Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@H](Nc1nc(Cl)cc(N2C(=O)OC[C@@H]2[C@@H](C)OC(C)(C)C)n1)c1cc(-c2ccc(Cl)cc2)on1
InChiKey
SGTBARXIDBXOHD-PMUMKWKESA-N
Route Signature
ba964593c1af3e88fdb4180ace9ea9ee7d8ba6963bf164073b2f6e2b147a35d6
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_cbd018474558359b73fc67a1",
"signature": "ba964593c1af3e88fdb4180ace9ea9ee7d8ba6963bf164073b2f6e2b147a35d6",
"contentHash": "f1dae3197a3f8f4d84ab08f22a5400bd2a0270ff255dfca3a69dc3095d099522",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_b2229717b23359e0dc0d8f6d",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09238",
"moleculeId": "sa_ea292d63a6f2a88438b56094",
"smiles": "C[C@H](Nc1nc(Cl)cc(N2C(=O)OC[C@@H]2[C@@H](C)OC(C)(C)C)n1)c1cc(-c2ccc(Cl)cc2)on1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_ea292d63a6f2a88438b56094",
"inchikey": "SGTBARXIDBXOHD-PMUMKWKESA-N",
"smiles": "C[C@H](Nc1nc(Cl)cc(N2C(=O)OC[C@@H]2[C@@H](C)OC(C)(C)C)n1)c1cc(-c2ccc(Cl)cc2)on1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11997",
"routeId": "sa_cbd018474558359b73fc67a1",
"moleculeId": "sa_ea292d63a6f2a88438b56094",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ea292d63a6f2a88438b56094",
"inchikey": "SGTBARXIDBXOHD-PMUMKWKESA-N",
"smiles": "C[C@H](Nc1nc(Cl)cc(N2C(=O)OC[C@@H]2[C@@H](C)OC(C)(C)C)n1)c1cc(-c2ccc(Cl)cc2)on1"
},
"smiles": "C[C@H](Nc1nc(Cl)cc(N2C(=O)OC[C@@H]2[C@@H](C)OC(C)(C)C)n1)c1cc(-c2ccc(Cl)cc2)on1",
"reactionStepId": "sa_dc3b93e52c5c3a0d3d60893d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140275083A1;0705;1583311\",\"rsmi\":\"Cl[c:4]1[n:5][c:6]([Cl:7])[cH:8][c:9]([N:10]2[C:11](=[O:12])[O:13][CH2:14][C@@H:15]2[C@@H:16]([CH3:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[n:23]1.[CH3:1][C@H:2]([NH2:3])[c:24]1[n:25][o:26][c:27](-[c:28]2[cH:29][cH:30][c:31]([Cl:32])[cH:33][cH:34]2)[cH:35]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CS(C)=O.Cl.[Na+]>[CH3:1][C@H:2]([NH:3][c:4]1[n:5][c:6]([Cl:7])[cH:8][c:9]([N:10]2[C:11](=[O:12])[O:13][CH2:14][C@@H:15]2[C@@H:16]([CH3:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[n:23]1)[c:24]1[n:25][o:26][c:27](-[c:28]2[cH:29][cH:30][c:31]([Cl:32])[cH:33][cH:34]2)[cH:35]1\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[n:5][c:6]([Cl:7])[cH:8][c:9]([N:10]2[C:11](=[O:12])[O:13][CH2:14][C@@H:15]2[C@@H:16]([CH3:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[n:23]1.[CH3:1][C@H:2]([NH2:3])[c:24]1[n:25][o:26][c:27](-[c:28]2[cH:29][cH:30][c:31]([Cl:32])[cH:33][cH:34]2)[cH:35]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CS(C)=O.Cl.[Na+]>[CH3:1][C@H:2]([NH:3][c:4]1[n:5][c:6]([Cl:7])[cH:8][c:9]([N:10]2[C:11](=[O:12])[O:13][CH2:14][C@@H:15]2[C@@H:16]([CH3:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[n:23]1)[c:24]1[n:25][o:26][c:27](-[c:28]2[cH:29][cH:30][c:31]([Cl:32])[cH:33][cH:34]2)[cH:35]1\"}",
"reactionStep": {
"id": "sa_dc3b93e52c5c3a0d3d60893d",
"reactionHash": "d0a105fb95e6c30ff6335dc746de6a53db7211b89826dc6798bce66e08b5854d"
},
"children": [
{
"id": "11998",
"routeId": "sa_cbd018474558359b73fc67a1",
"moleculeId": "sa_331f412629750904cbae0f23",
"parentId": "11997",
"isLeaf": false,
"molecule": {
"id": "sa_331f412629750904cbae0f23",
"inchikey": "KHRZNLPOTCAXCK-HTQZYQBOSA-N",
"smiles": "C[C@@H](OC(C)(C)C)[C@H]1COC(=O)N1c1cc(Cl)nc(Cl)n1"
},
"smiles": "C[C@@H](OC(C)(C)C)[C@H]1COC(=O)N1c1cc(Cl)nc(Cl)n1",
"reactionStepId": "sa_1ddfeb906532c3bff11eb480",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140275083A1;0247;1583170\",\"rsmi\":\"Cl[c:14]1[n:15][c:16]([Cl:17])[n:18][c:19]([Cl:20])[cH:21]1.[CH3:1][C@@H:2]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])[C@H:8]1[CH2:9][O:10][C:11](=[O:12])[NH:13]1>CCCCCCC.CCOC(C)=O.CCOC(C)=O.CN(C)C=O.[HH].[Na+]>[CH3:1][C@@H:2]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])[C@H:8]1[CH2:9][O:10][C:11](=[O:12])[N:13]1[c:14]1[n:15][c:16]([Cl:17])[n:18][c:19]([Cl:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"Cl[c:14]1[n:15][c:16]([Cl:17])[n:18][c:19]([Cl:20])[cH:21]1.[CH3:1][C@@H:2]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])[C@H:8]1[CH2:9][O:10][C:11](=[O:12])[NH:13]1>CCCCCCC.CCOC(C)=O.CCOC(C)=O.CN(C)C=O.[HH].[Na+]>[CH3:1][C@@H:2]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])[C@H:8]1[CH2:9][O:10][C:11](=[O:12])[N:13]1[c:14]1[n:15][c:16]([Cl:17])[n:18][c:19]([Cl:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_1ddfeb906532c3bff11eb480",
"reactionHash": "686d122b383d7cbcb96c626d0ea90ae189f60e68e1252418a60925d25b91689d"
},
"children": [
{
"id": "11999",
"routeId": "sa_cbd018474558359b73fc67a1",
"moleculeId": "sa_780472feb89d3e0aabadf47f",
"parentId": "11998",
"isLeaf": true,
"molecule": {
"id": "sa_780472feb89d3e0aabadf47f",
"inchikey": "DPVIABCMTHHTGB-UHFFFAOYSA-N",
"smiles": "Clc1cc(Cl)nc(Cl)n1"
},
"smiles": "Clc1cc(Cl)nc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12000",
"routeId": "sa_cbd018474558359b73fc67a1",
"moleculeId": "sa_27257d3769d6226b79b593c6",
"parentId": "11998",
"isLeaf": true,
"molecule": {
"id": "sa_27257d3769d6226b79b593c6",
"inchikey": "OSAYOZFIIYKOOW-RNFRBKRXSA-N",
"smiles": "C[C@@H](OC(C)(C)C)[C@H]1COC(=O)N1"
},
"smiles": "C[C@@H](OC(C)(C)C)[C@H]1COC(=O)N1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "12001",
"routeId": "sa_cbd018474558359b73fc67a1",
"moleculeId": "sa_8ffd530c54a8ca9f98a424b5",
"parentId": "11997",
"isLeaf": false,
"molecule": {
"id": "sa_8ffd530c54a8ca9f98a424b5",
"inchikey": "PMNYLFXWQGXXAM-ZETCQYMHSA-N",
"smiles": "C[C@H](N)c1cc(-c2ccc(Cl)cc2)on1"
},
"smiles": "C[C@H](N)c1cc(-c2ccc(Cl)cc2)on1",
"reactionStepId": "sa_2cc5ebb8ece0e1ed95864d83",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140275083A1;0478;1583264\",\"rsmi\":\"CC(C)(C)[S@@](=O)[NH:3][C@@H:2]([CH3:1])[c:4]1[n:5][o:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([Cl:12])[cH:13][cH:14]2)[cH:15]1>C1COCCO1.Cl>[CH3:1][C@H:2]([NH2:3])[c:4]1[n:5][o:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([Cl:12])[cH:13][cH:14]2)[cH:15]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[S@@](=O)[NH:3][C@@H:2]([CH3:1])[c:4]1[n:5][o:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([Cl:12])[cH:13][cH:14]2)[cH:15]1>C1COCCO1.Cl>[CH3:1][C@H:2]([NH2:3])[c:4]1[n:5][o:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([Cl:12])[cH:13][cH:14]2)[cH:15]1\"}",
"reactionStep": {
"id": "sa_2cc5ebb8ece0e1ed95864d83",
"reactionHash": "7fc83c0ec817aa40807b65d08fc2b90c65784d44d076a2434616225d7d1d514d"
},
"children": [
{
"id": "12002",
"routeId": "sa_cbd018474558359b73fc67a1",
"moleculeId": "sa_fc8963519dd9a5ad1e1f1fa2",
"parentId": "12001",
"isLeaf": true,
"molecule": {
"id": "sa_fc8963519dd9a5ad1e1f1fa2",
"inchikey": "QDCNAIIDLITWIE-CHNSCGDPSA-N",
"smiles": "C[C@H](N[S@](=O)C(C)(C)C)c1cc(-c2ccc(Cl)cc2)on1"
},
"smiles": "C[C@H](N[S@](=O)C(C)(C)C)c1cc(-c2ccc(Cl)cc2)on1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}