Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(O)c1cc2cc(OCCN3CCC(C(F)(F)F)CC3)ccc2o1
InChiKey
OSBMFSCUQKCJLI-UHFFFAOYSA-N
Route Signature
25a689037f61856e33827dfe6b04e3c9af0c2c9e4227a05b75e5cb3146975a23
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_b6c8e6d90b3859855f216287",
"signature": "25a689037f61856e33827dfe6b04e3c9af0c2c9e4227a05b75e5cb3146975a23",
"contentHash": "c37e5f1cc2a2b16763b5f75bf78343b907ec560c38e2e36b52cf9dd78197cb87",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_048b551360baf667388038a5",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02992",
"moleculeId": "sa_f215f099ce0241952279a696",
"smiles": "O=C(O)c1cc2cc(OCCN3CCC(C(F)(F)F)CC3)ccc2o1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_f215f099ce0241952279a696",
"inchikey": "OSBMFSCUQKCJLI-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc2cc(OCCN3CCC(C(F)(F)F)CC3)ccc2o1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10940",
"routeId": "sa_b6c8e6d90b3859855f216287",
"moleculeId": "sa_f215f099ce0241952279a696",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f215f099ce0241952279a696",
"inchikey": "OSBMFSCUQKCJLI-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc2cc(OCCN3CCC(C(F)(F)F)CC3)ccc2o1"
},
"smiles": "O=C(O)c1cc2cc(OCCN3CCC(C(F)(F)F)CC3)ccc2o1",
"reactionStepId": "sa_156eaa72268d67757e9226c6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112089A1;0194;1051956\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][CH:17]([C:18]([F:19])([F:20])[F:21])[CH2:22][CH2:23]3)[cH:24]2)[o:25]1>C1CCOC1.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][CH:17]([C:18]([F:19])([F:20])[F:21])[CH2:22][CH2:23]3)[cH:24]2)[o:25]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][CH:17]([C:18]([F:19])([F:20])[F:21])[CH2:22][CH2:23]3)[cH:24]2)[o:25]1>C1CCOC1.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][CH:17]([C:18]([F:19])([F:20])[F:21])[CH2:22][CH2:23]3)[cH:24]2)[o:25]1\"}",
"reactionStep": {
"id": "sa_156eaa72268d67757e9226c6",
"reactionHash": "a95e7a17f3a829feda01f286640cf4671b9cc4eec95b32bfecb38f4a5f2b1866"
},
"children": [
{
"id": "10941",
"routeId": "sa_b6c8e6d90b3859855f216287",
"moleculeId": "sa_d1b3c42068746950bdaff3b2",
"parentId": "10940",
"isLeaf": false,
"molecule": {
"id": "sa_d1b3c42068746950bdaff3b2",
"inchikey": "YHZPPTGZUONGTK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2cc(OCCN3CCC(C(F)(F)F)CC3)ccc2o1"
},
"smiles": "CCOC(=O)c1cc2cc(OCCN3CCC(C(F)(F)F)CC3)ccc2o1",
"reactionStepId": "sa_d875e6421bd096974a2e59a4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112089A1;0194;1051955\",\"rsmi\":\"O[CH2:14][CH2:15][N:16]1[CH2:17][CH2:18][CH:19]([C:20]([F:21])([F:22])[F:23])[CH2:24][CH2:25]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([cH:10][cH:11][c:12]([OH:13])[cH:26]2)[o:27]1>CC(C)OC(=O)/N=N/C(=O)OC(C)C.ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([cH:10][cH:11][c:12]([O:13][CH2:14][CH2:15][N:16]3[CH2:17][CH2:18][CH:19]([C:20]([F:21])([F:22])[F:23])[CH2:24][CH2:25]3)[cH:26]2)[o:27]1\"},\"mapped_reaction_smiles\":\"O[CH2:14][CH2:15][N:16]1[CH2:17][CH2:18][CH:19]([C:20]([F:21])([F:22])[F:23])[CH2:24][CH2:25]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([cH:10][cH:11][c:12]([OH:13])[cH:26]2)[o:27]1>CC(C)OC(=O)/N=N/C(=O)OC(C)C.ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([cH:10][cH:11][c:12]([O:13][CH2:14][CH2:15][N:16]3[CH2:17][CH2:18][CH:19]([C:20]([F:21])([F:22])[F:23])[CH2:24][CH2:25]3)[cH:26]2)[o:27]1\"}",
"reactionStep": {
"id": "sa_d875e6421bd096974a2e59a4",
"reactionHash": "3a6ca7f1c29bc546c8653e74ea31ff7c64021484e1feed7bd32ba7da7315a2e0"
},
"children": [
{
"id": "10942",
"routeId": "sa_b6c8e6d90b3859855f216287",
"moleculeId": "sa_d9a3ea339646ed0c6eab3ad2",
"parentId": "10941",
"isLeaf": false,
"molecule": {
"id": "sa_d9a3ea339646ed0c6eab3ad2",
"inchikey": "VEOVVPLMBDVDFA-UHFFFAOYSA-N",
"smiles": "OCCN1CCC(C(F)(F)F)CC1"
},
"smiles": "OCCN1CCC(C(F)(F)F)CC1",
"reactionStepId": "sa_ad0b5f8c089f689543b03d74",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112089A1;0194;1051954\",\"rsmi\":\"CO[C:2](=[O:1])[CH2:3][N:4]1[CH2:5][CH2:6][CH:7]([C:8]([F:9])([F:10])[F:11])[CH2:12][CH2:13]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[OH:1][CH2:2][CH2:3][N:4]1[CH2:5][CH2:6][CH:7]([C:8]([F:9])([F:10])[F:11])[CH2:12][CH2:13]1\"},\"mapped_reaction_smiles\":\"CO[C:2](=[O:1])[CH2:3][N:4]1[CH2:5][CH2:6][CH:7]([C:8]([F:9])([F:10])[F:11])[CH2:12][CH2:13]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[OH:1][CH2:2][CH2:3][N:4]1[CH2:5][CH2:6][CH:7]([C:8]([F:9])([F:10])[F:11])[CH2:12][CH2:13]1\"}",
"reactionStep": {
"id": "sa_ad0b5f8c089f689543b03d74",
"reactionHash": "f5092e8d83eb31594a6e5c4fe48d8a8aeb4444c48c303ecb249b4aa49048a352"
},
"children": [
{
"id": "10943",
"routeId": "sa_b6c8e6d90b3859855f216287",
"moleculeId": "sa_b2cce1768317335a5e6e0da5",
"parentId": "10942",
"isLeaf": false,
"molecule": {
"id": "sa_b2cce1768317335a5e6e0da5",
"inchikey": "LYTGRAPHPAHXSU-UHFFFAOYSA-N",
"smiles": "COC(=O)CN1CCC(C(F)(F)F)CC1"
},
"smiles": "COC(=O)CN1CCC(C(F)(F)F)CC1",
"reactionStepId": "sa_2b7ebee24e6a321b3d672463",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112089A1;0194;1051953\",\"rsmi\":\"Br[CH2:5][C:3]([O:2][CH3:1])=[O:4].[NH:6]1[CH2:7][CH2:8][CH:9]([C:10]([F:11])([F:12])[F:13])[CH2:14][CH2:15]1>C1CCOC1.CCN(CC)CC.Cl.O>[CH3:1][O:2][C:3](=[O:4])[CH2:5][N:6]1[CH2:7][CH2:8][CH:9]([C:10]([F:11])([F:12])[F:13])[CH2:14][CH2:15]1\"},\"mapped_reaction_smiles\":\"Br[CH2:5][C:3]([O:2][CH3:1])=[O:4].[NH:6]1[CH2:7][CH2:8][CH:9]([C:10]([F:11])([F:12])[F:13])[CH2:14][CH2:15]1>C1CCOC1.CCN(CC)CC.Cl.O>[CH3:1][O:2][C:3](=[O:4])[CH2:5][N:6]1[CH2:7][CH2:8][CH:9]([C:10]([F:11])([F:12])[F:13])[CH2:14][CH2:15]1\"}",
"reactionStep": {
"id": "sa_2b7ebee24e6a321b3d672463",
"reactionHash": "fd9323c9a9729ad797ad33a4dfa4ea91199fec5893f29834e80699b81d0514c8"
},
"children": [
{
"id": "10944",
"routeId": "sa_b6c8e6d90b3859855f216287",
"moleculeId": "sa_c4bee3dd7b043f4de50da072",
"parentId": "10943",
"isLeaf": true,
"molecule": {
"id": "sa_c4bee3dd7b043f4de50da072",
"inchikey": "RDRQUUWCJTYHCT-UHFFFAOYSA-N",
"smiles": "FC(F)(F)C1CCNCC1"
},
"smiles": "FC(F)(F)C1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10945",
"routeId": "sa_b6c8e6d90b3859855f216287",
"moleculeId": "sa_d6971278542e932ae568b29f",
"parentId": "10943",
"isLeaf": true,
"molecule": {
"id": "sa_d6971278542e932ae568b29f",
"inchikey": "YDCHPLOFQATIDS-UHFFFAOYSA-N",
"smiles": "COC(=O)CBr"
},
"smiles": "COC(=O)CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "10946",
"routeId": "sa_b6c8e6d90b3859855f216287",
"moleculeId": "sa_0fd1e3379c07de1a6bd2cf40",
"parentId": "10941",
"isLeaf": false,
"molecule": {
"id": "sa_0fd1e3379c07de1a6bd2cf40",
"inchikey": "ZVEDQKMQNVPHKU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2cc(O)ccc2o1"
},
"smiles": "CCOC(=O)c1cc2cc(O)ccc2o1",
"reactionStepId": "sa_d89865706762659daa1ee7ff",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112089A1;0230;1051974\",\"rsmi\":\"C[O:13][c:12]1[cH:11][cH:10][c:9]2[c:8]([cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[o:15]2)[cH:14]1>ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([cH:10][cH:11][c:12]([OH:13])[cH:14]2)[o:15]1\"},\"mapped_reaction_smiles\":\"C[O:13][c:12]1[cH:11][cH:10][c:9]2[c:8]([cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[o:15]2)[cH:14]1>ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:9]([cH:10][cH:11][c:12]([OH:13])[cH:14]2)[o:15]1\"}",
"reactionStep": {
"id": "sa_d89865706762659daa1ee7ff",
"reactionHash": "4921c6e61429c5851856b6d18a39b06a7950ac0ddd55cba8c92b010e3d535ff4"
},
"children": [
{
"id": "10947",
"routeId": "sa_b6c8e6d90b3859855f216287",
"moleculeId": "sa_b85b67b915925641affd47a7",
"parentId": "10946",
"isLeaf": true,
"molecule": {
"id": "sa_b85b67b915925641affd47a7",
"inchikey": "IJCODAOXFYTGBS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2cc(OC)ccc2o1"
},
"smiles": "CCOC(=O)c1cc2cc(OC)ccc2o1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}