Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc2nc(N3CCN(C(=O)c4cc(S(C)(=O)=O)ccc4OC(C)C)CC3)sc2c1
InChiKey
SSYQBRZOTAIEKA-UHFFFAOYSA-N
Route Signature
90093346de8c731beae1828e7c955b2619822a50245cc8b7353deb6d5fcbfe01
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_289cec24228e56b7eaf154a5",
"signature": "90093346de8c731beae1828e7c955b2619822a50245cc8b7353deb6d5fcbfe01",
"contentHash": "00e9279775d45ff42fe3d985a03b74207e9d7202026e80b9d896e7384ec2d591",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_5df77a30db372fdb9b8595ae",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09415",
"moleculeId": "sa_77a50927f79ab2bc3ad750d9",
"smiles": "COc1ccc2nc(N3CCN(C(=O)c4cc(S(C)(=O)=O)ccc4OC(C)C)CC3)sc2c1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_77a50927f79ab2bc3ad750d9",
"inchikey": "SSYQBRZOTAIEKA-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(N3CCN(C(=O)c4cc(S(C)(=O)=O)ccc4OC(C)C)CC3)sc2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12017",
"routeId": "sa_289cec24228e56b7eaf154a5",
"moleculeId": "sa_77a50927f79ab2bc3ad750d9",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_77a50927f79ab2bc3ad750d9",
"inchikey": "SSYQBRZOTAIEKA-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(N3CCN(C(=O)c4cc(S(C)(=O)=O)ccc4OC(C)C)CC3)sc2c1"
},
"smiles": "COc1ccc2nc(N3CCN(C(=O)c4cc(S(C)(=O)=O)ccc4OC(C)C)CC3)sc2c1",
"reactionStepId": "sa_0dbd3ced62495ee98b2f25ce",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07429585B2;0211;858042\",\"rsmi\":\"O[C:15](=[O:16])[c:17]1[c:18]([O:19][CH:20]([CH3:21])[CH3:22])[cH:23][cH:24][c:25]([S:26]([CH3:27])(=[O:28])=[O:29])[cH:30]1.[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[n:9][c:10]([N:11]1[CH2:12][CH2:13][NH:14][CH2:31][CH2:32]1)[s:33]2>C1CCOC1>[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[n:9][c:10]([N:11]1[CH2:12][CH2:13][N:14]([C:15](=[O:16])[c:17]3[c:18]([O:19][CH:20]([CH3:21])[CH3:22])[cH:23][cH:24][c:25]([S:26]([CH3:27])(=[O:28])=[O:29])[cH:30]3)[CH2:31][CH2:32]1)[s:33]2\"},\"mapped_reaction_smiles\":\"O[C:15](=[O:16])[c:17]1[c:18]([O:19][CH:20]([CH3:21])[CH3:22])[cH:23][cH:24][c:25]([S:26]([CH3:27])(=[O:28])=[O:29])[cH:30]1.[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[n:9][c:10]([N:11]1[CH2:12][CH2:13][NH:14][CH2:31][CH2:32]1)[s:33]2>C1CCOC1>[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[n:9][c:10]([N:11]1[CH2:12][CH2:13][N:14]([C:15](=[O:16])[c:17]3[c:18]([O:19][CH:20]([CH3:21])[CH3:22])[cH:23][cH:24][c:25]([S:26]([CH3:27])(=[O:28])=[O:29])[cH:30]3)[CH2:31][CH2:32]1)[s:33]2\"}",
"reactionStep": {
"id": "sa_0dbd3ced62495ee98b2f25ce",
"reactionHash": "307e62738f39adb4f6671c9e29ec2496b55ce513dcb92f6a67c19136047418c0"
},
"children": [
{
"id": "12018",
"routeId": "sa_289cec24228e56b7eaf154a5",
"moleculeId": "sa_86b7e0e095fb0d9f366cdb5a",
"parentId": "12017",
"isLeaf": false,
"molecule": {
"id": "sa_86b7e0e095fb0d9f366cdb5a",
"inchikey": "KZRIGTDFSPUENO-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(N3CCNCC3)sc2c1"
},
"smiles": "COc1ccc2nc(N3CCNCC3)sc2c1",
"reactionStepId": "sa_e6cfe2f02ffe337c5b9f166e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07429585B2;0208;858041\",\"rsmi\":\"Cl[c:10]1[n:9][c:6]2[c:5]([cH:4][c:3]([O:2][CH3:1])[cH:8][cH:7]2)[s:17]1.[NH:11]1[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]1>C1CCOC1.CCN(CC)CC>[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[n:9][c:10]([N:11]1[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]1)[s:17]2\"},\"mapped_reaction_smiles\":\"Cl[c:10]1[n:9][c:6]2[c:5]([cH:4][c:3]([O:2][CH3:1])[cH:8][cH:7]2)[s:17]1.[NH:11]1[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]1>C1CCOC1.CCN(CC)CC>[CH3:1][O:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8]1)[n:9][c:10]([N:11]1[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]1)[s:17]2\"}",
"reactionStep": {
"id": "sa_e6cfe2f02ffe337c5b9f166e",
"reactionHash": "03b8043254216a3592c5528edfdb5cff0b4652b98e3213ad82e44de30aaaa06a"
},
"children": [
{
"id": "12019",
"routeId": "sa_289cec24228e56b7eaf154a5",
"moleculeId": "sa_2837a9329f19b96d2bbab854",
"parentId": "12018",
"isLeaf": true,
"molecule": {
"id": "sa_2837a9329f19b96d2bbab854",
"inchikey": "FVUFTABOJFRHSU-UHFFFAOYSA-N",
"smiles": "COc1ccc2nc(Cl)sc2c1"
},
"smiles": "COc1ccc2nc(Cl)sc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12020",
"routeId": "sa_289cec24228e56b7eaf154a5",
"moleculeId": "sa_330bd414c5d4211e41bcaa1a",
"parentId": "12018",
"isLeaf": true,
"molecule": {
"id": "sa_330bd414c5d4211e41bcaa1a",
"inchikey": "GLUUGHFHXGJENI-UHFFFAOYSA-N",
"smiles": "C1CNCCN1"
},
"smiles": "C1CNCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "12021",
"routeId": "sa_289cec24228e56b7eaf154a5",
"moleculeId": "sa_89a6c035adab732b6233fc92",
"parentId": "12017",
"isLeaf": false,
"molecule": {
"id": "sa_89a6c035adab732b6233fc92",
"inchikey": "NWXBHCBBFZOTOQ-UHFFFAOYSA-N",
"smiles": "CC(C)Oc1ccc(S(C)(=O)=O)cc1C(=O)O"
},
"smiles": "CC(C)Oc1ccc(S(C)(=O)=O)cc1C(=O)O",
"reactionStepId": "sa_339bc42fd16b1751a24f1101",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07429585B2;0307;858085\",\"rsmi\":\"Cl[c:5]1[c:6]([C:7](=[O:8])[OH:9])[cH:10][c:11]([S:12]([CH3:13])(=[O:14])=[O:15])[cH:16][cH:17]1.[CH3:1][CH:2]([CH3:3])[OH:4]>CCN(CC)CC>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[c:6]([C:7](=[O:8])[OH:9])[cH:10][c:11]([S:12]([CH3:13])(=[O:14])=[O:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[c:6]([C:7](=[O:8])[OH:9])[cH:10][c:11]([S:12]([CH3:13])(=[O:14])=[O:15])[cH:16][cH:17]1.[CH3:1][CH:2]([CH3:3])[OH:4]>CCN(CC)CC>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[c:6]([C:7](=[O:8])[OH:9])[cH:10][c:11]([S:12]([CH3:13])(=[O:14])=[O:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_339bc42fd16b1751a24f1101",
"reactionHash": "335025686eb3d81459e60be8e871c1c27ffaf3449cbc6ecb2ee36bac2caa48fe"
},
"children": [
{
"id": "12022",
"routeId": "sa_289cec24228e56b7eaf154a5",
"moleculeId": "sa_686dd003386da742d95a15d8",
"parentId": "12021",
"isLeaf": true,
"molecule": {
"id": "sa_686dd003386da742d95a15d8",
"inchikey": "KFZMGEQAYNKOFK-UHFFFAOYSA-N",
"smiles": "CC(C)O"
},
"smiles": "CC(C)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12023",
"routeId": "sa_289cec24228e56b7eaf154a5",
"moleculeId": "sa_28474758b5d622ba1be41de3",
"parentId": "12021",
"isLeaf": false,
"molecule": {
"id": "sa_28474758b5d622ba1be41de3",
"inchikey": "SKWDIXBVQATQSG-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)c1ccc(Cl)c(C(=O)O)c1"
},
"smiles": "CS(=O)(=O)c1ccc(Cl)c(C(=O)O)c1",
"reactionStepId": "sa_3f3789c51617f032ff74b639",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07429585B2;0305;858084\",\"rsmi\":\"[CH3:1][S:2][c:5]1[cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]([Cl:12])[cH:13][cH:14]1.OS(O[OH:4])=[O:3]>CO.[K+]>[CH3:1][S:2](=[O:3])(=[O:4])[c:5]1[cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]([Cl:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"[CH3:1][S:2][c:5]1[cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]([Cl:12])[cH:13][cH:14]1.OS(O[OH:4])=[O:3]>CO.[K+]>[CH3:1][S:2](=[O:3])(=[O:4])[c:5]1[cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]([Cl:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_3f3789c51617f032ff74b639",
"reactionHash": "24ae65150ed414fc1921fedc6441881aa3ff9a370228f472cc67349e01f27cb6"
},
"children": [
{
"id": "12024",
"routeId": "sa_289cec24228e56b7eaf154a5",
"moleculeId": "sa_772e3d6f4278e1cff6cf430d",
"parentId": "12023",
"isLeaf": true,
"molecule": {
"id": "sa_772e3d6f4278e1cff6cf430d",
"inchikey": "AYSIGUCDFZQVQT-UHFFFAOYSA-N",
"smiles": "O=S(O)OO"
},
"smiles": "O=S(O)OO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12025",
"routeId": "sa_289cec24228e56b7eaf154a5",
"moleculeId": "sa_c0cd071fbf26c37bf52a61c1",
"parentId": "12023",
"isLeaf": true,
"molecule": {
"id": "sa_c0cd071fbf26c37bf52a61c1",
"inchikey": "HJDZJDJRUVAYTR-UHFFFAOYSA-N",
"smiles": "CSc1ccc(Cl)c(C(=O)O)c1"
},
"smiles": "CSc1ccc(Cl)c(C(=O)O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}