Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)N1CCN(C(=O)OCc2ccccc2)C[C@H]1CCOc1ccccc1F
InChiKey
NMKURMBRMGCRNX-HXUWFJFHSA-N
Route Signature
db026fa4d1d0c33d3721a24b2e8f16652433ae762320de04d86f3996d8319fc7
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f44b7519d6ee8944687a9603",
"signature": "db026fa4d1d0c33d3721a24b2e8f16652433ae762320de04d86f3996d8319fc7",
"contentHash": "eabc56f574de3757a1391f3710936206f615e40d5b0a49cdb4096c973ea9cc50",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_28367c882167ebc6761383ea",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02767",
"moleculeId": "sa_97b8fcc72729392260fb5d1f",
"smiles": "CC(C)(C)OC(=O)N1CCN(C(=O)OCc2ccccc2)C[C@H]1CCOc1ccccc1F",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_97b8fcc72729392260fb5d1f",
"inchikey": "NMKURMBRMGCRNX-HXUWFJFHSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(C(=O)OCc2ccccc2)C[C@H]1CCOc1ccccc1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14859",
"routeId": "sa_f44b7519d6ee8944687a9603",
"moleculeId": "sa_97b8fcc72729392260fb5d1f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_97b8fcc72729392260fb5d1f",
"inchikey": "NMKURMBRMGCRNX-HXUWFJFHSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(C(=O)OCc2ccccc2)C[C@H]1CCOc1ccccc1F"
},
"smiles": "CC(C)(C)OC(=O)N1CCN(C(=O)OCc2ccccc2)C[C@H]1CCOc1ccccc1F",
"reactionStepId": "sa_3c3f83677f391ce57251f394",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090227560A1;1745;762724\",\"rsmi\":\"CS(=O)(=O)O[CH2:25][CH2:24][C@H:23]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22]1.[OH:26][c:27]1[c:28]([F:29])[cH:30][cH:31][cH:32][cH:33]1>CN(C)C=O.O.O=C(O)O.Cl.I.[K+].[K+].[K+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][C@H:23]1[CH2:24][CH2:25][O:26][c:27]1[c:28]([F:29])[cH:30][cH:31][cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH2:25][CH2:24][C@H:23]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22]1.[OH:26][c:27]1[c:28]([F:29])[cH:30][cH:31][cH:32][cH:33]1>CN(C)C=O.O.O=C(O)O.Cl.I.[K+].[K+].[K+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][C@H:23]1[CH2:24][CH2:25][O:26][c:27]1[c:28]([F:29])[cH:30][cH:31][cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_3c3f83677f391ce57251f394",
"reactionHash": "ab1117754e6581c4f2d5901f60f6902b4a96be1125981cbb9afd198cc7dee414"
},
"children": [
{
"id": "14860",
"routeId": "sa_f44b7519d6ee8944687a9603",
"moleculeId": "sa_b27fd7c102216426459f35d0",
"parentId": "14859",
"isLeaf": true,
"molecule": {
"id": "sa_b27fd7c102216426459f35d0",
"inchikey": "HFHFGHLXUCOHLN-UHFFFAOYSA-N",
"smiles": "Oc1ccccc1F"
},
"smiles": "Oc1ccccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14861",
"routeId": "sa_f44b7519d6ee8944687a9603",
"moleculeId": "sa_12a370d8b1a8eb553bd48f6b",
"parentId": "14859",
"isLeaf": false,
"molecule": {
"id": "sa_12a370d8b1a8eb553bd48f6b",
"inchikey": "TXGOHWGDELZLFV-QGZVFWFLSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(C(=O)OCc2ccccc2)C[C@H]1CCOS(C)(=O)=O"
},
"smiles": "CC(C)(C)OC(=O)N1CCN(C(=O)OCc2ccccc2)C[C@H]1CCOS(C)(=O)=O",
"reactionStepId": "sa_60cbbf2342fb58213249d575",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090227560A1;1737;762722\",\"rsmi\":\"Cl[S:27]([CH3:28])(=[O:29])=[O:30].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][C@H:23]1[CH2:24][CH2:25][OH:26]>C1CCOC1.CCN(CC)CC.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][C@H:23]1[CH2:24][CH2:25][O:26][S:27]([CH3:28])(=[O:29])=[O:30]\"},\"mapped_reaction_smiles\":\"Cl[S:27]([CH3:28])(=[O:29])=[O:30].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][C@H:23]1[CH2:24][CH2:25][OH:26]>C1CCOC1.CCN(CC)CC.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][C@H:23]1[CH2:24][CH2:25][O:26][S:27]([CH3:28])(=[O:29])=[O:30]\"}",
"reactionStep": {
"id": "sa_60cbbf2342fb58213249d575",
"reactionHash": "81adf94962278c6c4bbc5bf35b195ddfc98ed8b9d0fecd6257dee82821870cf1"
},
"children": [
{
"id": "14862",
"routeId": "sa_f44b7519d6ee8944687a9603",
"moleculeId": "sa_ddcb325e067eac6b614711f2",
"parentId": "14861",
"isLeaf": false,
"molecule": {
"id": "sa_ddcb325e067eac6b614711f2",
"inchikey": "FVBPRKGGCAAFOG-MRXNPFEDSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(C(=O)OCc2ccccc2)C[C@H]1CCO"
},
"smiles": "CC(C)(C)OC(=O)N1CCN(C(=O)OCc2ccccc2)C[C@H]1CCO",
"reactionStepId": "sa_e94fe1086454f2df59fcf24d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090227560A1;1728;762719\",\"rsmi\":\"Cl[C:12](=[O:13])[O:14][CH2:15][c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][NH:11][CH2:22][C@H:23]1[CH2:24][CH2:25][OH:26]>C1COCCO1.O.O=C(O)O.[Na+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][C@H:23]1[CH2:24][CH2:25][OH:26]\"},\"mapped_reaction_smiles\":\"Cl[C:12](=[O:13])[O:14][CH2:15][c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][NH:11][CH2:22][C@H:23]1[CH2:24][CH2:25][OH:26]>C1COCCO1.O.O=C(O)O.[Na+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([C:12](=[O:13])[O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][C@H:23]1[CH2:24][CH2:25][OH:26]\"}",
"reactionStep": {
"id": "sa_e94fe1086454f2df59fcf24d",
"reactionHash": "8cae3ab9cabbc5d268a8b0360a22413a2306df0d579dde77ca09b8ed205c3630"
},
"children": [
{
"id": "14863",
"routeId": "sa_f44b7519d6ee8944687a9603",
"moleculeId": "sa_1514403cfb4a58c3c6f69a71",
"parentId": "14862",
"isLeaf": true,
"molecule": {
"id": "sa_1514403cfb4a58c3c6f69a71",
"inchikey": "HSDAJNMJOMSNEV-UHFFFAOYSA-N",
"smiles": "O=C(Cl)OCc1ccccc1"
},
"smiles": "O=C(Cl)OCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14864",
"routeId": "sa_f44b7519d6ee8944687a9603",
"moleculeId": "sa_e268827cde6a62249569c695",
"parentId": "14862",
"isLeaf": false,
"molecule": {
"id": "sa_e268827cde6a62249569c695",
"inchikey": "OOZBHDCFUFVAOH-SECBINFHSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCNC[C@H]1CCO"
},
"smiles": "CC(C)(C)OC(=O)N1CCNC[C@H]1CCO",
"reactionStepId": "sa_9d7f7bd4a74088d310d4f3c0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090227560A1;1724;762718\",\"rsmi\":\"c1ccc(C[N:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[C@H:13]([CH2:14][CH2:15][OH:16])[CH2:12]2)cc1>C.CO.O.O.[Pd+2]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][NH:11][CH2:12][C@H:13]1[CH2:14][CH2:15][OH:16]\"},\"mapped_reaction_smiles\":\"c1ccc(C[N:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[C@H:13]([CH2:14][CH2:15][OH:16])[CH2:12]2)cc1>C.CO.O.O.[Pd+2]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][NH:11][CH2:12][C@H:13]1[CH2:14][CH2:15][OH:16]\"}",
"reactionStep": {
"id": "sa_9d7f7bd4a74088d310d4f3c0",
"reactionHash": "5d2678677f7aa3ee9c5c722390cbbee22f2d1a9c65166f826a8b496a2ba1e022"
},
"children": [
{
"id": "14865",
"routeId": "sa_f44b7519d6ee8944687a9603",
"moleculeId": "sa_35e10c522c99a90680f4af60",
"parentId": "14864",
"isLeaf": true,
"molecule": {
"id": "sa_35e10c522c99a90680f4af60",
"inchikey": "YYTFROGXRPOCQX-MRXNPFEDSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(Cc2ccccc2)C[C@H]1CCO"
},
"smiles": "CC(C)(C)OC(=O)N1CCN(Cc2ccccc2)C[C@H]1CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14866",
"routeId": "sa_f44b7519d6ee8944687a9603",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "14861",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}