Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)[Si](C)(C)O[C@@H]1CCN(c2ccc(N)cc2F)C1
InChiKey
BDCGEKFIFQPIIZ-CYBMUJFWSA-N
Route Signature
4012e49293d82d7d5ec517b856a9e65177119afc3e12292f5443ef79936437ac
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_47282037e754c5d17d988948",
"signature": "4012e49293d82d7d5ec517b856a9e65177119afc3e12292f5443ef79936437ac",
"contentHash": "f88ad3d1d63fdb262c665b9fa87bb3a55293336d52d689af23feea8f976d68fd",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_9c23b0d57a1b0e4fa61483ab",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-09962",
"moleculeId": "sa_e6b36370e5e926fb1be0c04a",
"smiles": "CC(C)(C)[Si](C)(C)O[C@@H]1CCN(c2ccc(N)cc2F)C1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_e6b36370e5e926fb1be0c04a",
"inchikey": "BDCGEKFIFQPIIZ-CYBMUJFWSA-N",
"smiles": "CC(C)(C)[Si](C)(C)O[C@@H]1CCN(c2ccc(N)cc2F)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16753",
"routeId": "sa_47282037e754c5d17d988948",
"moleculeId": "sa_e6b36370e5e926fb1be0c04a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e6b36370e5e926fb1be0c04a",
"inchikey": "BDCGEKFIFQPIIZ-CYBMUJFWSA-N",
"smiles": "CC(C)(C)[Si](C)(C)O[C@@H]1CCN(c2ccc(N)cc2F)C1"
},
"smiles": "CC(C)(C)[Si](C)(C)O[C@@H]1CCN(c2ccc(N)cc2F)C1",
"reactionStepId": "sa_3c77168f7d1a3a6976b2782e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030144263A1;0961;88078\",\"rsmi\":\"O=[N+:18]([O-])[c:17]1[cH:16][c:14]([F:15])[c:13]([N:12]2[CH2:11][CH2:10][C@@H:9]([O:8][Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7])[CH2:21]2)[cH:20][cH:19]1>N[C@@H]1CCN(c2ccc(N3C[C@H](COc4ccon4)OC3=O)cc2F)C1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][C@@H:9]1[CH2:10][CH2:11][N:12]([c:13]2[c:14]([F:15])[cH:16][c:17]([NH2:18])[cH:19][cH:20]2)[CH2:21]1\"},\"mapped_reaction_smiles\":\"O=[N+:18]([O-])[c:17]1[cH:16][c:14]([F:15])[c:13]([N:12]2[CH2:11][CH2:10][C@@H:9]([O:8][Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7])[CH2:21]2)[cH:20][cH:19]1>N[C@@H]1CCN(c2ccc(N3C[C@H](COc4ccon4)OC3=O)cc2F)C1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][C@@H:9]1[CH2:10][CH2:11][N:12]([c:13]2[c:14]([F:15])[cH:16][c:17]([NH2:18])[cH:19][cH:20]2)[CH2:21]1\"}",
"reactionStep": {
"id": "sa_3c77168f7d1a3a6976b2782e",
"reactionHash": "2f9649c90ce9799c9fea1130c706b24fa0c05da251062da09f5ec823ac98ef5a"
},
"children": [
{
"id": "16754",
"routeId": "sa_47282037e754c5d17d988948",
"moleculeId": "sa_af638e6de3c20a172fda4b84",
"parentId": "16753",
"isLeaf": false,
"molecule": {
"id": "sa_af638e6de3c20a172fda4b84",
"inchikey": "DSQDHUIAVYHWPA-CYBMUJFWSA-N",
"smiles": "CC(C)(C)[Si](C)(C)O[C@@H]1CCN(c2ccc([N+](=O)[O-])cc2F)C1"
},
"smiles": "CC(C)(C)[Si](C)(C)O[C@@H]1CCN(c2ccc([N+](=O)[O-])cc2F)C1",
"reactionStepId": "sa_f238485a3a7195924b6d780d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030144263A1;0957;88077\",\"rsmi\":\"Cl[Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7].[OH:8][C@@H:9]1[CH2:10][CH2:11][N:12]([c:13]2[c:14]([F:15])[cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH2:23]1>CN(C)C=O.c1c[nH]cn1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][C@@H:9]1[CH2:10][CH2:11][N:12]([c:13]2[c:14]([F:15])[cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH2:23]1\"},\"mapped_reaction_smiles\":\"Cl[Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7].[OH:8][C@@H:9]1[CH2:10][CH2:11][N:12]([c:13]2[c:14]([F:15])[cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH2:23]1>CN(C)C=O.c1c[nH]cn1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][C@@H:9]1[CH2:10][CH2:11][N:12]([c:13]2[c:14]([F:15])[cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22]2)[CH2:23]1\"}",
"reactionStep": {
"id": "sa_f238485a3a7195924b6d780d",
"reactionHash": "e7df9be2c9231538ece4f1fdb4ad9bc4b0a9e69dd614fc6a16a4d8cde67374b2"
},
"children": [
{
"id": "16755",
"routeId": "sa_47282037e754c5d17d988948",
"moleculeId": "sa_1785e67b778eb91f7e04c15a",
"parentId": "16754",
"isLeaf": true,
"molecule": {
"id": "sa_1785e67b778eb91f7e04c15a",
"inchikey": "BCNZYOJHNLTNEZ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Cl"
},
"smiles": "CC(C)(C)[Si](C)(C)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16756",
"routeId": "sa_47282037e754c5d17d988948",
"moleculeId": "sa_30102fef4189911728bc8e61",
"parentId": "16754",
"isLeaf": false,
"molecule": {
"id": "sa_30102fef4189911728bc8e61",
"inchikey": "QENGWXHQBHRUCG-MRVPVSSYSA-N",
"smiles": "O=[N+]([O-])c1ccc(N2CC[C@@H](O)C2)c(F)c1"
},
"smiles": "O=[N+]([O-])c1ccc(N2CC[C@@H](O)C2)c(F)c1",
"reactionStepId": "sa_4029e3af55d74a6526eab750",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030144263A1;0953;88076\",\"rsmi\":\"F[c:8]1[c:6]([F:7])[cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:16][cH:15]1.[NH:9]1[CH2:10][CH2:11][C@@H:12]([OH:13])[CH2:14]1>CC#N.CCN(C(C)C)C(C)C.Cl>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([F:7])[c:8]([N:9]2[CH2:10][CH2:11][C@@H:12]([OH:13])[CH2:14]2)[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"F[c:8]1[c:6]([F:7])[cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:16][cH:15]1.[NH:9]1[CH2:10][CH2:11][C@@H:12]([OH:13])[CH2:14]1>CC#N.CCN(C(C)C)C(C)C.Cl>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([F:7])[c:8]([N:9]2[CH2:10][CH2:11][C@@H:12]([OH:13])[CH2:14]2)[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_4029e3af55d74a6526eab750",
"reactionHash": "f6534c70866b18f5bc8f43892bc5312a7a08ce5cd8bf7a5639b25058e887b0f2"
},
"children": [
{
"id": "16757",
"routeId": "sa_47282037e754c5d17d988948",
"moleculeId": "sa_9ffdff1d0f18bc0b34521109",
"parentId": "16756",
"isLeaf": true,
"molecule": {
"id": "sa_9ffdff1d0f18bc0b34521109",
"inchikey": "JHHZLHWJQPUNKB-SCSAIBSYSA-N",
"smiles": "O[C@@H]1CCNC1"
},
"smiles": "O[C@@H]1CCNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16758",
"routeId": "sa_47282037e754c5d17d988948",
"moleculeId": "sa_bcbeca172c385f3f6f45ad6b",
"parentId": "16756",
"isLeaf": true,
"molecule": {
"id": "sa_bcbeca172c385f3f6f45ad6b",
"inchikey": "RUBQQRMAWLSCCJ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(F)c(F)c1"
},
"smiles": "O=[N+]([O-])c1ccc(F)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}