Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC[C@H]1CC[C@H](CCC)N1C(=O)Cn1nc(C(=O)C(C)(C)C)c2ccc(OC)cc21
InChiKey
ZYDJBHRESXMAMN-ROUUACIJSA-N
Route Signature
cceeb8354b130fa2dbd501eee8ff826bc81b9450ee933d371bc978f6e1abc4f1
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_5b40be93b6d5557b0903b36c",
"signature": "cceeb8354b130fa2dbd501eee8ff826bc81b9450ee933d371bc978f6e1abc4f1",
"contentHash": "30e2f4b7220f21136be668982d4b2fa8d4a635eed85dbca190d6ade708f81922",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_204576cf8858e007fdf24188",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06027",
"moleculeId": "sa_f56097a76c5563e378b50a07",
"smiles": "CCC[C@H]1CC[C@H](CCC)N1C(=O)Cn1nc(C(=O)C(C)(C)C)c2ccc(OC)cc21",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_f56097a76c5563e378b50a07",
"inchikey": "ZYDJBHRESXMAMN-ROUUACIJSA-N",
"smiles": "CCC[C@H]1CC[C@H](CCC)N1C(=O)Cn1nc(C(=O)C(C)(C)C)c2ccc(OC)cc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11499",
"routeId": "sa_5b40be93b6d5557b0903b36c",
"moleculeId": "sa_f56097a76c5563e378b50a07",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f56097a76c5563e378b50a07",
"inchikey": "ZYDJBHRESXMAMN-ROUUACIJSA-N",
"smiles": "CCC[C@H]1CC[C@H](CCC)N1C(=O)Cn1nc(C(=O)C(C)(C)C)c2ccc(OC)cc21"
},
"smiles": "CCC[C@H]1CC[C@H](CCC)N1C(=O)Cn1nc(C(=O)C(C)(C)C)c2ccc(OC)cc21",
"reactionStepId": "sa_3a2ed0e697a0bf295a8397b6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07528163B2;0257;896597\",\"rsmi\":\"O[C:12](=[O:13])[CH2:14][n:15]1[n:16][c:17]([C:18](=[O:19])[C:20]([CH3:21])([CH3:22])[CH3:23])[c:24]2[cH:25][cH:26][c:27]([O:28][CH3:29])[cH:30][c:31]12.[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([CH2:8][CH2:9][CH3:10])[NH:11]1>CCN(C(C)C)C(C)C.CN(C)C=O.ClCCCl.On1nnc2ccccc21>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([CH2:8][CH2:9][CH3:10])[N:11]1[C:12](=[O:13])[CH2:14][n:15]1[n:16][c:17]([C:18](=[O:19])[C:20]([CH3:21])([CH3:22])[CH3:23])[c:24]2[cH:25][cH:26][c:27]([O:28][CH3:29])[cH:30][c:31]12\"},\"mapped_reaction_smiles\":\"O[C:12](=[O:13])[CH2:14][n:15]1[n:16][c:17]([C:18](=[O:19])[C:20]([CH3:21])([CH3:22])[CH3:23])[c:24]2[cH:25][cH:26][c:27]([O:28][CH3:29])[cH:30][c:31]12.[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([CH2:8][CH2:9][CH3:10])[NH:11]1>CCN(C(C)C)C(C)C.CN(C)C=O.ClCCCl.On1nnc2ccccc21>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([CH2:8][CH2:9][CH3:10])[N:11]1[C:12](=[O:13])[CH2:14][n:15]1[n:16][c:17]([C:18](=[O:19])[C:20]([CH3:21])([CH3:22])[CH3:23])[c:24]2[cH:25][cH:26][c:27]([O:28][CH3:29])[cH:30][c:31]12\"}",
"reactionStep": {
"id": "sa_3a2ed0e697a0bf295a8397b6",
"reactionHash": "f2e11c88aec37423041cdb4851b7c4c2c7a0c40d52fad0cedefcf6cdb25083e2"
},
"children": [
{
"id": "11500",
"routeId": "sa_5b40be93b6d5557b0903b36c",
"moleculeId": "sa_1f3e4a55d68f863cb6ced5af",
"parentId": "11499",
"isLeaf": false,
"molecule": {
"id": "sa_1f3e4a55d68f863cb6ced5af",
"inchikey": "BYDOZVMJCALYPS-UWVGGRQHSA-N",
"smiles": "CCC[C@H]1CC[C@H](CCC)N1"
},
"smiles": "CCC[C@H]1CC[C@H](CCC)N1",
"reactionStepId": "sa_960c5fe93d4d62eb649c8995",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07528163B2;0256;896596\",\"rsmi\":\"c1ccc(C[N:11]2[C@@H:4]([CH2:3][CH2:2][CH3:1])[CH2:5][CH2:6][C@@H:7]2[CH2:8][CH2:9][CH3:10])cc1>CO.O.O=CO.N.[Na+].O.O.O.[Pd+2]>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([CH2:8][CH2:9][CH3:10])[NH:11]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[N:11]2[C@@H:4]([CH2:3][CH2:2][CH3:1])[CH2:5][CH2:6][C@@H:7]2[CH2:8][CH2:9][CH3:10])cc1>CO.O.O=CO.N.[Na+].O.O.O.[Pd+2]>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([CH2:8][CH2:9][CH3:10])[NH:11]1\"}",
"reactionStep": {
"id": "sa_960c5fe93d4d62eb649c8995",
"reactionHash": "082ac6cb4432e7a34c6abe5b51b1a7070302d3f88a58c78ca94bdeed30ffa5e3"
},
"children": [
{
"id": "11501",
"routeId": "sa_5b40be93b6d5557b0903b36c",
"moleculeId": "sa_510e6f58d4a754761d8ac1e1",
"parentId": "11500",
"isLeaf": true,
"molecule": {
"id": "sa_510e6f58d4a754761d8ac1e1",
"inchikey": "UAOOSISIRURMAP-IRXDYDNUSA-N",
"smiles": "CCC[C@H]1CC[C@H](CCC)N1Cc1ccccc1"
},
"smiles": "CCC[C@H]1CC[C@H](CCC)N1Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11502",
"routeId": "sa_5b40be93b6d5557b0903b36c",
"moleculeId": "sa_7339e56d69c30b7b85e2cf06",
"parentId": "11499",
"isLeaf": false,
"molecule": {
"id": "sa_7339e56d69c30b7b85e2cf06",
"inchikey": "FRZSOFSNUOFWKX-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(C(=O)C(C)(C)C)nn(CC(=O)O)c2c1"
},
"smiles": "COc1ccc2c(C(=O)C(C)(C)C)nn(CC(=O)O)c2c1",
"reactionStepId": "sa_922a1f124cceb05f2f17de71",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07528163B2;0240;896586\",\"rsmi\":\"CC[O:13][C:11]([CH2:10][n:9]1[c:7]2[c:6]([cH:5][cH:4][c:3]([O:2][CH3:1])[cH:8]2)[c:15]([C:16](=[O:17])[C:18]([CH3:19])([CH3:20])[CH3:21])[n:14]1)=[O:12]>CO.O.[Na+].O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:7]([cH:8]1)[n:9]([CH2:10][C:11](=[O:12])[OH:13])[n:14][c:15]2[C:16](=[O:17])[C:18]([CH3:19])([CH3:20])[CH3:21]\"},\"mapped_reaction_smiles\":\"CC[O:13][C:11]([CH2:10][n:9]1[c:7]2[c:6]([cH:5][cH:4][c:3]([O:2][CH3:1])[cH:8]2)[c:15]([C:16](=[O:17])[C:18]([CH3:19])([CH3:20])[CH3:21])[n:14]1)=[O:12]>CO.O.[Na+].O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:7]([cH:8]1)[n:9]([CH2:10][C:11](=[O:12])[OH:13])[n:14][c:15]2[C:16](=[O:17])[C:18]([CH3:19])([CH3:20])[CH3:21]\"}",
"reactionStep": {
"id": "sa_922a1f124cceb05f2f17de71",
"reactionHash": "7b86ff121a577b20e86f82452e54bcf2ee9d65fde7e87d8d53bde8e6df56a597"
},
"children": [
{
"id": "11503",
"routeId": "sa_5b40be93b6d5557b0903b36c",
"moleculeId": "sa_b547d1c1ccf5fb16c897d20c",
"parentId": "11502",
"isLeaf": false,
"molecule": {
"id": "sa_b547d1c1ccf5fb16c897d20c",
"inchikey": "MNVRLEAMRFWIAH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cn1nc(C(=O)C(C)(C)C)c2ccc(OC)cc21"
},
"smiles": "CCOC(=O)Cn1nc(C(=O)C(C)(C)C)c2ccc(OC)cc21",
"reactionStepId": "sa_d0b5efa105877e8ce103f427",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07528163B2;0239;896585\",\"rsmi\":\"Br[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[nH:7]1[n:8][c:9]([C:10](=[O:11])[C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][cH:18][c:19]([O:20][CH3:21])[cH:22][c:23]12>CCOCC.CN(C)C=O.Cl.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[n:8][c:9]([C:10](=[O:11])[C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][cH:18][c:19]([O:20][CH3:21])[cH:22][c:23]12\"},\"mapped_reaction_smiles\":\"Br[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[nH:7]1[n:8][c:9]([C:10](=[O:11])[C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][cH:18][c:19]([O:20][CH3:21])[cH:22][c:23]12>CCOCC.CN(C)C=O.Cl.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[n:8][c:9]([C:10](=[O:11])[C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][cH:18][c:19]([O:20][CH3:21])[cH:22][c:23]12\"}",
"reactionStep": {
"id": "sa_d0b5efa105877e8ce103f427",
"reactionHash": "905be4b56c131aee4e57af96e4263a94170bba8b3cd3ba8d1c0f5ecdd3b4ddfa"
},
"children": [
{
"id": "11504",
"routeId": "sa_5b40be93b6d5557b0903b36c",
"moleculeId": "sa_a31566763480316888932bbd",
"parentId": "11503",
"isLeaf": true,
"molecule": {
"id": "sa_a31566763480316888932bbd",
"inchikey": "JXIZFFQXOBQIIY-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(C(=O)C(C)(C)C)n[nH]c2c1"
},
"smiles": "COc1ccc2c(C(=O)C(C)(C)C)n[nH]c2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11505",
"routeId": "sa_5b40be93b6d5557b0903b36c",
"moleculeId": "sa_6170bddd2f4a4137325c4a17",
"parentId": "11503",
"isLeaf": true,
"molecule": {
"id": "sa_6170bddd2f4a4137325c4a17",
"inchikey": "PQJJJMRNHATNKG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CBr"
},
"smiles": "CCOC(=O)CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}