Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(NS(=O)(=O)Cc2ccccc2)c(=O)n1CC(=O)NCC1CCc2nc(N)sc2C1
InChiKey
HEPPXMUCHHOWFH-UHFFFAOYSA-N
Route Signature
309d25e9e774698cd15a58be07462be13255f2393edf813c54e505afc3e08f8f
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_81734b144048a8a629aaba49",
"signature": "309d25e9e774698cd15a58be07462be13255f2393edf813c54e505afc3e08f8f",
"contentHash": "e94620bd317946e99111354df06dc18cccfab75b8bd90dcef5fa8723996efc78",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_2e29c3ea94de1a48df2a6382",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07293",
"moleculeId": "sa_79f356b41d565672251cde71",
"smiles": "Cc1ccc(NS(=O)(=O)Cc2ccccc2)c(=O)n1CC(=O)NCC1CCc2nc(N)sc2C1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_79f356b41d565672251cde71",
"inchikey": "HEPPXMUCHHOWFH-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NS(=O)(=O)Cc2ccccc2)c(=O)n1CC(=O)NCC1CCc2nc(N)sc2C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16170",
"routeId": "sa_81734b144048a8a629aaba49",
"moleculeId": "sa_79f356b41d565672251cde71",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_79f356b41d565672251cde71",
"inchikey": "HEPPXMUCHHOWFH-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NS(=O)(=O)Cc2ccccc2)c(=O)n1CC(=O)NCC1CCc2nc(N)sc2C1"
},
"smiles": "Cc1ccc(NS(=O)(=O)Cc2ccccc2)c(=O)n1CC(=O)NCC1CCc2nc(N)sc2C1",
"reactionStepId": "sa_d0213f10de414a848ce977dd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050165034A1;0155;269806\",\"rsmi\":\"O[C:21]([CH2:20][n:19]1[c:2]([CH3:1])[cH:3][cH:4][c:5]([NH:6][S:7](=[O:8])(=[O:9])[CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17]1=[O:18])=[O:22].[NH2:23][CH2:24][CH:25]1[CH2:26][CH2:27][c:28]2[c:29]([s:31][c:32]([NH2:33])[n:34]2)[CH2:30]1>Br.Br>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][S:7](=[O:8])(=[O:9])[CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17](=[O:18])[n:19]1[CH2:20][C:21](=[O:22])[NH:23][CH2:24][CH:25]1[CH2:26][CH2:27][c:28]2[c:29]([s:31][c:32]([NH2:33])[n:34]2)[CH2:30]1\"},\"mapped_reaction_smiles\":\"O[C:21]([CH2:20][n:19]1[c:2]([CH3:1])[cH:3][cH:4][c:5]([NH:6][S:7](=[O:8])(=[O:9])[CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17]1=[O:18])=[O:22].[NH2:23][CH2:24][CH:25]1[CH2:26][CH2:27][c:28]2[c:29]([s:31][c:32]([NH2:33])[n:34]2)[CH2:30]1>Br.Br>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][S:7](=[O:8])(=[O:9])[CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17](=[O:18])[n:19]1[CH2:20][C:21](=[O:22])[NH:23][CH2:24][CH:25]1[CH2:26][CH2:27][c:28]2[c:29]([s:31][c:32]([NH2:33])[n:34]2)[CH2:30]1\"}",
"reactionStep": {
"id": "sa_d0213f10de414a848ce977dd",
"reactionHash": "656222f8978a25c4cc5b73dad784dcac80c20e84951be73283e4151962901951"
},
"children": [
{
"id": "16171",
"routeId": "sa_81734b144048a8a629aaba49",
"moleculeId": "sa_95f0f11df6fe2252bafea0e3",
"parentId": "16170",
"isLeaf": false,
"molecule": {
"id": "sa_95f0f11df6fe2252bafea0e3",
"inchikey": "LCCTWIWZVNZDJR-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NS(=O)(=O)Cc2ccccc2)c(=O)n1CC(=O)O"
},
"smiles": "Cc1ccc(NS(=O)(=O)Cc2ccccc2)c(=O)n1CC(=O)O",
"reactionStepId": "sa_2fc3eca73333db91c4ef0350",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050165034A1;0127;269800\",\"rsmi\":\"CC(C)(C)[O:23][C:21]([CH2:20][n:19]1[c:2]([CH3:1])[cH:3][cH:4][c:5]([NH:6][S:7](=[O:8])(=[O:9])[CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17]1=[O:18])=[O:22]>CCOC(C)=O.Cl>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][S:7](=[O:8])(=[O:9])[CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17](=[O:18])[n:19]1[CH2:20][C:21](=[O:22])[OH:23]\"},\"mapped_reaction_smiles\":\"CC(C)(C)[O:23][C:21]([CH2:20][n:19]1[c:2]([CH3:1])[cH:3][cH:4][c:5]([NH:6][S:7](=[O:8])(=[O:9])[CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17]1=[O:18])=[O:22]>CCOC(C)=O.Cl>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][S:7](=[O:8])(=[O:9])[CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17](=[O:18])[n:19]1[CH2:20][C:21](=[O:22])[OH:23]\"}",
"reactionStep": {
"id": "sa_2fc3eca73333db91c4ef0350",
"reactionHash": "1aae253ce16dc2db63f14ba3916a0de5a560c59780730201c79dc615f77ca605"
},
"children": [
{
"id": "16172",
"routeId": "sa_81734b144048a8a629aaba49",
"moleculeId": "sa_c9abf29d13086d9403517d8a",
"parentId": "16171",
"isLeaf": false,
"molecule": {
"id": "sa_c9abf29d13086d9403517d8a",
"inchikey": "WFKAYBILVBRHDR-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NS(=O)(=O)Cc2ccccc2)c(=O)n1CC(=O)OC(C)(C)C"
},
"smiles": "Cc1ccc(NS(=O)(=O)Cc2ccccc2)c(=O)n1CC(=O)OC(C)(C)C",
"reactionStepId": "sa_2d0f45b006245a825a6a6437",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050165034A1;0123;269799\",\"rsmi\":\"Cl[S:7](=[O:8])(=[O:9])[CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1.[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH2:6])[c:17](=[O:18])[n:19]1[CH2:20][C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27]>CCOC(C)=O.c1ccncc1>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][S:7](=[O:8])(=[O:9])[CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17](=[O:18])[n:19]1[CH2:20][C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27]\"},\"mapped_reaction_smiles\":\"Cl[S:7](=[O:8])(=[O:9])[CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1.[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH2:6])[c:17](=[O:18])[n:19]1[CH2:20][C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27]>CCOC(C)=O.c1ccncc1>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH:6][S:7](=[O:8])(=[O:9])[CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[c:17](=[O:18])[n:19]1[CH2:20][C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27]\"}",
"reactionStep": {
"id": "sa_2d0f45b006245a825a6a6437",
"reactionHash": "beab1bda653dc8f3c3834a3541edeee4bd835924bea520cda2162a3cb61a4eb3"
},
"children": [
{
"id": "16173",
"routeId": "sa_81734b144048a8a629aaba49",
"moleculeId": "sa_bc8862bdc6280ce2c19f593a",
"parentId": "16172",
"isLeaf": true,
"molecule": {
"id": "sa_bc8862bdc6280ce2c19f593a",
"inchikey": "OAHKWDDSKCRNFE-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)Cc1ccccc1"
},
"smiles": "O=S(=O)(Cl)Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16174",
"routeId": "sa_81734b144048a8a629aaba49",
"moleculeId": "sa_3484343aa4700c6d028695fb",
"parentId": "16172",
"isLeaf": false,
"molecule": {
"id": "sa_3484343aa4700c6d028695fb",
"inchikey": "YJJWLKMRFAHKNV-UHFFFAOYSA-N",
"smiles": "Cc1ccc(N)c(=O)n1CC(=O)OC(C)(C)C"
},
"smiles": "Cc1ccc(N)c(=O)n1CC(=O)OC(C)(C)C",
"reactionStepId": "sa_ddac133d47cebf03a4a515ba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050165034A1;0119;269798\",\"rsmi\":\"O=C(OCc1ccccc1)[NH:6][c:5]1[cH:4][cH:3][c:2]([CH3:1])[n:9]([CH2:10][C:11](=[O:12])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17])[c:7]1=[O:8]>CCO.O>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH2:6])[c:7](=[O:8])[n:9]1[CH2:10][C:11](=[O:12])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17]\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[NH:6][c:5]1[cH:4][cH:3][c:2]([CH3:1])[n:9]([CH2:10][C:11](=[O:12])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17])[c:7]1=[O:8]>CCO.O>[CH3:1][c:2]1[cH:3][cH:4][c:5]([NH2:6])[c:7](=[O:8])[n:9]1[CH2:10][C:11](=[O:12])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17]\"}",
"reactionStep": {
"id": "sa_ddac133d47cebf03a4a515ba",
"reactionHash": "9c286ead4ab2eacf60ca93bf7ffc366eaca300664e70c406592d2ab351055ed3"
},
"children": [
{
"id": "16175",
"routeId": "sa_81734b144048a8a629aaba49",
"moleculeId": "sa_1aa838f6a4fddb7830f33e3c",
"parentId": "16174",
"isLeaf": true,
"molecule": {
"id": "sa_1aa838f6a4fddb7830f33e3c",
"inchikey": "XOJWSQIWRSNNIU-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NC(=O)OCc2ccccc2)c(=O)n1CC(=O)OC(C)(C)C"
},
"smiles": "Cc1ccc(NC(=O)OCc2ccccc2)c(=O)n1CC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "16176",
"routeId": "sa_81734b144048a8a629aaba49",
"moleculeId": "sa_c0814893683acd60f20f323d",
"parentId": "16170",
"isLeaf": true,
"molecule": {
"id": "sa_c0814893683acd60f20f323d",
"inchikey": "PCIRPJMDRDNRNE-UHFFFAOYSA-N",
"smiles": "NCC1CCc2nc(N)sc2C1"
},
"smiles": "NCC1CCc2nc(N)sc2C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}