adelenelai/inchikey_cis_trans.ipynb

## inchikey_cis_trans.ipynb
{
 "cells": [
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "# Issue: Nitrogen sp2 isomers get the same InChI Key\n",
    "\n",
    "https://sourceforge.net/p/rdkit/mailman/message/37135337/"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 1,
   "metadata": {},
   "outputs": [],
   "source": [
    "import rdkit.Chem as Chem\n",
    "import rdkit.Chem.Draw as Draw"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 2,
   "metadata": {},
   "outputs": [],
   "source": [
    "m1_cis = Chem.MolFromSmiles(\"C/N=C(/NC#N)NCCSCc1nc[nH]c1C\")\n",
    "m1_trans = Chem.MolFromSmiles(\"C/N=C(\\\\NC#N)NCCSCc1nc[nH]c1C\")"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 3,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "image/png": 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\n",
      "text/plain": [
       "<PIL.PngImagePlugin.PngImageFile image mode=RGB size=600x200 at 0x12023FA90>"
      ]
     },
     "execution_count": 3,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "Draw.MolsToGridImage([m1_cis,m1_trans],legends=[\"cis\",\"trans\"])"
   ]
  },
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "## Compare InChIKeys"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 4,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "'AQIXAKUUQRKLND-UHFFFAOYSA-N'"
      ]
     },
     "execution_count": 4,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchikey_cis = Chem.inchi.MolToInchiKey(m1_cis)\n",
    "inchikey_cis"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 5,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "'AQIXAKUUQRKLND-UHFFFAOYSA-N'"
      ]
     },
     "execution_count": 5,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchikey_trans = Chem.inchi.MolToInchiKey(m1_trans)\n",
    "inchikey_trans"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 6,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "True"
      ]
     },
     "execution_count": 6,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchikey_cis == inchikey_trans\n",
    "#True"
   ]
  },
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "## Compare InChIs"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 7,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "'InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)'"
      ]
     },
     "execution_count": 7,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchi_cis = Chem.inchi.MolToInchi(m1_cis)\n",
    "inchi_cis"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 8,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "'InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)'"
      ]
     },
     "execution_count": 8,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchi_trans = Chem.inchi.MolToInchi(m1_trans)\n",
    "inchi_trans"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 9,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "True"
      ]
     },
     "execution_count": 9,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchi_cis == inchi_trans\n",
    "#True"
   ]
  },
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "## Compare Auxilliary Info"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 10,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "('InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)',\n",
       " 'AuxInfo=1/1/N:17,1,8,9,11,5,14,16,12,3,6,2,7,4,15,13,10/rA:17CNCNCNNCCSCCNCNCC/rB:s1;d+2;s3;s4;t5;s3;s7;s8;s9;s10;s11;s12;d13;s14;d12s15;s16;/rC:;;;;;;;;;;;;;;;;;')"
      ]
     },
     "execution_count": 10,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchi_aux_cis = Chem.inchi.MolToInchiAndAuxInfo(m1_cis)\n",
    "inchi_aux_cis"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 11,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "('InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)',\n",
       " 'AuxInfo=1/1/N:17,1,8,9,11,5,14,16,12,3,6,2,7,4,15,13,10/rA:17CNCNCNNCCSCCNCNCC/rB:s1;d-2;s3;s4;t5;s3;s7;s8;s9;s10;s11;s12;d13;s14;d12s15;s16;/rC:;;;;;;;;;;;;;;;;;')"
      ]
     },
     "execution_count": 11,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchi_aux_trans = Chem.inchi.MolToInchiAndAuxInfo(m1_trans)\n",
    "inchi_aux_trans"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 12,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "False"
      ]
     },
     "execution_count": 12,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchi_aux_cis == inchi_aux_trans"
   ]
  },
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "It seems the isomers differ in their aux info : d+2 vs. d-2. \n",
    "\n",
    "Their InChIs and InChIKeys as generated by RDKit are otherwise identical. Not sure why this discrepancy arises."
   ]
  },
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "### Practical Application\n",
    "\n",
    "Originally, Gustavo wanted to generate all stereoisomers, then filter out duplicates on InChIKey.\n",
    "\n",
    "Why not filter out duplicates using canonical SMILES? "
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 13,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "'C/N=C(/NC#N)NCCSCc1nc[nH]c1C'"
      ]
     },
     "execution_count": 13,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "m1_cis_can = Chem.CanonSmiles('C/N=C(/NC#N)NCCSCc1nc[nH]c1C')\n",
    "m1_cis_can"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 14,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "'C/N=C(\\\\NC#N)NCCSCc1nc[nH]c1C'"
      ]
     },
     "execution_count": 14,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "m2_trans_can = Chem.CanonSmiles('C/N=C(\\\\NC#N)NCCSCc1nc[nH]c1C')\n",
    "m2_trans_can"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 15,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "False"
      ]
     },
     "execution_count": 15,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "m1_cis_can == m2_trans_can"
   ]
  },
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "Above, canonical SMILES (within RDKit) are able to distinguish the stereoisomers. \n",
    "\n",
    "However, note that different toolkits have different forms of canonical SMILES, so you'd need to stay within RDKit for your deduplication task!\n",
    "\n",
    "See Greg's post on canonical SMILES:\n",
    "https://github.com/rdkit/rdkit/issues/2747\n",
    "\n",
    "See Paolo's gist on comparing molecule identity:\n",
    "https://gist.github.com/ptosco/1e1c23ad24c90444993fa1db21ccb48b"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": null,
   "metadata": {},
   "outputs": [],
   "source": []
  },
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "## Possible related issue\n",
    "\n",
    "Example from \n",
    "\n",
    "https://sourceforge.net/p/inchi/mailman/inchi-discuss/thread/CA%2BZ3Zfc0nLLRJPYwQ2EJL-ePPH8RgzedbFxkRMKi6ifcsp4FHw%40mail.gmail.com/#msg31493868"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 16,
   "metadata": {},
   "outputs": [],
   "source": [
    "m2_cis = Chem.MolFromSmiles(\"C1CCCCCC(=O)OCC/C=C\\C1\") \n",
    "m2_trans = Chem.MolFromSmiles(\"C1CCCCCC(=O)OCC/C=C/C1\") "
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 17,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "'FZKPUQQWULXMCD-ALCCZGGFSA-N'"
      ]
     },
     "execution_count": 17,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchikey_cis = Chem.inchi.MolToInchiKey(m2_cis)\n",
    "inchikey_cis"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 18,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "'FZKPUQQWULXMCD-FNORWQNLSA-N'"
      ]
     },
     "execution_count": 18,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchikey_trans = Chem.inchi.MolToInchiKey(m2_trans)\n",
    "inchikey_trans"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 19,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "False"
      ]
     },
     "execution_count": 19,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchikey_cis == inchikey_trans"
   ]
  },
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "InChiKey function of PubChem seems to be working OK for cis/trans isomers in this case.\n",
    "\n",
    "Check their aux info:"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 20,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "('InChI=1S/C12H20O2/c13-12-10-8-6-4-2-1-3-5-7-9-11-14-12/h5,7H,1-4,6,8-11H2/b7-5-',\n",
       " 'AuxInfo=1/0/N:1,2,14,3,13,4,12,5,11,6,10,7,8,9/rA:14CCCCCCCOOCCCCC/rB:s1;s2;s3;s4;s5;s6;d7;s7;s9;s10;s11;d-12;s1s13;/rC:;;;;;;;;;;;;;;')"
      ]
     },
     "execution_count": 20,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchi_aux_cis = Chem.inchi.MolToInchiAndAuxInfo(m2_cis)\n",
    "inchi_aux_cis"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 21,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "('InChI=1S/C12H20O2/c13-12-10-8-6-4-2-1-3-5-7-9-11-14-12/h5,7H,1-4,6,8-11H2/b7-5+',\n",
       " 'AuxInfo=1/0/N:1,2,14,3,13,4,12,5,11,6,10,7,8,9/rA:14CCCCCCCOOCCCCC/rB:s1;s2;s3;s4;s5;s6;d7;s7;s9;s10;s11;d+12;s1s13;/rC:;;;;;;;;;;;;;;')"
      ]
     },
     "execution_count": 21,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchi_aux_cis = Chem.inchi.MolToInchiAndAuxInfo(m2_trans)\n",
    "inchi_aux_cis"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 22,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "text/plain": [
       "False"
      ]
     },
     "execution_count": 22,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "inchi_aux_cis == inchi_aux_trans"
   ]
  },
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "As before, the aux info differs: d-12 vs. d+12."
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 23,
   "metadata": {},
   "outputs": [
    {
     "data": {
      "image/png": "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\n",
      "text/plain": [
       "<PIL.PngImagePlugin.PngImageFile image mode=RGB size=600x200 at 0x12084DCD0>"
      ]
     },
     "execution_count": 23,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "Draw.MolsToGridImage([m2_cis,m2_trans],legends=[\"cis\",\"trans\"])"
   ]
  },
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "Not sure why they are depicted identically, they shouldn't be. Issues with depiction..."
   ]
  },
  {
   "cell_type": "code",
   "execution_count": null,
   "metadata": {},
   "outputs": [],
   "source": []
  }
 ],
 "metadata": {
  "kernelspec": {
   "display_name": "rdkit-kernel",
   "language": "python",
   "name": "my-rdkit-env"
  },
  "language_info": {
   "codemirror_mode": {
    "name": "ipython",
    "version": 3
   },
   "file_extension": ".py",
   "mimetype": "text/x-python",
   "name": "python",
   "nbconvert_exporter": "python",
   "pygments_lexer": "ipython3",
   "version": "3.7.7"
  }
 },
 "nbformat": 4,
 "nbformat_minor": 4
}