Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCNC(=O)[C@H](NC(=O)c1ccc(N=[N+]=[N-])cc1O)[C@H](C)O
InChiKey
SVSQGLDFMQDDEV-WRWORJQWSA-N
Route Signature
4ad73e6b0e51a6d5d323567b7fe1d044bc38ec36e11270c54ee0008b6742f92e
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_836bc4233e080722b34a4155",
"signature": "4ad73e6b0e51a6d5d323567b7fe1d044bc38ec36e11270c54ee0008b6742f92e",
"contentHash": "8fe7c8c60ab10004796235b66f06194401f19f7e0c84cb16204dd23280533488",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_8c77b039b14f39d922b051dc",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08924",
"moleculeId": "sa_34d08bb33b4f5f6a0d6fd2f6",
"smiles": "CCNC(=O)[C@H](NC(=O)c1ccc(N=[N+]=[N-])cc1O)[C@H](C)O",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_34d08bb33b4f5f6a0d6fd2f6",
"inchikey": "SVSQGLDFMQDDEV-WRWORJQWSA-N",
"smiles": "CCNC(=O)[C@H](NC(=O)c1ccc(N=[N+]=[N-])cc1O)[C@H](C)O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11961",
"routeId": "sa_836bc4233e080722b34a4155",
"moleculeId": "sa_34d08bb33b4f5f6a0d6fd2f6",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_34d08bb33b4f5f6a0d6fd2f6",
"inchikey": "SVSQGLDFMQDDEV-WRWORJQWSA-N",
"smiles": "CCNC(=O)[C@H](NC(=O)c1ccc(N=[N+]=[N-])cc1O)[C@H](C)O"
},
"smiles": "CCNC(=O)[C@H](NC(=O)c1ccc(N=[N+]=[N-])cc1O)[C@H](C)O",
"reactionStepId": "sa_67adca6a547f01febb9761ee",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160002269A1;0234;1815135\",\"rsmi\":\"O[C:8](=[O:9])[c:10]1[c:11]([OH:12])[cH:13][c:14]([N:15]=[N+:16]=[N-:17])[cH:18][cH:19]1.[CH3:1][CH2:2][NH:3][C:4](=[O:5])[C@H:6]([NH2:7])[C@H:20]([CH3:21])[OH:22]>C(=NC1CCCCC1)=NC1CCCCC1.CCN(CC)CC.ClCCl.On1nnc2ccccc21>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[C@H:6]([NH:7][C:8](=[O:9])[c:10]1[c:11]([OH:12])[cH:13][c:14]([N:15]=[N+:16]=[N-:17])[cH:18][cH:19]1)[C@H:20]([CH3:21])[OH:22]\"},\"mapped_reaction_smiles\":\"O[C:8](=[O:9])[c:10]1[c:11]([OH:12])[cH:13][c:14]([N:15]=[N+:16]=[N-:17])[cH:18][cH:19]1.[CH3:1][CH2:2][NH:3][C:4](=[O:5])[C@H:6]([NH2:7])[C@H:20]([CH3:21])[OH:22]>C(=NC1CCCCC1)=NC1CCCCC1.CCN(CC)CC.ClCCl.On1nnc2ccccc21>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[C@H:6]([NH:7][C:8](=[O:9])[c:10]1[c:11]([OH:12])[cH:13][c:14]([N:15]=[N+:16]=[N-:17])[cH:18][cH:19]1)[C@H:20]([CH3:21])[OH:22]\"}",
"reactionStep": {
"id": "sa_67adca6a547f01febb9761ee",
"reactionHash": "707728555a6b922980e37c4b396eb755b4b60b388c3d823a12c05729ae91fbfb"
},
"children": [
{
"id": "11962",
"routeId": "sa_836bc4233e080722b34a4155",
"moleculeId": "sa_8f9e79637133eb775fef1dec",
"parentId": "11961",
"isLeaf": false,
"molecule": {
"id": "sa_8f9e79637133eb775fef1dec",
"inchikey": "NLPWSMKACWGINL-UHFFFAOYSA-N",
"smiles": "[N-]=[N+]=Nc1ccc(C(=O)O)c(O)c1"
},
"smiles": "[N-]=[N+]=Nc1ccc(C(=O)O)c(O)c1",
"reactionStepId": "sa_b3e03a03eeb659060e3cadbf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160002269A1;0224;1815131\",\"rsmi\":\"[N-]=[N+:2]=[N-:1].[NH2:3][c:4]1[cH:5][c:6]([OH:7])[c:8]([C:9](=[O:10])[OH:11])[cH:12][cH:13]1>CCOC(C)=O.O.O=NO.O=S(=O)(O)O.[Na+].[Na+]>[N-:1]=[N+:2]=[N:3][c:4]1[cH:5][c:6]([OH:7])[c:8]([C:9](=[O:10])[OH:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"[N-]=[N+:2]=[N-:1].[NH2:3][c:4]1[cH:5][c:6]([OH:7])[c:8]([C:9](=[O:10])[OH:11])[cH:12][cH:13]1>CCOC(C)=O.O.O=NO.O=S(=O)(O)O.[Na+].[Na+]>[N-:1]=[N+:2]=[N:3][c:4]1[cH:5][c:6]([OH:7])[c:8]([C:9](=[O:10])[OH:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_b3e03a03eeb659060e3cadbf",
"reactionHash": "983e339c871bbc9f4ea0c11510433b181f2c65bf05dd2ae079a93f9a6fa5d18e"
},
"children": [
{
"id": "11963",
"routeId": "sa_836bc4233e080722b34a4155",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "11962",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11964",
"routeId": "sa_836bc4233e080722b34a4155",
"moleculeId": "sa_77cf32793d339c6ecbf9b729",
"parentId": "11962",
"isLeaf": true,
"molecule": {
"id": "sa_77cf32793d339c6ecbf9b729",
"inchikey": "WUBBRNOQWQTFEX-UHFFFAOYSA-N",
"smiles": "Nc1ccc(C(=O)O)c(O)c1"
},
"smiles": "Nc1ccc(C(=O)O)c(O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11965",
"routeId": "sa_836bc4233e080722b34a4155",
"moleculeId": "sa_1067eb16efe8cfab3aa9145a",
"parentId": "11961",
"isLeaf": false,
"molecule": {
"id": "sa_1067eb16efe8cfab3aa9145a",
"inchikey": "ORLLEBDTFFYNCJ-CRCLSJGQSA-N",
"smiles": "CCNC(=O)[C@H](N)[C@H](C)O"
},
"smiles": "CCNC(=O)[C@H](N)[C@H](C)O",
"reactionStepId": "sa_9eafde077a0f724a20e2247d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160002269A1;0233;1815134\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:7][C@@H:6]([C:4]([NH:3][CH2:2][CH3:1])=[O:5])[C@H:8]([CH3:9])[OH:10]>C1COCCO1.CO.Cl>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[C@H:6]([NH2:7])[C@H:8]([CH3:9])[OH:10]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:7][C@@H:6]([C:4]([NH:3][CH2:2][CH3:1])=[O:5])[C@H:8]([CH3:9])[OH:10]>C1COCCO1.CO.Cl>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[C@H:6]([NH2:7])[C@H:8]([CH3:9])[OH:10]\"}",
"reactionStep": {
"id": "sa_9eafde077a0f724a20e2247d",
"reactionHash": "eb28db874bd69d9ad2ba54689a92c958ddee1c0da817858812b9b762274daaf3"
},
"children": [
{
"id": "11966",
"routeId": "sa_836bc4233e080722b34a4155",
"moleculeId": "sa_be3c6858305b84b46fe5d061",
"parentId": "11965",
"isLeaf": true,
"molecule": {
"id": "sa_be3c6858305b84b46fe5d061",
"inchikey": "UHTIGFWSXJYIFZ-JGVFFNPUSA-N",
"smiles": "CCNC(=O)[C@H](NC(=O)OC(C)(C)C)[C@H](C)O"
},
"smiles": "CCNC(=O)[C@H](NC(=O)OC(C)(C)C)[C@H](C)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}