11 164.0\n",
"469 0 4 66.1\n",
"470 3 2 46.2\n",
"471 0 3 66.3\n",
"472 1 6 66.4\n",
"473 2 6 101.0\n",
"474 1 5 63.6\n",
"475 4 8 154.0\n",
"476 0 6 98.7\n",
"477 0 6 55.4\n",
"478 9 13 219.0\n",
"479 0 6 86.6\n",
"480 2 11 158.0\n",
"481 53 55 1550.0\n",
"482 2 7 101.0\n",
"483 8 16 267.0\n",
"484 3 5 94.8\n",
"485 2 4 47.5\n",
"486 0 3 62.1\n",
"487 2 6 93.1\n",
"488 1 3 60.4\n",
"489 2 3 57.5\n",
"490 2 11 158.0\n",
"491 2 4 74.6\n",
"492 2 6 101.0\n",
"493 2 6 93.1\n",
"494 2 3 57.5\n",
"495 1 6 80.7\n",
"496 0 2 23.6\n",
"497 9 14 228.0\n",
"498 9 13 219.0\n",
"499 2 4 49.8\n",
"500 1 3 54.4\n",
"501 1 5 97.6\n",
"502 1 3 54.6\n",
"503 1 7 80.7\n",
"504 1 8 122.0\n",
"505 0 3 38.8\n",
"506 1 7 99.1\n",
"507 3 4 76.8\n",
"508 0 3 57.2\n",
"509 2 5 84.2\n",
"510 2 5 64.1\n",
"511 2 4 53.2\n",
"512 1 4 115.0\n",
"513 0 3 62.1\n",
"514 1 3 69.2\n",
"515 1 3 52.2\n",
"516 1 4 69.6\n",
"517 1 7 93.4\n",
"518 0 2 40.1\n",
"519 2 5 59.2\n",
"520 0 4 71.4\n",
"521 2 8 141.0\n",
"522 0 3 49.4\n",
"523 0 3 40.1\n",
"524 1 2 66.2\n",
"525 1 4 83.2\n",
"526 2 8 141.0\n",
"527 1 4 115.0\n",
"528 3 8 138.0\n",
"529 1 8 72.9\n",
"530 1 6 97.7\n",
"531 2 2 24.7\n",
"532 3 10 197.0\n",
"533 2 7 101.0\n",
"534 2 6 93.1\n",
"535 3 7 80.6\n",
"536 3 5 94.8\n",
"537 3 5 94.8\n",
"538 5 4 85.4\n",
"539 3 6 82.5\n",
"540 3 6 112.0\n",
"541 2 4 74.6\n",
"542 2 7 101.0\n",
"543 2 8 101.0\n",
"544 8 13 208.0\n",
"545 8 16 267.0\n",
"546 2 7 101.0\n",
"547 2 6 82.5\n",
"548 0 4 52.6\n",
"549 2 7 101.0\n",
"550 1 6 93.8\n",
"551 1 8 107.0\n",
"552 8 16 267.0\n",
"553 2 7 101.0\n",
"554 2 6 101.0\n",
"555 8 16 267.0\n",
"556 1 8 72.9\n",
"557 8 16 267.0\n",
"558 5 11 164.0\n",
"559 8 13 208.0\n",
"560 9 13 219.0\n",
"561 2 8 72.9\n",
"562 0 6 116.0\n",
"563 1 1 20.2\n",
"564 3 5 94.8\n",
"565 2 6 93.1\n",
"566 2 3 57.5\n",
"567 2 9 202.0\n",
"568 8 16 267.0\n",
"569 10 18 269.0\n",
"570 8 16 267.0\n",
"571 5 11 164.0\n",
"572 2 3 57.5\n",
"573 2 5 70.0\n",
"574 5 11 164.0\n",
"575 3 8 138.0\n",
"576 5 11 164.0\n",
"577 2 11 158.0\n",
"578 3 6 82.5\n",
"579 2 11 158.0\n",
"580 10 18 269.0\n",
"581 2 6 101.0\n",
"582 3 8 138.0\n",
"583 2 4 86.4\n",
"584 2 6 108.0\n",
"585 2 7 136.0\n",
"586 2 7 136.0\n",
"587 2 7 121.0\n",
"588 2 6 73.1\n",
"589 4 10 201.0\n",
"590 2 6 121.0\n",
"591 2 7 136.0\n",
"592 23 41 662.0\n",
"593 6 10 125.0\n",
"594 2 6 73.1\n",
"595 2 14 194.0\n",
"596 30 40 909.0\n",
"597 2 8 72.9\n",
"598 3 6 112.0\n",
"599 2 7 101.0\n",
"600 2 6 93.1\n",
"601 4 6 146.0\n",
"602 1 3 54.6\n",
"603 2 7 95.8\n",
"604 3 5 101.0\n",
"605 3 6 82.5\n",
"606 3 4 65.5\n",
"607 2 14 194.0\n",
"608 0 0 0.0\n",
"609 0 0 0.0\n",
"610 8 13 208.0\n",
"611 2 6 93.1\n",
"612 0 3 38.8\n",
"613 5 11 164.0\n",
"614 10 18 269.0\n",
"615 8 16 267.0\n",
"616 15 18 552.0\n",
"617 2 7 101.0\n",
"618 2 7 93.1\n",
"619 0 3 38.8\n",
"620 3 7 80.6\n",
"621 2 7 101.0\n",
"622 2 3 57.5\n",
"623 5 11 164.0\n",
"624 10 18 269.0\n",
"625 2 6 101.0\n",
"626 1 9 99.1\n",
"627 2 6 93.1\n",
"628 2 7 101.0\n",
"629 5 11 164.0\n",
"630 100 110 3120.0\n",
"631 1 7 80.7\n",
"632 0 4 52.6\n",
"633 5 11 164.0\n",
"634 15 18 552.0\n",
"635 2 8 99.9\n",
"636 15 18 552.0\n",
"637 5 11 164.0\n",
"638 2 6 93.1\n",
"639 0 3 38.8\n",
"640 3 8 72.9\n",
"641 0 3 38.8\n",
"642 3 5 94.8\n",
"643 2 6 101.0\n",
"644 2 7 101.0\n",
"645 2 11 158.0\n",
"646 3 7 80.6\n",
"647 2 6 93.1\n",
"648 2 11 158.0\n",
"649 2 7 101.0\n",
"650 5 11 164.0\n",
"651 5 11 164.0\n",
"652 2 11 158.0\n",
"653 0 4 52.6\n",
"654 100 110 3120.0\n",
"655 2 5 70.0\n",
"656 9 13 219.0\n",
"657 1 4 62.4\n",
"658 8 16 267.0\n",
"659 5 15 203.0\n",
"660 10 18 269.0\n",
"661 2 11 158.0\n",
"662 10 18 269.0\n",
"663 2 5 70.0\n",
"664 7 11 184.0\n",
"665 8 16 267.0\n",
"666 2 6 93.1\n",
"667 8 13 208.0\n",
"668 8 13 208.0\n",
"669 2 14 194.0\n",
"670 2 11 158.0\n",
"671 3 5 94.8\n",
"672 2 11 158.0\n",
"673 2 3 57.5\n",
"674 1 8 107.0\n",
"675 4 5 98.0\n",
"676 2 8 99.9\n",
"677 3 6 82.5\n",
"678 3 5 94.8\n",
"679 0 4 52.6\n",
"680 9 13 219.0\n",
"681 5 11 164.0\n",
"682 2 5 70.0\n",
"683 1 6 72.8\n",
"684 2 11 158.0\n",
"685 0 4 52.6\n",
"686 2 8 154.0\n",
"687 2 8 145.0\n",
"688 4 10 156.0\n",
"689 3 10 163.0\n",
"690 4 8 149.0\n",
"691 3 6 112.0\n",
"692 4 8 149.0\n",
"693 2 11 142.0\n",
"694 2 14 194.0\n",
"695 8 13 208.0\n",
"696 2 3 57.5\n",
"697 10 18 269.0\n",
"698 15 18 552.0\n",
"699 5 11 164.0\n",
"700 8 16 267.0\n",
"701 3 7 80.6\n",
"702 2 6 93.1\n",
"703 2 11 158.0\n",
"704 16 20 589.0\n",
"705 3 8 138.0\n",
"706 9 13 219.0\n",
"707 8 13 208.0\n",
"708 2 3 57.5\n",
" IsomericSMILES\n",
"1 C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O\n",
"2 CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)OCC(=O)O\n",
"3 CC(=O)NCCCCCC(=O)O\n",
"4 CC(C1=CC=C(C=C1)NCC(=C)C)C(=O)O\n",
"5 CC1=C(C(=O)N(N1C)C2=CC=CC=C2)N\n",
"6 CN1C2CC(CC1C(C2)O)OC(=O)C(CO)C3=CC=CC=C3\n",
"7 CC1=CC(=O)N(N1C)C2=CC=CC=C2\n",
"8 CC(=O)C1=CC(=C(C=C1)O)OC\n",
"9 CC(=O)OC1=CC=CC=C1C(=O)O\n",
"10 CCC(=O)OCC(=O)C1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)Cl)O)C)C)OC(=O)CC\n",
"11 CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CO)O)C)O)Cl)C\n",
"12 C1=CC=C(C=C1)CN2C3=CC=CC=C3C(=N2)OCC(=O)O\n",
"13 COC1=C2C=CC(=O)OC2=CC3=C1C=CO3\n",
"14 CN(C)CCCN1C=C(C2=CC=CC=C21)C3=C(C(=O)NC3=O)C4=CNC5=CC=CC=C54\n",
"15 CC1=C(C(=O)C(=C(C1=O)C)C(CCCCCC(=O)O)C2=CC=CC=C2)C\n",
"16 CCCC1OC2CC3C4CCC5=CC(=O)C=CC5(C4C(CC3(C2(O1)C(=O)CO)C)O)C\n",
"17 CCCCOC1=CC=C(C=C1)CC(=O)NO\n",
"18 CC(C1=CC2=C(C=C1)C3=C(N2)C=CC(=C3)Cl)C(=O)O\n",
"19 CC1=CC=C(C=C1)C2=CC(=NN2C3=CC=C(C=C3)S(=O)(=O)N)C(F)(F)F\n",
"20 CC(C)N=C1C=C2C(=NC3=CC=CC=C3N2C4=CC=C(C=C4)Cl)C=C1NC5=CC=C(C=C5)Cl\n",
"21 CC(=O)OCC(=O)C1(CCC2C1(CC(=O)C3C2CCC4=CC(=O)CCC34C)C)O\n",
"22 CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1C(=O)CO)C)O)F)C\n",
"23 CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CO)O)C)O)F)C\n",
"24 C1=CC=C(C(=C1)CC(=O)O)NC2=C(C=CC=C2Cl)Cl\n",
"25 CC1CC2C3CC(C4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)COC(=O)C)OC(=O)C)C)O)F)C)F\n",
"26 C1=CC(=C(C=C1C2=C(C=C(C=C2)F)F)C(=O)O)O\n",
"27 CC1=C(C(=O)N(N1C)C2=CC=CC=C2)N(C)CS(=O)(=O)O\n",
"28 CS(=O)(=O)C1=CC=C(C=C1)C2=C(SC(=C2)Br)C3=CC=C(C=C3)F\n",
"29 C1=CC=C(C=C1)N2C(=O)C3=CC=CC=C3[Se]2\n",
"30 CC1(C2CCC3(C(C2(CCC1O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C\n",
"31 CC1=CC(=NC(=N1)N2C(=CC(=N2)C)OC)OC\n",
"32 CCOC1=CC=CC=C1C(=O)N\n",
"33 CCC1=C2C(=CC=C1)C3=C(N2)C(OCC3)(CC)CC(=O)O\n",
"34 C1=CC=C(C=C1)C2=CC=C(C=C2)CC(=O)O\n",
"35 C1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)CCC(=O)O\n",
"36 CC(C1=CC(=CC=C1)OC2=CC=CC=C2)C(=O)O\n",
"37 C1=CC=C(C(=C1)C(=O)OCC(CO)O)NC2=C3C=CC=C(C3=NC=C2)C(F)(F)F\n",
"38 C1=CC=C(C(=C1)C(=O)O)NC2=CC=CC(=C2)C(F)(F)F\n",
"39 CC1(OC2CC3C4CC(C5=CC(=O)C=CC5(C4C(CC3(C2(O1)C(=O)CO)C)O)C)F)C\n",
"40 CC(=O)OCC(=O)C12C(CC3C1(CC(C4(C3CC(C5=CC(=O)C=CC54C)F)F)O)C)OC(O2)(C)C\n",
"41 CC1CC2C3CCC(C3(CC(C2(C4(C1=CC(=O)C=C4)C)F)O)C)(C(=O)C)O\n",
"42 CC(C1=CC(=C(C=C1)C2=CC=CC=C2)F)C(=O)O\n",
"43 CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)C(=O)C=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C)C)C)C\n",
"44 CC1(OC2CC3C4CCC5=CC(=O)CCC5(C4(C(CC3(C2(O1)C(=O)CCl)C)O)F)C)C\n",
"45 CC(C)CC(C(=O)NC(CC(=O)O)C(=O)NC(CC(C)C)C(=O)O)NC(=O)C(C(C)C)NC(=O)C(CCCCN)NC(=O)C(CC(=O)N)NC(=O)C(CCSC)NC(=O)C(CC(=O)O)NC(=O)C(CC1=CN=CN1)N\n",
"46 CC(C)CC1=CC=C(C=C1)C(C)C(=O)O\n",
"47 CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)O\n",
"48 CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)OCC=C(C)CCC=C(C)CCC=C(C)C\n",
"49 CC(C1=CC=C(C=C1)N2CC3=CC=CC=C3C2=O)C(=O)O\n",
"50 CC1=C(C(=O)N(N1C)C2=CC=CC=C2)C(C)C\n",
"51 CC(=O)CCC1C(=O)N(N(C1=O)C2=CC=CC=C2)C3=CC=CC=C3\n",
"52 CC(C1=CC(=CC=C1)C(=O)C2=CC=CC=C2)C(=O)O\n",
"53 C1CN2C(=CC=C2C(=O)C3=CC=CC=C3)C1C(=O)O\n",
"54 CCCCCC(C(C=CC=CC=CC=CC(CCCC(=O)O)O)O)O\n",
"55 C1=CC=C(C(=C1)C(=O)O)NC2=C(C=CC(=C2)Cl)C(=O)O\n",
"56 CC(C1=CC=C(C=C1)CC2CCCC2=O)C(=O)O\n",
"57 CC1=C(C(CCC1)(C)C)CCC(=CCCC2=CCC(OC2O)C3=CC(=O)OC3O)C\n",
"58 CC1=C(C(=C(C=C1)Cl)NC2=CC=CC=C2C(=O)O)Cl\n",
"59 CC1=C(C(=C(C=C1)Cl)NC2=CC=CC=C2C(=O)[O-])Cl.[Na+]\n",
"60 CC1=C(C(=CC=C1)NC2=CC=CC=C2C(=O)O)C\n",
"61 C1=CC(=C(C=C1N)C(=O)O)O\n",
"62 CC1CC2C3CCC(C3(CC(C2C4(C1=CC(=O)C=C4)C)O)C)(C(=O)CO)O\n",
"63 COC1=CC=C(C=C1)C2=C(ON=C2C3=CC=C(C=C3)OC)CC(=O)O\n",
"64 C1=CC=C(C=C1)NC2=CC=CC=C2C(=O)O\n",
"65 CC(=O)CCC1=CC2=C(C=C1)C=C(C=C2)OC\n",
"66 C1=CC(=CC=C1C(=O)OC2=CC3=C(C=C2)C=C(C=C3)C(=N)N)N=C(N)N\n",
"67 CC1=C(C(=O)N(N1C)C2=CC=CC=C2)NC(=O)C3=CN=CC=C3\n",
"68 C1=CC(=CC(=C1)NC2=C(C=CC=N2)C(=O)O)C(F)(F)F\n",
"69 CS(=O)(=O)NC1=C(C=C(C=C1)[N+](=O)[O-])OC2=CC=CC=C2\n",
"70 CC(CC1=CC(=C(C=C1)O)O)C(C)CC2=CC(=C(C=C2)O)O\n",
"71 CS(=O)(=O)NC1=C(C=C(C=C1)[N+](=O)[O-])OC2CCCCC2\n",
"72 C1=CC=C(C=C1)C2=C(OC(=N2)CCC(=O)O)C3=CC=CC=C3\n",
"73 CCCCC1C(=O)N(N(C1=O)C2=CC=C(C=C2)O)C3=CC=CC=C3\n",
"74 CCCCCCCCCCCCCCCC(=O)NCCO\n",
"75 CC1=CCCC2(C(O2)C3C(CC1)C(=C)C(=O)O3)C\n",
"76 CCCCC1C(=O)N(N(C1=O)C2=CC=CC=C2)C3=CC=CC=C3\n",
"77 CC(C1=CC2=C(C=C1)OC3=C(C2)C=CC=N3)C(=O)O\n",
"78 CC(=O)OCC(=O)C1(CCC2C1(CC(C3C2CCC4=CC(=O)C=CC34C)O)C)O\n",
"79 CCCN(CCC)C(=O)C(CCC(=O)OCCCN1CCN(CC1)CCOC(=O)CC2=C(N(C3=C2C=C(C=C3)OC)C(=O)C4=CC=C(C=C4)Cl)C)NC(=O)C5=CC=CC=C5\n",
"80 CCCCCC(C1=CC(=CC=C1)OCC2=NC3=CC=CC=C3C=C2)O\n",
"81 CS(=O)(=O)C1=CC=C(C=C1)C2=C(C(=O)OC2)C3=CC=CC=C3\n",
"82 C1=CC=C(C(=C1)C(=O)N)O\n",
"83 C1=CC=C(C(=C1)C(=O)OC2=CC=CC=C2C(=O)O)O\n",
"84 CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C\n",
"85 C1CSC2=NC(=C(N21)C3=CC=NC=C3)C4=CC=C(C=C4)F\n",
"86 C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N=NC3=CC(=C(C=C3)O)C(=O)O\n",
"87 CC1=C(C2=C(C1=CC3=CC=C(C=C3)S(=O)C)C=CC(=C2)F)CC(=O)O\n",
"88 CC(C1=CC=C(C=C1)C(=O)C2=CC=CS2)C(=O)O\n",
"89 CCCCC1(C(=O)N(N(C1=O)C2=CC=CC=C2)C3=CC=CC=C3)COC(=O)CCC(=O)O\n",
"90 CC(C1=CC=C(S1)C(=O)C2=CC=CC=C2)C(=O)O\n",
"91 C1CN(CCN1CCO)C(=O)CN2C3=C(C=CC(=C3)Cl)SC2=O\n",
"92 CCN(CC)CCOC1=CC2=C(C=C1)C3=C(C2=O)C=C(C=C3)OCCN(CC)CC\n",
"93 CCOC(=O)C1=C(SC2=C1CCN(C2)CC3=CC=CC=C3)N\n",
"94 CC1=CC=C(C=C1)C(=O)C2=CC=C(N2C)CC(=O)O\n",
"95 CC1=C(N(C(=C1)CC(=O)O)C)C(=O)C2=CC=C(C=C2)Cl\n",
"96 C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)F)C\n",
"97 CC(=O)OCC(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C)O\n",
"98 CC(=O)OCC(=O)[C@]1(CC[C@@H]2[C@@]1(CC(=O)[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)O\n",
"99 C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@H]4C(=O)CO)C)O\n",
"100 C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O\n",
"101 C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)CCC4=CC(=O)C=C[C@]34C)O\n",
"102 CC(=O)OCC(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CCC4=CC(=O)C=C[C@]34C)O)C)O\n",
"103 C[C@]12CC(=O)[C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)CCC4=CC(=O)C=C[C@]34C\n",
"104 C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@H]3[C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)C)F\n",
"105 C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)C[C@@H](C4=CC(=O)C=C[C@]34C)F)O\n",
"106 C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@H]2[C@@]4(C1=CC(=O)C=C4)C)O)C)(C(=O)COC(=O)C)O\n",
"107 CC1=C(C(=NC=C1CO)C)O\n",
"108 CS(=O)(=O)C\n",
"109 C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@@H]4[C@]2(OC(O4)(C)C)C(=O)CO)C[C@@H](C5=CC(=O)C=C[C@@]53C)F)F)O\n",
"110 CC(=O)OC1=CC=CC=C1C(=O)[O-].CC(=O)OC1=CC=CC=C1C(=O)[O-].[Ca+2]\n",
"111 C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@@H]4[C@]2(OC(O4)(C)C)C(=O)CO)CCC5=CC(=O)C=C[C@@]53C)F)O\n",
"112 C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@H]2[C@@]4(C1=CC(=O)C=C4)C)O)C)(C(=O)CO)O\n",
"113 C1CN(NC1=O)C2=CC=CC=C2\n",
"114 CCN(CC)CCO\n",
"115 CC1=C(C(=O)N(N1C)C2=CC=CC=C2)I\n",
"116 C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@H]3[C@H](C[C@@]2([C@H]1C(=O)CO)C)O)C)F\n",
"117 C1=CC=C2C=CC=C2C=C1\n",
"118 CC(=O)OCC(=O)[C@@]12[C@@H](C[C@@H]3[C@@]1(C[C@@H]([C@]4([C@H]3C[C@@H](C5=CC(=O)C=C[C@@]54C)F)F)O)C)OC(O2)(C)C\n",
"119 C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)F)C\n",
"120 C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@]2([C@@]4(C1=CC(=O)C=C4)C)F)O)C)(C(=O)C)O\n",
"121 C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)(C)C(=O)O\n",
"122 CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)O)OC)O\n",
"123 CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)O)OC\n",
"124 C1=CC(=C(C=C1[C@@H]2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O\n",
"125 CN1CCC2=CC3=C(C4=C2[C@@H]1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)C[C@@H]7C8=CC(=C(C=C8CCN7C)OC)O4)OC)OCO3\n",
"126 CN(C)CCCOC1=NN(C2=CC=CC=C21)CC3=CC=CC=C3\n",
"127 CCC1(C(=O)NC(=O)N(C1=O)C(=O)C2=CC=CC=C2)C3=CC=CC=C3\n",
"128 C[C@H]1C[C@H]2C3CCC4=CC(=O)C=CC4([C@]3([C@H](CC2([C@]1(C(=O)COC(=O)C)O)C)O)F)C\n",
"129 C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)C)(C)C(=O)O\n",
"130 C[C@]12CCC(=O)C=C1[C@H](C[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3C[C@@H]5[C@]4(OC(O5)(C)C)C(=O)CO)C)O)F\n",
"131 C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)F)C)F\n",
"132 CCCCC(=O)O[C@@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)C(=O)CO\n",
"133 C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)COC(=O)CCC(=O)O)O)C)O\n",
"134 CCCCC1C(=O)NN(C1=O)C2=CC=CC=C2\n",
"135 C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)COC(=O)C5=CC=NC=C5)O)C)O)F)C\n",
"136 C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@H]2[C@@]4(C1=CC(=O)C=C4)C)O)C)(C(=O)COC(=O)CCC(=O)O)O\n",
"137 CC(=O)C1=CC(=C(C(=C1)OC)O)OC\n",
"138 CCCCC(C(=O)N(C1=CC=CC=C1)NC2=CC=CC=C2)C(=O)O\n",
"139 C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)Cl)C\n",
"140 CC(=O)NC1=CC=C(C=C1)OC(=O)C2=CC=CC=C2OC(=O)C\n",
"141 CCC(=O)OCC(=O)[C@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)Cl)O)C)C)OC(=O)CC\n",
"142 CCC(=O)OCC(=O)[C@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)OC(=O)CC\n",
"143 C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@@H]4[C@]2(OC(O4)(C)C)C(=O)COC(=O)CC(C)(C)C)CCC5=CC(=O)C=C[C@@]53C)F)O\n",
"144 CC(=O)OC1=CC=CC=C1C(=O)[O-].CC(=O)OC1=CC=CC=C1C(=O)[O-].C(=O)(N)N.[Ca+2]\n",
"145 C1=CC(=C(C=C1N=NC2=CC(=C(C=C2)O)C(=O)O)C(=O)O)O\n",
"146 C[C@@H]1C[C@@H]2[C@H]([C@@H]([C@]3([C@H]1C=CC3=O)C)O)C(=C)C(=O)O2\n",
"147 CCCC1C(=O)N2C3=C(C=CC(=C3)C)N=C(N2C1=O)N(C)C\n",
"148 CC(=O)OC1=CC=CC2=C1C(=O)C3=C(C2=O)C=C(C=C3OC(=O)C)C(=O)O\n",
"149 CC1=CCCC(=C)C2CC(C2CC1)(C)C\n",
"150 CC1=C(C=CC=C1Cl)NC2=C(C=CC=N2)C(=O)O\n",
"151 C1=CC=C(C=C1)C2=NC(=C(S2)CC(=O)O)C3=CC=C(C=C3)Cl\n",
"152 CCCCCCCCCCOC(=O)C[N+](C)(C)CC[N+](C)(C)CC(=O)OCCCCCCCCCC.[Cl-].[Cl-]\n",
"153 CCCCCCCCCCOC(=O)C[N+](C)(C)CC[N+](C)(C)CC(=O)OCCCCCCCCCC\n",
"154 C=CCOC1=C(C=C(C=C1)CC(=O)O)Cl\n",
"155 C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@H]([C@@]2(C(=O)CO)O)O)CCC4=CC(=O)C=C[C@@]43C)F)O\n",
"156 C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@]2([C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O)F\n",
"157 CC1=CC2=C(C=C1)C(=NC(=O)N2C(C)C)C3=CC=CC=C3\n",
"158 C1=CC=C(C=C1)CCNC2=CC=CC=C2C(=O)O\n",
"159 C[N+]1(CCCCC1COC(=O)C(C2=CC=CC=C2)(C3=CC=CC=C3)O)C.COS(=O)(=O)[O-]\n",
"160 C[N+]1(CCCCC1COC(=O)C(C2=CC=CC=C2)(C3=CC=CC=C3)O)C\n",
"161 C1=CC=C(C=C1)C2=CC=CC(=C2)CC(=O)O\n",
"162 CC(=O)[C@@]12[C@@H](C[C@@H]3C1(CC[C@H]4C3CCC5=CC(=O)CCC45C)C)OC(O2)(C)C6=CC=CC=C6\n",
"163 CCC(=O)O[C@@]1([C@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)C(=O)CCl\n",
"164 CCN(CC)CCOC1=CC2=C(C=C1)C3=C(C2=O)C=C(C=C3)OCCN(CC)CC.Cl.Cl\n",
"165 C1=CC=C(C(=C1)C(=O)OCCOCCO)NC2=CC=CC(=C2)C(F)(F)F\n",
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"169 C1=CC=C(C(=C1)C(=O)O)O.C1=CN=CN1\n",
"170 CC1=C(C=CC=C1NC2=C(C=CC=N2)C(=O)O)C(F)(F)F\n",
"171 CC1=CC2=C(C=C1)C(=NC(=O)N2C(C)C)C3=CC=C(C=C3)F\n",
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"670 CC[C@@H]1/C=C(/C[C@@H](CC([C@@H]2[C@H](C[C@H]([C@@](O2)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O)C)/C(=C/[C@@H]4CC[C@@H]([C@@H](C4)OC)Cl)/C)O)C)OC)OC)C)\\\\C\n",
"671 C[C@@H]1C[C@@H]2[C@H]3CCC4=CC(=O)C=C[C@]4([C@@]3([C@@H](C[C@]2([C@@]1(C(=O)CO)O)C)O)Cl)C\n",
"672 CC[C@H]1/C=C(/C[C@H](CC([C@@H]2[C@H](C[C@H]([C@@](O2)(C(=O)C(=O)N3CCCCC3C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O)C)/C(=C/[C@@H]4CC[C@@H]([C@@H](C4)OC)Cl)/C)O)C)OC)OC)C)\\\\C\n",
"673 C[C@@H]1CCC2(CCC3(C(=CC[C@H]4C3(CC[C@H]5C4(CC[C@H](C5(C)C(=O)O)O)C)C)[C@@H]2[C@H]1C)C)C\n",
"674 CCC(=O)OCC(=O)[C@]1(C(C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)OC(=O)CC\n",
"675 CCCCC[C@H]([C@H](/C=C/C=C/C=C/C=C/[C@H](CCCC(=O)O)O)O)O\n",
"676 C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@@]3([C@H](C[C@@]2([C@]1(C(=O)SCF)O)C)O)F)C)F\n",
"677 CN1[C@@H]2CC(C[C@H]1[C@H]3[C@@H]2O3)OC(=O)C(CO)(C4=CC=CC=C4)O.Br\n",
"678 C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@]2([C@@]1(C(=O)CO)O)C)O)Cl)C\n",
"679 CC(=O)[C@@]12[C@@H](C[C@@H]3[C@@]1(CC[C@@H]4[C@H]3CCC5=CC(=O)CC[C@]45C)C)OC(O2)(C)C6=CC=CC=C6\n",
"680 C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=CC5=C6CC(CC[C@@]6([C@@H](C[C@@]54C)O)CO)(C)C)C)C)O)O[C@@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)CO)O)O)O)O\n",
"681 C[C@]12C[C@@]3([C@@H]4C[C@]1([C@@]4([C@H](O2)O3)COC(=O)C5=CC=CC=C5)O[C@H]6[C@@H](C(C([C@H](O6)CO)O)O)O)O\n",
"682 CN1[C@@H]2CC(C[C@H]1C(C2)O)OC(=O)C(CO)C3=CC=CC=C3\n",
"683 C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@]2([C@H](C[C@]4([C@H]3CC5[C@]4(OC(O5)(C)C)C(=O)CCl)C)O)F\n",
"684 CC[C@@H]1/C=C(/C[C@@H](C[C@@H]([C@@H]2[C@H](CC([C@@](O2)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H](C(C(CC1=O)O)C)/C(=C/C4CC[C@@H]([C@@H](C4)OC)Cl)/C)O)C)OC)OC)C)\\\\C\n",
"685 CC(=O)[C@@]12C(C[C@@H]3[C@@]1(CC[C@H]4[C@H]3CCC5=CC(=O)CC[C@]45C)C)OC(O2)(C)C6=CC=CC=C6\n",
"686 C1=CC(=CC=C1C(=O)NCCC(=O)[O-])N=NC2=CC(=C(C=C2)[O-])C(=O)O.[Na+].[Na+]\n",
"687 C1=CC(=C(C=C1N=NC2=CC(=C(C=C2)[O-])C(=O)O)C(=O)O)[O-].[Na+].[Na+]\n",
"688 C1=CC(=CC=C1C(=O)NCCC(=O)[O-])N=NC2=CC(=C(C=C2)[O-])C(=O)O.O.O.[Na+].[Na+]\n",
"689 C1CN(NC2=C(C(=NN21)C3=CC=C(C=C3)F)C4=CC=NC=C4)C(=O)C(=O)C5=CC=CC=C5.OS(=O)(=O)O\n",
"690 C1=CC(=CC=C1C(=O)NCCC(=O)O)N=NC2=CC(=C(C=C2)O)C(=O)O.[Na].[Na]\n",
"691 CC(C)CC(=O)NC1=CN=CC(=C1)C2=CC3=C(C=C2)NN=C3C4=NC5=C(N4)C=NC=C5C6=CC(=CC=C6)F\n",
"692 C1=CC(=CC=C1C(=O)NCCC(=O)O)N=NC2=CC(=C(C=C2)O)C(=O)O.[Na+]\n",
"693 C1CN(NC2=C(C(=NN21)C3=CC=C(C=C3)F)C4=CC=NC=C4)C(=O)C(=O)C5=C6C(=CC=C5)OS(=O)(=O)O6.O\n",
"694 CCOCCO[C@@H]1CC[C@H](C[C@H]1OC)C[C@@H](C)[C@@H]2CC(=O)[C@@H](/C=C(\\\\[C@H]([C@H](C(=O)[C@@H](C[C@@H](/C=C\\\\C=C/C=C(\\\\[C@H](C[C@@H]3CC[C@H]([C@@](O3)(C(=O)C(=O)N4CCCC[C@H]4C(=O)O2)O)C)OC)/C)C)C)OC)O)/C)C\n",
"695 CC1C(C(C([C@H](O1)OC2CC[C@]3([C@@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(CC([C@@]7([C@@H]5CC(CC7)(C)C)CO6)O)C)C)C)O)O[C@H]8C(C(C(C(O8)CO)O)O)O)O\n",
"696 CC1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CCC5[C@@]4(CCC([C@]5(C)C(=O)O)O)C)C)[C@@H]2C1C)C)C\n",
"697 C[C@]12CC[C@](C[C@@H]1C3=CC(=O)[C@@H]4[C@]5(CCC(C([C@H]5CCC4([C@@]3(CC2)C)C)(C)C)O[C@@H]6C(C(C(C(O6)C(=O)O)O)O)O[C@H]7C(C(C(C(O7)C(=O)O)O)O)O)C)(C)C(=O)O.N.N\n",
"698 C1CC[C@@H]2[C@H](C1)CC(N2C(=O)C3CC4=CC=CC=C4CN3C(=O)C(CO)NC(=O)C(CC5=CC=CS5)NC(=O)CNC(=O)C6CC(CN6C(=O)C7CCCN7C(=O)C(CCCN=C(N)N)NC(=O)C(CCCN=C(N)N)N)O)C(=O)NC(CCCN=C(N)N)C(=O)O\n",
"699 C[C@]12C[C@@]3([C@H]4C[C@]1([C@@]4([C@H](O2)O3)COC(=O)C5=CC=CC=C5)O[C@H]6C(C(C(C(O6)CO)O)O)O)O\n",
"700 C[C@]12CC[C@](C[C@@H]1C3=CC(=O)[C@H]4[C@]5(CCC(C(C5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)(C)C(=O)O\n",
"701 CC1(O[C@H]2[C@H](O1)OC(C2OCCCN(C)C)C(CO)O)C.Cl\n",
"702 CCC[C@@H]1O[C@@H]2C[C@@H]3[C@@H]4CCC5=CC(=O)C=CC5([C@H]4[C@H](C[C@]3([C@@]2(O1)C(=O)CO)C)O)C\n",
"703 CCC1C=C(CC(CC([C@H]2C(CC([C@@](O2)(C(=O)C(=O)N3CCCC[C@@H]3C(=O)OC(C(C(CC1=O)O)C)C(=CC4CCC(C(C4)OC)Cl)C)O)C)OC)OC)C)C\n",
"704 CC(=O)O.C1CC[C@H]2[C@@H](C1)CC(N2C(=O)C3CC4=CC=CC=C4CN3C(=O)C(CO)NC(=O)C(CC5=CC=CS5)NC(=O)CNC(=O)C6CC(CN6C(=O)C7CCCN7C(=O)C(CCCN=C(N)N)NC(=O)C(CCCN=C(N)N)N)O)C(=O)NC(CCCN=C(N)N)C(=O)O\n",
"705 C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]2C(C[C@]4([C@@H]3CC[C@@]4(C(=O)COC(=O)CCC(=O)O)O)C)O\n",
"706 CC1C(C(C(C(O1)OC2CC[C@]3([C@@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=CC5=C6CC(CC[C@@]6(C(C[C@]54C)O)CO)(C)C)C)C)O)OC7C(C(C(C(O7)CO)O)O)O)O\n",
"707 CC1C(C(C([C@@H](O1)OC2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(CC([C@@]7([C@H]5CC(CC7)(C)C)CO6)O)C)C)C)O)O[C@H]8C(C(C(C(O8)CO)O)O)O)O\n",
"708 CC(=C)C1CC[C@]2([C@@H]1[C@H]3CC[C@@H]4[C@]5(CCC(C([C@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C(=O)O\n"
]
}
],
"source": [
"#cids <- c(471, 1981, 2005, 2097, 2151, 2198, 2206, 2214, 2244, 2307, 2308, 2313, 2355, 2396, 2449, 2462, 2466, 2581, 2662, 2794, 2863, 3000, 3003, 3033, 3056, 3059, 3111, 3177, 3194, 3230, 3242, 3282, 3308, 3332, 3335, 3342, 3360, 3371, 3379, 3382, 3384, 3394, 3495, 3553, 3612, 3672, 3715, 3716, 3718, 3778, 3824, 3825, 3826, 3935, 3946, 3965, 4009, 4037, 4038, 4044, 4075, 4159, 4237, 4386, 4409, 4413, 4487, 4488, 4495, 4534, 4553, 4614, 4641, 4671, 4692, 4781, 4888, 4895, 4921, 5059, 5090, 5147, 5161, 5208, 5228, 5339, 5352, 5359, 5362, 5468, 5469, 5475, 5480, 5509, 5733, 5743, 5744, 5745, 5753, 5754, 5755, 5834, 5865, 5875, 5876, 5877, 6094, 6213, 6215, 6247, 6436, 6741, 7090, 7497, 8522, 9053, 9231, 9642, 9782, 9878, 10114, 10154, 10170, 10185, 10206, 12555, 12938, 13802, 14982, 15209, 16490, 16533, 16623, 16639, 16752, 16923, 17198, 19161, 20469, 21102, 21700, 21800, 21826, 21975, 22419, 23205, 26098, 26248, 26318, 28718, 28871, 30869, 30870, 30951, 31307, 31378, 31508, 31635, 31799, 31800, 32153, 32327, 32798, 33958, 35375, 35455, 35935, 36833, 37425, 38081, 38503, 39212, 39941, 40000, 40632, 41643, 43261, 44219, 47462, 47795, 50294, 50295, 51717, 54445, 54585, 57782, 59757, 60164, 60490, 60542, 60712, 60726, 60864, 61486, 62074, 62924, 63006, 63019, 64704, 64738, 64746, 64747, 64927, 64945, 64971, 64982, 65394, 65464, 65655, 65679, 65762, 66249, 67417, 68700, 68704, 68706, 68731, 68749, 68819, 68865, 68869, 68917, 71246, 71354, 71364, 71386, 71398, 71414, 71415, 71771, 72158, 72300, 73400, 82153, 84003, 84429, 90763, 91626, 91670, 100472, 102011, 104762, 104943, 107641, 107738, 107793, 108068, 108130, 114753, 114840, 114917, 114999, 115239, 119032, 119286, 119365, 119607, 119828, 119871, 121928, 121957, 122139, 122179, 122182, 123619, 123673, 123723, 124978, 128191, 128229, 128571, 133021, 134896, 146364, 151075, 151166, 152165, 155354, 155761, 156391, 158103, 159557, 162666, 164676, 167928, 168928, 174093, 174277, 176155, 177976, 180604, 183088, 189821, 192156, 196122, 196840, 196841, 200674, 201587, 219121, 222786, 229860, 235244, 236702, 259846, 263373, 275182, 292331, 425990, 439503, 439533, 441335, 441336, 442534, 442993, 443943, 443949, 443967, 444036, 445154, 445858, 446925, 479503, 485711, 490428, 501254, 522325, 546807, 578771, 584547, 610479, 633091, 633097, 636374, 636398, 656604, 656656, 656852, 657238, 667550, 927704, 969510, 969516, 1548887, 1548910, 2737488, 3033890, 3033980, 3045402, 3051696, 3055172, 4129359, 4306515, 4483645, 5018304, 5185849, 5280802, 5280914, 5280915, 5281004, 5281071, 5281515, 5281522, 5281792, 5282183, 5282193, 5282230, 5282387, 5282402, 5282492, 5283542, 5283734, 5284538, 5284539, 5311051, 5311052, 5311066, 5311067, 5311093, 5311101, 5311108, 5311169, 5311180, 5318517, 5320420, 5322111, 5352624, 5353725, 5353726, 5353740, 5353864, 5354499, 5377381, 5420804, 5420805, 5458396, 5472495, 5481958, 5701991, 5702036, 5702148, 5702212, 5702252, 5702287, 5745214, 5942250, 6420050, 6429274, 6437368, 6437387, 6438873, 6447131, 6453785, 6473881, 6509979, 6708733, 6710677, 6714002, 6917783, 6917852, 6917894, 6918172, 6918173, 6918332, 6918445, 6918452, 6918612, 6925666, 7060958, 7251185, 9554199, 9798098, 9799453, 9841438, 9843941, 9846332, 9865808, 9868219, 9869053, 9871508, 9875547, 9883509, 9897518, 9897771, 9907157, 9913795, 9919776, 9926694, 9934547, 10363606, 10918539, 11158972, 11513733, 11561674, 11616712, 11870423, 11949636, 11954221, 11954316, 11954353, 11954369, 11957468, 11961431, 11972243, 11972532, 12300053, 12313906, 12313911, 12606303, 12634263, 12714644, 12874922, 13018150, 13020033, 13041095, 14010989, 14515707, 14798494, 15895902, 16051947, 16132369, 16213022, 16213698, 16218996, 16219353, 16220118, 16759566, 16760658, 17750985, 17753757, 18526330, 18632363, 18647121, 18943026, 20054915, 21120116, 21637635, 21637642, 21893738, 21893804, 21982135, 22141508, 22811280, 23509770, 23631982, 23653552, 23657872, 23663407, 23663409, 23663418, 23663959, 23663989, 23665411, 23665999, 23667642, 23669636, 23674183, 23674255, 23674745, 23675763, 23680530, 23681059, 23684814, 23688663, 23693301, 23694214, 23702389, 24181458, 24721429, 24761485, 24799587, 24847961, 24847981, 24867460, 24867465, 24867475, 24883465, 24916955, 25077872, 25113755, 25796773, 40469526, 44119558, 44202892, 44260118, 44266812, 44386560, 45006151, 45006158, 45039955, 45356876, 45356931, 45357558, 45357932, 45358013, 45358120, 45358130, 45358140, 45358148, 45358149, 45488525, 46174093, 46397498, 46780650, 46780910, 46783539, 46783786, 46783814, 46863906, 46878350, 46882877, 50989825, 51026956, 51340230, 51398089, 53384387, 53394893, 53486221, 53486290, 53486322, 54194814, 54605501, 54675840, 54676228, 54677470, 54677971, 54677972, 54677977, 54682045, 54684589, 54690031, 54697648, 54708862, 54714524, 56841932, 56842111, 56845155, 57347755, 57486087, 67668959, 67804972, 67986221, 70470286, 70678885, 71306882, 71587162, 72774967, 72941490, 72941625, 73758129, 73759663, 73759808, 74787565, 77906397, 78577433, 90488794, 91711382, 91826463, 91873711, 91881846, 92131836, 92462493, 102004404, 102601886, 117072385, 117072403, 117072410, 118701141, 118701402, 118984459, 122130078, 122130111, 122130185, 122130213, 122130768, 122173054, 122173183, 122361610, 123134657, 124081055, 124463365, 126968472, 126968501, 126968801, 126969212, 126969455, 129009998, 129010022, 129010033, 129010043, 129316829, 129317859, 129317898, 129628207, 129628892, 129670532, 129735029, 131632430, 131635023, 131676243, 131750284, 131954647, 131954667, 132399051, 132399058, 133112890, 133126366, 133126370, 133562807, 133659920, 133687604, 134129698, 134159361, 134460917, 134612785, 134687786, 134688123, 134688323, 134688977, 134689786, 134693106, 134693125, 134693234, 134694728, 134694860, 135413496, 135413505, 135414247, 135484078, 135515521, 135565709, 136040192, 137177332, 137699687, 137705034, 137705717, 137705725, 137705994, 137706376, 137706400, 137795135, 138059757, 138107776, 138113311, 138113507, 138113581, 138114182, 138114743)\n",
"chunk_size <- 100\n",
"\n",
"num_chunks <- ceiling(length(cids) / chunk_size)\n",
"\n",
"paste(\"# Number of CIDs:\", length(cids) )\n",
"paste(\"# Number of chunks:\", num_chunks )\n",
"\n",
"pugrest <- \"https://pubchem.ncbi.nlm.nih.gov/rest/pug\"\n",
"pugoper <- \"property/HeavyAtomCount,RotatableBondCount,MolecularWeight,XLogP,HBondDonorCount,HBondAcceptorCount,TPSA,Isomericsmiles\"\n",
"pugout <- \"csv\"\n",
"\n",
"pugin <- paste(\"compound/cid/\", paste(cids[1:100],collapse=\",\"),sep=\"\")\n",
"\n",
"url <- paste(pugrest,pugin,pugoper,pugout,sep=\"/\")\n",
"df <- read.table(url,sep=\",\",header=TRUE)\n",
"\n",
"for (i in 2:num_chunks) { # sets number of requests to number of data chunks as determined above\n",
" \n",
" idx1 = chunk_size * (i - 1) + 1 \n",
" idx2 = chunk_size * i \n",
" \n",
" pugin <- paste(\"compound/cid/\", paste(cids[idx1:pmin(idx2,length(cids))],collapse=\",\"),sep=\"\")\n",
" \n",
" url <- paste(pugrest,pugin,pugoper,pugout,sep=\"/\")\n",
" df <- rbind(df,read.table(url,sep=\",\",header=TRUE))\n",
" \n",
"#if (which(? %in% i) %% 5 == 4){\n",
" Sys.sleep(.3) \n",
"# }\n",
"}\n",
"print(df)"
]
},
{
"cell_type": "code",
"execution_count": null,
"metadata": {},
"outputs": [],
"source": []
}
],
"metadata": {
"kernelspec": {
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