Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(Nc1ccc(Cl)cc1)Nc1cccc(-c2ccc(N3CCCC3)nc2)c1
InChiKey
YNAGQAVZDPSZPG-UHFFFAOYSA-N
Route Signature
18fa0eb7786db76db482abf250dbc1a0f203f89e999cba0fbd47cb74edcf9c1f
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_48bf1c4c98df718f4e11ce25",
"signature": "18fa0eb7786db76db482abf250dbc1a0f203f89e999cba0fbd47cb74edcf9c1f",
"contentHash": "a620f2bd580aace97a8e10526b0df61e059efc8da84c0b4a5bb299a060759e25",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_eaa1897889518d42532535b6",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07940",
"moleculeId": "sa_0bf5d7a1e34fedfce3537641",
"smiles": "O=C(Nc1ccc(Cl)cc1)Nc1cccc(-c2ccc(N3CCCC3)nc2)c1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_0bf5d7a1e34fedfce3537641",
"inchikey": "YNAGQAVZDPSZPG-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccc(Cl)cc1)Nc1cccc(-c2ccc(N3CCCC3)nc2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3090",
"routeId": "sa_48bf1c4c98df718f4e11ce25",
"moleculeId": "sa_0bf5d7a1e34fedfce3537641",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0bf5d7a1e34fedfce3537641",
"inchikey": "YNAGQAVZDPSZPG-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccc(Cl)cc1)Nc1cccc(-c2ccc(N3CCCC3)nc2)c1"
},
"smiles": "O=C(Nc1ccc(Cl)cc1)Nc1cccc(-c2ccc(N3CCCC3)nc2)c1",
"reactionStepId": "sa_0bb267123a8e29b0fa275f23",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160194284A1;0246;1901681\",\"rsmi\":\"Br[c:15]1[cH:16][cH:17][c:18]([N:19]2[CH2:20][CH2:21][CH2:22][CH2:23]2)[n:24][cH:25]1.OB(O)[c:14]1[cH:13][c:12]([NH:11][C:2](=[O:1])[NH:3][c:4]2[cH:5][cH:6][c:7]([Cl:8])[cH:9][cH:10]2)[cH:28][cH:27][cH:26]1>CCOC(C)=O.COCCOC.O.[Na].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([Cl:8])[cH:9][cH:10]1)[NH:11][c:12]1[cH:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([N:19]3[CH2:20][CH2:21][CH2:22][CH2:23]3)[n:24][cH:25]2)[cH:26][cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"Br[c:15]1[cH:16][cH:17][c:18]([N:19]2[CH2:20][CH2:21][CH2:22][CH2:23]2)[n:24][cH:25]1.OB(O)[c:14]1[cH:13][c:12]([NH:11][C:2](=[O:1])[NH:3][c:4]2[cH:5][cH:6][c:7]([Cl:8])[cH:9][cH:10]2)[cH:28][cH:27][cH:26]1>CCOC(C)=O.COCCOC.O.[Na].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([Cl:8])[cH:9][cH:10]1)[NH:11][c:12]1[cH:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([N:19]3[CH2:20][CH2:21][CH2:22][CH2:23]3)[n:24][cH:25]2)[cH:26][cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_0bb267123a8e29b0fa275f23",
"reactionHash": "82875c6cc698ee3c844e99fc4fa2b7f4efce34d9f6384663978ec7d23eb026b3"
},
"children": [
{
"id": "3091",
"routeId": "sa_48bf1c4c98df718f4e11ce25",
"moleculeId": "sa_9b1f82acf2dd605749ec1a87",
"parentId": "3090",
"isLeaf": false,
"molecule": {
"id": "sa_9b1f82acf2dd605749ec1a87",
"inchikey": "MEVCTGBLQDZPFZ-UHFFFAOYSA-N",
"smiles": "Brc1ccc(N2CCCC2)nc1"
},
"smiles": "Brc1ccc(N2CCCC2)nc1",
"reactionStepId": "sa_46864a5f3a3568bbef4dfb16",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160194284A1;0245;1901680\",\"rsmi\":\"Cl[c:5]1[n:4][cH:3][c:2]([Br:1])[cH:12][cH:11]1.[NH:6]1[CH2:7][CH2:8][CH2:9][CH2:10]1>CN(C)C=O.ClCCl.O.O=C(O)O.[K+].[K+]>[Br:1][c:2]1[cH:3][n:4][c:5]([N:6]2[CH2:7][CH2:8][CH2:9][CH2:10]2)[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[n:4][cH:3][c:2]([Br:1])[cH:12][cH:11]1.[NH:6]1[CH2:7][CH2:8][CH2:9][CH2:10]1>CN(C)C=O.ClCCl.O.O=C(O)O.[K+].[K+]>[Br:1][c:2]1[cH:3][n:4][c:5]([N:6]2[CH2:7][CH2:8][CH2:9][CH2:10]2)[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_46864a5f3a3568bbef4dfb16",
"reactionHash": "4a88d639a5b275240521d0dc1defb0f1e058b015c48bd500113ebdd200b46443"
},
"children": [
{
"id": "3092",
"routeId": "sa_48bf1c4c98df718f4e11ce25",
"moleculeId": "sa_29b4f96dee5078902a114b49",
"parentId": "3091",
"isLeaf": true,
"molecule": {
"id": "sa_29b4f96dee5078902a114b49",
"inchikey": "PEAOEIWYQVXZMB-UHFFFAOYSA-N",
"smiles": "Clc1ccc(Br)cn1"
},
"smiles": "Clc1ccc(Br)cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3093",
"routeId": "sa_48bf1c4c98df718f4e11ce25",
"moleculeId": "sa_62377f86fd21f04e8ff496ef",
"parentId": "3091",
"isLeaf": true,
"molecule": {
"id": "sa_62377f86fd21f04e8ff496ef",
"inchikey": "RWRDLPDLKQPQOW-UHFFFAOYSA-N",
"smiles": "C1CCNC1"
},
"smiles": "C1CCNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "3094",
"routeId": "sa_48bf1c4c98df718f4e11ce25",
"moleculeId": "sa_a148901596e43e76cfe207ed",
"parentId": "3090",
"isLeaf": false,
"molecule": {
"id": "sa_a148901596e43e76cfe207ed",
"inchikey": "PRLAHSCAMFRECS-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccc(Cl)cc1)Nc1cccc(B(O)O)c1"
},
"smiles": "O=C(Nc1ccc(Cl)cc1)Nc1cccc(B(O)O)c1",
"reactionStepId": "sa_e811ed233ae6c61d6faa3a53",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160194284A1;0235;1901674\",\"rsmi\":\"[NH2:11][c:12]1[cH:13][cH:14][cH:15][c:16]([B:17]([OH:18])[OH:19])[cH:20]1.[O:1]=[C:2]=[N:3][c:4]1[cH:5][cH:6][c:7]([Cl:8])[cH:9][cH:10]1>CN(C)C=O.ClCCl.O>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([Cl:8])[cH:9][cH:10]1)[NH:11][c:12]1[cH:13][cH:14][cH:15][c:16]([B:17]([OH:18])[OH:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"[NH2:11][c:12]1[cH:13][cH:14][cH:15][c:16]([B:17]([OH:18])[OH:19])[cH:20]1.[O:1]=[C:2]=[N:3][c:4]1[cH:5][cH:6][c:7]([Cl:8])[cH:9][cH:10]1>CN(C)C=O.ClCCl.O>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][c:7]([Cl:8])[cH:9][cH:10]1)[NH:11][c:12]1[cH:13][cH:14][cH:15][c:16]([B:17]([OH:18])[OH:19])[cH:20]1\"}",
"reactionStep": {
"id": "sa_e811ed233ae6c61d6faa3a53",
"reactionHash": "e35c1d29bd3dcb80909dc9b23e2751a1583d48a4d73d66dc2407024c49ed2234"
},
"children": [
{
"id": "3095",
"routeId": "sa_48bf1c4c98df718f4e11ce25",
"moleculeId": "sa_49bc7f4d769a06b63a5f563f",
"parentId": "3094",
"isLeaf": true,
"molecule": {
"id": "sa_49bc7f4d769a06b63a5f563f",
"inchikey": "ADAKRBAJFHTIEW-UHFFFAOYSA-N",
"smiles": "O=C=Nc1ccc(Cl)cc1"
},
"smiles": "O=C=Nc1ccc(Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3096",
"routeId": "sa_48bf1c4c98df718f4e11ce25",
"moleculeId": "sa_eb22af2c4298b8fa6523e577",
"parentId": "3094",
"isLeaf": true,
"molecule": {
"id": "sa_eb22af2c4298b8fa6523e577",
"inchikey": "JMZFEHDNIAQMNB-UHFFFAOYSA-N",
"smiles": "Nc1cccc(B(O)O)c1"
},
"smiles": "Nc1cccc(B(O)O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}