Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCCCCOc1ccnc(CSc2nc3ccccc3[nH]2)c1
InChiKey
FUMOEUYHHCZLLV-UHFFFAOYSA-N
Route Signature
a6a8c69c833bb6164bdfcea9331fb470ec3dd004807685e7c99d7db7fb32c4ec
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_3520d14c09e5e7fab8b07566",
"signature": "a6a8c69c833bb6164bdfcea9331fb470ec3dd004807685e7c99d7db7fb32c4ec",
"contentHash": "2c749cd96972a2284021b47397fabe21d8bcd0f15894faed1b16afeba388cf52",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_05a025f2cad9e6c811cb5621",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01859",
"moleculeId": "sa_9993047318a232458adea428",
"smiles": "COCCCCOc1ccnc(CSc2nc3ccccc3[nH]2)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_9993047318a232458adea428",
"inchikey": "FUMOEUYHHCZLLV-UHFFFAOYSA-N",
"smiles": "COCCCCOc1ccnc(CSc2nc3ccccc3[nH]2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6067",
"routeId": "sa_3520d14c09e5e7fab8b07566",
"moleculeId": "sa_9993047318a232458adea428",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9993047318a232458adea428",
"inchikey": "FUMOEUYHHCZLLV-UHFFFAOYSA-N",
"smiles": "COCCCCOc1ccnc(CSc2nc3ccccc3[nH]2)c1"
},
"smiles": "COCCCCOc1ccnc(CSc2nc3ccccc3[nH]2)c1",
"reactionStepId": "sa_fa25288a877ce9d3b7953285",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05998445;;458209\",\"rsmi\":\"Cl[CH2:11][c:10]1[cH:9][c:8]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[cH:24][cH:23][n:22]1.[SH:12][c:13]1[n:14][c:15]2[c:16]([cH:17][cH:18][cH:19][cH:20]2)[nH:21]1>CCO.[Na+].O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][c:10]([CH2:11][S:12][c:13]2[n:14][c:15]3[c:16]([cH:17][cH:18][cH:19][cH:20]3)[nH:21]2)[n:22][cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:11][c:10]1[cH:9][c:8]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[cH:24][cH:23][n:22]1.[SH:12][c:13]1[n:14][c:15]2[c:16]([cH:17][cH:18][cH:19][cH:20]2)[nH:21]1>CCO.[Na+].O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][c:10]([CH2:11][S:12][c:13]2[n:14][c:15]3[c:16]([cH:17][cH:18][cH:19][cH:20]3)[nH:21]2)[n:22][cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_fa25288a877ce9d3b7953285",
"reactionHash": "ef9e7f458b7449044b7b4a135b6dad71ad1d195bb3253f9a70ddafb7cc0ff89e"
},
"children": [
{
"id": "6068",
"routeId": "sa_3520d14c09e5e7fab8b07566",
"moleculeId": "sa_354aa01c2fd94431fb5b40b8",
"parentId": "6067",
"isLeaf": false,
"molecule": {
"id": "sa_354aa01c2fd94431fb5b40b8",
"inchikey": "JHLIUVAKAZLIBQ-UHFFFAOYSA-N",
"smiles": "COCCCCOc1ccnc(CCl)c1"
},
"smiles": "COCCCCOc1ccnc(CCl)c1",
"reactionStepId": "sa_1f2ebf2b87864a04fa60ed7b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05998445;;458213\",\"rsmi\":\"O=S(Cl)[Cl:12].O[CH2:11][c:10]1[cH:9][c:8]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[cH:15][cH:14][n:13]1>ClC(Cl)Cl.O=C(O)O.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][c:10]([CH2:11][Cl:12])[n:13][cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:12].O[CH2:11][c:10]1[cH:9][c:8]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[cH:15][cH:14][n:13]1>ClC(Cl)Cl.O=C(O)O.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][c:10]([CH2:11][Cl:12])[n:13][cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_1f2ebf2b87864a04fa60ed7b",
"reactionHash": "c5ea6a4ae74fa84cbdd4007d36e67324bde623624ec93ab27d4f957b8ddf2ab2"
},
"children": [
{
"id": "6069",
"routeId": "sa_3520d14c09e5e7fab8b07566",
"moleculeId": "sa_da8d13536ba75a80b51cc632",
"parentId": "6068",
"isLeaf": false,
"molecule": {
"id": "sa_da8d13536ba75a80b51cc632",
"inchikey": "BJUGCASNZTVQJD-UHFFFAOYSA-N",
"smiles": "COCCCCOc1ccnc(CO)c1"
},
"smiles": "COCCCCOc1ccnc(CO)c1",
"reactionStepId": "sa_a5dd53feb68c8f9d52e0bc53",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05998445;;458214\",\"rsmi\":\"[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][c:10]([CH3:11])[n+:13]([O-:12])[cH:14][cH:15]1>CC(=O)OC(C)=O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][c:10]([CH2:11][OH:12])[n:13][cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][c:10]([CH3:11])[n+:13]([O-:12])[cH:14][cH:15]1>CC(=O)OC(C)=O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][c:10]([CH2:11][OH:12])[n:13][cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_a5dd53feb68c8f9d52e0bc53",
"reactionHash": "e3d3e3e63e6a34cf56f3a41051c8b16a14cf6783877f1e0409dec96b77cd2102"
},
"children": [
{
"id": "6070",
"routeId": "sa_3520d14c09e5e7fab8b07566",
"moleculeId": "sa_0055099e6eef14c95c5f9c92",
"parentId": "6069",
"isLeaf": false,
"molecule": {
"id": "sa_0055099e6eef14c95c5f9c92",
"inchikey": "SNNDLURRRIUFPT-UHFFFAOYSA-N",
"smiles": "COCCCCOc1cc[n+]([O-])c(C)c1"
},
"smiles": "COCCCCOc1cc[n+]([O-])c(C)c1",
"reactionStepId": "sa_43ebfaa86982ebbbdb4fb9b6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05998445;;458215\",\"rsmi\":\"Cl[c:8]1[cH:9][c:10]([CH3:11])[n+:12]([O-:13])[cH:14][cH:15]1.[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7]>CS(C)=O.O.[HH].[Na+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][c:10]([CH3:11])[n+:12]([O-:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"Cl[c:8]1[cH:9][c:10]([CH3:11])[n+:12]([O-:13])[cH:14][cH:15]1.[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][OH:7]>CS(C)=O.O.[HH].[Na+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][c:10]([CH3:11])[n+:12]([O-:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_43ebfaa86982ebbbdb4fb9b6",
"reactionHash": "324eaaa85e378703f2da2ea846340a90b59576b3605b482b86b22fb0ea382f59"
},
"children": [
{
"id": "6071",
"routeId": "sa_3520d14c09e5e7fab8b07566",
"moleculeId": "sa_4c2a2612785dece2302b31c0",
"parentId": "6070",
"isLeaf": false,
"molecule": {
"id": "sa_4c2a2612785dece2302b31c0",
"inchikey": "GAILJAVYTROIFN-UHFFFAOYSA-N",
"smiles": "Cc1cc(Cl)cc[n+]1[O-]"
},
"smiles": "Cc1cc(Cl)cc[n+]1[O-]",
"reactionStepId": "sa_ad692912f3888554c8b031e3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05998445;;458219\",\"rsmi\":\"CC(=O)[Cl:8].O=[N+]([O-])[c:7]1[cH:6][cH:5][n+:3]([O-:4])[c:2]([CH3:1])[cH:9]1>O=C(O)O.[Na+].[Na+]>[CH3:1][c:2]1[n+:3]([O-:4])[cH:5][cH:6][c:7]([Cl:8])[cH:9]1\"},\"mapped_reaction_smiles\":\"CC(=O)[Cl:8].O=[N+]([O-])[c:7]1[cH:6][cH:5][n+:3]([O-:4])[c:2]([CH3:1])[cH:9]1>O=C(O)O.[Na+].[Na+]>[CH3:1][c:2]1[n+:3]([O-:4])[cH:5][cH:6][c:7]([Cl:8])[cH:9]1\"}",
"reactionStep": {
"id": "sa_ad692912f3888554c8b031e3",
"reactionHash": "5687102d7c54492e922737723a6b9cadf70eeebcc5ea0600f3de89782053658b"
},
"children": [
{
"id": "6072",
"routeId": "sa_3520d14c09e5e7fab8b07566",
"moleculeId": "sa_794e97135491ffd93633949f",
"parentId": "6071",
"isLeaf": true,
"molecule": {
"id": "sa_794e97135491ffd93633949f",
"inchikey": "FTTIAVRPJGCXAC-UHFFFAOYSA-N",
"smiles": "Cc1cc([N+](=O)[O-])cc[n+]1[O-]"
},
"smiles": "Cc1cc([N+](=O)[O-])cc[n+]1[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6073",
"routeId": "sa_3520d14c09e5e7fab8b07566",
"moleculeId": "sa_7992c61d309177eaaf95fc6b",
"parentId": "6071",
"isLeaf": true,
"molecule": {
"id": "sa_7992c61d309177eaaf95fc6b",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"smiles": "CC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6074",
"routeId": "sa_3520d14c09e5e7fab8b07566",
"moleculeId": "sa_29fe639f3dd249bf907c503b",
"parentId": "6070",
"isLeaf": true,
"molecule": {
"id": "sa_29fe639f3dd249bf907c503b",
"inchikey": "KOVAQMSVARJMPH-UHFFFAOYSA-N",
"smiles": "COCCCCO"
},
"smiles": "COCCCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6075",
"routeId": "sa_3520d14c09e5e7fab8b07566",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "6068",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6076",
"routeId": "sa_3520d14c09e5e7fab8b07566",
"moleculeId": "sa_40b64d20223d1358efada2f7",
"parentId": "6067",
"isLeaf": true,
"molecule": {
"id": "sa_40b64d20223d1358efada2f7",
"inchikey": "YHMYGUUIMTVXNW-UHFFFAOYSA-N",
"smiles": "Sc1nc2ccccc2[nH]1"
},
"smiles": "Sc1nc2ccccc2[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}