Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)c1ccc(C#CCBr)s1
InChiKey
NZCUIVDBEOHCIL-UHFFFAOYSA-N
Route Signature
ae0d3f85e088795cd2234c7bd26ad76749258fc916be1971887bd7e9fdb4e9ee
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_d7a75b999f0ac012de7e8ff1",
"signature": "ae0d3f85e088795cd2234c7bd26ad76749258fc916be1971887bd7e9fdb4e9ee",
"contentHash": "f6b88aa9c484e7f0ff5c91fd95486ccb8058683253a6051b405c674808f5a32d",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_9199811d5191a0aa066e5a54",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-07376",
"moleculeId": "sa_ae9e241f7f5c1f8d03540bc1",
"smiles": "COC(=O)c1ccc(C#CCBr)s1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ae9e241f7f5c1f8d03540bc1",
"inchikey": "NZCUIVDBEOHCIL-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(C#CCBr)s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "8308",
"routeId": "sa_d7a75b999f0ac012de7e8ff1",
"moleculeId": "sa_ae9e241f7f5c1f8d03540bc1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ae9e241f7f5c1f8d03540bc1",
"inchikey": "NZCUIVDBEOHCIL-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(C#CCBr)s1"
},
"smiles": "COC(=O)c1ccc(C#CCBr)s1",
"reactionStepId": "sa_1d59dac8a0d0d1801e332a52",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160158413A1;0992;1887407\",\"rsmi\":\"BrC(Br)(Br)[Br:12].O[CH2:11][C:10]#[C:9][c:8]1[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[s:13]1>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([C:9]#[C:10][CH2:11][Br:12])[s:13]1\"},\"mapped_reaction_smiles\":\"BrC(Br)(Br)[Br:12].O[CH2:11][C:10]#[C:9][c:8]1[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[s:13]1>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([C:9]#[C:10][CH2:11][Br:12])[s:13]1\"}",
"reactionStep": {
"id": "sa_1d59dac8a0d0d1801e332a52",
"reactionHash": "e8fb5db7d49f5e180eb4f37b2880d8d3c4a9d06e3269a6de7cf8e1a1e59b4c6c"
},
"children": [
{
"id": "8309",
"routeId": "sa_d7a75b999f0ac012de7e8ff1",
"moleculeId": "sa_d501d4f8f72e8d66ad5e01cb",
"parentId": "8308",
"isLeaf": true,
"molecule": {
"id": "sa_d501d4f8f72e8d66ad5e01cb",
"inchikey": "HJUGFYREWKUQJT-UHFFFAOYSA-N",
"smiles": "BrC(Br)(Br)Br"
},
"smiles": "BrC(Br)(Br)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8310",
"routeId": "sa_d7a75b999f0ac012de7e8ff1",
"moleculeId": "sa_401d792da2d9471fe76664d6",
"parentId": "8308",
"isLeaf": false,
"molecule": {
"id": "sa_401d792da2d9471fe76664d6",
"inchikey": "HQMZWCNTTLGONG-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(C#CCO)s1"
},
"smiles": "COC(=O)c1ccc(C#CCO)s1",
"reactionStepId": "sa_324e22c8bc3ea6878d3f7483",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160158413A1;0990;1887406\",\"rsmi\":\"Br[c:8]1[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[s:13]1.[CH:9]#[C:10][CH2:11][OH:12]>CCCCN.Cl.[Cu]I.N.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1.c1ccccc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([C:9]#[C:10][CH2:11][OH:12])[s:13]1\"},\"mapped_reaction_smiles\":\"Br[c:8]1[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[s:13]1.[CH:9]#[C:10][CH2:11][OH:12]>CCCCN.Cl.[Cu]I.N.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1.c1ccccc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([C:9]#[C:10][CH2:11][OH:12])[s:13]1\"}",
"reactionStep": {
"id": "sa_324e22c8bc3ea6878d3f7483",
"reactionHash": "488d091539b7c55ebe8fba93dc3a6b7f088fc8ecf41ccb3ff0642765960988aa"
},
"children": [
{
"id": "8311",
"routeId": "sa_d7a75b999f0ac012de7e8ff1",
"moleculeId": "sa_224ecc2d9224a5caa019ced1",
"parentId": "8310",
"isLeaf": false,
"molecule": {
"id": "sa_224ecc2d9224a5caa019ced1",
"inchikey": "QLWUHAQCKDHUNL-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Br)s1"
},
"smiles": "COC(=O)c1ccc(Br)s1",
"reactionStepId": "sa_c7c53bdda36a3f341e2c0544",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160158413A1;0988;1887405\",\"rsmi\":\"O[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([Br:9])[s:10]1>CCOC(C)=O.C[Si](C)(C)C=[N+]=[N-]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([Br:9])[s:10]1\"},\"mapped_reaction_smiles\":\"O[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([Br:9])[s:10]1>CCOC(C)=O.C[Si](C)(C)C=[N+]=[N-]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([Br:9])[s:10]1\"}",
"reactionStep": {
"id": "sa_c7c53bdda36a3f341e2c0544",
"reactionHash": "83fe93d166a5a0cb02055e5fb41bffca5cce0657254ab9c20cb5b774e8088183"
},
"children": [
{
"id": "8312",
"routeId": "sa_d7a75b999f0ac012de7e8ff1",
"moleculeId": "sa_29ae16ab28e369a10eea1323",
"parentId": "8311",
"isLeaf": true,
"molecule": {
"id": "sa_29ae16ab28e369a10eea1323",
"inchikey": "COWZPSUDTMGBAT-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(Br)s1"
},
"smiles": "O=C(O)c1ccc(Br)s1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8313",
"routeId": "sa_d7a75b999f0ac012de7e8ff1",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "8311",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8314",
"routeId": "sa_d7a75b999f0ac012de7e8ff1",
"moleculeId": "sa_c58a4b616256a73ac49fb169",
"parentId": "8310",
"isLeaf": true,
"molecule": {
"id": "sa_c58a4b616256a73ac49fb169",
"inchikey": "TVDSBUOJIPERQY-UHFFFAOYSA-N",
"smiles": "C#CCO"
},
"smiles": "C#CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}