Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)N1CCC2(CC1)CC(Cc1ccccc1)=NO2
InChiKey
PHQDVMIDBKHSKP-UHFFFAOYSA-N
Route Signature
eaf20dd6923a24647fcb79cd8b74f27b99ae355777d0a248180ef0b9e114bc2a
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_bddbf63a30a73e99aaf30243",
"signature": "eaf20dd6923a24647fcb79cd8b74f27b99ae355777d0a248180ef0b9e114bc2a",
"contentHash": "dc17ff4302075c94b968864e52f35f66ed05a937aa12c170ae043c269e79044e",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_08b03d797cbe16ad8a952924",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-02681",
"moleculeId": "sa_e2a7f1b7ac20d43919b1f581",
"smiles": "CC(C)(C)OC(=O)N1CCC2(CC1)CC(Cc1ccccc1)=NO2",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_e2a7f1b7ac20d43919b1f581",
"inchikey": "PHQDVMIDBKHSKP-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC2(CC1)CC(Cc1ccccc1)=NO2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "2051",
"routeId": "sa_bddbf63a30a73e99aaf30243",
"moleculeId": "sa_e2a7f1b7ac20d43919b1f581",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e2a7f1b7ac20d43919b1f581",
"inchikey": "PHQDVMIDBKHSKP-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC2(CC1)CC(Cc1ccccc1)=NO2"
},
"smiles": "CC(C)(C)OC(=O)N1CCC2(CC1)CC(Cc1ccccc1)=NO2",
"reactionStepId": "sa_e95fb5e91b40567803ff675c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080269271A1;0377;627059\",\"rsmi\":\"Cl[C:15]([CH2:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)=[N:23][OH:24].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C:11](=[CH2:14])[CH2:12][CH2:13]1>CCN(CC)CC.ClCCl.O.Cl.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C:11]2([CH2:12][CH2:13]1)[CH2:14][C:15]([CH2:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)=[N:23][O:24]2\"},\"mapped_reaction_smiles\":\"Cl[C:15]([CH2:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)=[N:23][OH:24].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C:11](=[CH2:14])[CH2:12][CH2:13]1>CCN(CC)CC.ClCCl.O.Cl.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C:11]2([CH2:12][CH2:13]1)[CH2:14][C:15]([CH2:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)=[N:23][O:24]2\"}",
"reactionStep": {
"id": "sa_e95fb5e91b40567803ff675c",
"reactionHash": "6f946500aea3658a4e2f126ec4949a56103dafe218739857234e028b60132757"
},
"children": [
{
"id": "2052",
"routeId": "sa_bddbf63a30a73e99aaf30243",
"moleculeId": "sa_992d4462c9c6ab1a64265bbd",
"parentId": "2051",
"isLeaf": false,
"molecule": {
"id": "sa_992d4462c9c6ab1a64265bbd",
"inchikey": "GZBWRHWHHPBVHE-UHFFFAOYSA-N",
"smiles": "ON=C(Cl)Cc1ccccc1"
},
"smiles": "ON=C(Cl)Cc1ccccc1",
"reactionStepId": "sa_e6910582dc237c5c4f625c17",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080269271A1;0376;627058\",\"rsmi\":\"O=C1CCC(=O)N1[Cl:4].[OH:1][N:2]=[CH:3][CH2:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1>CCOCC.CN(C)C=O.O>[OH:1][N:2]=[C:3]([Cl:4])[CH2:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Cl:4].[OH:1][N:2]=[CH:3][CH2:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1>CCOCC.CN(C)C=O.O>[OH:1][N:2]=[C:3]([Cl:4])[CH2:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_e6910582dc237c5c4f625c17",
"reactionHash": "e367bb7279b6ea0f6cbd229f7ef88938806c7b79ab5dd14484f3328eb3846f61"
},
"children": [
{
"id": "2053",
"routeId": "sa_bddbf63a30a73e99aaf30243",
"moleculeId": "sa_68d770df6939229e34abce45",
"parentId": "2052",
"isLeaf": false,
"molecule": {
"id": "sa_68d770df6939229e34abce45",
"inchikey": "CXISHLWVCSLKOJ-UHFFFAOYSA-N",
"smiles": "ON=CCc1ccccc1"
},
"smiles": "ON=CCc1ccccc1",
"reactionStepId": "sa_98590e354bff57c25d3ce373",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080269271A1;0375;627057\",\"rsmi\":\"O=[CH:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1.[OH:1][NH2:2]>CCO.Cl.c1ccncc1>[OH:1][N:2]=[CH:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1\"},\"mapped_reaction_smiles\":\"O=[CH:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1.[OH:1][NH2:2]>CCO.Cl.c1ccncc1>[OH:1][N:2]=[CH:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1\"}",
"reactionStep": {
"id": "sa_98590e354bff57c25d3ce373",
"reactionHash": "b998d42a77d79ebc23f7ccc5e8b3460d9a0b5e95e24fd4730557ef6f3fe16a8c"
},
"children": [
{
"id": "2054",
"routeId": "sa_bddbf63a30a73e99aaf30243",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "2053",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2055",
"routeId": "sa_bddbf63a30a73e99aaf30243",
"moleculeId": "sa_da2c85ef8ff56ed4bc972374",
"parentId": "2053",
"isLeaf": true,
"molecule": {
"id": "sa_da2c85ef8ff56ed4bc972374",
"inchikey": "DTUQWGWMVIHBKE-UHFFFAOYSA-N",
"smiles": "O=CCc1ccccc1"
},
"smiles": "O=CCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2056",
"routeId": "sa_bddbf63a30a73e99aaf30243",
"moleculeId": "sa_a576f9b9a2caa305053d217d",
"parentId": "2052",
"isLeaf": true,
"molecule": {
"id": "sa_a576f9b9a2caa305053d217d",
"inchikey": "JRNVZBWKYDBUCA-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Cl"
},
"smiles": "O=C1CCC(=O)N1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2057",
"routeId": "sa_bddbf63a30a73e99aaf30243",
"moleculeId": "sa_e08a032a7cb36c9a0a016415",
"parentId": "2051",
"isLeaf": false,
"molecule": {
"id": "sa_e08a032a7cb36c9a0a016415",
"inchikey": "PDTZMULNKGUIEJ-UHFFFAOYSA-N",
"smiles": "C=C1CCN(C(=O)OC(C)(C)C)CC1"
},
"smiles": "C=C1CCN(C(=O)OC(C)(C)C)CC1",
"reactionStepId": "sa_88c2deb03ab0e746a6cbdfa2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080269271A1;0349;627049\",\"rsmi\":\"O=[C:2]1[CH2:3][CH2:4][N:5]([C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][CH2:14]1.c1ccc([P+](c2ccccc2)(c2ccccc2)[CH3:1])cc1>CC(C)(C)O.CCOCC.Br.Cl.[K+].N>[CH2:1]=[C:2]1[CH2:3][CH2:4][N:5]([C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][CH2:14]1\"},\"mapped_reaction_smiles\":\"O=[C:2]1[CH2:3][CH2:4][N:5]([C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][CH2:14]1.c1ccc([P+](c2ccccc2)(c2ccccc2)[CH3:1])cc1>CC(C)(C)O.CCOCC.Br.Cl.[K+].N>[CH2:1]=[C:2]1[CH2:3][CH2:4][N:5]([C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[CH2:13][CH2:14]1\"}",
"reactionStep": {
"id": "sa_88c2deb03ab0e746a6cbdfa2",
"reactionHash": "9fcd260d95514a676fcefaab248d7d0e264fee47bf501280dee2fbeda4423a20"
},
"children": [
{
"id": "2058",
"routeId": "sa_bddbf63a30a73e99aaf30243",
"moleculeId": "sa_5f0102bf553884ef57d1ca5c",
"parentId": "2057",
"isLeaf": true,
"molecule": {
"id": "sa_5f0102bf553884ef57d1ca5c",
"inchikey": "AZFQCTBZOPUVOW-UHFFFAOYSA-N",
"smiles": "C[P+](c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "C[P+](c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2059",
"routeId": "sa_bddbf63a30a73e99aaf30243",
"moleculeId": "sa_806e424090667321a5b9727c",
"parentId": "2057",
"isLeaf": true,
"molecule": {
"id": "sa_806e424090667321a5b9727c",
"inchikey": "ROUYFJUVMYHXFJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(=O)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(=O)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}