Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C=CC(=O)Nc1ccc(C(=O)N2CCN(CCc3ccc(Cl)cc3)CC2)cc1
InChiKey
ZPEUYIHKDWHPKN-UHFFFAOYSA-N
Route Signature
5f492ced5fecd938cfd76048b9cb5e8dcf5cbe298865436b904c7954a5cb41cc
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_643026e4da4fb3016d1cf079",
"signature": "5f492ced5fecd938cfd76048b9cb5e8dcf5cbe298865436b904c7954a5cb41cc",
"contentHash": "2aa0cad0b3d48e3a699ea6e201aacc7a79d3e05757c9a69cdfa904a9d0068ff4",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_adef67a52772cb7b55e03752",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04182",
"moleculeId": "sa_0e797bebe481a1a3db78fd2d",
"smiles": "C=CC(=O)Nc1ccc(C(=O)N2CCN(CCc3ccc(Cl)cc3)CC2)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0e797bebe481a1a3db78fd2d",
"inchikey": "ZPEUYIHKDWHPKN-UHFFFAOYSA-N",
"smiles": "C=CC(=O)Nc1ccc(C(=O)N2CCN(CCc3ccc(Cl)cc3)CC2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15401",
"routeId": "sa_643026e4da4fb3016d1cf079",
"moleculeId": "sa_0e797bebe481a1a3db78fd2d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0e797bebe481a1a3db78fd2d",
"inchikey": "ZPEUYIHKDWHPKN-UHFFFAOYSA-N",
"smiles": "C=CC(=O)Nc1ccc(C(=O)N2CCN(CCc3ccc(Cl)cc3)CC2)cc1"
},
"smiles": "C=CC(=O)Nc1ccc(C(=O)N2CCN(CCc3ccc(Cl)cc3)CC2)cc1",
"reactionStepId": "sa_9193d4461e0241aee74eff1f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05286728;;289220\",\"rsmi\":\"Cl[CH2:1][CH2:2][C:3](=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]2[CH2:13][CH2:14][N:15]([CH2:16][CH2:17][c:18]3[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]3)[CH2:25][CH2:26]2)[cH:27][cH:28]1>CCN(CC)CC.ClCCl>[CH2:1]=[CH:2][C:3](=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]2[CH2:13][CH2:14][N:15]([CH2:16][CH2:17][c:18]3[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]3)[CH2:25][CH2:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:1][CH2:2][C:3](=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]2[CH2:13][CH2:14][N:15]([CH2:16][CH2:17][c:18]3[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]3)[CH2:25][CH2:26]2)[cH:27][cH:28]1>CCN(CC)CC.ClCCl>[CH2:1]=[CH:2][C:3](=[O:4])[NH:5][c:6]1[cH:7][cH:8][c:9]([C:10](=[O:11])[N:12]2[CH2:13][CH2:14][N:15]([CH2:16][CH2:17][c:18]3[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]3)[CH2:25][CH2:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_9193d4461e0241aee74eff1f",
"reactionHash": "1b21b6a021760c8595fd9b3f9269d1729bd616eb4e955baea8a56a2ed4cf588d"
},
"children": [
{
"id": "15402",
"routeId": "sa_643026e4da4fb3016d1cf079",
"moleculeId": "sa_e0ec541bc05b904d8d68996e",
"parentId": "15401",
"isLeaf": false,
"molecule": {
"id": "sa_e0ec541bc05b904d8d68996e",
"inchikey": "KHEVFECVHPTBKY-UHFFFAOYSA-N",
"smiles": "O=C(CCCl)Nc1ccc(C(=O)N2CCN(CCc3ccc(Cl)cc3)CC2)cc1"
},
"smiles": "O=C(CCCl)Nc1ccc(C(=O)N2CCN(CCc3ccc(Cl)cc3)CC2)cc1",
"reactionStepId": "sa_cc63ce1148ffb9c983742ef0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05286728;;289219\",\"rsmi\":\"Cl[C:2](=[O:1])[CH2:3][CH2:4][Cl:5].[NH2:6][c:7]1[cH:8][cH:9][c:10]([C:11](=[O:12])[N:13]2[CH2:14][CH2:15][N:16]([CH2:17][CH2:18][c:19]3[cH:20][cH:21][c:22]([Cl:23])[cH:24][cH:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29]1>C1CCOC1.CCN(C(C)C)C(C)C>[O:1]=[C:2]([CH2:3][CH2:4][Cl:5])[NH:6][c:7]1[cH:8][cH:9][c:10]([C:11](=[O:12])[N:13]2[CH2:14][CH2:15][N:16]([CH2:17][CH2:18][c:19]3[cH:20][cH:21][c:22]([Cl:23])[cH:24][cH:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[CH2:3][CH2:4][Cl:5].[NH2:6][c:7]1[cH:8][cH:9][c:10]([C:11](=[O:12])[N:13]2[CH2:14][CH2:15][N:16]([CH2:17][CH2:18][c:19]3[cH:20][cH:21][c:22]([Cl:23])[cH:24][cH:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29]1>C1CCOC1.CCN(C(C)C)C(C)C>[O:1]=[C:2]([CH2:3][CH2:4][Cl:5])[NH:6][c:7]1[cH:8][cH:9][c:10]([C:11](=[O:12])[N:13]2[CH2:14][CH2:15][N:16]([CH2:17][CH2:18][c:19]3[cH:20][cH:21][c:22]([Cl:23])[cH:24][cH:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_cc63ce1148ffb9c983742ef0",
"reactionHash": "68ee5aa604670b2bd762436e63a846a855a9903b85f598e375206cb4f2f5c1f6"
},
"children": [
{
"id": "15403",
"routeId": "sa_643026e4da4fb3016d1cf079",
"moleculeId": "sa_4346d8dfa1e3ce4d5ccbd312",
"parentId": "15402",
"isLeaf": true,
"molecule": {
"id": "sa_4346d8dfa1e3ce4d5ccbd312",
"inchikey": "INUNLMUAPJVRME-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCCl"
},
"smiles": "O=C(Cl)CCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15404",
"routeId": "sa_643026e4da4fb3016d1cf079",
"moleculeId": "sa_6234708e5111f371183d4137",
"parentId": "15402",
"isLeaf": false,
"molecule": {
"id": "sa_6234708e5111f371183d4137",
"inchikey": "WOEMJSZPFKHRGQ-UHFFFAOYSA-N",
"smiles": "Nc1ccc(C(=O)N2CCN(CCc3ccc(Cl)cc3)CC2)cc1"
},
"smiles": "Nc1ccc(C(=O)N2CCN(CCc3ccc(Cl)cc3)CC2)cc1",
"reactionStepId": "sa_4e494e1f64064c7a871d5187",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05286728;;289206\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][N:11]([CH2:12][CH2:13][c:14]3[cH:15][cH:16][c:17]([Cl:18])[cH:19][cH:20]3)[CH2:21][CH2:22]2)[cH:23][cH:24]1>C1CCOC1.[Ni]>[NH2:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][N:11]([CH2:12][CH2:13][c:14]3[cH:15][cH:16][c:17]([Cl:18])[cH:19][cH:20]3)[CH2:21][CH2:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][N:11]([CH2:12][CH2:13][c:14]3[cH:15][cH:16][c:17]([Cl:18])[cH:19][cH:20]3)[CH2:21][CH2:22]2)[cH:23][cH:24]1>C1CCOC1.[Ni]>[NH2:1][c:2]1[cH:3][cH:4][c:5]([C:6](=[O:7])[N:8]2[CH2:9][CH2:10][N:11]([CH2:12][CH2:13][c:14]3[cH:15][cH:16][c:17]([Cl:18])[cH:19][cH:20]3)[CH2:21][CH2:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_4e494e1f64064c7a871d5187",
"reactionHash": "8cd93cc9943b318221ef55a596fed879be312e0651eae15c6470f4de1357e1d9"
},
"children": [
{
"id": "15405",
"routeId": "sa_643026e4da4fb3016d1cf079",
"moleculeId": "sa_7c81fed3cf5bbdfd114dfe5d",
"parentId": "15404",
"isLeaf": false,
"molecule": {
"id": "sa_7c81fed3cf5bbdfd114dfe5d",
"inchikey": "WQRZDXHWFBJAFT-UHFFFAOYSA-N",
"smiles": "O=C(c1ccc([N+](=O)[O-])cc1)N1CCN(CCc2ccc(Cl)cc2)CC1"
},
"smiles": "O=C(c1ccc([N+](=O)[O-])cc1)N1CCN(CCc2ccc(Cl)cc2)CC1",
"reactionStepId": "sa_bab82ceb923c82e81498cf96",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05286728;;289207\",\"rsmi\":\"O[C:2](=[O:1])[c:3]1[cH:4][cH:5][c:6]([N+:7](=[O:8])[O-:9])[cH:10][cH:11]1.[NH:12]1[CH2:13][CH2:14][N:15]([CH2:16][CH2:17][c:18]2[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]2)[CH2:25][CH2:26]1>CN(C)C=O>[O:1]=[C:2]([c:3]1[cH:4][cH:5][c:6]([N+:7](=[O:8])[O-:9])[cH:10][cH:11]1)[N:12]1[CH2:13][CH2:14][N:15]([CH2:16][CH2:17][c:18]2[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]2)[CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:3]1[cH:4][cH:5][c:6]([N+:7](=[O:8])[O-:9])[cH:10][cH:11]1.[NH:12]1[CH2:13][CH2:14][N:15]([CH2:16][CH2:17][c:18]2[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]2)[CH2:25][CH2:26]1>CN(C)C=O>[O:1]=[C:2]([c:3]1[cH:4][cH:5][c:6]([N+:7](=[O:8])[O-:9])[cH:10][cH:11]1)[N:12]1[CH2:13][CH2:14][N:15]([CH2:16][CH2:17][c:18]2[cH:19][cH:20][c:21]([Cl:22])[cH:23][cH:24]2)[CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_bab82ceb923c82e81498cf96",
"reactionHash": "d6404af8d5b48963f65e10721f3f735d9faf0e6a6f43078e7710989c5167417e"
},
"children": [
{
"id": "15406",
"routeId": "sa_643026e4da4fb3016d1cf079",
"moleculeId": "sa_f40533d9d2c02d7d51da8bd0",
"parentId": "15405",
"isLeaf": true,
"molecule": {
"id": "sa_f40533d9d2c02d7d51da8bd0",
"inchikey": "GMIRFHIMHXOTKR-UHFFFAOYSA-N",
"smiles": "Clc1ccc(CCN2CCNCC2)cc1"
},
"smiles": "Clc1ccc(CCN2CCNCC2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15407",
"routeId": "sa_643026e4da4fb3016d1cf079",
"moleculeId": "sa_f722ea3c8553f4f05b39b2a6",
"parentId": "15405",
"isLeaf": true,
"molecule": {
"id": "sa_f722ea3c8553f4f05b39b2a6",
"inchikey": "OTLNPYWUJOZPPA-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc([N+](=O)[O-])cc1"
},
"smiles": "O=C(O)c1ccc([N+](=O)[O-])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}