Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1c(C)cc(N)cc1S(N)(=O)=O
InChiKey
OHVYOBUCIPRILB-UHFFFAOYSA-N
Route Signature
44fab6cb93197f4b1f581eb32f3f291cdd4d8fed565a775499d6e40c1e516dee
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2b4458ce83c33e77672b8316",
"signature": "44fab6cb93197f4b1f581eb32f3f291cdd4d8fed565a775499d6e40c1e516dee",
"contentHash": "807d9d16bc970cc41dd8fcf027ab6b5e60bf60d66271edce024ff98c09dcaf6d",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_f273ee365afae581a6063dc2",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00464",
"moleculeId": "sa_3cb782792743c161aa21dd1f",
"smiles": "COc1c(C)cc(N)cc1S(N)(=O)=O",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_3cb782792743c161aa21dd1f",
"inchikey": "OHVYOBUCIPRILB-UHFFFAOYSA-N",
"smiles": "COc1c(C)cc(N)cc1S(N)(=O)=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4312",
"routeId": "sa_2b4458ce83c33e77672b8316",
"moleculeId": "sa_3cb782792743c161aa21dd1f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3cb782792743c161aa21dd1f",
"inchikey": "OHVYOBUCIPRILB-UHFFFAOYSA-N",
"smiles": "COc1c(C)cc(N)cc1S(N)(=O)=O"
},
"smiles": "COc1c(C)cc(N)cc1S(N)(=O)=O",
"reactionStepId": "sa_9873396c6256484d8954e190",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130142807A1;0711;1376306\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[cH:9][c:4]([S:5]([NH2:6])(=[O:7])=[O:8])[c:3]([O:2][CH3:1])[c:13]([CH3:14])[cH:12]1>CCO.O.Cl.[Fe].N>[CH3:1][O:2][c:3]1[c:4]([S:5]([NH2:6])(=[O:7])=[O:8])[cH:9][c:10]([NH2:11])[cH:12][c:13]1[CH3:14]\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[cH:9][c:4]([S:5]([NH2:6])(=[O:7])=[O:8])[c:3]([O:2][CH3:1])[c:13]([CH3:14])[cH:12]1>CCO.O.Cl.[Fe].N>[CH3:1][O:2][c:3]1[c:4]([S:5]([NH2:6])(=[O:7])=[O:8])[cH:9][c:10]([NH2:11])[cH:12][c:13]1[CH3:14]\"}",
"reactionStep": {
"id": "sa_9873396c6256484d8954e190",
"reactionHash": "6831cdebe5e4e794c65aeb3ca12d42686d50a7aac6a8b85eea098d4c52d6c267"
},
"children": [
{
"id": "4313",
"routeId": "sa_2b4458ce83c33e77672b8316",
"moleculeId": "sa_2bdeaaf285c87f44f771fcb3",
"parentId": "4312",
"isLeaf": false,
"molecule": {
"id": "sa_2bdeaaf285c87f44f771fcb3",
"inchikey": "NVDSJOMXBTWZNW-UHFFFAOYSA-N",
"smiles": "COc1c(C)cc([N+](=O)[O-])cc1S(N)(=O)=O"
},
"smiles": "COc1c(C)cc([N+](=O)[O-])cc1S(N)(=O)=O",
"reactionStepId": "sa_e9caa1e4facc7920fd75c9b4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130142807A1;0710;1376305\",\"rsmi\":\"F[c:3]1[c:4]([S:5]([NH2:6])(=[O:7])=[O:8])[cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]1[CH3:16].[CH3:1][OH:2]>[Na+]>[CH3:1][O:2][c:3]1[c:4]([S:5]([NH2:6])(=[O:7])=[O:8])[cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]1[CH3:16]\"},\"mapped_reaction_smiles\":\"F[c:3]1[c:4]([S:5]([NH2:6])(=[O:7])=[O:8])[cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]1[CH3:16].[CH3:1][OH:2]>[Na+]>[CH3:1][O:2][c:3]1[c:4]([S:5]([NH2:6])(=[O:7])=[O:8])[cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]1[CH3:16]\"}",
"reactionStep": {
"id": "sa_e9caa1e4facc7920fd75c9b4",
"reactionHash": "70eaf2628ec48e8731f3e1147f8b84439c9d0e3743410c05e52d49d28660c199"
},
"children": [
{
"id": "4314",
"routeId": "sa_2b4458ce83c33e77672b8316",
"moleculeId": "sa_03366b755c915af73ba01c04",
"parentId": "4313",
"isLeaf": false,
"molecule": {
"id": "sa_03366b755c915af73ba01c04",
"inchikey": "NUWLRVYDHLUGFP-UHFFFAOYSA-N",
"smiles": "Cc1cc([N+](=O)[O-])cc(S(N)(=O)=O)c1F"
},
"smiles": "Cc1cc([N+](=O)[O-])cc(S(N)(=O)=O)c1F",
"reactionStepId": "sa_cf3e28212ca35ebfd76293f9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130142807A1;0653;1376286\",\"rsmi\":\"Cl[S:10]([c:9]1[cH:8][c:4]([N+:5](=[O:6])[O-:7])[cH:3][c:2]([CH3:1])[c:14]1[F:15])(=[O:12])=[O:13].[NH3:11]>CCOC(C)=O.O>[CH3:1][c:2]1[cH:3][c:4]([N+:5](=[O:6])[O-:7])[cH:8][c:9]([S:10]([NH2:11])(=[O:12])=[O:13])[c:14]1[F:15]\"},\"mapped_reaction_smiles\":\"Cl[S:10]([c:9]1[cH:8][c:4]([N+:5](=[O:6])[O-:7])[cH:3][c:2]([CH3:1])[c:14]1[F:15])(=[O:12])=[O:13].[NH3:11]>CCOC(C)=O.O>[CH3:1][c:2]1[cH:3][c:4]([N+:5](=[O:6])[O-:7])[cH:8][c:9]([S:10]([NH2:11])(=[O:12])=[O:13])[c:14]1[F:15]\"}",
"reactionStep": {
"id": "sa_cf3e28212ca35ebfd76293f9",
"reactionHash": "9f4f0380ad92c48190d83c18663de0cc26fb5d2e98c7aa7de89fa42079720339"
},
"children": [
{
"id": "4315",
"routeId": "sa_2b4458ce83c33e77672b8316",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "4314",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4316",
"routeId": "sa_2b4458ce83c33e77672b8316",
"moleculeId": "sa_ae040890f2c9b8856ba28334",
"parentId": "4314",
"isLeaf": false,
"molecule": {
"id": "sa_ae040890f2c9b8856ba28334",
"inchikey": "WUIIDYYCXNRFON-UHFFFAOYSA-N",
"smiles": "Cc1cc([N+](=O)[O-])cc(S(=O)(=O)Cl)c1F"
},
"smiles": "Cc1cc([N+](=O)[O-])cc(S(=O)(=O)Cl)c1F",
"reactionStepId": "sa_2d82ba939fe5478cf1e8be82",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130142807A1;0652;1376285\",\"rsmi\":\"O=[S:10]([OH:11])(=[O:12])[Cl:13].[CH3:1][c:2]1[cH:3][c:4]([N+:5](=[O:6])[O-:7])[cH:8][cH:9][c:14]1[F:15]>>[CH3:1][c:2]1[cH:3][c:4]([N+:5](=[O:6])[O-:7])[cH:8][c:9]([S:10](=[O:11])(=[O:12])[Cl:13])[c:14]1[F:15]\"},\"mapped_reaction_smiles\":\"O=[S:10]([OH:11])(=[O:12])[Cl:13].[CH3:1][c:2]1[cH:3][c:4]([N+:5](=[O:6])[O-:7])[cH:8][cH:9][c:14]1[F:15]>>[CH3:1][c:2]1[cH:3][c:4]([N+:5](=[O:6])[O-:7])[cH:8][c:9]([S:10](=[O:11])(=[O:12])[Cl:13])[c:14]1[F:15]\"}",
"reactionStep": {
"id": "sa_2d82ba939fe5478cf1e8be82",
"reactionHash": "918d3266eaf285ccd1de9cf9b41ea6c57e27d43b7f5d24a629f773e9dbac6d7a"
},
"children": [
{
"id": "4317",
"routeId": "sa_2b4458ce83c33e77672b8316",
"moleculeId": "sa_4de2255b67850ec7ace9ff2c",
"parentId": "4316",
"isLeaf": true,
"molecule": {
"id": "sa_4de2255b67850ec7ace9ff2c",
"inchikey": "XTHPWXDJESJLNJ-UHFFFAOYSA-N",
"smiles": "O=S(=O)(O)Cl"
},
"smiles": "O=S(=O)(O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4318",
"routeId": "sa_2b4458ce83c33e77672b8316",
"moleculeId": "sa_96e063d14327ec049675433b",
"parentId": "4316",
"isLeaf": true,
"molecule": {
"id": "sa_96e063d14327ec049675433b",
"inchikey": "XUCYJGMIICONES-UHFFFAOYSA-N",
"smiles": "Cc1cc([N+](=O)[O-])ccc1F"
},
"smiles": "Cc1cc([N+](=O)[O-])ccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "4319",
"routeId": "sa_2b4458ce83c33e77672b8316",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "4313",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}