Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(O)CC1(O)CCc2c(Cl)cc(F)cc21
InChiKey
QTTNKUWTLRRACA-UHFFFAOYSA-N
Route Signature
f6b64ce9dfea854946a5310432041c7f47c603d7a939b146df76194c57f60cdb
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_152b941d2bcf946357ead95f",
"signature": "f6b64ce9dfea854946a5310432041c7f47c603d7a939b146df76194c57f60cdb",
"contentHash": "20a533a674f61e5ac6636d92b3525b58f8c1551ed098eab623526d333172c46d",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_45c9c679df64956a6f177aea",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00825",
"moleculeId": "sa_fba9a0dfe7422ffaa585888f",
"smiles": "O=C(O)CC1(O)CCc2c(Cl)cc(F)cc21",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_fba9a0dfe7422ffaa585888f",
"inchikey": "QTTNKUWTLRRACA-UHFFFAOYSA-N",
"smiles": "O=C(O)CC1(O)CCc2c(Cl)cc(F)cc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4943",
"routeId": "sa_152b941d2bcf946357ead95f",
"moleculeId": "sa_fba9a0dfe7422ffaa585888f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_fba9a0dfe7422ffaa585888f",
"inchikey": "QTTNKUWTLRRACA-UHFFFAOYSA-N",
"smiles": "O=C(O)CC1(O)CCc2c(Cl)cc(F)cc21"
},
"smiles": "O=C(O)CC1(O)CCc2c(Cl)cc(F)cc21",
"reactionStepId": "sa_615c5c8286633af7d435b856",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05708033;;395533\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[CH2:4][C:5]1([OH:6])[CH2:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][c:13]([F:14])[cH:15][c:16]21>CCO.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][C:5]1([OH:6])[CH2:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][c:13]([F:14])[cH:15][c:16]21\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[CH2:4][C:5]1([OH:6])[CH2:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][c:13]([F:14])[cH:15][c:16]21>CCO.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][C:5]1([OH:6])[CH2:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][c:13]([F:14])[cH:15][c:16]21\"}",
"reactionStep": {
"id": "sa_615c5c8286633af7d435b856",
"reactionHash": "cb788d232266cf1dd96a30c4753830771bf40b2f746c661fa6e2713e1c3888fa"
},
"children": [
{
"id": "4944",
"routeId": "sa_152b941d2bcf946357ead95f",
"moleculeId": "sa_ece160d764b307cb5b6b743c",
"parentId": "4943",
"isLeaf": false,
"molecule": {
"id": "sa_ece160d764b307cb5b6b743c",
"inchikey": "OXNGIRUEMCWHJH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC1(O)CCc2c(Cl)cc(F)cc21"
},
"smiles": "CCOC(=O)CC1(O)CCc2c(Cl)cc(F)cc21",
"reactionStepId": "sa_11c11656ce465231955b0f56",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05708033;;395532\",\"rsmi\":\"[C:7]1(=[O:8])[CH2:9][CH2:10][c:11]2[c:12]([Cl:13])[cH:14][c:15]([F:16])[cH:17][c:18]21.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH3:6]>C1CCOC1.CC(C)=O.CC(C)NC(C)C.CC(C)NC(C)C.CCCCCC.O.O=C=O.Cl.[Li+].[Li]CCCC.N>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7]1([OH:8])[CH2:9][CH2:10][c:11]2[c:12]([Cl:13])[cH:14][c:15]([F:16])[cH:17][c:18]21\"},\"mapped_reaction_smiles\":\"[C:7]1(=[O:8])[CH2:9][CH2:10][c:11]2[c:12]([Cl:13])[cH:14][c:15]([F:16])[cH:17][c:18]21.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH3:6]>C1CCOC1.CC(C)=O.CC(C)NC(C)C.CC(C)NC(C)C.CCCCCC.O.O=C=O.Cl.[Li+].[Li]CCCC.N>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7]1([OH:8])[CH2:9][CH2:10][c:11]2[c:12]([Cl:13])[cH:14][c:15]([F:16])[cH:17][c:18]21\"}",
"reactionStep": {
"id": "sa_11c11656ce465231955b0f56",
"reactionHash": "31dae394a473cf4287ae9f998f280fecbec2d453c06eccb3bc4b09f815db8e93"
},
"children": [
{
"id": "4945",
"routeId": "sa_152b941d2bcf946357ead95f",
"moleculeId": "sa_8d4aaf5b7fb5a2220b3f52ac",
"parentId": "4944",
"isLeaf": false,
"molecule": {
"id": "sa_8d4aaf5b7fb5a2220b3f52ac",
"inchikey": "PADRGRWYNJBMQI-UHFFFAOYSA-N",
"smiles": "O=C1CCc2c(Cl)cc(F)cc21"
},
"smiles": "O=C1CCc2c(Cl)cc(F)cc21",
"reactionStepId": "sa_b3f18b3449137d30e0a88bab",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05708033;;395531\",\"rsmi\":\"Cl[C:2](=[O:1])[CH2:3][CH2:4][c:5]1[c:6]([Cl:7])[cH:8][c:9]([F:10])[cH:11][cH:12]1>ClCCl.[Al+3].Cl.Cl.Cl>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[c:6]([Cl:7])[cH:8][c:9]([F:10])[cH:11][c:12]21\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[CH2:3][CH2:4][c:5]1[c:6]([Cl:7])[cH:8][c:9]([F:10])[cH:11][cH:12]1>ClCCl.[Al+3].Cl.Cl.Cl>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[c:6]([Cl:7])[cH:8][c:9]([F:10])[cH:11][c:12]21\"}",
"reactionStep": {
"id": "sa_b3f18b3449137d30e0a88bab",
"reactionHash": "e057e3aa37915532b65077be16b5e98a6c4349d27540c677c999e35775e0ac97"
},
"children": [
{
"id": "4946",
"routeId": "sa_152b941d2bcf946357ead95f",
"moleculeId": "sa_7124e06cecb2597520e63bfc",
"parentId": "4945",
"isLeaf": false,
"molecule": {
"id": "sa_7124e06cecb2597520e63bfc",
"inchikey": "VTZSTLXFQPRKGL-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCc1ccc(F)cc1Cl"
},
"smiles": "O=C(Cl)CCc1ccc(F)cc1Cl",
"reactionStepId": "sa_f131d3150ca99ab745f6faa6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05708033;;395530\",\"rsmi\":\"O=C(Cl)C(=O)[Cl:3].O[C:2](=[O:1])[CH2:4][CH2:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1>ClCCl>[O:1]=[C:2]([Cl:3])[CH2:4][CH2:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O=C(Cl)C(=O)[Cl:3].O[C:2](=[O:1])[CH2:4][CH2:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1>ClCCl>[O:1]=[C:2]([Cl:3])[CH2:4][CH2:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_f131d3150ca99ab745f6faa6",
"reactionHash": "3ae6c067eba50da97c9e931cfcce7a65ca7d1dee728ed2e2d13614f9db24a397"
},
"children": [
{
"id": "4947",
"routeId": "sa_152b941d2bcf946357ead95f",
"moleculeId": "sa_83e7d4ec882b44062b48ca58",
"parentId": "4946",
"isLeaf": true,
"molecule": {
"id": "sa_83e7d4ec882b44062b48ca58",
"inchikey": "CTSLXHKWHWQRSH-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C(=O)Cl"
},
"smiles": "O=C(Cl)C(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4948",
"routeId": "sa_152b941d2bcf946357ead95f",
"moleculeId": "sa_5f7efddde9ac72e204969c07",
"parentId": "4946",
"isLeaf": false,
"molecule": {
"id": "sa_5f7efddde9ac72e204969c07",
"inchikey": "CWLAMJYAQMNGPA-UHFFFAOYSA-N",
"smiles": "O=C(O)CCc1ccc(F)cc1Cl"
},
"smiles": "O=C(O)CCc1ccc(F)cc1Cl",
"reactionStepId": "sa_fe6ad4c82f62d9753289232f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05708033;;395529\",\"rsmi\":\"[O:1]=[C:2]([OH:3])[CH:4]=[CH:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1>CCO.O.O=[Pt].[H][H]>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"[O:1]=[C:2]([OH:3])[CH:4]=[CH:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1>CCO.O.O=[Pt].[H][H]>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_fe6ad4c82f62d9753289232f",
"reactionHash": "6419044ae051d093287aa966455278238ef192de55049a9bece7caee4aa9a829"
},
"children": [
{
"id": "4949",
"routeId": "sa_152b941d2bcf946357ead95f",
"moleculeId": "sa_79b656460da8ea519875db0c",
"parentId": "4948",
"isLeaf": false,
"molecule": {
"id": "sa_79b656460da8ea519875db0c",
"inchikey": "RJCWBTRMWGOREZ-UHFFFAOYSA-N",
"smiles": "O=C(O)C=Cc1ccc(F)cc1Cl"
},
"smiles": "O=C(O)C=Cc1ccc(F)cc1Cl",
"reactionStepId": "sa_13e73d485885f74f548a44a0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05708033;;395528\",\"rsmi\":\"O=C(O)[CH2:4][C:2](=[O:1])[OH:3].O=[CH:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1>C1CCNCC1.Cl.O.c1ccncc1>[O:1]=[C:2]([OH:3])[CH:4]=[CH:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O=C(O)[CH2:4][C:2](=[O:1])[OH:3].O=[CH:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1>C1CCNCC1.Cl.O.c1ccncc1>[O:1]=[C:2]([OH:3])[CH:4]=[CH:5][c:6]1[c:7]([Cl:8])[cH:9][c:10]([F:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_13e73d485885f74f548a44a0",
"reactionHash": "3cc3f75721d75e49b5f8c1710e88ded1f45543349fb84525808054af491865ac"
},
"children": [
{
"id": "4950",
"routeId": "sa_152b941d2bcf946357ead95f",
"moleculeId": "sa_575e8906d23395c35310549d",
"parentId": "4949",
"isLeaf": true,
"molecule": {
"id": "sa_575e8906d23395c35310549d",
"inchikey": "KMQWNQKESAHDKD-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(F)cc1Cl"
},
"smiles": "O=Cc1ccc(F)cc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4951",
"routeId": "sa_152b941d2bcf946357ead95f",
"moleculeId": "sa_4a1b0ed29ccb7ff1c5d04fc6",
"parentId": "4949",
"isLeaf": true,
"molecule": {
"id": "sa_4a1b0ed29ccb7ff1c5d04fc6",
"inchikey": "OFOBLEOULBTSOW-UHFFFAOYSA-N",
"smiles": "O=C(O)CC(=O)O"
},
"smiles": "O=C(O)CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "4952",
"routeId": "sa_152b941d2bcf946357ead95f",
"moleculeId": "sa_6bf30f725089b74d691fc82c",
"parentId": "4944",
"isLeaf": true,
"molecule": {
"id": "sa_6bf30f725089b74d691fc82c",
"inchikey": "XEKOWRVHYACXOJ-UHFFFAOYSA-N",
"smiles": "CCOC(C)=O"
},
"smiles": "CCOC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}