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{
 "cells": [
  {
   "cell_type": "code",
   "execution_count": 1,
   "id": "2493a0c3-4b27-496a-9514-32fb4941c94e",
   "metadata": {
    "tags": []
   },
   "outputs": [],
   "source": [
    "import datasets\n",
    "from datasets import ( \n",
    "    get_dataset_config_info,\n",
    "    get_dataset_config_names,\n",
    "    get_dataset_split_names,\n",
    "    get_dataset_default_config_name, \n",
    "    load_dataset\n",
    ")\n",
    "from pprint import pprint"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 2,
   "id": "c4892171-f79f-4eee-99db-a21d11b09e5c",
   "metadata": {
    "tags": []
   },
   "outputs": [
    {
     "data": {
      "application/vnd.jupyter.widget-view+json": {
       "model_id": "ba47ec20fe404e01942074c02dce13af",
       "version_major": 2,
       "version_minor": 0
      },
      "text/plain": [
       "Downloading builder script:   0%|          | 0.00/55.7k [00:00<?, ?B/s]"
      ]
     },
     "metadata": {},
     "output_type": "display_data"
    },
    {
     "data": {
      "application/vnd.jupyter.widget-view+json": {
       "model_id": "f65e2b756dd34c0fbf7a64f87431ba7d",
       "version_major": 2,
       "version_minor": 0
      },
      "text/plain": [
       "Downloading readme:   0%|          | 0.00/16.7k [00:00<?, ?B/s]"
      ]
     },
     "metadata": {},
     "output_type": "display_data"
    }
   ],
   "source": [
    "ds_hub = load_dataset(path=\"molssiai-hub/pubchemqc-b3lyp\",\n",
    "                      name=\"b3lyp_pm6\",\n",
    "                      split=\"train\",\n",
    "                      streaming=True,\n",
    "                      trust_remote_code=True)"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 3,
   "id": "3334886b-abac-455e-a098-2a281ed3d4d5",
   "metadata": {
    "tags": []
   },
   "outputs": [
    {
     "data": {
      "text/plain": [
       "['cid',\n",
       " 'state',\n",
       " 'pubchem-inchi',\n",
       " 'pubchem-charge',\n",
       " 'pubchem-version',\n",
       " 'name',\n",
       " 'coordinates',\n",
       " 'atomic-numbers',\n",
       " 'atom-count',\n",
       " 'heavy-atom-count',\n",
       " 'core-electrons',\n",
       " 'bond-order',\n",
       " 'connection-indices',\n",
       " 'formula',\n",
       " 'version',\n",
       " 'obabel-inchi',\n",
       " 'pm6-obabel-canonical-smiles',\n",
       " 'charge',\n",
       " 'energy-beta-gap',\n",
       " 'energy-beta-homo',\n",
       " 'energy-beta-lumo',\n",
       " 'energy-alpha-gap',\n",
       " 'energy-alpha-homo',\n",
       " 'energy-alpha-lumo',\n",
       " 'total-energy',\n",
       " 'homos',\n",
       " 'orbital-energies',\n",
       " 'mo-count',\n",
       " 'basis-count',\n",
       " 'multiplicity',\n",
       " 'molecular-mass',\n",
       " 'number-of-atoms',\n",
       " 'lowdin-partial-charges',\n",
       " 'mulliken-partial-charges',\n",
       " 'dipole-moment',\n",
       " 'pubchem-multiplicity',\n",
       " 'pubchem-obabel-canonical-smiles',\n",
       " 'pubchem-isomeric-smiles',\n",
       " 'pubchem-molecular-weight',\n",
       " 'pubchem-molecular-formula']"
      ]
     },
     "execution_count": 3,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "ds_hub.column_names"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 4,
   "id": "bd6618bf-6c00-450e-ad8b-6c39bc47383c",
   "metadata": {
    "tags": []
   },
   "outputs": [
    {
     "data": {
      "text/plain": [
       "{'cid': Value(dtype='int64', id=None),\n",
       " 'state': Value(dtype='string', id=None),\n",
       " 'pubchem-inchi': Value(dtype='string', id=None),\n",
       " 'pubchem-charge': Value(dtype='int64', id=None),\n",
       " 'pubchem-version': Value(dtype='string', id=None),\n",
       " 'name': Value(dtype='string', id=None),\n",
       " 'coordinates': Sequence(feature=Value(dtype='float64', id=None), length=-1, id=None),\n",
       " 'atomic-numbers': Sequence(feature=Value(dtype='int64', id=None), length=-1, id=None),\n",
       " 'atom-count': Value(dtype='int64', id=None),\n",
       " 'heavy-atom-count': Value(dtype='int64', id=None),\n",
       " 'core-electrons': Sequence(feature=Value(dtype='int64', id=None), length=-1, id=None),\n",
       " 'bond-order': Sequence(feature=Value(dtype='int64', id=None), length=-1, id=None),\n",
       " 'connection-indices': Sequence(feature=Value(dtype='int64', id=None), length=-1, id=None),\n",
       " 'formula': Value(dtype='string', id=None),\n",
       " 'version': Value(dtype='string', id=None),\n",
       " 'obabel-inchi': Value(dtype='string', id=None),\n",
       " 'pm6-obabel-canonical-smiles': Value(dtype='string', id=None),\n",
       " 'charge': Value(dtype='int64', id=None),\n",
       " 'energy-beta-gap': Value(dtype='float64', id=None),\n",
       " 'energy-beta-homo': Value(dtype='float64', id=None),\n",
       " 'energy-beta-lumo': Value(dtype='float64', id=None),\n",
       " 'energy-alpha-gap': Value(dtype='float64', id=None),\n",
       " 'energy-alpha-homo': Value(dtype='float64', id=None),\n",
       " 'energy-alpha-lumo': Value(dtype='float64', id=None),\n",
       " 'total-energy': Value(dtype='float64', id=None),\n",
       " 'homos': Sequence(feature=Value(dtype='int64', id=None), length=-1, id=None),\n",
       " 'orbital-energies': Sequence(feature=Sequence(feature=Value(dtype='float64', id=None), length=-1, id=None), length=-1, id=None),\n",
       " 'mo-count': Value(dtype='int64', id=None),\n",
       " 'basis-count': Value(dtype='int64', id=None),\n",
       " 'multiplicity': Value(dtype='int64', id=None),\n",
       " 'molecular-mass': Value(dtype='float64', id=None),\n",
       " 'number-of-atoms': Value(dtype='int64', id=None),\n",
       " 'lowdin-partial-charges': Sequence(feature=Value(dtype='float64', id=None), length=-1, id=None),\n",
       " 'mulliken-partial-charges': Sequence(feature=Value(dtype='float64', id=None), length=-1, id=None),\n",
       " 'dipole-moment': Value(dtype='float64', id=None),\n",
       " 'pubchem-multiplicity': Value(dtype='int64', id=None),\n",
       " 'pubchem-obabel-canonical-smiles': Value(dtype='string', id=None),\n",
       " 'pubchem-isomeric-smiles': Value(dtype='string', id=None),\n",
       " 'pubchem-molecular-weight': Value(dtype='float64', id=None),\n",
       " 'pubchem-molecular-formula': Value(dtype='string', id=None)}"
      ]
     },
     "execution_count": 4,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "ds_hub.features"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 5,
   "id": "359a7334-70ed-4724-88c2-44fd01fa7162",
   "metadata": {
    "tags": []
   },
   "outputs": [
    {
     "name": "stdout",
     "output_type": "stream",
     "text": [
      "('The presented “PubChemQC B3LYP/6-31G*//PM6” data set is composed of the '\n",
      " 'electronic properties of 85,938,443 molecules, encompassing a broad spectrum '\n",
      " 'of molecules from essential compounds to biomolecules with a molecular '\n",
      " 'weight up to 1000. These molecules account for 94.0% of the original PubChem '\n",
      " 'Compound catalog as of August 29, 2016. The electronic properties, including '\n",
      " 'orbitals, orbital energies, total energies, dipole moments, and other '\n",
      " 'pertinent properties, were computed by using the B3LYP/6-31G* and PM6 '\n",
      " 'methods.\\n')\n"
     ]
    }
   ],
   "source": [
    "pprint(ds_hub.description, width=80)"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 7,
   "id": "aafb0ae2-8896-49d4-81e6-99ee39d5720b",
   "metadata": {
    "tags": []
   },
   "outputs": [],
   "source": [
    "path = \"molssiai-hub/pubchemqc-b3lyp\""
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 8,
   "id": "29fc1e0e-fc9e-45f6-8cdd-6fa1c2368a29",
   "metadata": {
    "tags": []
   },
   "outputs": [
    {
     "name": "stdout",
     "output_type": "stream",
     "text": [
      "('@article{Nakata2023,\\n'\n",
      " 'abstract = {The presented “PubChemQC B3LYP/6-31G*//PM6” data set is composed '\n",
      " 'of the electronic properties of 85,938,443 molecules, encompassing a broad '\n",
      " 'spectrum of molecules from essential compounds to biomolecules with a '\n",
      " 'molecular weight up to 1000. These molecules account for 94.0% of the '\n",
      " 'original PubChem Compound catalog as of August 29, 2016. The electronic '\n",
      " 'properties, including orbitals, orbital energies, total energies, dipole '\n",
      " 'moments, and other pertinent properties, were computed by using the '\n",
      " 'B3LYP/6-31G* and PM6 methods. The data set, available in three formats, '\n",
      " 'namely, GAMESS quantum chemistry program files, selected JSON output files, '\n",
      " 'and a PostgreSQL database, provides researchers with the ability to query '\n",
      " 'molecular properties. It is further subdivided into five subdata sets for '\n",
      " 'more specific data. The first two subsets encompass molecules with carbon, '\n",
      " 'hydrogen, oxygen, and nitrogen with molecular weights under 300 and 500, '\n",
      " 'respectively. The third and fourth subsets incorporate molecules with '\n",
      " 'carbon, hydrogen, nitrogen, oxygen, phosphorus, sulfur, fluorine, and '\n",
      " 'chlorine, with molecular weights under 300 and 500, respectively. The fifth '\n",
      " 'subset comprises molecules with carbon, hydrogen, nitrogen, oxygen, '\n",
      " 'phosphorus, sulfur, fluorine, chlorine, sodium, potassium, magnesium, and '\n",
      " 'calcium, with a molecular weight of under 500. The coefficients of '\n",
      " 'determination for the highest occupied molecular orbital-lowest unoccupied '\n",
      " 'molecular orbital energy gap range from 0.892 (for CHON500) to 0.803 (for '\n",
      " 'the whole data set). These comprehensive results pave the way for '\n",
      " 'applications in drug discovery and materials science, among others. The data '\n",
      " 'sets can be accessed under the Creative Commons Attribution 4.0 '\n",
      " 'International license at the following web address: '\n",
      " 'https://nakatamaho.riken.jp/pubchemqc.riken.jp/b3lyp_pm6_datasets.html.},\\n'\n",
      " 'author = {Maho Nakata and Toshiyuki Maeda},\\n'\n",
      " 'doi = {10.1021/ACS.JCIM.3C00899/ASSET/IMAGES/MEDIUM/CI3C00899_0012.GIF},\\n'\n",
      " 'issn = {1549960X},\\n'\n",
      " 'issue = {18},\\n'\n",
      " 'journal = {Journal of Chemical Information and Modeling},\\n'\n",
      " 'month = {9},\\n'\n",
      " 'pages = {5734-5754},\\n'\n",
      " 'pmid = {37677147},\\n'\n",
      " 'publisher = {American Chemical Society},\\n'\n",
      " 'title = {PubChemQC B3LYP/6-31G*//PM6 Data Set: The Electronic Structures of '\n",
      " '86 Million Molecules Using B3LYP/6-31G* Calculations},\\n'\n",
      " 'volume = {63},\\n'\n",
      " 'url = {https://pubs.acs.org/doi/abs/10.1021/acs.jcim.3c00899},\\n'\n",
      " 'year = {2023},\\n'\n",
      " '}\\n')\n"
     ]
    }
   ],
   "source": [
    "pprint(get_dataset_config_info(path=path).citation, width=80)"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 9,
   "id": "64067367-3b8d-49fb-b6b4-047a1d737c25",
   "metadata": {
    "tags": []
   },
   "outputs": [
    {
     "data": {
      "text/plain": [
       "['b3lyp_pm6',\n",
       " 'b3lyp_pm6_chon300nosalt',\n",
       " 'b3lyp_pm6_chon500nosalt',\n",
       " 'b3lyp_pm6_chnopsfcl300nosalt',\n",
       " 'b3lyp_pm6_chnopsfcl500nosalt',\n",
       " 'b3lyp_pm6_chnopsfclnakmgca500']"
      ]
     },
     "execution_count": 9,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "get_dataset_config_names(path)"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 10,
   "id": "4ce893fb-59a4-4de7-9d28-0b7f575bbdd4",
   "metadata": {
    "tags": []
   },
   "outputs": [
    {
     "data": {
      "text/plain": [
       "['train']"
      ]
     },
     "execution_count": 10,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "get_dataset_split_names(path)"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 11,
   "id": "5e0d35c5-df4c-412b-8ca9-af95f69dbf24",
   "metadata": {
    "tags": []
   },
   "outputs": [
    {
     "data": {
      "text/plain": [
       "'b3lyp_pm6'"
      ]
     },
     "execution_count": 11,
     "metadata": {},
     "output_type": "execute_result"
    }
   ],
   "source": [
    "get_dataset_default_config_name(path)"
   ]
  },
  {
   "cell_type": "code",
   "execution_count": 12,
   "id": "8c38c671-5ac8-442b-a56d-315a8446ec2c",
   "metadata": {
    "tags": []
   },
   "outputs": [
    {
     "data": {
      "text/plain": [
       "DatasetInfo(description='The presented “PubChemQC B3LYP/6-31G*//PM6” data set is composed of the electronic properties of 85,938,443 molecules, encompassing a broad spectrum of molecules from essential compounds to biomolecules with a molecular weight up to 1000. These molecules account for 94.0% of the original PubChem Compound catalog as of August 29, 2016. The electronic properties, including orbitals, orbital energies, total energies, dipole moments, and other pertinent properties, were computed by using the B3LYP/6-31G* and PM6 methods.\\n', citation='@article{Nakata2023,\\nabstract = {The presented “PubChemQC B3LYP/6-31G*//PM6” data set is composed of the electronic properties of 85,938,443 molecules, encompassing a broad spectrum of molecules from essential compounds to biomolecules with a molecular weight up to 1000. These molecules account for 94.0% of the original PubChem Compound catalog as of August 29, 2016. The electronic properties, including orbitals, orbital energies, total energies, dipole moments, and other pertinent properties, were computed by using the B3LYP/6-31G* and PM6 methods. The data set, available in three formats, namely, GAMESS quantum chemistry program files, selected JSON output files, and a PostgreSQL database, provides researchers with the ability to query molecular properties. It is further subdivided into five subdata sets for more specific data. The first two subsets encompass molecules with carbon, hydrogen, oxygen, and nitrogen with molecular weights under 300 and 500, respectively. The third and fourth subsets incorporate molecules with carbon, hydrogen, nitrogen, oxygen, phosphorus, sulfur, fluorine, and chlorine, with molecular weights under 300 and 500, respectively. The fifth subset comprises molecules with carbon, hydrogen, nitrogen, oxygen, phosphorus, sulfur, fluorine, chlorine, sodium, potassium, magnesium, and calcium, with a molecular weight of under 500. The coefficients of determination for the highest occupied molecular orbital-lowest unoccupied molecular orbital energy gap range from 0.892 (for CHON500) to 0.803 (for the whole data set). These comprehensive results pave the way for applications in drug discovery and materials science, among others. The data sets can be accessed under the Creative Commons Attribution 4.0 International license at the following web address: https://nakatamaho.riken.jp/pubchemqc.riken.jp/b3lyp_pm6_datasets.html.},\\nauthor = {Maho Nakata and Toshiyuki Maeda},\\ndoi = {10.1021/ACS.JCIM.3C00899/ASSET/IMAGES/MEDIUM/CI3C00899_0012.GIF},\\nissn = {1549960X},\\nissue = {18},\\njournal = {Journal of Chemical Information and Modeling},\\nmonth = {9},\\npages = {5734-5754},\\npmid = {37677147},\\npublisher = {American Chemical Society},\\ntitle = {PubChemQC B3LYP/6-31G*//PM6 Data Set: The Electronic Structures of 86 Million Molecules Using B3LYP/6-31G* Calculations},\\nvolume = {63},\\nurl = {https://pubs.acs.org/doi/abs/10.1021/acs.jcim.3c00899},\\nyear = {2023},\\n}\\n', homepage='https://nakatamaho.riken.jp/pubchemqc.riken.jp/b3lyp_pm6_datasets.html', license='https://creativecommons.org/licenses/by/4.0', features={'cid': Value(dtype='int64', id=None), 'state': Value(dtype='string', id=None), 'pubchem-inchi': Value(dtype='string', id=None), 'pubchem-charge': Value(dtype='int64', id=None), 'pubchem-version': Value(dtype='string', id=None), 'name': Value(dtype='string', id=None), 'coordinates': Sequence(feature=Value(dtype='float64', id=None), length=-1, id=None), 'atomic-numbers': Sequence(feature=Value(dtype='int64', id=None), length=-1, id=None), 'atom-count': Value(dtype='int64', id=None), 'heavy-atom-count': Value(dtype='int64', id=None), 'core-electrons': Sequence(feature=Value(dtype='int64', id=None), length=-1, id=None), 'bond-order': Sequence(feature=Value(dtype='int64', id=None), length=-1, id=None), 'connection-indices': Sequence(feature=Value(dtype='int64', id=None), length=-1, id=None), 'formula': Value(dtype='string', id=None), 'version': Value(dtype='string', id=None), 'obabel-inchi': Value(dtype='string', id=None), 'pm6-obabel-canonical-smiles': Value(dtype='string', id=None), 'charge': Value(dtype='int64', id=None), 'energy-beta-gap': Value(dtype='float64', id=None), 'energy-beta-homo': Value(dtype='float64', id=None), 'energy-beta-lumo': Value(dtype='float64', id=None), 'energy-alpha-gap': Value(dtype='float64', id=None), 'energy-alpha-homo': Value(dtype='float64', id=None), 'energy-alpha-lumo': Value(dtype='float64', id=None), 'total-energy': Value(dtype='float64', id=None), 'homos': Sequence(feature=Value(dtype='int64', id=None), length=-1, id=None), 'orbital-energies': Sequence(feature=Sequence(feature=Value(dtype='float64', id=None), length=-1, id=None), length=-1, id=None), 'mo-count': Value(dtype='int64', id=None), 'basis-count': Value(dtype='int64', id=None), 'multiplicity': Value(dtype='int64', id=None), 'molecular-mass': Value(dtype='float64', id=None), 'number-of-atoms': Value(dtype='int64', id=None), 'lowdin-partial-charges': Sequence(feature=Value(dtype='float64', id=None), length=-1, id=None), 'mulliken-partial-charges': Sequence(feature=Value(dtype='float64', id=None), length=-1, id=None), 'dipole-moment': Value(dtype='float64', id=None), 'pubchem-multiplicity': Value(dtype='int64', id=None), 'pubchem-obabel-canonical-smiles': Value(dtype='string', id=None), 'pubchem-isomeric-smiles': Value(dtype='string', id=None), 'pubchem-molecular-weight': Value(dtype='float64', id=None), 'pubchem-molecular-formula': Value(dtype='string', id=None)}, post_processed=None, supervised_keys=None, task_templates=None, builder_name='pubchemqc-b3lyp', dataset_name='pubchemqc-b3lyp', config_name='b3lyp_pm6', version=0.0.0, splits={'train': {'name': 'train', 'dataset_name': 'molssiai-hub/pubchemqc-b3lyp'}}, download_checksums=None, download_size=None, post_processing_size=None, dataset_size=None, size_in_bytes=None)"
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