Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CS(=O)(=O)Nc1ccc(-c2ccc3nnc(Cc4ccc(Cl)cc4)n3n2)cc1
InChiKey
FLPQZDIHGPZICK-UHFFFAOYSA-N
Route Signature
777d0a502db464aba787b0238fa24eaf805c26930cf5f325e5d24fa17e658d9b
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_d875af34999ea96dc1c094ab",
"signature": "777d0a502db464aba787b0238fa24eaf805c26930cf5f325e5d24fa17e658d9b",
"contentHash": "2d29f230161f61ea7d5b8efae55df0fe2000f6b579b19a6fba2355e35abcaa1f",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_90888bbeb5b47acbf80f73e8",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03358",
"moleculeId": "sa_11be7580f5c71620732fbb95",
"smiles": "CS(=O)(=O)Nc1ccc(-c2ccc3nnc(Cc4ccc(Cl)cc4)n3n2)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_11be7580f5c71620732fbb95",
"inchikey": "FLPQZDIHGPZICK-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1ccc(-c2ccc3nnc(Cc4ccc(Cl)cc4)n3n2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6811",
"routeId": "sa_d875af34999ea96dc1c094ab",
"moleculeId": "sa_11be7580f5c71620732fbb95",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_11be7580f5c71620732fbb95",
"inchikey": "FLPQZDIHGPZICK-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1ccc(-c2ccc3nnc(Cc4ccc(Cl)cc4)n3n2)cc1"
},
"smiles": "CS(=O)(=O)Nc1ccc(-c2ccc3nnc(Cc4ccc(Cl)cc4)n3n2)cc1",
"reactionStepId": "sa_e917847007140f4ac64ef59c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140303158A1;0773;1595070\",\"rsmi\":\"O=[C:16]([NH:15][NH:14][c:13]1[n:12][n:11][c:10](-[c:9]2[cH:8][cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:28][cH:27]2)[cH:26][cH:25]1)[CH2:17][c:18]1[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]1>C1CCOC1.CCOC(=O)N=NC(=O)OCC.C[Si](C)(C)N=[N+]=[N-].ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9](-[c:10]2[n:11][n:12]3[c:13]([n:14][n:15][c:16]3[CH2:17][c:18]3[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]3)[cH:25][cH:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"O=[C:16]([NH:15][NH:14][c:13]1[n:12][n:11][c:10](-[c:9]2[cH:8][cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:28][cH:27]2)[cH:26][cH:25]1)[CH2:17][c:18]1[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]1>C1CCOC1.CCOC(=O)N=NC(=O)OCC.C[Si](C)(C)N=[N+]=[N-].ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9](-[c:10]2[n:11][n:12]3[c:13]([n:14][n:15][c:16]3[CH2:17][c:18]3[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]3)[cH:25][cH:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_e917847007140f4ac64ef59c",
"reactionHash": "c87c1e2dd0e09dd62e8ff9d6884db717c41bf9ff8d07a359505aa03e861299a8"
},
"children": [
{
"id": "6812",
"routeId": "sa_d875af34999ea96dc1c094ab",
"moleculeId": "sa_0e2a39dda51626db6d109869",
"parentId": "6811",
"isLeaf": false,
"molecule": {
"id": "sa_0e2a39dda51626db6d109869",
"inchikey": "SMYRPUNLXRUTGO-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1ccc(-c2ccc(NNC(=O)Cc3ccc(Cl)cc3)nn2)cc1"
},
"smiles": "CS(=O)(=O)Nc1ccc(-c2ccc(NNC(=O)Cc3ccc(Cl)cc3)nn2)cc1",
"reactionStepId": "sa_88dbc8f5731ff7fd537f24d7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140303158A1;0771;1595069\",\"rsmi\":\"O[C:16](=[O:17])[CH2:18][c:19]1[cH:20][cH:21][c:22]([Cl:23])[cH:24][cH:25]1.[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([NH:14][NH2:15])[n:26][n:27]2)[cH:28][cH:29]1>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.On1nnc2ccccc21>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([NH:14][NH:15][C:16](=[O:17])[CH2:18][c:19]3[cH:20][cH:21][c:22]([Cl:23])[cH:24][cH:25]3)[n:26][n:27]2)[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"O[C:16](=[O:17])[CH2:18][c:19]1[cH:20][cH:21][c:22]([Cl:23])[cH:24][cH:25]1.[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([NH:14][NH2:15])[n:26][n:27]2)[cH:28][cH:29]1>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.On1nnc2ccccc21>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([NH:14][NH:15][C:16](=[O:17])[CH2:18][c:19]3[cH:20][cH:21][c:22]([Cl:23])[cH:24][cH:25]3)[n:26][n:27]2)[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_88dbc8f5731ff7fd537f24d7",
"reactionHash": "ef086f0b3ecccb5011c24dbdbee0ffc3a43e4c562cbf66d60beda602668320e4"
},
"children": [
{
"id": "6813",
"routeId": "sa_d875af34999ea96dc1c094ab",
"moleculeId": "sa_a0113e415c2c376ea2726724",
"parentId": "6812",
"isLeaf": true,
"molecule": {
"id": "sa_a0113e415c2c376ea2726724",
"inchikey": "CDPKJZJVTHSESZ-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1ccc(Cl)cc1"
},
"smiles": "O=C(O)Cc1ccc(Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6814",
"routeId": "sa_d875af34999ea96dc1c094ab",
"moleculeId": "sa_628e2f9866451d1d0c7362d1",
"parentId": "6812",
"isLeaf": false,
"molecule": {
"id": "sa_628e2f9866451d1d0c7362d1",
"inchikey": "MJXXEIXNJCRENT-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1ccc(-c2ccc(NN)nn2)cc1"
},
"smiles": "CS(=O)(=O)Nc1ccc(-c2ccc(NN)nn2)cc1",
"reactionStepId": "sa_bbc139b08b524579fb54ba8b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140303158A1;0769;1595068\",\"rsmi\":\"Cl[c:13]1[cH:12][cH:11][c:10](-[c:9]2[cH:8][cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:19][cH:18]2)[n:17][n:16]1.[NH2:14][NH2:15]>O>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([NH:14][NH2:15])[n:16][n:17]2)[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"Cl[c:13]1[cH:12][cH:11][c:10](-[c:9]2[cH:8][cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:19][cH:18]2)[n:17][n:16]1.[NH2:14][NH2:15]>O>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([NH:14][NH2:15])[n:16][n:17]2)[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_bbc139b08b524579fb54ba8b",
"reactionHash": "943455a5872694856a224a91a183a0bdbc975c918ac8f98d14a6db87b1e55f4b"
},
"children": [
{
"id": "6815",
"routeId": "sa_d875af34999ea96dc1c094ab",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "6814",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6816",
"routeId": "sa_d875af34999ea96dc1c094ab",
"moleculeId": "sa_d147ca35ab10abb4a268a136",
"parentId": "6814",
"isLeaf": false,
"molecule": {
"id": "sa_d147ca35ab10abb4a268a136",
"inchikey": "TXERJCWSEPWVGV-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1ccc(-c2ccc(Cl)nn2)cc1"
},
"smiles": "CS(=O)(=O)Nc1ccc(-c2ccc(Cl)nn2)cc1",
"reactionStepId": "sa_4f78b1e8f7980ef18fbf7511",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140303158A1;0767;1595067\",\"rsmi\":\"Cl[c:10]1[cH:11][cH:12][c:13]([Cl:14])[n:15][n:16]1.OB(O)[c:9]1[cH:8][cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:18][cH:17]1>CCOC(C)=O.COCCOC.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([Cl:14])[n:15][n:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Cl[c:10]1[cH:11][cH:12][c:13]([Cl:14])[n:15][n:16]1.OB(O)[c:9]1[cH:8][cH:7][c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:18][cH:17]1>CCOC(C)=O.COCCOC.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][c:13]([Cl:14])[n:15][n:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_4f78b1e8f7980ef18fbf7511",
"reactionHash": "7358c5ef132e8b961fca0de44063525a4935cff6ea354626328e6de90d11e471"
},
"children": [
{
"id": "6817",
"routeId": "sa_d875af34999ea96dc1c094ab",
"moleculeId": "sa_d426f4f999390ebabedeebdb",
"parentId": "6816",
"isLeaf": true,
"molecule": {
"id": "sa_d426f4f999390ebabedeebdb",
"inchikey": "GUSWJGOYDXFJSI-UHFFFAOYSA-N",
"smiles": "Clc1ccc(Cl)nn1"
},
"smiles": "Clc1ccc(Cl)nn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6818",
"routeId": "sa_d875af34999ea96dc1c094ab",
"moleculeId": "sa_209e68d56b6376f009fee6b5",
"parentId": "6816",
"isLeaf": true,
"molecule": {
"id": "sa_209e68d56b6376f009fee6b5",
"inchikey": "NDVJJEADFLTFCD-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1ccc(B(O)O)cc1"
},
"smiles": "CS(=O)(=O)Nc1ccc(B(O)O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}