Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1(C)COC(CNc2nc(O)ccc2F)CO1
InChiKey
QXLDFJIFVSXMQW-UHFFFAOYSA-N
Route Signature
95c8d513508d3108c0e91da59a36a1e93a004f4b3379972a187660c06c58f40e
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_359e31b5d5ddb763dd7fb344",
"signature": "95c8d513508d3108c0e91da59a36a1e93a004f4b3379972a187660c06c58f40e",
"contentHash": "3c46261ced6dacc285cc83b7075f8f230cc2331053b611ca05dbabb8cb668c7b",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_fb5e632fea0dd4ae4061772b",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04306",
"moleculeId": "sa_42d1cad0979ae5e8a32d8740",
"smiles": "CC1(C)COC(CNc2nc(O)ccc2F)CO1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_42d1cad0979ae5e8a32d8740",
"inchikey": "QXLDFJIFVSXMQW-UHFFFAOYSA-N",
"smiles": "CC1(C)COC(CNc2nc(O)ccc2F)CO1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15444",
"routeId": "sa_359e31b5d5ddb763dd7fb344",
"moleculeId": "sa_42d1cad0979ae5e8a32d8740",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_42d1cad0979ae5e8a32d8740",
"inchikey": "QXLDFJIFVSXMQW-UHFFFAOYSA-N",
"smiles": "CC1(C)COC(CNc2nc(O)ccc2F)CO1"
},
"smiles": "CC1(C)COC(CNc2nc(O)ccc2F)CO1",
"reactionStepId": "sa_f4f62d970af845f79a8e8fa0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110130380A1;0735;1062298\",\"rsmi\":\"c1ccc(C[O:15][c:14]2[cH:13][cH:12][c:10]([F:11])[c:9]([NH:8][CH2:7][CH:6]3[O:5][CH2:4][C:2]([CH3:1])([CH3:3])[O:18][CH2:17]3)[n:16]2)cc1>CO.[Pd]>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][CH:6]([CH2:7][NH:8][c:9]2[c:10]([F:11])[cH:12][cH:13][c:14]([OH:15])[n:16]2)[CH2:17][O:18]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:15][c:14]2[cH:13][cH:12][c:10]([F:11])[c:9]([NH:8][CH2:7][CH:6]3[O:5][CH2:4][C:2]([CH3:1])([CH3:3])[O:18][CH2:17]3)[n:16]2)cc1>CO.[Pd]>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][CH:6]([CH2:7][NH:8][c:9]2[c:10]([F:11])[cH:12][cH:13][c:14]([OH:15])[n:16]2)[CH2:17][O:18]1\"}",
"reactionStep": {
"id": "sa_f4f62d970af845f79a8e8fa0",
"reactionHash": "46593475e34a4baf32d0265b0adb4e099901108267db2def6939f13d596b64a9"
},
"children": [
{
"id": "15445",
"routeId": "sa_359e31b5d5ddb763dd7fb344",
"moleculeId": "sa_02bfa8e0e8c60a09f87c5b32",
"parentId": "15444",
"isLeaf": false,
"molecule": {
"id": "sa_02bfa8e0e8c60a09f87c5b32",
"inchikey": "GCRQZIWFPMFIDE-UHFFFAOYSA-N",
"smiles": "CC1(C)COC(CNc2nc(OCc3ccccc3)ccc2F)CO1"
},
"smiles": "CC1(C)COC(CNc2nc(OCc3ccccc3)ccc2F)CO1",
"reactionStepId": "sa_d7418cf1c979398ea64e90df",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110130380A1;0734;1062297\",\"rsmi\":\"F[c:11]1[n:10][c:9]([NH:8][CH2:7][CH:6]2[O:5][CH2:4][C:2]([CH3:1])([CH3:3])[O:25][CH2:24]2)[c:22]([F:23])[cH:21][cH:20]1.[OH:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1>CCOC(C)=O.CN(C)C=O.[HH].[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][CH:6]([CH2:7][NH:8][c:9]2[n:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21][c:22]2[F:23])[CH2:24][O:25]1\"},\"mapped_reaction_smiles\":\"F[c:11]1[n:10][c:9]([NH:8][CH2:7][CH:6]2[O:5][CH2:4][C:2]([CH3:1])([CH3:3])[O:25][CH2:24]2)[c:22]([F:23])[cH:21][cH:20]1.[OH:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1>CCOC(C)=O.CN(C)C=O.[HH].[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][CH:6]([CH2:7][NH:8][c:9]2[n:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21][c:22]2[F:23])[CH2:24][O:25]1\"}",
"reactionStep": {
"id": "sa_d7418cf1c979398ea64e90df",
"reactionHash": "ab91e956e9b4a50fa68e3ff0968c4e00466fe19304410ea504379c559534b0e6"
},
"children": [
{
"id": "15446",
"routeId": "sa_359e31b5d5ddb763dd7fb344",
"moleculeId": "sa_e688303d4e6a01b14f3bc5d6",
"parentId": "15445",
"isLeaf": false,
"molecule": {
"id": "sa_e688303d4e6a01b14f3bc5d6",
"inchikey": "NDJUFGSQXCXFCN-UHFFFAOYSA-N",
"smiles": "CC1(C)COC(CNc2nc(F)ccc2F)CO1"
},
"smiles": "CC1(C)COC(CNc2nc(F)ccc2F)CO1",
"reactionStepId": "sa_294fa0d20912331f579230ec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110130380A1;0733;1062296\",\"rsmi\":\"F[c:9]1[n:10][c:11]([F:12])[cH:13][cH:14][c:15]1[F:16].[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][CH:6]([CH2:7][NH2:8])[CH2:17][O:18]1>CC#N.CCN(CC)CC>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][CH:6]([CH2:7][NH:8][c:9]2[n:10][c:11]([F:12])[cH:13][cH:14][c:15]2[F:16])[CH2:17][O:18]1\"},\"mapped_reaction_smiles\":\"F[c:9]1[n:10][c:11]([F:12])[cH:13][cH:14][c:15]1[F:16].[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][CH:6]([CH2:7][NH2:8])[CH2:17][O:18]1>CC#N.CCN(CC)CC>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][CH:6]([CH2:7][NH:8][c:9]2[n:10][c:11]([F:12])[cH:13][cH:14][c:15]2[F:16])[CH2:17][O:18]1\"}",
"reactionStep": {
"id": "sa_294fa0d20912331f579230ec",
"reactionHash": "344cb6f99feffeb83ef999ffb89c292450dde62d704ed3377545bd3f97f3b38e"
},
"children": [
{
"id": "15447",
"routeId": "sa_359e31b5d5ddb763dd7fb344",
"moleculeId": "sa_53ed6a593b368fddd7d86950",
"parentId": "15446",
"isLeaf": true,
"molecule": {
"id": "sa_53ed6a593b368fddd7d86950",
"inchikey": "HRLIANGJWPJFKW-UHFFFAOYSA-N",
"smiles": "Fc1ccc(F)c(F)n1"
},
"smiles": "Fc1ccc(F)c(F)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15448",
"routeId": "sa_359e31b5d5ddb763dd7fb344",
"moleculeId": "sa_fac56da89b067d5e1d5448f6",
"parentId": "15446",
"isLeaf": false,
"molecule": {
"id": "sa_fac56da89b067d5e1d5448f6",
"inchikey": "YZTHKQHXMCWPBH-UHFFFAOYSA-N",
"smiles": "CC1(C)COC(CN)CO1"
},
"smiles": "CC1(C)COC(CN)CO1",
"reactionStepId": "sa_440c5fc0fecc580c2e21cac3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110130380A1;0732;1062295\",\"rsmi\":\"[N-]=[N+]=[N:8][CH2:7][CH:6]1[O:5][CH2:4][C:2]([CH3:1])([CH3:3])[O:10][CH2:9]1>C1CCOC1.O.O.O.O.O.O.O.O.O.O.O=S(=O)(O)O.[Li].[Na+].[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][CH:6]([CH2:7][NH2:8])[CH2:9][O:10]1\"},\"mapped_reaction_smiles\":\"[N-]=[N+]=[N:8][CH2:7][CH:6]1[O:5][CH2:4][C:2]([CH3:1])([CH3:3])[O:10][CH2:9]1>C1CCOC1.O.O.O.O.O.O.O.O.O.O.O=S(=O)(O)O.[Li].[Na+].[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][O:5][CH:6]([CH2:7][NH2:8])[CH2:9][O:10]1\"}",
"reactionStep": {
"id": "sa_440c5fc0fecc580c2e21cac3",
"reactionHash": "8cbc8c3d4b5b2bfc49e702760e4df372a3bbc9c36e1bd545a436ab9fc9f4c604"
},
"children": [
{
"id": "15449",
"routeId": "sa_359e31b5d5ddb763dd7fb344",
"moleculeId": "sa_af561cedfef92458c551485d",
"parentId": "15448",
"isLeaf": true,
"molecule": {
"id": "sa_af561cedfef92458c551485d",
"inchikey": "VAIRQGYRCZFWJZ-UHFFFAOYSA-N",
"smiles": "CC1(C)COC(CN=[N+]=[N-])CO1"
},
"smiles": "CC1(C)COC(CN=[N+]=[N-])CO1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15450",
"routeId": "sa_359e31b5d5ddb763dd7fb344",
"moleculeId": "sa_38937c3ff8fcbbdfe82c5b4f",
"parentId": "15445",
"isLeaf": true,
"molecule": {
"id": "sa_38937c3ff8fcbbdfe82c5b4f",
"inchikey": "WVDDGKGOMKODPV-UHFFFAOYSA-N",
"smiles": "OCc1ccccc1"
},
"smiles": "OCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}