Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(Cl)ccc1C(NC(=O)Cc1ccc2oc(Cc3cccnc3C)cc2c1)c1ccccc1
InChiKey
MBPGFPYQENFMOS-UHFFFAOYSA-N
Route Signature
7e14f4bee7caee1b3e3a471f032b282d064cae71dd03035320cf77a63a87ffd8
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_c22b47bbac05136da9eec913",
"signature": "7e14f4bee7caee1b3e3a471f032b282d064cae71dd03035320cf77a63a87ffd8",
"contentHash": "4edd9b35e0a520c7800346f5769e2a02621a5fe0acb0120a4c0053311b076362",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_ca28cc5066b7b5dc6499f392",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08119",
"moleculeId": "sa_3f32d755d17fe354ae33a091",
"smiles": "Cc1cc(Cl)ccc1C(NC(=O)Cc1ccc2oc(Cc3cccnc3C)cc2c1)c1ccccc1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_3f32d755d17fe354ae33a091",
"inchikey": "MBPGFPYQENFMOS-UHFFFAOYSA-N",
"smiles": "Cc1cc(Cl)ccc1C(NC(=O)Cc1ccc2oc(Cc3cccnc3C)cc2c1)c1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11864",
"routeId": "sa_c22b47bbac05136da9eec913",
"moleculeId": "sa_3f32d755d17fe354ae33a091",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3f32d755d17fe354ae33a091",
"inchikey": "MBPGFPYQENFMOS-UHFFFAOYSA-N",
"smiles": "Cc1cc(Cl)ccc1C(NC(=O)Cc1ccc2oc(Cc3cccnc3C)cc2c1)c1ccccc1"
},
"smiles": "Cc1cc(Cl)ccc1C(NC(=O)Cc1ccc2oc(Cc3cccnc3C)cc2c1)c1ccccc1",
"reactionStepId": "sa_82ec37060b8e4bb6d7bda33b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140315881A1;0887;1601161\",\"rsmi\":\"O[C:17]([CH2:16][c:15]1[cH:14][cH:13][c:12]2[c:11]([cH:10][c:9]([CH2:8][c:7]3[c:2]([CH3:1])[n:3][cH:4][cH:5][cH:6]3)[o:36]2)[cH:35]1)=[O:18].[NH2:19][CH:20]([c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1)[c:27]1[c:28]([CH3:29])[cH:30][c:31]([Cl:32])[cH:33][cH:34]1>CCN(C(C)C)C(C)C.CN(C)C=O.ClCCCl.On1nnc2ccccc21>[CH3:1][c:2]1[n:3][cH:4][cH:5][cH:6][c:7]1[CH2:8][c:9]1[cH:10][c:11]2[c:12]([cH:13][cH:14][c:15]([CH2:16][C:17](=[O:18])[NH:19][CH:20]([c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[c:27]3[c:28]([CH3:29])[cH:30][c:31]([Cl:32])[cH:33][cH:34]3)[cH:35]2)[o:36]1\"},\"mapped_reaction_smiles\":\"O[C:17]([CH2:16][c:15]1[cH:14][cH:13][c:12]2[c:11]([cH:10][c:9]([CH2:8][c:7]3[c:2]([CH3:1])[n:3][cH:4][cH:5][cH:6]3)[o:36]2)[cH:35]1)=[O:18].[NH2:19][CH:20]([c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1)[c:27]1[c:28]([CH3:29])[cH:30][c:31]([Cl:32])[cH:33][cH:34]1>CCN(C(C)C)C(C)C.CN(C)C=O.ClCCCl.On1nnc2ccccc21>[CH3:1][c:2]1[n:3][cH:4][cH:5][cH:6][c:7]1[CH2:8][c:9]1[cH:10][c:11]2[c:12]([cH:13][cH:14][c:15]([CH2:16][C:17](=[O:18])[NH:19][CH:20]([c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[c:27]3[c:28]([CH3:29])[cH:30][c:31]([Cl:32])[cH:33][cH:34]3)[cH:35]2)[o:36]1\"}",
"reactionStep": {
"id": "sa_82ec37060b8e4bb6d7bda33b",
"reactionHash": "81d2e8019998be07bbf619f73befe39ed29812b8d7c34fa6e71501844a28e0e0"
},
"children": [
{
"id": "11865",
"routeId": "sa_c22b47bbac05136da9eec913",
"moleculeId": "sa_52f0937ba3297d09997228f9",
"parentId": "11864",
"isLeaf": false,
"molecule": {
"id": "sa_52f0937ba3297d09997228f9",
"inchikey": "IIZWGZJWXMFEQQ-UHFFFAOYSA-N",
"smiles": "Cc1ncccc1Cc1cc2cc(CC(=O)O)ccc2o1"
},
"smiles": "Cc1ncccc1Cc1cc2cc(CC(=O)O)ccc2o1",
"reactionStepId": "sa_f1c2dbe57cecd7cf46af9ff4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140315881A1;0886;1601160\",\"rsmi\":\"C[O:19][C:17]([CH2:16][c:15]1[cH:14][cH:13][c:12]2[c:11]([cH:10][c:9]([CH2:8][c:7]3[c:2]([CH3:1])[n:3][cH:4][cH:5][cH:6]3)[o:21]2)[cH:20]1)=[O:18]>C1CCOC1.Cl.O.[Na+].O>[CH3:1][c:2]1[n:3][cH:4][cH:5][cH:6][c:7]1[CH2:8][c:9]1[cH:10][c:11]2[c:12]([cH:13][cH:14][c:15]([CH2:16][C:17](=[O:18])[OH:19])[cH:20]2)[o:21]1\"},\"mapped_reaction_smiles\":\"C[O:19][C:17]([CH2:16][c:15]1[cH:14][cH:13][c:12]2[c:11]([cH:10][c:9]([CH2:8][c:7]3[c:2]([CH3:1])[n:3][cH:4][cH:5][cH:6]3)[o:21]2)[cH:20]1)=[O:18]>C1CCOC1.Cl.O.[Na+].O>[CH3:1][c:2]1[n:3][cH:4][cH:5][cH:6][c:7]1[CH2:8][c:9]1[cH:10][c:11]2[c:12]([cH:13][cH:14][c:15]([CH2:16][C:17](=[O:18])[OH:19])[cH:20]2)[o:21]1\"}",
"reactionStep": {
"id": "sa_f1c2dbe57cecd7cf46af9ff4",
"reactionHash": "fcf0097b1dce78ea45b301e3fa5a2c8ccb8c9e3ec28ea77d1adb77b9f06484d5"
},
"children": [
{
"id": "11866",
"routeId": "sa_c22b47bbac05136da9eec913",
"moleculeId": "sa_13021f23eac059f202d36b8b",
"parentId": "11865",
"isLeaf": true,
"molecule": {
"id": "sa_13021f23eac059f202d36b8b",
"inchikey": "PTCHCPIGCDBFGK-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1ccc2oc(Cc3cccnc3C)cc2c1"
},
"smiles": "COC(=O)Cc1ccc2oc(Cc3cccnc3C)cc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11867",
"routeId": "sa_c22b47bbac05136da9eec913",
"moleculeId": "sa_a8f74915b37b4de4e0c7a9fa",
"parentId": "11864",
"isLeaf": false,
"molecule": {
"id": "sa_a8f74915b37b4de4e0c7a9fa",
"inchikey": "NOYJJOPHQRWBCO-UHFFFAOYSA-N",
"smiles": "Cc1cc(Cl)ccc1C(N)c1ccccc1"
},
"smiles": "Cc1cc(Cl)ccc1C(N)c1ccccc1",
"reactionStepId": "sa_ab43430218227b7bfff79145",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140315881A1;0831;1601131\",\"rsmi\":\"Br[Mg][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1.[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:12][cH:13][c:14]([Cl:15])[cH:16]1>>[CH3:1][c:2]1[c:3]([CH:4]([NH2:5])[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13][c:14]([Cl:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"Br[Mg][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1.[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:12][cH:13][c:14]([Cl:15])[cH:16]1>>[CH3:1][c:2]1[c:3]([CH:4]([NH2:5])[c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13][c:14]([Cl:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_ab43430218227b7bfff79145",
"reactionHash": "5b7e3b8a666b1dbdbcc3be1f424d5d36cbcc9dbb44d5fbcdc23dd087e592eaad"
},
"children": [
{
"id": "11868",
"routeId": "sa_c22b47bbac05136da9eec913",
"moleculeId": "sa_eea5395d54e06a9c4a79ce0d",
"parentId": "11867",
"isLeaf": true,
"molecule": {
"id": "sa_eea5395d54e06a9c4a79ce0d",
"inchikey": "ANRQGKOBLBYXFM-UHFFFAOYSA-M",
"smiles": "[Br][Mg][c]1ccccc1"
},
"smiles": "[Br][Mg][c]1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11869",
"routeId": "sa_c22b47bbac05136da9eec913",
"moleculeId": "sa_7475df36cd1fe035961e2adf",
"parentId": "11867",
"isLeaf": true,
"molecule": {
"id": "sa_7475df36cd1fe035961e2adf",
"inchikey": "ZZAJFWXXFZTTLH-UHFFFAOYSA-N",
"smiles": "Cc1cc(Cl)ccc1C#N"
},
"smiles": "Cc1cc(Cl)ccc1C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}