Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc2c(N3CCC[C@H](CNC(=O)O[C@@H]4CCOC4)C3)nc(-c3ccccc3O)nc2c1
InChiKey
BHDLJXHUIHHDBS-RTBURBONSA-N
Route Signature
31608877d009d3444204df628365bf193a8bc2cf8cd9b6d01e104c92752e57e0
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_929777d28025124fef2a4e2c",
"signature": "31608877d009d3444204df628365bf193a8bc2cf8cd9b6d01e104c92752e57e0",
"contentHash": "756e715dbe91fb885b4d41a5642ddd11f92fd3cce27aec7fd2ceb182d0e5b2e7",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_414b8a1c2f66e54d07f76977",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03828",
"moleculeId": "sa_a4ab51ea55a72fe40543d0b5",
"smiles": "Cc1ccc2c(N3CCC[C@H](CNC(=O)O[C@@H]4CCOC4)C3)nc(-c3ccccc3O)nc2c1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_a4ab51ea55a72fe40543d0b5",
"inchikey": "BHDLJXHUIHHDBS-RTBURBONSA-N",
"smiles": "Cc1ccc2c(N3CCC[C@H](CNC(=O)O[C@@H]4CCOC4)C3)nc(-c3ccccc3O)nc2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11088",
"routeId": "sa_929777d28025124fef2a4e2c",
"moleculeId": "sa_a4ab51ea55a72fe40543d0b5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a4ab51ea55a72fe40543d0b5",
"inchikey": "BHDLJXHUIHHDBS-RTBURBONSA-N",
"smiles": "Cc1ccc2c(N3CCC[C@H](CNC(=O)O[C@@H]4CCOC4)C3)nc(-c3ccccc3O)nc2c1"
},
"smiles": "Cc1ccc2c(N3CCC[C@H](CNC(=O)O[C@@H]4CCOC4)C3)nc(-c3ccccc3O)nc2c1",
"reactionStepId": "sa_918c6f0d59583b34c59431c6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08283354B2;0909;1237043\",\"rsmi\":\"Cl[C:26](=[O:27])[O:28][C@@H:29]1[CH2:30][CH2:31][O:32][CH2:33]1.[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[n:8][c:9](-[c:10]1[c:11]([OH:12])[cH:13][cH:14][cH:15][cH:16]1)[n:17][c:18]2[N:19]1[CH2:20][CH2:21][CH2:22][C@H:23]([CH2:24][NH2:25])[CH2:34]1>CCN(CC)CC>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[n:8][c:9](-[c:10]1[c:11]([OH:12])[cH:13][cH:14][cH:15][cH:16]1)[n:17][c:18]2[N:19]1[CH2:20][CH2:21][CH2:22][C@H:23]([CH2:24][NH:25][C:26](=[O:27])[O:28][C@@H:29]2[CH2:30][CH2:31][O:32][CH2:33]2)[CH2:34]1\"},\"mapped_reaction_smiles\":\"Cl[C:26](=[O:27])[O:28][C@@H:29]1[CH2:30][CH2:31][O:32][CH2:33]1.[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[n:8][c:9](-[c:10]1[c:11]([OH:12])[cH:13][cH:14][cH:15][cH:16]1)[n:17][c:18]2[N:19]1[CH2:20][CH2:21][CH2:22][C@H:23]([CH2:24][NH2:25])[CH2:34]1>CCN(CC)CC>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[n:8][c:9](-[c:10]1[c:11]([OH:12])[cH:13][cH:14][cH:15][cH:16]1)[n:17][c:18]2[N:19]1[CH2:20][CH2:21][CH2:22][C@H:23]([CH2:24][NH:25][C:26](=[O:27])[O:28][C@@H:29]2[CH2:30][CH2:31][O:32][CH2:33]2)[CH2:34]1\"}",
"reactionStep": {
"id": "sa_918c6f0d59583b34c59431c6",
"reactionHash": "260197e309afc7ad55e98c12ba93f0bb62486898c85e792a2396a19e311dc0da"
},
"children": [
{
"id": "11089",
"routeId": "sa_929777d28025124fef2a4e2c",
"moleculeId": "sa_3df3af5b867d8ac1ac5c6803",
"parentId": "11088",
"isLeaf": false,
"molecule": {
"id": "sa_3df3af5b867d8ac1ac5c6803",
"inchikey": "BULSKJQNVXVGHX-SCSAIBSYSA-N",
"smiles": "O=C(Cl)O[C@@H]1CCOC1"
},
"smiles": "O=C(Cl)O[C@@H]1CCOC1",
"reactionStepId": "sa_639b21ddc6fdc170589a3cac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08283354B2;0664;1236990\",\"rsmi\":\"Cl[C:2](=[O:1])[Cl:3].[OH:4][C@@H:5]1[CH2:6][CH2:7][O:8][CH2:9]1>Cc1ccccc1.ClCCl>[O:1]=[C:2]([Cl:3])[O:4][C@@H:5]1[CH2:6][CH2:7][O:8][CH2:9]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[Cl:3].[OH:4][C@@H:5]1[CH2:6][CH2:7][O:8][CH2:9]1>Cc1ccccc1.ClCCl>[O:1]=[C:2]([Cl:3])[O:4][C@@H:5]1[CH2:6][CH2:7][O:8][CH2:9]1\"}",
"reactionStep": {
"id": "sa_639b21ddc6fdc170589a3cac",
"reactionHash": "df698c424e10d883edc2e58ea7736744045325832d4ee708e06a4c15439a2793"
},
"children": [
{
"id": "11090",
"routeId": "sa_929777d28025124fef2a4e2c",
"moleculeId": "sa_0342a6b81dedfd607843af5a",
"parentId": "11089",
"isLeaf": true,
"molecule": {
"id": "sa_0342a6b81dedfd607843af5a",
"inchikey": "XDPCNPCKDGQBAN-SCSAIBSYSA-N",
"smiles": "O[C@@H]1CCOC1"
},
"smiles": "O[C@@H]1CCOC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11091",
"routeId": "sa_929777d28025124fef2a4e2c",
"moleculeId": "sa_c16962238412606a1a867faf",
"parentId": "11089",
"isLeaf": true,
"molecule": {
"id": "sa_c16962238412606a1a867faf",
"inchikey": "YGYAWVDWMABLBF-UHFFFAOYSA-N",
"smiles": "O=C(Cl)Cl"
},
"smiles": "O=C(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11092",
"routeId": "sa_929777d28025124fef2a4e2c",
"moleculeId": "sa_4c21e64fc9678b04ab3f0563",
"parentId": "11088",
"isLeaf": false,
"molecule": {
"id": "sa_4c21e64fc9678b04ab3f0563",
"inchikey": "WEHAOLPBIVVVOS-OAHLLOKOSA-N",
"smiles": "Cc1ccc2c(N3CCC[C@H](CN)C3)nc(-c3ccccc3O)nc2c1"
},
"smiles": "Cc1ccc2c(N3CCC[C@H](CN)C3)nc(-c3ccccc3O)nc2c1",
"reactionStepId": "sa_4e59e1a4dfcb2f41b64b659c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08283354B2;0904;1237042\",\"rsmi\":\"O=C(OCc1ccccc1)[NH:25][CH2:24][C@H:23]1[CH2:22][CH2:21][CH2:20][N:19]([c:18]2[c:5]3[cH:4][cH:3][c:2]([CH3:1])[cH:7][c:6]3[n:8][c:9](-[c:10]3[c:11]([OH:12])[cH:13][cH:14][cH:15][cH:16]3)[n:17]2)[CH2:26]1>CCO.[Pd]>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[n:8][c:9](-[c:10]1[c:11]([OH:12])[cH:13][cH:14][cH:15][cH:16]1)[n:17][c:18]2[N:19]1[CH2:20][CH2:21][CH2:22][C@H:23]([CH2:24][NH2:25])[CH2:26]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[NH:25][CH2:24][C@H:23]1[CH2:22][CH2:21][CH2:20][N:19]([c:18]2[c:5]3[cH:4][cH:3][c:2]([CH3:1])[cH:7][c:6]3[n:8][c:9](-[c:10]3[c:11]([OH:12])[cH:13][cH:14][cH:15][cH:16]3)[n:17]2)[CH2:26]1>CCO.[Pd]>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[n:8][c:9](-[c:10]1[c:11]([OH:12])[cH:13][cH:14][cH:15][cH:16]1)[n:17][c:18]2[N:19]1[CH2:20][CH2:21][CH2:22][C@H:23]([CH2:24][NH2:25])[CH2:26]1\"}",
"reactionStep": {
"id": "sa_4e59e1a4dfcb2f41b64b659c",
"reactionHash": "8a7a029d7c23213dd6dd71e52f56e93a5ffbae5660ca9676e5e1fb0f3e67bc99"
},
"children": [
{
"id": "11093",
"routeId": "sa_929777d28025124fef2a4e2c",
"moleculeId": "sa_05455f5528b441831b5772e4",
"parentId": "11092",
"isLeaf": true,
"molecule": {
"id": "sa_05455f5528b441831b5772e4",
"inchikey": "RJPWNYAGCDFCHB-JOCHJYFZSA-N",
"smiles": "Cc1ccc2c(N3CCC[C@H](CNC(=O)OCc4ccccc4)C3)nc(-c3ccccc3O)nc2c1"
},
"smiles": "Cc1ccc2c(N3CCC[C@H](CNC(=O)OCc4ccccc4)C3)nc(-c3ccccc3O)nc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}