Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1ccc(NC(=O)C(C)(C)C)[n+]([O-])c1
InChiKey
OGKKLCATACDIDO-UHFFFAOYSA-N
Route Signature
999a860aa2fe5819f7c02bcf6d766f4f42f7bd1ea0f32b8aeb22ad1b371d0375
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c227c70974a5f623a19d09b8",
"signature": "999a860aa2fe5819f7c02bcf6d766f4f42f7bd1ea0f32b8aeb22ad1b371d0375",
"contentHash": "26df0e0de1a534078d5bf76b01511f04a10e310c67f1b73e8ff838754383094f",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_408ccb38a293ba2d2369a577",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-07331",
"moleculeId": "sa_2073185d9ec847b79c99f7c2",
"smiles": "CCc1ccc(NC(=O)C(C)(C)C)[n+]([O-])c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_2073185d9ec847b79c99f7c2",
"inchikey": "OGKKLCATACDIDO-UHFFFAOYSA-N",
"smiles": "CCc1ccc(NC(=O)C(C)(C)C)[n+]([O-])c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "8278",
"routeId": "sa_c227c70974a5f623a19d09b8",
"moleculeId": "sa_2073185d9ec847b79c99f7c2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2073185d9ec847b79c99f7c2",
"inchikey": "OGKKLCATACDIDO-UHFFFAOYSA-N",
"smiles": "CCc1ccc(NC(=O)C(C)(C)C)[n+]([O-])c1"
},
"smiles": "CCc1ccc(NC(=O)C(C)(C)C)[n+]([O-])c1",
"reactionStepId": "sa_1104cc706b11cce52a250250",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120232059A1;0459;1269356\",\"rsmi\":\"O[OH:6].[CH3:1][CH2:2][c:3]1[cH:4][n:5][c:7]([NH:8][C:9](=[O:10])[C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]1>CC(=O)O.O>[CH3:1][CH2:2][c:3]1[cH:4][n+:5]([O-:6])[c:7]([NH:8][C:9](=[O:10])[C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"O[OH:6].[CH3:1][CH2:2][c:3]1[cH:4][n:5][c:7]([NH:8][C:9](=[O:10])[C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]1>CC(=O)O.O>[CH3:1][CH2:2][c:3]1[cH:4][n+:5]([O-:6])[c:7]([NH:8][C:9](=[O:10])[C:11]([CH3:12])([CH3:13])[CH3:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_1104cc706b11cce52a250250",
"reactionHash": "2e2067533b66e32794bdb02de2a11ff6457d9770f64f673d78ff1dc9ef81b76d"
},
"children": [
{
"id": "8279",
"routeId": "sa_c227c70974a5f623a19d09b8",
"moleculeId": "sa_4dba68d938224067da688ab5",
"parentId": "8278",
"isLeaf": true,
"molecule": {
"id": "sa_4dba68d938224067da688ab5",
"inchikey": "MHAJPDPJQMAIIY-UHFFFAOYSA-N",
"smiles": "OO"
},
"smiles": "OO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8280",
"routeId": "sa_c227c70974a5f623a19d09b8",
"moleculeId": "sa_ab1b4e14b13c885065b0f8c4",
"parentId": "8278",
"isLeaf": false,
"molecule": {
"id": "sa_ab1b4e14b13c885065b0f8c4",
"inchikey": "UIJFHXYTERGFFD-UHFFFAOYSA-N",
"smiles": "CCc1ccc(NC(=O)C(C)(C)C)nc1"
},
"smiles": "CCc1ccc(NC(=O)C(C)(C)C)nc1",
"reactionStepId": "sa_991891bd5ca21a3f5eff71a9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120232059A1;0458;1269355\",\"rsmi\":\"[CH2:1]=[CH:2][c:3]1[cH:4][n:5][c:6]([NH:7][C:8](=[O:9])[C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1>CCO.[Pd]>[CH3:1][CH2:2][c:3]1[cH:4][n:5][c:6]([NH:7][C:8](=[O:9])[C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"[CH2:1]=[CH:2][c:3]1[cH:4][n:5][c:6]([NH:7][C:8](=[O:9])[C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1>CCO.[Pd]>[CH3:1][CH2:2][c:3]1[cH:4][n:5][c:6]([NH:7][C:8](=[O:9])[C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_991891bd5ca21a3f5eff71a9",
"reactionHash": "6238fc852e45e1922395879f849e258c4f8319988508117d78e94458232f847d"
},
"children": [
{
"id": "8281",
"routeId": "sa_c227c70974a5f623a19d09b8",
"moleculeId": "sa_0baf7156b04f16a6dfa75e8d",
"parentId": "8280",
"isLeaf": false,
"molecule": {
"id": "sa_0baf7156b04f16a6dfa75e8d",
"inchikey": "DUSUDDSKKLCVMN-UHFFFAOYSA-N",
"smiles": "C=Cc1ccc(NC(=O)C(C)(C)C)nc1"
},
"smiles": "C=Cc1ccc(NC(=O)C(C)(C)C)nc1",
"reactionStepId": "sa_6d5f5b7f0b7344057c0453bf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120232059A1;0457;1269354\",\"rsmi\":\"Br[c:3]1[cH:4][n:5][c:6]([NH:7][C:8](=[O:9])[C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1.CCCC[Sn](CCCC)(CCCC)[CH:2]=[CH2:1]>Cc1ccccc1.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH2:1]=[CH:2][c:3]1[cH:4][n:5][c:6]([NH:7][C:8](=[O:9])[C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"Br[c:3]1[cH:4][n:5][c:6]([NH:7][C:8](=[O:9])[C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1.CCCC[Sn](CCCC)(CCCC)[CH:2]=[CH2:1]>Cc1ccccc1.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH2:1]=[CH:2][c:3]1[cH:4][n:5][c:6]([NH:7][C:8](=[O:9])[C:10]([CH3:11])([CH3:12])[CH3:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_6d5f5b7f0b7344057c0453bf",
"reactionHash": "8fc7a73c6aa9d8ecb6c8520365f956380fd62b96e0079e436b9da9af6dbb127b"
},
"children": [
{
"id": "8282",
"routeId": "sa_c227c70974a5f623a19d09b8",
"moleculeId": "sa_5ddee5972f9707863c859f8b",
"parentId": "8281",
"isLeaf": false,
"molecule": {
"id": "sa_5ddee5972f9707863c859f8b",
"inchikey": "LHJMFFKVXROWOC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C(O)=Nc1ccc(Br)cn1"
},
"smiles": "CC(C)(C)C(=O)Nc1ccc(Br)cn1",
"reactionStepId": "sa_465540ec85c9b59a203a32dd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120232059A1;0456;1269353\",\"rsmi\":\"Cl[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])=[O:6].[NH2:7][c:8]1[n:9][cH:10][c:11]([Br:12])[cH:13][cH:14]1>CCN(CC)CC.ClCCl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[C:5](=[O:6])[NH:7][c:8]1[n:9][cH:10][c:11]([Br:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Cl[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])=[O:6].[NH2:7][c:8]1[n:9][cH:10][c:11]([Br:12])[cH:13][cH:14]1>CCN(CC)CC.ClCCl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[C:5](=[O:6])[NH:7][c:8]1[n:9][cH:10][c:11]([Br:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_465540ec85c9b59a203a32dd",
"reactionHash": "a0bf5f239b3476dbcbc987cc13996ced69800723c3b085ba528afc52fe302923"
},
"children": [
{
"id": "8283",
"routeId": "sa_c227c70974a5f623a19d09b8",
"moleculeId": "sa_c4a4e8fc10f9a494534f9123",
"parentId": "8282",
"isLeaf": true,
"molecule": {
"id": "sa_c4a4e8fc10f9a494534f9123",
"inchikey": "JVSFQJZRHXAUGT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)C(=O)Cl"
},
"smiles": "CC(C)(C)C(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8284",
"routeId": "sa_c227c70974a5f623a19d09b8",
"moleculeId": "sa_e4e51972976b2b8d9c9b6567",
"parentId": "8282",
"isLeaf": true,
"molecule": {
"id": "sa_e4e51972976b2b8d9c9b6567",
"inchikey": "WGOLHUGPTDEKCF-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Br)cn1"
},
"smiles": "Nc1ccc(Br)cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8285",
"routeId": "sa_c227c70974a5f623a19d09b8",
"moleculeId": "sa_bf1f77234e8f0de1b0a9a1d2",
"parentId": "8281",
"isLeaf": true,
"molecule": {
"id": "sa_bf1f77234e8f0de1b0a9a1d2",
"inchikey": "QIWRFOJWQSSRJZ-UHFFFAOYSA-N",
"smiles": "C=[CH][Sn]([CH2]CCC)([CH2]CCC)[CH2]CCC"
},
"smiles": "C=[CH][Sn]([CH2]CCC)([CH2]CCC)[CH2]CCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}