Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)c1sc2ncc(NC(C)=O)cc2c1OCC(=O)OC(C)(C)C
InChiKey
WHFPFFFFYNKHQE-UHFFFAOYSA-N
Route Signature
b83b89f7c711e73bc63e6cd30a07dbf32e5e41b6692b073905f76a32edbe0f6a
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_403db8645172ce803de87013",
"signature": "b83b89f7c711e73bc63e6cd30a07dbf32e5e41b6692b073905f76a32edbe0f6a",
"contentHash": "2e73b803135d953a5aea9a3b20eeaf2212a80b66c3766debd204c091b9c1b602",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_218dcdc3b25e7136079c8b7f",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-05123",
"moleculeId": "sa_7295bc87b8a99d5ea7f551cc",
"smiles": "COC(=O)c1sc2ncc(NC(C)=O)cc2c1OCC(=O)OC(C)(C)C",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7295bc87b8a99d5ea7f551cc",
"inchikey": "WHFPFFFFYNKHQE-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc2ncc(NC(C)=O)cc2c1OCC(=O)OC(C)(C)C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7552",
"routeId": "sa_403db8645172ce803de87013",
"moleculeId": "sa_7295bc87b8a99d5ea7f551cc",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7295bc87b8a99d5ea7f551cc",
"inchikey": "WHFPFFFFYNKHQE-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc2ncc(NC(C)=O)cc2c1OCC(=O)OC(C)(C)C"
},
"smiles": "COC(=O)c1sc2ncc(NC(C)=O)cc2c1OCC(=O)OC(C)(C)C",
"reactionStepId": "sa_27874ca31d6b25bc11ce2906",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090048286A1;0225;670015\",\"rsmi\":\"CC(=O)O[C:20]([CH3:21])=[O:22].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][c:18]([NH2:19])[cH:23][n:24][c:25]2[s:26]1>Cl.c1ccncc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][c:18]([NH:19][C:20]([CH3:21])=[O:22])[cH:23][n:24][c:25]2[s:26]1\"},\"mapped_reaction_smiles\":\"CC(=O)O[C:20]([CH3:21])=[O:22].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][c:18]([NH2:19])[cH:23][n:24][c:25]2[s:26]1>Cl.c1ccncc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][c:18]([NH:19][C:20]([CH3:21])=[O:22])[cH:23][n:24][c:25]2[s:26]1\"}",
"reactionStep": {
"id": "sa_27874ca31d6b25bc11ce2906",
"reactionHash": "7db41919b70aa2fab6c137cad1da508bc13eedb5e4fb457fc65a68068156fbad"
},
"children": [
{
"id": "7553",
"routeId": "sa_403db8645172ce803de87013",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "7552",
"isLeaf": true,
"molecule": {
"id": "sa_a7893fcf81826693d9b4bed4",
"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"smiles": "CC(=O)OC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7554",
"routeId": "sa_403db8645172ce803de87013",
"moleculeId": "sa_215995044784d9b323729220",
"parentId": "7552",
"isLeaf": false,
"molecule": {
"id": "sa_215995044784d9b323729220",
"inchikey": "ZSUSPMNLVZPKEL-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc2ncc(N)cc2c1OCC(=O)OC(C)(C)C"
},
"smiles": "COC(=O)c1sc2ncc(N)cc2c1OCC(=O)OC(C)(C)C",
"reactionStepId": "sa_08b31109937776ce631c913d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090048286A1;0223;670014\",\"rsmi\":\"O=[N+:19]([O-])[c:18]1[cH:17][c:16]2[c:6]([O:7][CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:5]([C:3]([O:2][CH3:1])=[O:4])[s:23][c:22]2[n:21][cH:20]1>CC(=O)O.CC(=O)O.N#N.B.[Cu+2].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][c:18]([NH2:19])[cH:20][n:21][c:22]2[s:23]1\"},\"mapped_reaction_smiles\":\"O=[N+:19]([O-])[c:18]1[cH:17][c:16]2[c:6]([O:7][CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:5]([C:3]([O:2][CH3:1])=[O:4])[s:23][c:22]2[n:21][cH:20]1>CC(=O)O.CC(=O)O.N#N.B.[Cu+2].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][c:18]([NH2:19])[cH:20][n:21][c:22]2[s:23]1\"}",
"reactionStep": {
"id": "sa_08b31109937776ce631c913d",
"reactionHash": "f1d2e1c79278f80dbe6207a6e5a1857bd2d77f095c38b3164f2ab158243db919"
},
"children": [
{
"id": "7555",
"routeId": "sa_403db8645172ce803de87013",
"moleculeId": "sa_04c6cdf3c5e945a8e46bd70c",
"parentId": "7554",
"isLeaf": false,
"molecule": {
"id": "sa_04c6cdf3c5e945a8e46bd70c",
"inchikey": "ZNSLVBGFEFTYTO-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc2ncc([N+](=O)[O-])cc2c1OCC(=O)OC(C)(C)C"
},
"smiles": "COC(=O)c1sc2ncc([N+](=O)[O-])cc2c1OCC(=O)OC(C)(C)C",
"reactionStepId": "sa_24d2da06d72922fb2bf2ee11",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090048286A1;0221;670013\",\"rsmi\":\"Br[CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([OH:7])[c:16]2[cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][n:23][c:24]2[s:25]1>CN(C)C=O.Cl.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][n:23][c:24]2[s:25]1\"},\"mapped_reaction_smiles\":\"Br[CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([OH:7])[c:16]2[cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][n:23][c:24]2[s:25]1>CN(C)C=O.Cl.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH2:8][C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]2[cH:17][c:18]([N+:19](=[O:20])[O-:21])[cH:22][n:23][c:24]2[s:25]1\"}",
"reactionStep": {
"id": "sa_24d2da06d72922fb2bf2ee11",
"reactionHash": "db671c2144c44a65fa54a549aaa26196f65ef811f482bdfc3b46c1f79fedcffd"
},
"children": [
{
"id": "7556",
"routeId": "sa_403db8645172ce803de87013",
"moleculeId": "sa_821883ee245034efb0473d0f",
"parentId": "7555",
"isLeaf": false,
"molecule": {
"id": "sa_821883ee245034efb0473d0f",
"inchikey": "ATVKIMNWWOXNHR-UHFFFAOYSA-N",
"smiles": "COC(=O)c1sc2ncc([N+](=O)[O-])cc2c1O"
},
"smiles": "COC(=O)c1sc2ncc([N+](=O)[O-])cc2c1O",
"reactionStepId": "sa_eb91b5e50b91acc5796435e0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090048286A1;0219;670012\",\"rsmi\":\"CO[C:6](=[O:7])[c:8]1[cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15][c:16]1Cl.[CH3:1][O:2][C:3](=[O:4])[CH2:5][SH:17]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([OH:7])[c:8]2[cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15][c:16]2[s:17]1\"},\"mapped_reaction_smiles\":\"CO[C:6](=[O:7])[c:8]1[cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15][c:16]1Cl.[CH3:1][O:2][C:3](=[O:4])[CH2:5][SH:17]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([OH:7])[c:8]2[cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][n:15][c:16]2[s:17]1\"}",
"reactionStep": {
"id": "sa_eb91b5e50b91acc5796435e0",
"reactionHash": "bd766dc34ae1b6cfd5b12898986284f6625f7a7e94ec2a1309320f0707091425"
},
"children": [
{
"id": "7557",
"routeId": "sa_403db8645172ce803de87013",
"moleculeId": "sa_d5ee881b3c0db81cba836941",
"parentId": "7556",
"isLeaf": true,
"molecule": {
"id": "sa_d5ee881b3c0db81cba836941",
"inchikey": "IPSMDDVNXJKYRH-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc([N+](=O)[O-])cnc1Cl"
},
"smiles": "COC(=O)c1cc([N+](=O)[O-])cnc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7558",
"routeId": "sa_403db8645172ce803de87013",
"moleculeId": "sa_628036be54e5902a6ba6c430",
"parentId": "7556",
"isLeaf": true,
"molecule": {
"id": "sa_628036be54e5902a6ba6c430",
"inchikey": "MKIJJIMOAABWGF-UHFFFAOYSA-N",
"smiles": "COC(=O)CS"
},
"smiles": "COC(=O)CS",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "7559",
"routeId": "sa_403db8645172ce803de87013",
"moleculeId": "sa_b050ad2816ce9056bc19cbb6",
"parentId": "7555",
"isLeaf": true,
"molecule": {
"id": "sa_b050ad2816ce9056bc19cbb6",
"inchikey": "BNWCETAHAJSBFG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)CBr"
},
"smiles": "CC(C)(C)OC(=O)CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}