Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(C(=O)N2CC(C(=O)N3CCCN(C(C)C)CC3)C2)cn1
InChiKey
MOAGRQKOSLBPAM-UHFFFAOYSA-N
Route Signature
77fea0fb5c8c758ffc70eafdd7d599bded5543775e487d58ea3b6cb54bc4cbae
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_383539a6c9d866b25a70a89e",
"signature": "77fea0fb5c8c758ffc70eafdd7d599bded5543775e487d58ea3b6cb54bc4cbae",
"contentHash": "5d6bf507fd9a4ae97f2fe04d8508febb17306f5c48546f93f872f60d3fc4f126",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_9e796aaf0b3479c0eba1146f",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00957",
"moleculeId": "sa_8a5ad007f821601bb8846742",
"smiles": "Cc1ccc(C(=O)N2CC(C(=O)N3CCCN(C(C)C)CC3)C2)cn1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_8a5ad007f821601bb8846742",
"inchikey": "MOAGRQKOSLBPAM-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)N2CC(C(=O)N3CCCN(C(C)C)CC3)C2)cn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9823",
"routeId": "sa_383539a6c9d866b25a70a89e",
"moleculeId": "sa_8a5ad007f821601bb8846742",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8a5ad007f821601bb8846742",
"inchikey": "MOAGRQKOSLBPAM-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)N2CC(C(=O)N3CCCN(C(C)C)CC3)C2)cn1"
},
"smiles": "Cc1ccc(C(=O)N2CC(C(=O)N3CCCN(C(C)C)CC3)C2)cn1",
"reactionStepId": "sa_56b55c40f94870afa654e5d4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120040952A1;0757;1179125\",\"rsmi\":\"O=[C:18]([CH3:19])[CH3:20].[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH:10]([C:11](=[O:12])[N:13]3[CH2:14][CH2:15][CH2:16][NH:17][CH2:21][CH2:22]3)[CH2:23]2)[cH:24][n:25]1>CCO.[Pd]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH:10]([C:11](=[O:12])[N:13]3[CH2:14][CH2:15][CH2:16][N:17]([CH:18]([CH3:19])[CH3:20])[CH2:21][CH2:22]3)[CH2:23]2)[cH:24][n:25]1\"},\"mapped_reaction_smiles\":\"O=[C:18]([CH3:19])[CH3:20].[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH:10]([C:11](=[O:12])[N:13]3[CH2:14][CH2:15][CH2:16][NH:17][CH2:21][CH2:22]3)[CH2:23]2)[cH:24][n:25]1>CCO.[Pd]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH:10]([C:11](=[O:12])[N:13]3[CH2:14][CH2:15][CH2:16][N:17]([CH:18]([CH3:19])[CH3:20])[CH2:21][CH2:22]3)[CH2:23]2)[cH:24][n:25]1\"}",
"reactionStep": {
"id": "sa_56b55c40f94870afa654e5d4",
"reactionHash": "a2ea7b305fb80a0adf289c6a1339003767c172cb031ae3228800bc674da78e19"
},
"children": [
{
"id": "9824",
"routeId": "sa_383539a6c9d866b25a70a89e",
"moleculeId": "sa_7cde33951f00315079459adb",
"parentId": "9823",
"isLeaf": true,
"molecule": {
"id": "sa_7cde33951f00315079459adb",
"inchikey": "CSCPPACGZOOCGX-UHFFFAOYSA-N",
"smiles": "CC(C)=O"
},
"smiles": "CC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9825",
"routeId": "sa_383539a6c9d866b25a70a89e",
"moleculeId": "sa_34c384193b05a1193027076b",
"parentId": "9823",
"isLeaf": false,
"molecule": {
"id": "sa_34c384193b05a1193027076b",
"inchikey": "QBZKCTXFSDCMHW-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)N2CC(C(=O)N3CCCNCC3)C2)cn1"
},
"smiles": "Cc1ccc(C(=O)N2CC(C(=O)N3CCCNCC3)C2)cn1",
"reactionStepId": "sa_d6936e4bbdf36229f701cffe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120040952A1;0754;1179124\",\"rsmi\":\"CC(C)(C)OC(=O)[N:17]1[CH2:16][CH2:15][CH2:14][N:13]([C:11]([CH:10]2[CH2:9][N:8]([C:6]([c:5]3[cH:4][cH:3][c:2]([CH3:1])[n:22][cH:21]3)=[O:7])[CH2:20]2)=[O:12])[CH2:19][CH2:18]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH:10]([C:11](=[O:12])[N:13]3[CH2:14][CH2:15][CH2:16][NH:17][CH2:18][CH2:19]3)[CH2:20]2)[cH:21][n:22]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:17]1[CH2:16][CH2:15][CH2:14][N:13]([C:11]([CH:10]2[CH2:9][N:8]([C:6]([c:5]3[cH:4][cH:3][c:2]([CH3:1])[n:22][cH:21]3)=[O:7])[CH2:20]2)=[O:12])[CH2:19][CH2:18]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH:10]([C:11](=[O:12])[N:13]3[CH2:14][CH2:15][CH2:16][NH:17][CH2:18][CH2:19]3)[CH2:20]2)[cH:21][n:22]1\"}",
"reactionStep": {
"id": "sa_d6936e4bbdf36229f701cffe",
"reactionHash": "8fc46766be318c261b33adf37ee4edc89f2bd47f1df2f139f38b42dfdb3348ac"
},
"children": [
{
"id": "9826",
"routeId": "sa_383539a6c9d866b25a70a89e",
"moleculeId": "sa_23ff54e7eff7c682415928af",
"parentId": "9825",
"isLeaf": false,
"molecule": {
"id": "sa_23ff54e7eff7c682415928af",
"inchikey": "AGYSIZGXYWFEIR-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)N2CC(C(=O)N3CCCN(C(=O)OC(C)(C)C)CC3)C2)cn1"
},
"smiles": "Cc1ccc(C(=O)N2CC(C(=O)N3CCCN(C(=O)OC(C)(C)C)CC3)C2)cn1",
"reactionStepId": "sa_41c80a5544a5744e1c405c33",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120040952A1;0751;1179123\",\"rsmi\":\"Cl[C:6]([c:5]1[cH:4][cH:3][c:2]([CH3:1])[n:29][cH:28]1)=[O:7].[NH:8]1[CH2:9][CH:10]([C:11](=[O:12])[N:13]2[CH2:14][CH2:15][CH2:16][N:17]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:25][CH2:26]2)[CH2:27]1>CCN(C(C)C)C(C)C.ClCCl>[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH:10]([C:11](=[O:12])[N:13]3[CH2:14][CH2:15][CH2:16][N:17]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:25][CH2:26]3)[CH2:27]2)[cH:28][n:29]1\"},\"mapped_reaction_smiles\":\"Cl[C:6]([c:5]1[cH:4][cH:3][c:2]([CH3:1])[n:29][cH:28]1)=[O:7].[NH:8]1[CH2:9][CH:10]([C:11](=[O:12])[N:13]2[CH2:14][CH2:15][CH2:16][N:17]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:25][CH2:26]2)[CH2:27]1>CCN(C(C)C)C(C)C.ClCCl>[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH:10]([C:11](=[O:12])[N:13]3[CH2:14][CH2:15][CH2:16][N:17]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:25][CH2:26]3)[CH2:27]2)[cH:28][n:29]1\"}",
"reactionStep": {
"id": "sa_41c80a5544a5744e1c405c33",
"reactionHash": "bb87669bcfb315d877b92564faee272675f1fe8a052bce6e968af7ac2cae177e"
},
"children": [
{
"id": "9827",
"routeId": "sa_383539a6c9d866b25a70a89e",
"moleculeId": "sa_40b228fe2ced8260a2cd3611",
"parentId": "9826",
"isLeaf": false,
"molecule": {
"id": "sa_40b228fe2ced8260a2cd3611",
"inchikey": "AASOBSCZLSEAQQ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)Cl)cn1"
},
"smiles": "Cc1ccc(C(=O)Cl)cn1",
"reactionStepId": "sa_805ec6ef6ad4398705e0a8fa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120040952A1;0801;1179132\",\"rsmi\":\"O=C(Cl)C(=O)[Cl:8].O[C:6]([c:5]1[cH:4][cH:3][c:2]([CH3:1])[n:10][cH:9]1)=[O:7]>CN(C)C=O.ClCCl>[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[Cl:8])[cH:9][n:10]1\"},\"mapped_reaction_smiles\":\"O=C(Cl)C(=O)[Cl:8].O[C:6]([c:5]1[cH:4][cH:3][c:2]([CH3:1])[n:10][cH:9]1)=[O:7]>CN(C)C=O.ClCCl>[CH3:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[Cl:8])[cH:9][n:10]1\"}",
"reactionStep": {
"id": "sa_805ec6ef6ad4398705e0a8fa",
"reactionHash": "9c6acc7b7c490ede9f1fab5a28ad9da2187d623a7091ef0e08cb8ba4b1a6791c"
},
"children": [
{
"id": "9828",
"routeId": "sa_383539a6c9d866b25a70a89e",
"moleculeId": "sa_83e7d4ec882b44062b48ca58",
"parentId": "9827",
"isLeaf": true,
"molecule": {
"id": "sa_83e7d4ec882b44062b48ca58",
"inchikey": "CTSLXHKWHWQRSH-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C(=O)Cl"
},
"smiles": "O=C(Cl)C(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9829",
"routeId": "sa_383539a6c9d866b25a70a89e",
"moleculeId": "sa_9370e8c8f4a30e981703947f",
"parentId": "9827",
"isLeaf": true,
"molecule": {
"id": "sa_9370e8c8f4a30e981703947f",
"inchikey": "RZOKQIPOABEQAM-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)O)cn1"
},
"smiles": "Cc1ccc(C(=O)O)cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9830",
"routeId": "sa_383539a6c9d866b25a70a89e",
"moleculeId": "sa_40c54e0ddea90ce8bebebda6",
"parentId": "9826",
"isLeaf": false,
"molecule": {
"id": "sa_40c54e0ddea90ce8bebebda6",
"inchikey": "QRJYAOTXWZATJK-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCCN(C(=O)C2CNC2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCCN(C(=O)C2CNC2)CC1",
"reactionStepId": "sa_473ef46e607290e0a8d40f03",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120040952A1;0748;1179122\",\"rsmi\":\"O=C(OCc1ccccc1)[N:17]1[CH2:16][CH:15]([C:13]([N:12]2[CH2:11][CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:20][CH2:19]2)=[O:14])[CH2:18]1>CCO.N#N.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH2:11][N:12]([C:13](=[O:14])[CH:15]2[CH2:16][NH:17][CH2:18]2)[CH2:19][CH2:20]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[N:17]1[CH2:16][CH:15]([C:13]([N:12]2[CH2:11][CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:20][CH2:19]2)=[O:14])[CH2:18]1>CCO.N#N.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH2:11][N:12]([C:13](=[O:14])[CH:15]2[CH2:16][NH:17][CH2:18]2)[CH2:19][CH2:20]1\"}",
"reactionStep": {
"id": "sa_473ef46e607290e0a8d40f03",
"reactionHash": "9208e92dd1585cef82c56a85681d8d0e95a84727719924cad9baf33ceac05a81"
},
"children": [
{
"id": "9831",
"routeId": "sa_383539a6c9d866b25a70a89e",
"moleculeId": "sa_7734862eae634a09205030a5",
"parentId": "9830",
"isLeaf": true,
"molecule": {
"id": "sa_7734862eae634a09205030a5",
"inchikey": "SQQJMPSLCGLUFJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCCN(C(=O)C2CN(C(=O)OCc3ccccc3)C2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCCN(C(=O)C2CN(C(=O)OCc3ccccc3)C2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}