Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)CC(=O)c1ccc(Br)c(C)c1F
InChiKey
PJWJDJBGMCUDOV-UHFFFAOYSA-N
Route Signature
9c48d9daacb7dfab9310523678b0d8d2b0edceaa9651609464527265fb7fa103
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_7dca6534c50e22e4c8b523b0",
"signature": "9c48d9daacb7dfab9310523678b0d8d2b0edceaa9651609464527265fb7fa103",
"contentHash": "b2942f4aebeb7e5f12dee7171eca58e81542f11904f63c7e959b7545043d6524",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_c6e79de19597c349696e1889",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00884",
"moleculeId": "sa_686b0f005088049b98394146",
"smiles": "CCOC(=O)CC(=O)c1ccc(Br)c(C)c1F",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_686b0f005088049b98394146",
"inchikey": "PJWJDJBGMCUDOV-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(=O)c1ccc(Br)c(C)c1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13873",
"routeId": "sa_7dca6534c50e22e4c8b523b0",
"moleculeId": "sa_686b0f005088049b98394146",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_686b0f005088049b98394146",
"inchikey": "PJWJDJBGMCUDOV-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(=O)c1ccc(Br)c(C)c1F"
},
"smiles": "CCOC(=O)CC(=O)c1ccc(Br)c(C)c1F",
"reactionStepId": "sa_025c5e720f3ec469851751d9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06025370;;465514\",\"rsmi\":\"O=C(O)[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].O[C:7](=[O:8])[c:9]1[c:10]([F:11])[c:12]([CH3:13])[c:14]([Br:15])[cH:16][cH:17]1>C1CCOC1.CCOC(=O)CC(=O)O.Cc1ccccc1.Cl.O.[Mg+2]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7](=[O:8])[c:9]1[c:10]([F:11])[c:12]([CH3:13])[c:14]([Br:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"O=C(O)[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].O[C:7](=[O:8])[c:9]1[c:10]([F:11])[c:12]([CH3:13])[c:14]([Br:15])[cH:16][cH:17]1>C1CCOC1.CCOC(=O)CC(=O)O.Cc1ccccc1.Cl.O.[Mg+2]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:7](=[O:8])[c:9]1[c:10]([F:11])[c:12]([CH3:13])[c:14]([Br:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_025c5e720f3ec469851751d9",
"reactionHash": "7a8dec98f27a0d98944ba7e7fe2de79580f1e84b510708df24ded601c6442919"
},
"children": [
{
"id": "13874",
"routeId": "sa_7dca6534c50e22e4c8b523b0",
"moleculeId": "sa_23259354d1dc83934c3840db",
"parentId": "13873",
"isLeaf": true,
"molecule": {
"id": "sa_23259354d1dc83934c3840db",
"inchikey": "HGINADPHJQTSKN-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(=O)O"
},
"smiles": "CCOC(=O)CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13875",
"routeId": "sa_7dca6534c50e22e4c8b523b0",
"moleculeId": "sa_55d46e237c2eae8806818fcb",
"parentId": "13873",
"isLeaf": false,
"molecule": {
"id": "sa_55d46e237c2eae8806818fcb",
"inchikey": "PIMDCUNZRUXGME-UHFFFAOYSA-N",
"smiles": "Cc1c(Br)ccc(C(=O)O)c1F"
},
"smiles": "Cc1c(Br)ccc(C(=O)O)c1F",
"reactionStepId": "sa_6ac06015bba9521882aa3b8b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06025370;;465513\",\"rsmi\":\"N[c:3]1[c:2]([CH3:1])[c:11]([F:12])[c:7]([C:8](=[O:9])[OH:10])[cH:6][cH:5]1.[BrH:4]>Cc1ccccc1.O.O=NO.[Na+]>[CH3:1][c:2]1[c:3]([Br:4])[cH:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]1[F:12]\"},\"mapped_reaction_smiles\":\"N[c:3]1[c:2]([CH3:1])[c:11]([F:12])[c:7]([C:8](=[O:9])[OH:10])[cH:6][cH:5]1.[BrH:4]>Cc1ccccc1.O.O=NO.[Na+]>[CH3:1][c:2]1[c:3]([Br:4])[cH:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]1[F:12]\"}",
"reactionStep": {
"id": "sa_6ac06015bba9521882aa3b8b",
"reactionHash": "8c2692e96cef1028aded7ac93ac39ce54ec50e6f6b7ac10bff2dd980bf8d1e17"
},
"children": [
{
"id": "13876",
"routeId": "sa_7dca6534c50e22e4c8b523b0",
"moleculeId": "sa_70f4de2e51ba34b93e025a04",
"parentId": "13875",
"isLeaf": true,
"molecule": {
"id": "sa_70f4de2e51ba34b93e025a04",
"inchikey": "CPELXLSAUQHCOX-UHFFFAOYSA-N",
"smiles": "Br"
},
"smiles": "Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13877",
"routeId": "sa_7dca6534c50e22e4c8b523b0",
"moleculeId": "sa_4e74d9a474d987006beac2bd",
"parentId": "13875",
"isLeaf": false,
"molecule": {
"id": "sa_4e74d9a474d987006beac2bd",
"inchikey": "ODKRCZFHARCFGI-UHFFFAOYSA-N",
"smiles": "Cc1c(N)ccc(C(=O)O)c1F"
},
"smiles": "Cc1c(N)ccc(C(=O)O)c1F",
"reactionStepId": "sa_0749966423532302490b225b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06025370;;465512\",\"rsmi\":\"CC[O:10][C:8]([c:7]1[cH:6][cH:5][c:3]([NH2:4])[c:2]([CH3:1])[c:11]1[F:12])=[O:9]>CCO.Cl.[Na+].O>[CH3:1][c:2]1[c:3]([NH2:4])[cH:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]1[F:12]\"},\"mapped_reaction_smiles\":\"CC[O:10][C:8]([c:7]1[cH:6][cH:5][c:3]([NH2:4])[c:2]([CH3:1])[c:11]1[F:12])=[O:9]>CCO.Cl.[Na+].O>[CH3:1][c:2]1[c:3]([NH2:4])[cH:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]1[F:12]\"}",
"reactionStep": {
"id": "sa_0749966423532302490b225b",
"reactionHash": "793ce5357ea4772dbc5a2b3bbb54cd8d6d26e6409a6efdca04e57ca33eb07595"
},
"children": [
{
"id": "13878",
"routeId": "sa_7dca6534c50e22e4c8b523b0",
"moleculeId": "sa_39c88465f2481fed93c8053d",
"parentId": "13877",
"isLeaf": false,
"molecule": {
"id": "sa_39c88465f2481fed93c8053d",
"inchikey": "NRAJWJYFZLNRMQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(N)c(C)c1F"
},
"smiles": "CCOC(=O)c1ccc(N)c(C)c1F",
"reactionStepId": "sa_8633cb5c0bfeb02d9e7263dc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06025370;;465511\",\"rsmi\":\"[N-]=[N+]=[N:12][c:11]1[c:9]([CH3:10])[c:7]([F:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:14][cH:13]1>C.CCO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([F:8])[c:9]([CH3:10])[c:11]([NH2:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"[N-]=[N+]=[N:12][c:11]1[c:9]([CH3:10])[c:7]([F:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:14][cH:13]1>C.CCO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([F:8])[c:9]([CH3:10])[c:11]([NH2:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_8633cb5c0bfeb02d9e7263dc",
"reactionHash": "f82bc8b6ccf8c9b23b3f2d7ffa57219158531b882d0b7706ea8759f932fb7619"
},
"children": [
{
"id": "13879",
"routeId": "sa_7dca6534c50e22e4c8b523b0",
"moleculeId": "sa_6fe13e2cc676106d950aa442",
"parentId": "13878",
"isLeaf": false,
"molecule": {
"id": "sa_6fe13e2cc676106d950aa442",
"inchikey": "CREXBRFITSYUFM-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(N=[N+]=[N-])c(C)c1F"
},
"smiles": "CCOC(=O)c1ccc(N=[N+]=[N-])c(C)c1F",
"reactionStepId": "sa_4fdd70a8ab5871e7c83dd25e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06025370;;465510\",\"rsmi\":\"F[c:11]1[c:9]([CH3:10])[c:7]([F:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:16][cH:15]1.[N-:12]=[N+:13]=[N-:14]>CS(C)=O.Cc1ccccc1.O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([F:8])[c:9]([CH3:10])[c:11]([N:12]=[N+:13]=[N-:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"F[c:11]1[c:9]([CH3:10])[c:7]([F:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:16][cH:15]1.[N-:12]=[N+:13]=[N-:14]>CS(C)=O.Cc1ccccc1.O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([F:8])[c:9]([CH3:10])[c:11]([N:12]=[N+:13]=[N-:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_4fdd70a8ab5871e7c83dd25e",
"reactionHash": "a9046b757c80a24418aecb7a87cb208ca8bf4e4815258cf9abd92773f02fc2a9"
},
"children": [
{
"id": "13880",
"routeId": "sa_7dca6534c50e22e4c8b523b0",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "13879",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13881",
"routeId": "sa_7dca6534c50e22e4c8b523b0",
"moleculeId": "sa_0107e8394391815b74c82dbb",
"parentId": "13879",
"isLeaf": true,
"molecule": {
"id": "sa_0107e8394391815b74c82dbb",
"inchikey": "VABWCPUTLWAXNL-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(F)c(C)c1F"
},
"smiles": "CCOC(=O)c1ccc(F)c(C)c1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}