Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ncc(-c2ccc3c(Nc4cc(C(=O)O)cc(-c5ccc(C(C)(C)C)cc5)c4)c(C(N)=O)cnc3c2)c(OC)n1
InChiKey
DHBRGNPGACJVTR-UHFFFAOYSA-N
Route Signature
d8be060ccf1186f8df8c350551c42d8fb1e2cec8182ceeeef25cd67aee3c3590
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_5141ee946e14b269f88ed280",
"signature": "d8be060ccf1186f8df8c350551c42d8fb1e2cec8182ceeeef25cd67aee3c3590",
"contentHash": "54d3b36477b06e6496b3c7c776b49c0e1e49ecb7e913c942af1aebb2370c2f3c",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_452f0dd0bc7e438fe33eb469",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03477",
"moleculeId": "sa_f9626b31bb340370a665fa17",
"smiles": "COc1ncc(-c2ccc3c(Nc4cc(C(=O)O)cc(-c5ccc(C(C)(C)C)cc5)c4)c(C(N)=O)cnc3c2)c(OC)n1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_f9626b31bb340370a665fa17",
"inchikey": "DHBRGNPGACJVTR-UHFFFAOYSA-N",
"smiles": "COc1ncc(-c2ccc3c(Nc4cc(C(=O)O)cc(-c5ccc(C(C)(C)C)cc5)c4)c(C(N)=O)cnc3c2)c(OC)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11028",
"routeId": "sa_5141ee946e14b269f88ed280",
"moleculeId": "sa_f9626b31bb340370a665fa17",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f9626b31bb340370a665fa17",
"inchikey": "DHBRGNPGACJVTR-UHFFFAOYSA-N",
"smiles": "COc1ncc(-c2ccc3c(Nc4cc(C(=O)O)cc(-c5ccc(C(C)(C)C)cc5)c4)c(C(N)=O)cnc3c2)c(OC)n1"
},
"smiles": "COc1ncc(-c2ccc3c(Nc4cc(C(=O)O)cc(-c5ccc(C(C)(C)C)cc5)c4)c(C(N)=O)cnc3c2)c(OC)n1",
"reactionStepId": "sa_c8cb3eb28be6f64cb6261674",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130225524A1;0744;1414982\",\"rsmi\":\"Cl[c:19]1[c:10]2[cH:9][cH:8][c:7](-[c:6]3[cH:5][n:4][c:3]([O:2][CH3:1])[n:43][c:40]3[O:41][CH3:42])[cH:12][c:11]2[n:13][cH:14][c:15]1[C:16]([NH2:17])=[O:18].[NH2:20][c:21]1[cH:22][c:23](-[c:24]2[cH:25][cH:26][c:27]([C:28]([CH3:29])([CH3:30])[CH3:31])[cH:32][cH:33]2)[cH:34][c:35]([C:36](=[O:37])[OH:38])[cH:39]1>CC(=O)O>[CH3:1][O:2][c:3]1[n:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][c:10]3[c:11]([cH:12]2)[n:13][cH:14][c:15]([C:16]([NH2:17])=[O:18])[c:19]3[NH:20][c:21]2[cH:22][c:23](-[c:24]3[cH:25][cH:26][c:27]([C:28]([CH3:29])([CH3:30])[CH3:31])[cH:32][cH:33]3)[cH:34][c:35]([C:36](=[O:37])[OH:38])[cH:39]2)[c:40]([O:41][CH3:42])[n:43]1\"},\"mapped_reaction_smiles\":\"Cl[c:19]1[c:10]2[cH:9][cH:8][c:7](-[c:6]3[cH:5][n:4][c:3]([O:2][CH3:1])[n:43][c:40]3[O:41][CH3:42])[cH:12][c:11]2[n:13][cH:14][c:15]1[C:16]([NH2:17])=[O:18].[NH2:20][c:21]1[cH:22][c:23](-[c:24]2[cH:25][cH:26][c:27]([C:28]([CH3:29])([CH3:30])[CH3:31])[cH:32][cH:33]2)[cH:34][c:35]([C:36](=[O:37])[OH:38])[cH:39]1>CC(=O)O>[CH3:1][O:2][c:3]1[n:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][c:10]3[c:11]([cH:12]2)[n:13][cH:14][c:15]([C:16]([NH2:17])=[O:18])[c:19]3[NH:20][c:21]2[cH:22][c:23](-[c:24]3[cH:25][cH:26][c:27]([C:28]([CH3:29])([CH3:30])[CH3:31])[cH:32][cH:33]3)[cH:34][c:35]([C:36](=[O:37])[OH:38])[cH:39]2)[c:40]([O:41][CH3:42])[n:43]1\"}",
"reactionStep": {
"id": "sa_c8cb3eb28be6f64cb6261674",
"reactionHash": "8a099462dedbdc364017df499afe586c493f86b2409e34e0d93e5f5b8d0c840c"
},
"children": [
{
"id": "11029",
"routeId": "sa_5141ee946e14b269f88ed280",
"moleculeId": "sa_50d8f47236953d84adefcf27",
"parentId": "11028",
"isLeaf": false,
"molecule": {
"id": "sa_50d8f47236953d84adefcf27",
"inchikey": "PEJHPVPCCGLEBR-UHFFFAOYSA-N",
"smiles": "COc1ncc(-c2ccc3c(Cl)c(C(N)=O)cnc3c2)c(OC)n1"
},
"smiles": "COc1ncc(-c2ccc3c(Cl)c(C(N)=O)cnc3c2)c(OC)n1",
"reactionStepId": "sa_93f9c28a4bfaefb50a8b1957",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130225524A1;0530;1414870\",\"rsmi\":\"Br[c:7]1[cH:8][cH:9][c:10]2[c:11]([cH:12]1)[n:13][cH:14][c:15]([C:16]([NH2:17])=[O:18])[c:19]2[Cl:20].OB(O)[c:6]1[cH:5][n:4][c:3]([O:2][CH3:1])[n:24][c:21]1[O:22][CH3:23]>C1COCCO1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[n:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][c:10]3[c:11]([cH:12]2)[n:13][cH:14][c:15]([C:16]([NH2:17])=[O:18])[c:19]3[Cl:20])[c:21]([O:22][CH3:23])[n:24]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[cH:8][cH:9][c:10]2[c:11]([cH:12]1)[n:13][cH:14][c:15]([C:16]([NH2:17])=[O:18])[c:19]2[Cl:20].OB(O)[c:6]1[cH:5][n:4][c:3]([O:2][CH3:1])[n:24][c:21]1[O:22][CH3:23]>C1COCCO1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[n:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][c:10]3[c:11]([cH:12]2)[n:13][cH:14][c:15]([C:16]([NH2:17])=[O:18])[c:19]3[Cl:20])[c:21]([O:22][CH3:23])[n:24]1\"}",
"reactionStep": {
"id": "sa_93f9c28a4bfaefb50a8b1957",
"reactionHash": "64a052441616fdfffaeed4b709c141c87e9d7db8991610e9e7b3575282e1c33b"
},
"children": [
{
"id": "11030",
"routeId": "sa_5141ee946e14b269f88ed280",
"moleculeId": "sa_b1e1def7418e9b3efa429b58",
"parentId": "11029",
"isLeaf": true,
"molecule": {
"id": "sa_b1e1def7418e9b3efa429b58",
"inchikey": "JAIXPTUDLQQHNO-UHFFFAOYSA-N",
"smiles": "NC(=O)c1cnc2cc(Br)ccc2c1Cl"
},
"smiles": "NC(=O)c1cnc2cc(Br)ccc2c1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11031",
"routeId": "sa_5141ee946e14b269f88ed280",
"moleculeId": "sa_3a5ff1e2c556ab61c598dda3",
"parentId": "11029",
"isLeaf": true,
"molecule": {
"id": "sa_3a5ff1e2c556ab61c598dda3",
"inchikey": "LKGKUACPLXCVOF-UHFFFAOYSA-N",
"smiles": "COc1ncc(B(O)O)c(OC)n1"
},
"smiles": "COc1ncc(B(O)O)c(OC)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11032",
"routeId": "sa_5141ee946e14b269f88ed280",
"moleculeId": "sa_b589c5544a908d062a5af03c",
"parentId": "11028",
"isLeaf": false,
"molecule": {
"id": "sa_b589c5544a908d062a5af03c",
"inchikey": "XFUXGIWQASGEFW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(-c2cc(N)cc(C(=O)O)c2)cc1"
},
"smiles": "CC(C)(C)c1ccc(-c2cc(N)cc(C(=O)O)c2)cc1",
"reactionStepId": "sa_7d4678d679d7fd2aed24f353",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130225524A1;0743;1414981\",\"rsmi\":\"Br[c:9]1[cH:10][c:11]([C:12](=[O:13])[OH:14])[cH:15][c:16]([NH2:17])[cH:18]1.OB(O)[c:8]1[cH:7][cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[cH:20][cH:19]1>C1COCCO1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][c:11]([C:12](=[O:13])[OH:14])[cH:15][c:16]([NH2:17])[cH:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Br[c:9]1[cH:10][c:11]([C:12](=[O:13])[OH:14])[cH:15][c:16]([NH2:17])[cH:18]1.OB(O)[c:8]1[cH:7][cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[cH:20][cH:19]1>C1COCCO1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][c:11]([C:12](=[O:13])[OH:14])[cH:15][c:16]([NH2:17])[cH:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_7d4678d679d7fd2aed24f353",
"reactionHash": "520b51be2ff8a76bff4086acfafcf25c52cecac35185bdb07486c48eecc119a1"
},
"children": [
{
"id": "11033",
"routeId": "sa_5141ee946e14b269f88ed280",
"moleculeId": "sa_a8fba8afb94bf7dc7b54717a",
"parentId": "11032",
"isLeaf": true,
"molecule": {
"id": "sa_a8fba8afb94bf7dc7b54717a",
"inchikey": "MNJYZNVROSZZQC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(B(O)O)cc1"
},
"smiles": "CC(C)(C)c1ccc(B(O)O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11034",
"routeId": "sa_5141ee946e14b269f88ed280",
"moleculeId": "sa_9a6fd02c40bd8a5a091fd722",
"parentId": "11032",
"isLeaf": true,
"molecule": {
"id": "sa_9a6fd02c40bd8a5a091fd722",
"inchikey": "RQSXRGSPGHZKFT-UHFFFAOYSA-N",
"smiles": "Nc1cc(Br)cc(C(=O)O)c1"
},
"smiles": "Nc1cc(Br)cc(C(=O)O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}