Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(Cc1ccc(OCC[C@@H]2C[C@@H]2C2CCN(C(=O)OCC3CC3)CC2)cc1F)N1CCC1
InChiKey
APCUXKBYMBYPQH-NFBKMPQASA-N
Route Signature
6fce76306767530b4896045ee6e8f194191f674ab10f594c9f88936cbd5876ed
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_083b7f3f9c2a902f8505d1df",
"signature": "6fce76306767530b4896045ee6e8f194191f674ab10f594c9f88936cbd5876ed",
"contentHash": "aa9e415a74511de90984f22536fa1f8bcbca134ccdb6f0d89096602442c4fa5a",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_bb4cfcbb839f846448ebfbc3",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06751",
"moleculeId": "sa_8b9248e5d135ec7f6d1c4dbe",
"smiles": "O=C(Cc1ccc(OCC[C@@H]2C[C@@H]2C2CCN(C(=O)OCC3CC3)CC2)cc1F)N1CCC1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_8b9248e5d135ec7f6d1c4dbe",
"inchikey": "APCUXKBYMBYPQH-NFBKMPQASA-N",
"smiles": "O=C(Cc1ccc(OCC[C@@H]2C[C@@H]2C2CCN(C(=O)OCC3CC3)CC2)cc1F)N1CCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11683",
"routeId": "sa_083b7f3f9c2a902f8505d1df",
"moleculeId": "sa_8b9248e5d135ec7f6d1c4dbe",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8b9248e5d135ec7f6d1c4dbe",
"inchikey": "APCUXKBYMBYPQH-NFBKMPQASA-N",
"smiles": "O=C(Cc1ccc(OCC[C@@H]2C[C@@H]2C2CCN(C(=O)OCC3CC3)CC2)cc1F)N1CCC1"
},
"smiles": "O=C(Cc1ccc(OCC[C@@H]2C[C@@H]2C2CCN(C(=O)OCC3CC3)CC2)cc1F)N1CCC1",
"reactionStepId": "sa_b6f37a2889a6960a38e40a63",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140057893A1;0524;1493070\",\"rsmi\":\"O=C1CCC(=O)N1O[C:19](=[O:20])[O:21][CH2:22][CH:23]1[CH2:24][CH2:25]1.[O:1]=[C:2]([CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([O:9][CH2:10][CH2:11][C@@H:12]2[CH2:13][C@@H:14]2[CH:15]2[CH2:16][CH2:17][NH:18][CH2:26][CH2:27]2)[cH:28][cH:29]1)[N:30]1[CH2:31][CH2:32][CH2:33]1>CCN(CC)CC.ClCCl.Cl.N>[O:1]=[C:2]([CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([O:9][CH2:10][CH2:11][C@@H:12]2[CH2:13][C@@H:14]2[CH:15]2[CH2:16][CH2:17][N:18]([C:19](=[O:20])[O:21][CH2:22][CH:23]3[CH2:24][CH2:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29]1)[N:30]1[CH2:31][CH2:32][CH2:33]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1O[C:19](=[O:20])[O:21][CH2:22][CH:23]1[CH2:24][CH2:25]1.[O:1]=[C:2]([CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([O:9][CH2:10][CH2:11][C@@H:12]2[CH2:13][C@@H:14]2[CH:15]2[CH2:16][CH2:17][NH:18][CH2:26][CH2:27]2)[cH:28][cH:29]1)[N:30]1[CH2:31][CH2:32][CH2:33]1>CCN(CC)CC.ClCCl.Cl.N>[O:1]=[C:2]([CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([O:9][CH2:10][CH2:11][C@@H:12]2[CH2:13][C@@H:14]2[CH:15]2[CH2:16][CH2:17][N:18]([C:19](=[O:20])[O:21][CH2:22][CH:23]3[CH2:24][CH2:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29]1)[N:30]1[CH2:31][CH2:32][CH2:33]1\"}",
"reactionStep": {
"id": "sa_b6f37a2889a6960a38e40a63",
"reactionHash": "eeb3c4dd00968617508909346166cd056d6aa0490d5e7ff9272ee19d5acf4bbf"
},
"children": [
{
"id": "11684",
"routeId": "sa_083b7f3f9c2a902f8505d1df",
"moleculeId": "sa_c1aec5bc49242ce7181f6947",
"parentId": "11683",
"isLeaf": false,
"molecule": {
"id": "sa_c1aec5bc49242ce7181f6947",
"inchikey": "PDUXRBPIHKQQSA-UHFFFAOYSA-N",
"smiles": "O=C(OCC1CC1)ON1C(=O)CCC1=O"
},
"smiles": "O=C(OCC1CC1)ON1C(=O)CCC1=O",
"reactionStepId": "sa_1e48cbf9a2dc978f63344c5a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140057893A1;0320;1493012\",\"rsmi\":\"O=C1CCC(=O)N1O[C:2](=[O:1])[O:8][N:9]1[C:10](=[O:11])[CH2:12][CH2:13][C:14]1=[O:15].[OH:3][CH2:4][CH:5]1[CH2:6][CH2:7]1>CC#N.CCN(CC)CC>[O:1]=[C:2]([O:3][CH2:4][CH:5]1[CH2:6][CH2:7]1)[O:8][N:9]1[C:10](=[O:11])[CH2:12][CH2:13][C:14]1=[O:15]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1O[C:2](=[O:1])[O:8][N:9]1[C:10](=[O:11])[CH2:12][CH2:13][C:14]1=[O:15].[OH:3][CH2:4][CH:5]1[CH2:6][CH2:7]1>CC#N.CCN(CC)CC>[O:1]=[C:2]([O:3][CH2:4][CH:5]1[CH2:6][CH2:7]1)[O:8][N:9]1[C:10](=[O:11])[CH2:12][CH2:13][C:14]1=[O:15]\"}",
"reactionStep": {
"id": "sa_1e48cbf9a2dc978f63344c5a",
"reactionHash": "87bfa7a1b9f17d09b05fba63c954c8e6281b6d99b233955f79ac03146b0b81d2"
},
"children": [
{
"id": "11685",
"routeId": "sa_083b7f3f9c2a902f8505d1df",
"moleculeId": "sa_acc4f4f247c42ce509023caa",
"parentId": "11684",
"isLeaf": true,
"molecule": {
"id": "sa_acc4f4f247c42ce509023caa",
"inchikey": "GUDMZGLFZNLYEY-UHFFFAOYSA-N",
"smiles": "OCC1CC1"
},
"smiles": "OCC1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11686",
"routeId": "sa_083b7f3f9c2a902f8505d1df",
"moleculeId": "sa_5495227381bf18dada455db5",
"parentId": "11684",
"isLeaf": true,
"molecule": {
"id": "sa_5495227381bf18dada455db5",
"inchikey": "PFYXSUNOLOJMDX-UHFFFAOYSA-N",
"smiles": "O=C(ON1C(=O)CCC1=O)ON1C(=O)CCC1=O"
},
"smiles": "O=C(ON1C(=O)CCC1=O)ON1C(=O)CCC1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11687",
"routeId": "sa_083b7f3f9c2a902f8505d1df",
"moleculeId": "sa_e7b6d91ece99779c3cef5a84",
"parentId": "11683",
"isLeaf": false,
"molecule": {
"id": "sa_e7b6d91ece99779c3cef5a84",
"inchikey": "WFEOXAFPNDNDOT-VQIMIIECSA-N",
"smiles": "O=C(Cc1ccc(OCC[C@@H]2C[C@@H]2C2CCNCC2)cc1F)N1CCC1"
},
"smiles": "O=C(Cc1ccc(OCC[C@@H]2C[C@@H]2C2CCNCC2)cc1F)N1CCC1",
"reactionStepId": "sa_3232791a12c7d8b89101e4e9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140057893A1;0522;1493069\",\"rsmi\":\"O=C(OCc1ccccc1)[N:18]1[CH2:17][CH2:16][CH:15]([C@@H:14]2[C@H:12]([CH2:11][CH2:10][O:9][c:8]3[cH:7][c:5]([F:6])[c:4]([CH2:3][C:2](=[O:1])[N:23]4[CH2:24][CH2:25][CH2:26]4)[cH:22][cH:21]3)[CH2:13]2)[CH2:20][CH2:19]1>CO.[Pd]>[O:1]=[C:2]([CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([O:9][CH2:10][CH2:11][C@@H:12]2[CH2:13][C@@H:14]2[CH:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)[cH:21][cH:22]1)[N:23]1[CH2:24][CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[N:18]1[CH2:17][CH2:16][CH:15]([C@@H:14]2[C@H:12]([CH2:11][CH2:10][O:9][c:8]3[cH:7][c:5]([F:6])[c:4]([CH2:3][C:2](=[O:1])[N:23]4[CH2:24][CH2:25][CH2:26]4)[cH:22][cH:21]3)[CH2:13]2)[CH2:20][CH2:19]1>CO.[Pd]>[O:1]=[C:2]([CH2:3][c:4]1[c:5]([F:6])[cH:7][c:8]([O:9][CH2:10][CH2:11][C@@H:12]2[CH2:13][C@@H:14]2[CH:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)[cH:21][cH:22]1)[N:23]1[CH2:24][CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_3232791a12c7d8b89101e4e9",
"reactionHash": "09949731a97beb3292262935bd57ebcb16dbc43e9340bf211c4efb2c51783681"
},
"children": [
{
"id": "11688",
"routeId": "sa_083b7f3f9c2a902f8505d1df",
"moleculeId": "sa_1de99bd888ba75f2036e4c3a",
"parentId": "11687",
"isLeaf": true,
"molecule": {
"id": "sa_1de99bd888ba75f2036e4c3a",
"inchikey": "JGRLELOVKRYDCR-ZEQKJWHPSA-N",
"smiles": "O=C(Cc1ccc(OCC[C@@H]2C[C@@H]2C2CCN(C(=O)OCc3ccccc3)CC2)cc1F)N1CCC1"
},
"smiles": "O=C(Cc1ccc(OCC[C@@H]2C[C@@H]2C2CCN(C(=O)OCc3ccccc3)CC2)cc1F)N1CCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}