Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(Nc1ccc(OC(F)(F)F)cc1)NC1CCN(C(=O)CN2CCNCC2)CC1
InChiKey
MLDYVQLQQOEJKX-UHFFFAOYSA-N
Route Signature
db2c8585a5a0efa491d79f618f13c33eb90d9517759a4679ac6db70bfc0a6c26
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_82cb570054fbaad0f0544f59",
"signature": "db2c8585a5a0efa491d79f618f13c33eb90d9517759a4679ac6db70bfc0a6c26",
"contentHash": "48fd9198db0caea6a1ba332dc362f9b9df1f344912b9dd17a39a3e8cf2d2a23f",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_078dda1bb590314f425461e7",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-05270",
"moleculeId": "sa_f791be54d396cfec8e626bbc",
"smiles": "O=C(Nc1ccc(OC(F)(F)F)cc1)NC1CCN(C(=O)CN2CCNCC2)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f791be54d396cfec8e626bbc",
"inchikey": "MLDYVQLQQOEJKX-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccc(OC(F)(F)F)cc1)NC1CCN(C(=O)CN2CCNCC2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7622",
"routeId": "sa_82cb570054fbaad0f0544f59",
"moleculeId": "sa_f791be54d396cfec8e626bbc",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f791be54d396cfec8e626bbc",
"inchikey": "MLDYVQLQQOEJKX-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccc(OC(F)(F)F)cc1)NC1CCN(C(=O)CN2CCNCC2)CC1"
},
"smiles": "O=C(Nc1ccc(OC(F)(F)F)cc1)NC1CCN(C(=O)CN2CCNCC2)CC1",
"reactionStepId": "sa_fa2edc88e7c15137482612cc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160200683A1;0238;1904525\",\"rsmi\":\"c1ccc(C[N:26]2[CH2:25][CH2:24][N:23]([CH2:22][C:20]([N:19]3[CH2:18][CH2:17][CH:16]([NH:15][C:2](=[O:1])[NH:3][c:4]4[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]4)[CH2:30][CH2:29]3)=[O:21])[CH2:28][CH2:27]2)cc1>CCO.[Pd]>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1)[NH:15][CH:16]1[CH2:17][CH2:18][N:19]([C:20](=[O:21])[CH2:22][N:23]2[CH2:24][CH2:25][NH:26][CH2:27][CH2:28]2)[CH2:29][CH2:30]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[N:26]2[CH2:25][CH2:24][N:23]([CH2:22][C:20]([N:19]3[CH2:18][CH2:17][CH:16]([NH:15][C:2](=[O:1])[NH:3][c:4]4[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]4)[CH2:30][CH2:29]3)=[O:21])[CH2:28][CH2:27]2)cc1>CCO.[Pd]>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1)[NH:15][CH:16]1[CH2:17][CH2:18][N:19]([C:20](=[O:21])[CH2:22][N:23]2[CH2:24][CH2:25][NH:26][CH2:27][CH2:28]2)[CH2:29][CH2:30]1\"}",
"reactionStep": {
"id": "sa_fa2edc88e7c15137482612cc",
"reactionHash": "302b1d97efc1094d04f87c6fb921fba78bc0bdd6dd96d3df26ac103658331c21"
},
"children": [
{
"id": "7623",
"routeId": "sa_82cb570054fbaad0f0544f59",
"moleculeId": "sa_7ec64142c7f90975162de527",
"parentId": "7622",
"isLeaf": false,
"molecule": {
"id": "sa_7ec64142c7f90975162de527",
"inchikey": "JYKYIEPRMTUCEV-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccc(OC(F)(F)F)cc1)NC1CCN(C(=O)CN2CCN(Cc3ccccc3)CC2)CC1"
},
"smiles": "O=C(Nc1ccc(OC(F)(F)F)cc1)NC1CCN(C(=O)CN2CCN(Cc3ccccc3)CC2)CC1",
"reactionStepId": "sa_32026a18ca4c68ee72177e37",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160200683A1;0237;1904524\",\"rsmi\":\"O[C:20](=[O:21])[CH2:22][N:23]1[CH2:24][CH2:25][N:26]([CH2:27][c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[CH2:34][CH2:35]1.[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1)[NH:15][CH:16]1[CH2:17][CH2:18][NH:19][CH2:36][CH2:37]1>>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1)[NH:15][CH:16]1[CH2:17][CH2:18][N:19]([C:20](=[O:21])[CH2:22][N:23]2[CH2:24][CH2:25][N:26]([CH2:27][c:28]3[cH:29][cH:30][cH:31][cH:32][cH:33]3)[CH2:34][CH2:35]2)[CH2:36][CH2:37]1\"},\"mapped_reaction_smiles\":\"O[C:20](=[O:21])[CH2:22][N:23]1[CH2:24][CH2:25][N:26]([CH2:27][c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[CH2:34][CH2:35]1.[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1)[NH:15][CH:16]1[CH2:17][CH2:18][NH:19][CH2:36][CH2:37]1>>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1)[NH:15][CH:16]1[CH2:17][CH2:18][N:19]([C:20](=[O:21])[CH2:22][N:23]2[CH2:24][CH2:25][N:26]([CH2:27][c:28]3[cH:29][cH:30][cH:31][cH:32][cH:33]3)[CH2:34][CH2:35]2)[CH2:36][CH2:37]1\"}",
"reactionStep": {
"id": "sa_32026a18ca4c68ee72177e37",
"reactionHash": "eb6bf51e98e2d53067f9af26a99da1150ae8abf68636244f715d94dee1d97b03"
},
"children": [
{
"id": "7624",
"routeId": "sa_82cb570054fbaad0f0544f59",
"moleculeId": "sa_11eaaf35e068126be71fe126",
"parentId": "7623",
"isLeaf": true,
"molecule": {
"id": "sa_11eaaf35e068126be71fe126",
"inchikey": "FNCALUISHXHMND-UHFFFAOYSA-N",
"smiles": "O=C([O-])CN1CC[NH+](Cc2ccccc2)CC1"
},
"smiles": "O=C(O)CN1CCN(Cc2ccccc2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7625",
"routeId": "sa_82cb570054fbaad0f0544f59",
"moleculeId": "sa_df186dcb014ced508378f575",
"parentId": "7623",
"isLeaf": false,
"molecule": {
"id": "sa_df186dcb014ced508378f575",
"inchikey": "OQUBJMPZLVFOHL-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccc(OC(F)(F)F)cc1)NC1CCNCC1"
},
"smiles": "O=C(Nc1ccc(OC(F)(F)F)cc1)NC1CCNCC1",
"reactionStepId": "sa_76e3657a5400da582ef8fd4e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160200683A1;0229;1904522\",\"rsmi\":\"CC(C)(C)OC(=O)[N:19]1[CH2:18][CH2:17][CH:16]([NH:15][C:2](=[O:1])[NH:3][c:4]2[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[CH2:21][CH2:20]1>CO.Cl>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1)[NH:15][CH:16]1[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:19]1[CH2:18][CH2:17][CH:16]([NH:15][C:2](=[O:1])[NH:3][c:4]2[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[CH2:21][CH2:20]1>CO.Cl>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1)[NH:15][CH:16]1[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_76e3657a5400da582ef8fd4e",
"reactionHash": "e44c8f8f6af05add4a27666f300a041eef906ebf4452e145f9a9268c840ac105"
},
"children": [
{
"id": "7626",
"routeId": "sa_82cb570054fbaad0f0544f59",
"moleculeId": "sa_f309e453eb4960a10762a61a",
"parentId": "7625",
"isLeaf": false,
"molecule": {
"id": "sa_f309e453eb4960a10762a61a",
"inchikey": "HXUZDVDRETUVSR-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(NC(=O)Nc2ccc(OC(F)(F)F)cc2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(NC(=O)Nc2ccc(OC(F)(F)F)cc2)CC1",
"reactionStepId": "sa_4c8b0d35f265fe00f8f30d96",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160200683A1;0228;1904521\",\"rsmi\":\"[C:13](=[O:14])=[N:15][c:16]1[cH:17][cH:18][c:19]([O:20][C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH2:12])[CH2:27][CH2:28]1>C1CCOC1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH:12][C:13](=[O:14])[NH:15][c:16]2[cH:17][cH:18][c:19]([O:20][C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]2)[CH2:27][CH2:28]1\"},\"mapped_reaction_smiles\":\"[C:13](=[O:14])=[N:15][c:16]1[cH:17][cH:18][c:19]([O:20][C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH2:12])[CH2:27][CH2:28]1>C1CCOC1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([NH:12][C:13](=[O:14])[NH:15][c:16]2[cH:17][cH:18][c:19]([O:20][C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]2)[CH2:27][CH2:28]1\"}",
"reactionStep": {
"id": "sa_4c8b0d35f265fe00f8f30d96",
"reactionHash": "083854a9269821cbd93e74f1665ade04417b26b587d3d1b4dd70a6eb72c7b9dc"
},
"children": [
{
"id": "7627",
"routeId": "sa_82cb570054fbaad0f0544f59",
"moleculeId": "sa_165e2d446e54848aa657938d",
"parentId": "7626",
"isLeaf": true,
"molecule": {
"id": "sa_165e2d446e54848aa657938d",
"inchikey": "LGPKFIGMLPDYEA-UHFFFAOYSA-N",
"smiles": "O=C=Nc1ccc(OC(F)(F)F)cc1"
},
"smiles": "O=C=Nc1ccc(OC(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7628",
"routeId": "sa_82cb570054fbaad0f0544f59",
"moleculeId": "sa_b22db05da77fca83b9143540",
"parentId": "7626",
"isLeaf": true,
"molecule": {
"id": "sa_b22db05da77fca83b9143540",
"inchikey": "LZRDHSFPLUWYAX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(N)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(N)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}