Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(C(N)=O)c(NC(C)C)cc1C(=O)O
InChiKey
FLHZZKKNMKSPED-UHFFFAOYSA-N
Route Signature
d883e245d59fa3014050ffd2451aa041d393a91108257dbb21ed5b78a3f5a8c3
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0508727e567a94d060690261",
"signature": "d883e245d59fa3014050ffd2451aa041d393a91108257dbb21ed5b78a3f5a8c3",
"contentHash": "c2fc8f3b2862802827c9813cd9ad8fa26b2120cfc485d15e38d4d51a9af44a77",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_1823306cb81b90da3ff0c622",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02857",
"moleculeId": "sa_d6183e1654489434dfa3e779",
"smiles": "Cc1cc(C(N)=O)c(NC(C)C)cc1C(=O)O",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_d6183e1654489434dfa3e779",
"inchikey": "FLHZZKKNMKSPED-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(N)=O)c(NC(C)C)cc1C(=O)O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14902",
"routeId": "sa_0508727e567a94d060690261",
"moleculeId": "sa_d6183e1654489434dfa3e779",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d6183e1654489434dfa3e779",
"inchikey": "FLHZZKKNMKSPED-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(N)=O)c(NC(C)C)cc1C(=O)O"
},
"smiles": "Cc1cc(C(N)=O)c(NC(C)C)cc1C(=O)O",
"reactionStepId": "sa_91e5c2bc5eb28f9e87473828",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090163471A1;1295;726802\",\"rsmi\":\"C[O:6][C:4]([c:3]1[c:2]([CH3:1])[cH:17][c:13]([C:14]([NH2:15])=[O:16])[c:8]([NH:9][CH:10]([CH3:11])[CH3:12])[cH:7]1)=[O:5]>CO.Cl.[Na+].O>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[OH:6])[cH:7][c:8]([NH:9][CH:10]([CH3:11])[CH3:12])[c:13]([C:14]([NH2:15])=[O:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"C[O:6][C:4]([c:3]1[c:2]([CH3:1])[cH:17][c:13]([C:14]([NH2:15])=[O:16])[c:8]([NH:9][CH:10]([CH3:11])[CH3:12])[cH:7]1)=[O:5]>CO.Cl.[Na+].O>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[OH:6])[cH:7][c:8]([NH:9][CH:10]([CH3:11])[CH3:12])[c:13]([C:14]([NH2:15])=[O:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_91e5c2bc5eb28f9e87473828",
"reactionHash": "aaaad79f77cd4e51a8e5f865fd1554c1b7ca0b57318b936c3d8326e98cda9ce0"
},
"children": [
{
"id": "14903",
"routeId": "sa_0508727e567a94d060690261",
"moleculeId": "sa_185e2115a7e2778de2e52510",
"parentId": "14902",
"isLeaf": false,
"molecule": {
"id": "sa_185e2115a7e2778de2e52510",
"inchikey": "CKVIHVMGVLZFFC-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(NC(C)C)c(C(N)=O)cc1C"
},
"smiles": "COC(=O)c1cc(NC(C)C)c(C(N)=O)cc1C",
"reactionStepId": "sa_8f187c2a7b6911eda6218da3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090163471A1;1294;726801\",\"rsmi\":\"O[OH:12].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[c:13]([NH:14][CH:15]([CH3:16])[CH3:17])[cH:18]1>CS(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]([NH2:11])=[O:12])[c:13]([NH:14][CH:15]([CH3:16])[CH3:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"O[OH:12].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[c:13]([NH:14][CH:15]([CH3:16])[CH3:17])[cH:18]1>CS(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]([NH2:11])=[O:12])[c:13]([NH:14][CH:15]([CH3:16])[CH3:17])[cH:18]1\"}",
"reactionStep": {
"id": "sa_8f187c2a7b6911eda6218da3",
"reactionHash": "249ebd48ff5df87efed00dea6ea9a4211b99bdbc99353b4ee7b549b25aba5acf"
},
"children": [
{
"id": "14904",
"routeId": "sa_0508727e567a94d060690261",
"moleculeId": "sa_4dba68d938224067da688ab5",
"parentId": "14903",
"isLeaf": true,
"molecule": {
"id": "sa_4dba68d938224067da688ab5",
"inchikey": "MHAJPDPJQMAIIY-UHFFFAOYSA-N",
"smiles": "OO"
},
"smiles": "OO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14905",
"routeId": "sa_0508727e567a94d060690261",
"moleculeId": "sa_403fbad9eeb36ede670e2c54",
"parentId": "14903",
"isLeaf": false,
"molecule": {
"id": "sa_403fbad9eeb36ede670e2c54",
"inchikey": "SJVLJRDUWCEHMR-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(NC(C)C)c(C#N)cc1C"
},
"smiles": "COC(=O)c1cc(NC(C)C)c(C#N)cc1C",
"reactionStepId": "sa_fd0c5417205efb18fa8da901",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090163471A1;1293;726800\",\"rsmi\":\"O=[C:14]([CH3:15])[CH3:16].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[c:12]([NH2:13])[cH:17]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.O=C(O)C(F)(F)F.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[c:12]([NH:13][CH:14]([CH3:15])[CH3:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"O=[C:14]([CH3:15])[CH3:16].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[c:12]([NH2:13])[cH:17]1>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.O=C(O)C(F)(F)F.[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[c:12]([NH:13][CH:14]([CH3:15])[CH3:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_fd0c5417205efb18fa8da901",
"reactionHash": "38a2b97ac6370042c33b3250d4b0dab259d42549b0790dccca1aff8808c91196"
},
"children": [
{
"id": "14906",
"routeId": "sa_0508727e567a94d060690261",
"moleculeId": "sa_7cde33951f00315079459adb",
"parentId": "14905",
"isLeaf": true,
"molecule": {
"id": "sa_7cde33951f00315079459adb",
"inchikey": "CSCPPACGZOOCGX-UHFFFAOYSA-N",
"smiles": "CC(C)=O"
},
"smiles": "CC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14907",
"routeId": "sa_0508727e567a94d060690261",
"moleculeId": "sa_3250c9b4df9f689456d9ef07",
"parentId": "14905",
"isLeaf": false,
"molecule": {
"id": "sa_3250c9b4df9f689456d9ef07",
"inchikey": "MWMSOMWRFLQBTF-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(N)c(C#N)cc1C"
},
"smiles": "COC(=O)c1cc(N)c(C#N)cc1C",
"reactionStepId": "sa_83bd569ba74327dbb774cf9f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090163471A1;1268;726792\",\"rsmi\":\"O=[N+:13]([O-])[c:12]1[c:9]([C:10]#[N:11])[cH:8][c:6]([CH3:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:14]1>CC(=O)O.[Fe]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[c:12]([NH2:13])[cH:14]1\"},\"mapped_reaction_smiles\":\"O=[N+:13]([O-])[c:12]1[c:9]([C:10]#[N:11])[cH:8][c:6]([CH3:7])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:14]1>CC(=O)O.[Fe]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[c:12]([NH2:13])[cH:14]1\"}",
"reactionStep": {
"id": "sa_83bd569ba74327dbb774cf9f",
"reactionHash": "98ea4d968c37731a6c8cb438349fd4cb061193bedb8ba3693e6f7b99f8db1c93"
},
"children": [
{
"id": "14908",
"routeId": "sa_0508727e567a94d060690261",
"moleculeId": "sa_0c3313843a0ba49773056825",
"parentId": "14907",
"isLeaf": false,
"molecule": {
"id": "sa_0c3313843a0ba49773056825",
"inchikey": "XPGYBLRQDLPWGD-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc([N+](=O)[O-])c(C#N)cc1C"
},
"smiles": "COC(=O)c1cc([N+](=O)[O-])c(C#N)cc1C",
"reactionStepId": "sa_9355e28cdb6fb41d85629757",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090163471A1;1267;726791\",\"rsmi\":\"O=[N+:13]([OH:14])[O-:15].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[cH:12][cH:16]1>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[c:12]([N+:13](=[O:14])[O-:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"O=[N+:13]([OH:14])[O-:15].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[cH:12][cH:16]1>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([CH3:7])[cH:8][c:9]([C:10]#[N:11])[c:12]([N+:13](=[O:14])[O-:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_9355e28cdb6fb41d85629757",
"reactionHash": "2dcefbbbd87f8cc34ae53226b86b3cf8b7e8f4be62f7bbe33b3c0420abf1cd86"
},
"children": [
{
"id": "14909",
"routeId": "sa_0508727e567a94d060690261",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "14908",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14910",
"routeId": "sa_0508727e567a94d060690261",
"moleculeId": "sa_73538ce73ed343d50eb418a7",
"parentId": "14908",
"isLeaf": true,
"molecule": {
"id": "sa_73538ce73ed343d50eb418a7",
"inchikey": "PDQNYPAJSAVURS-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(C#N)cc1C"
},
"smiles": "COC(=O)c1ccc(C#N)cc1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}