{
 "cells": [
  {
   "cell_type": "markdown",
   "metadata": {},
   "source": [
    "コマンドライン上で\n",
    "\n",
    "$ pip install -i https://pypi.anaconda.org/OpenEye/simple OpenEye-toolkits\n",
    "\n",
    "$ oecheminfo.py"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 1,
   "metadata": {
    "collapsed": true
   },
   "outputs": [],
   "source": [
    "from openeye.oechem import *"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 4,
   "metadata": {
    "collapsed": false
   },
   "outputs": [],
   "source": [
    "mol = OEGraphMol()"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 5,
   "metadata": {
    "collapsed": false
   },
   "outputs": [
    {
     "data": {
      "text/plain": [
       "True"
      ]
     },
     "execution_count": 5,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "OESmilesToMol(mol, \"c1ccccc1\")"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 8,
   "metadata": {
    "collapsed": false
   },
   "outputs": [],
   "source": [
    "if OESmilesToMol(mol, \"c1ccccc1\"):\n",
    "    # do something interesting with mol\n",
    "    pass\n",
    "else:\n",
    "    print (\"SMILES string was invalid!\")"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 9,
   "metadata": {
    "collapsed": false
   },
   "outputs": [
    {
     "name": "stdout",
     "output_type": "stream",
     "text": [
      "Number of aromatic atoms = 0\n",
      "Number of aromatic atoms = 6\n"
     ]
    }
   ],
   "source": [
    "from __future__ import print_function\n",
    "from openeye.oechem import *\n",
    "\n",
    "mol = OEGraphMol()\n",
    "if not OEParseSmiles(mol, \"C1=CC=CC=C1\"):\n",
    "    print (\"SMILES string was invalid!\")\n",
    "\n",
    "print(\"Number of aromatic atoms =\", OECount(mol, OEIsAromaticAtom()))\n",
    "OEAssignAromaticFlags(mol)\n",
    "print(\"Number of aromatic atoms =\", OECount(mol, OEIsAromaticAtom()))"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 10,
   "metadata": {
    "collapsed": false
   },
   "outputs": [
    {
     "name": "stdout",
     "output_type": "stream",
     "text": [
      "Number of benzene atoms: 6\n",
      "Number of phenol atoms: 7\n"
     ]
    }
   ],
   "source": [
    "from __future__ import print_function\n",
    "from openeye.oechem import *\n",
    "\n",
    "mol = OEGraphMol()\n",
    "\n",
    "OESmilesToMol(mol, \"c1ccccc1\")\n",
    "print (\"Number of benzene atoms:\", mol.NumAtoms())\n",
    "\n",
    "OESmilesToMol(mol, \"c1ccccc1O\")\n",
    "print (\"Number of phenol atoms:\", mol.NumAtoms())"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 11,
   "metadata": {
    "collapsed": false
   },
   "outputs": [
    {
     "name": "stdout",
     "output_type": "stream",
     "text": [
      "Canonical isomeric SMILES is c1ccccc1\n"
     ]
    }
   ],
   "source": [
    "from __future__ import print_function\n",
    "from openeye.oechem import *\n",
    "\n",
    "mol = OEGraphMol()\n",
    "OESmilesToMol(mol, \"C1=CC=CC=C1\")\n",
    "\n",
    "print (\"Canonical isomeric SMILES is\", OEMolToSmiles(mol))"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 12,
   "metadata": {
    "collapsed": true
   },
   "outputs": [],
   "source": [
    "from __future__ import print_function\n",
    "from openeye.oechem import *\n",
    "import sys\n",
    "\n",
    "for smi in sys.stdin:\n",
    "    mol = OEGraphMol()\n",
    "    smi = smi.strip()\n",
    "    if OESmilesToMol(mol, smi):\n",
    "        print (OEMolToSmiles(mol))\n",
    "    else:\n",
    "        OEThrow.Warning(\"%s is an invalid SMILES!\" % smi)\n"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 13,
   "metadata": {
    "collapsed": false
   },
   "outputs": [
    {
     "name": "stdout",
     "output_type": "stream",
     "text": [
      "InChI=1S/C5H5NO/c7-5-3-1-2-4-6-5/h1-4H,(H,6,7)\n"
     ]
    }
   ],
   "source": [
    "from __future__ import print_function\n",
    "from openeye.oechem import *\n",
    "\n",
    "mol = OEGraphMol()\n",
    "OESmilesToMol(mol, \"c1ccnc(c1)O\")\n",
    "print (OECreateInChI(mol))\n"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": null,
   "metadata": {
    "collapsed": true
   },
   "outputs": [],
   "source": []
  }
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