Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(/C=N/O)Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1
InChiKey
WBHSOWSEEQCKQV-DNTJNYDQSA-N
Route Signature
d0a9ff20068da17773406e077db6d7cd977f76015ab4a046215b89855eb3c79d
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_837454bcb2a3da8472656aff",
"signature": "d0a9ff20068da17773406e077db6d7cd977f76015ab4a046215b89855eb3c79d",
"contentHash": "c1d1d3d726e1ccca03f855ac667baa489dd9745e588bf29dec5f5708fe8def8d",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_ce426c7a51a6deac23b68b44",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03842",
"moleculeId": "sa_b6a0d3cde5c1d9406272c477",
"smiles": "CC(/C=N/O)Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b6a0d3cde5c1d9406272c477",
"inchikey": "WBHSOWSEEQCKQV-DNTJNYDQSA-N",
"smiles": "CC(/C=N/O)Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15296",
"routeId": "sa_837454bcb2a3da8472656aff",
"moleculeId": "sa_b6a0d3cde5c1d9406272c477",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b6a0d3cde5c1d9406272c477",
"inchikey": "WBHSOWSEEQCKQV-DNTJNYDQSA-N",
"smiles": "CC(/C=N/O)Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1"
},
"smiles": "CC(/C=N/O)Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1",
"reactionStepId": "sa_087231a5299948ed1e26162c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150094474A1;0244;1673121\",\"rsmi\":\"O=[CH:3][CH:2]([CH3:1])[O:6][c:7]1[cH:8][cH:9][c:10]([O:11][c:12]2[n:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21]2)[cH:22][cH:23]1.[NH2:4][OH:5]>CCO.Cl.O=C(O)O.[Na+].[Na+]>[CH3:1][CH:2](/[CH:3]=[N:4]/[OH:5])[O:6][c:7]1[cH:8][cH:9][c:10]([O:11][c:12]2[n:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O=[CH:3][CH:2]([CH3:1])[O:6][c:7]1[cH:8][cH:9][c:10]([O:11][c:12]2[n:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21]2)[cH:22][cH:23]1.[NH2:4][OH:5]>CCO.Cl.O=C(O)O.[Na+].[Na+]>[CH3:1][CH:2](/[CH:3]=[N:4]/[OH:5])[O:6][c:7]1[cH:8][cH:9][c:10]([O:11][c:12]2[n:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_087231a5299948ed1e26162c",
"reactionHash": "30a87b6c4aa68a9c3fb9c4319916ab79034d8220d6a3e0278270ac757e08b3f1"
},
"children": [
{
"id": "15297",
"routeId": "sa_837454bcb2a3da8472656aff",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "15296",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15298",
"routeId": "sa_837454bcb2a3da8472656aff",
"moleculeId": "sa_781c5528769723de12f31daf",
"parentId": "15296",
"isLeaf": false,
"molecule": {
"id": "sa_781c5528769723de12f31daf",
"inchikey": "ZOUMJCBAXXBURT-UHFFFAOYSA-N",
"smiles": "CC(C=O)Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1"
},
"smiles": "CC(C=O)Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1",
"reactionStepId": "sa_0279b37f28f002cd52cabb21",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150094474A1;0238;1673119\",\"rsmi\":\"[CH3:1][CH:2]([CH2:3][OH:4])[O:5][c:6]1[cH:7][cH:8][c:9]([O:10][c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl>[CH3:1][CH:2]([CH:3]=[O:4])[O:5][c:6]1[cH:7][cH:8][c:9]([O:10][c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH:2]([CH2:3][OH:4])[O:5][c:6]1[cH:7][cH:8][c:9]([O:10][c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl>[CH3:1][CH:2]([CH:3]=[O:4])[O:5][c:6]1[cH:7][cH:8][c:9]([O:10][c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_0279b37f28f002cd52cabb21",
"reactionHash": "b16d705312bb481aafac4bbc47f6479fb7febc356613e0815c5fc184dbc77aa4"
},
"children": [
{
"id": "15299",
"routeId": "sa_837454bcb2a3da8472656aff",
"moleculeId": "sa_185bd607eb97af9923a626f3",
"parentId": "15298",
"isLeaf": false,
"molecule": {
"id": "sa_185bd607eb97af9923a626f3",
"inchikey": "MQRQRLKVIFYMFI-UHFFFAOYSA-N",
"smiles": "CC(CO)Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1"
},
"smiles": "CC(CO)Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1",
"reactionStepId": "sa_be5cee4e914f4fe38e36646e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150094474A1;0235;1673118\",\"rsmi\":\"CCO[C:3]([CH:2]([CH3:1])[O:5][c:6]1[cH:7][cH:8][c:9]([O:10][c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1)=[O:4]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH:2]([CH2:3][OH:4])[O:5][c:6]1[cH:7][cH:8][c:9]([O:10][c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"CCO[C:3]([CH:2]([CH3:1])[O:5][c:6]1[cH:7][cH:8][c:9]([O:10][c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1)=[O:4]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH:2]([CH2:3][OH:4])[O:5][c:6]1[cH:7][cH:8][c:9]([O:10][c:11]2[n:12][cH:13][c:14]([C:15]([F:16])([F:17])[F:18])[cH:19][cH:20]2)[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_be5cee4e914f4fe38e36646e",
"reactionHash": "449e4327f478f6c6a08f57e3510cfa2a5420432fc4bbe4763d528f072a588fec"
},
"children": [
{
"id": "15300",
"routeId": "sa_837454bcb2a3da8472656aff",
"moleculeId": "sa_6c7976cb35729bf51dc4ace9",
"parentId": "15299",
"isLeaf": false,
"molecule": {
"id": "sa_6c7976cb35729bf51dc4ace9",
"inchikey": "HAOQBZWAEQYLKW-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1"
},
"smiles": "CCOC(=O)C(C)Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1",
"reactionStepId": "sa_a435df884e1ff9c59dc436e8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150094474A1;0232;1673117\",\"rsmi\":\"Br[CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:7].[OH:8][c:9]1[cH:10][cH:11][c:12]([O:13][c:14]2[n:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[O:8][c:9]1[cH:10][cH:11][c:12]([O:13][c:14]2[n:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Br[CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:7].[OH:8][c:9]1[cH:10][cH:11][c:12]([O:13][c:14]2[n:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[O:8][c:9]1[cH:10][cH:11][c:12]([O:13][c:14]2[n:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_a435df884e1ff9c59dc436e8",
"reactionHash": "51ee87b42a4f82d3770bebcd9d478b1a1bbbfc4dfed34a86d9feef71eba17beb"
},
"children": [
{
"id": "15301",
"routeId": "sa_837454bcb2a3da8472656aff",
"moleculeId": "sa_0edea11fc36bbfc57a5e83c2",
"parentId": "15300",
"isLeaf": true,
"molecule": {
"id": "sa_0edea11fc36bbfc57a5e83c2",
"inchikey": "ARFLASKVLJTEJD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)Br"
},
"smiles": "CCOC(=O)C(C)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15302",
"routeId": "sa_837454bcb2a3da8472656aff",
"moleculeId": "sa_d5a397487038405642657056",
"parentId": "15300",
"isLeaf": true,
"molecule": {
"id": "sa_d5a397487038405642657056",
"inchikey": "LXXDBPUREVMTMI-UHFFFAOYSA-N",
"smiles": "Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1"
},
"smiles": "Oc1ccc(Oc2ccc(C(F)(F)F)cn2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}