Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1(C)Cc2sc(C(=O)Nc3cc(B4OC(C)(C)C(C)(C)O4)ccc3F)cc2C1O
InChiKey
WRLPAQTZVUOVTR-UHFFFAOYSA-N
Route Signature
e11ee2e845d4586639ff4f64ed5a1f9bf1cf0af89bf8093a15620e16f3ba47cb
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_5aaf232476b633ad73c17834",
"signature": "e11ee2e845d4586639ff4f64ed5a1f9bf1cf0af89bf8093a15620e16f3ba47cb",
"contentHash": "2f0f9fa9f771de9f1d22aab5d76ce2c5656ede92d0e4a080a9fab41fc54588a4",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_531cff74e9f7404c3be2ec72",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05008",
"moleculeId": "sa_7fca78c24e1d84ec5418174b",
"smiles": "CC1(C)Cc2sc(C(=O)Nc3cc(B4OC(C)(C)C(C)(C)O4)ccc3F)cc2C1O",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_7fca78c24e1d84ec5418174b",
"inchikey": "WRLPAQTZVUOVTR-UHFFFAOYSA-N",
"smiles": "CC1(C)Cc2sc(C(=O)Nc3cc(B4OC(C)(C)C(C)(C)O4)ccc3F)cc2C1O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11325",
"routeId": "sa_5aaf232476b633ad73c17834",
"moleculeId": "sa_7fca78c24e1d84ec5418174b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7fca78c24e1d84ec5418174b",
"inchikey": "WRLPAQTZVUOVTR-UHFFFAOYSA-N",
"smiles": "CC1(C)Cc2sc(C(=O)Nc3cc(B4OC(C)(C)C(C)(C)O4)ccc3F)cc2C1O"
},
"smiles": "CC1(C)Cc2sc(C(=O)Nc3cc(B4OC(C)(C)C(C)(C)O4)ccc3F)cc2C1O",
"reactionStepId": "sa_30f63d3d76935d5652d56829",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08598174B2;0801;1399130\",\"rsmi\":\"[CH3:1][C:2]1([CH3:3])[CH2:4][c:5]2[c:6]([cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]3[c:13]([F:14])[cH:15][cH:16][c:17]([B:18]4[O:19][C:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[O:26]4)[cH:27]3)[s:28]2)[C:29]1=[O:30]>CC(=O)O.CCO.B.[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][c:5]2[c:6]([cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]3[c:13]([F:14])[cH:15][cH:16][c:17]([B:18]4[O:19][C:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[O:26]4)[cH:27]3)[s:28]2)[CH:29]1[OH:30]\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]1([CH3:3])[CH2:4][c:5]2[c:6]([cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]3[c:13]([F:14])[cH:15][cH:16][c:17]([B:18]4[O:19][C:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[O:26]4)[cH:27]3)[s:28]2)[C:29]1=[O:30]>CC(=O)O.CCO.B.[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][c:5]2[c:6]([cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]3[c:13]([F:14])[cH:15][cH:16][c:17]([B:18]4[O:19][C:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[O:26]4)[cH:27]3)[s:28]2)[CH:29]1[OH:30]\"}",
"reactionStep": {
"id": "sa_30f63d3d76935d5652d56829",
"reactionHash": "0a6b5fe431aa60eaba1cd8ca1308033e4d475f3721162c89afbb4a3120d382ea"
},
"children": [
{
"id": "11326",
"routeId": "sa_5aaf232476b633ad73c17834",
"moleculeId": "sa_48fb9dd9486af68e165a23ef",
"parentId": "11325",
"isLeaf": false,
"molecule": {
"id": "sa_48fb9dd9486af68e165a23ef",
"inchikey": "GYPQHGFPPRVVJN-UHFFFAOYSA-N",
"smiles": "CC1(C)Cc2sc(C(=O)Nc3cc(B4OC(C)(C)C(C)(C)O4)ccc3F)cc2C1=O"
},
"smiles": "CC1(C)Cc2sc(C(=O)Nc3cc(B4OC(C)(C)C(C)(C)O4)ccc3F)cc2C1=O",
"reactionStepId": "sa_ea1401806e794c288563fb10",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08598174B2;0800;1399129\",\"rsmi\":\"O[C:9]([c:8]1[cH:7][c:6]2[c:5]([s:28]1)[CH2:4][C:2]([CH3:1])([CH3:3])[C:29]2=[O:30])=[O:10].[NH2:11][c:12]1[c:13]([F:14])[cH:15][cH:16][c:17]([B:18]2[O:19][C:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[O:26]2)[cH:27]1>ClCCl.c1ccncc1>[CH3:1][C:2]1([CH3:3])[CH2:4][c:5]2[c:6]([cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]3[c:13]([F:14])[cH:15][cH:16][c:17]([B:18]4[O:19][C:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[O:26]4)[cH:27]3)[s:28]2)[C:29]1=[O:30]\"},\"mapped_reaction_smiles\":\"O[C:9]([c:8]1[cH:7][c:6]2[c:5]([s:28]1)[CH2:4][C:2]([CH3:1])([CH3:3])[C:29]2=[O:30])=[O:10].[NH2:11][c:12]1[c:13]([F:14])[cH:15][cH:16][c:17]([B:18]2[O:19][C:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[O:26]2)[cH:27]1>ClCCl.c1ccncc1>[CH3:1][C:2]1([CH3:3])[CH2:4][c:5]2[c:6]([cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]3[c:13]([F:14])[cH:15][cH:16][c:17]([B:18]4[O:19][C:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[O:26]4)[cH:27]3)[s:28]2)[C:29]1=[O:30]\"}",
"reactionStep": {
"id": "sa_ea1401806e794c288563fb10",
"reactionHash": "ee2dcca727d0b76a2a176f33f2cf7bf1e97820eb17ed2b86d640c5693fd69ba3"
},
"children": [
{
"id": "11327",
"routeId": "sa_5aaf232476b633ad73c17834",
"moleculeId": "sa_e94353d7518e83b5121049b8",
"parentId": "11326",
"isLeaf": false,
"molecule": {
"id": "sa_e94353d7518e83b5121049b8",
"inchikey": "DKQZTIWQPHWNJJ-UHFFFAOYSA-N",
"smiles": "CC1(C)Cc2sc(C(=O)O)cc2C1=O"
},
"smiles": "CC1(C)Cc2sc(C(=O)O)cc2C1=O",
"reactionStepId": "sa_016a5559b854199c953bf5c2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08598174B2;0781;1399121\",\"rsmi\":\"CC[O:11][C:9]([c:8]1[cH:7][c:6]2[c:5]([s:12]1)[CH2:4][C:2]([CH3:1])([CH3:3])[C:13]2=[O:14])=[O:10]>C1CCOC1.CCO.O.[Li+].O>[CH3:1][C:2]1([CH3:3])[CH2:4][c:5]2[c:6]([cH:7][c:8]([C:9](=[O:10])[OH:11])[s:12]2)[C:13]1=[O:14]\"},\"mapped_reaction_smiles\":\"CC[O:11][C:9]([c:8]1[cH:7][c:6]2[c:5]([s:12]1)[CH2:4][C:2]([CH3:1])([CH3:3])[C:13]2=[O:14])=[O:10]>C1CCOC1.CCO.O.[Li+].O>[CH3:1][C:2]1([CH3:3])[CH2:4][c:5]2[c:6]([cH:7][c:8]([C:9](=[O:10])[OH:11])[s:12]2)[C:13]1=[O:14]\"}",
"reactionStep": {
"id": "sa_016a5559b854199c953bf5c2",
"reactionHash": "f74b636c4df970a95ada8d1d5f2e9777250c29a09f30191e181044b3c2ef2fd5"
},
"children": [
{
"id": "11328",
"routeId": "sa_5aaf232476b633ad73c17834",
"moleculeId": "sa_6c7397d8c85dcfa57a756275",
"parentId": "11327",
"isLeaf": true,
"molecule": {
"id": "sa_6c7397d8c85dcfa57a756275",
"inchikey": "AMURQWSIELJOGE-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2c(s1)CC(C)(C)C2=O"
},
"smiles": "CCOC(=O)c1cc2c(s1)CC(C)(C)C2=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11329",
"routeId": "sa_5aaf232476b633ad73c17834",
"moleculeId": "sa_838887b7b0721d9a9a9ec1c5",
"parentId": "11326",
"isLeaf": false,
"molecule": {
"id": "sa_838887b7b0721d9a9a9ec1c5",
"inchikey": "VXNIVUKZNDRJBW-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccc(F)c(N)c2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc(F)c(N)c2)OC1(C)C",
"reactionStepId": "sa_11a83b91efe099187144eac1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08598174B2;0785;1399122\",\"rsmi\":\"O=[N+:9]([O-])[c:8]1[cH:7][c:6]([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:15]([CH3:16])([CH3:17])[O:14]2)[cH:13][cH:12][c:10]1[F:11]>CCOC(C)=O.[Pd]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][c:8]([NH2:9])[c:10]([F:11])[cH:12][cH:13]2)[O:14][C:15]1([CH3:16])[CH3:17]\"},\"mapped_reaction_smiles\":\"O=[N+:9]([O-])[c:8]1[cH:7][c:6]([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:15]([CH3:16])([CH3:17])[O:14]2)[cH:13][cH:12][c:10]1[F:11]>CCOC(C)=O.[Pd]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][c:8]([NH2:9])[c:10]([F:11])[cH:12][cH:13]2)[O:14][C:15]1([CH3:16])[CH3:17]\"}",
"reactionStep": {
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"reactionHash": "ad11969762e5d593da2583d3a6724ed85d263107c08d661de1c84c48c2c93ab7"
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"children": [
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"routeId": "sa_5aaf232476b633ad73c17834",
"moleculeId": "sa_f28e5472fe6aa22dd074058f",
"parentId": "11329",
"isLeaf": true,
"molecule": {
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"inchikey": "QBMHYMHOXGOPAF-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccc(F)c([N+](=O)[O-])c2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc(F)c([N+](=O)[O-])c2)OC1(C)C",
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}
]
}
]
}
]
}
}