Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCC(=O)Nc1cc([N+](=O)[O-])ccc1C#Cc1ccccc1
InChiKey
NYOKVUKRQYSTQM-UHFFFAOYSA-N
Route Signature
36e11b6d3622bf82079b3cef97c43682aa44c3b9aa76378f148d9f6636019589
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_d31b00431bb8af6ebc6e0fd0",
"signature": "36e11b6d3622bf82079b3cef97c43682aa44c3b9aa76378f148d9f6636019589",
"contentHash": "9b6251c5a0dbceee7dd68ccd2a7fafa5294b2ebfb68fdbcfbf2c7cb46847dfc3",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_7423a9186197c48943181885",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-07579",
"moleculeId": "sa_6475e22394127c2e027bb58b",
"smiles": "CCCC(=O)Nc1cc([N+](=O)[O-])ccc1C#Cc1ccccc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_6475e22394127c2e027bb58b",
"inchikey": "NYOKVUKRQYSTQM-UHFFFAOYSA-N",
"smiles": "CCCC(=O)Nc1cc([N+](=O)[O-])ccc1C#Cc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8355",
"routeId": "sa_d31b00431bb8af6ebc6e0fd0",
"moleculeId": "sa_6475e22394127c2e027bb58b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6475e22394127c2e027bb58b",
"inchikey": "NYOKVUKRQYSTQM-UHFFFAOYSA-N",
"smiles": "CCCC(=O)Nc1cc([N+](=O)[O-])ccc1C#Cc1ccccc1"
},
"smiles": "CCCC(=O)Nc1cc([N+](=O)[O-])ccc1C#Cc1ccccc1",
"reactionStepId": "sa_ea4b78c6c27db616dda81f5a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090075938A1;0815;680276\",\"rsmi\":\"O=S(=O)(O[c:8]1[c:7]([NH:6][C:4]([CH2:3][CH2:2][CH3:1])=[O:5])[cH:23][c:19]([N+:20](=[O:21])[O-:22])[cH:18][cH:17]1)C(F)(F)F.[CH:9]#[C:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1>CC#N.CCCC[N+](CCCC)(CCCC)CCCC.CCN(CC)CC.I[Cu]I.Cl.I.N.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[NH:6][c:7]1[c:8]([C:9]#[C:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][c:19]([N+:20](=[O:21])[O-:22])[cH:23]1\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[c:8]1[c:7]([NH:6][C:4]([CH2:3][CH2:2][CH3:1])=[O:5])[cH:23][c:19]([N+:20](=[O:21])[O-:22])[cH:18][cH:17]1)C(F)(F)F.[CH:9]#[C:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1>CC#N.CCCC[N+](CCCC)(CCCC)CCCC.CCN(CC)CC.I[Cu]I.Cl.I.N.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[NH:6][c:7]1[c:8]([C:9]#[C:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][c:19]([N+:20](=[O:21])[O-:22])[cH:23]1\"}",
"reactionStep": {
"id": "sa_ea4b78c6c27db616dda81f5a",
"reactionHash": "983ae333ad1e9e8992f5fc91095bc920979c6c4a05d28e9a7e6079364f287a7d"
},
"children": [
{
"id": "8356",
"routeId": "sa_d31b00431bb8af6ebc6e0fd0",
"moleculeId": "sa_9cc8db1b32d349116fa8740d",
"parentId": "8355",
"isLeaf": false,
"molecule": {
"id": "sa_9cc8db1b32d349116fa8740d",
"inchikey": "DWUOQKOAKGTBIC-UHFFFAOYSA-N",
"smiles": "CCCC(=O)Nc1cc([N+](=O)[O-])ccc1OS(=O)(=O)C(F)(F)F"
},
"smiles": "CCCC(=O)Nc1cc([N+](=O)[O-])ccc1OS(=O)(=O)C(F)(F)F",
"reactionStepId": "sa_ec98c6bf8e8756967ec93958",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090075938A1;0813;680275\",\"rsmi\":\"O=S(=O)(O[S:10](=[O:11])(=[O:12])[C:13]([F:14])([F:15])[F:16])C(F)(F)F.[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[NH:6][c:7]1[c:8]([OH:9])[cH:17][cH:18][c:19]([N+:20](=[O:21])[O-:22])[cH:23]1>CC#N.O.[HH].[Na+]>[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[NH:6][c:7]1[c:8]([O:9][S:10](=[O:11])(=[O:12])[C:13]([F:14])([F:15])[F:16])[cH:17][cH:18][c:19]([N+:20](=[O:21])[O-:22])[cH:23]1\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[S:10](=[O:11])(=[O:12])[C:13]([F:14])([F:15])[F:16])C(F)(F)F.[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[NH:6][c:7]1[c:8]([OH:9])[cH:17][cH:18][c:19]([N+:20](=[O:21])[O-:22])[cH:23]1>CC#N.O.[HH].[Na+]>[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[NH:6][c:7]1[c:8]([O:9][S:10](=[O:11])(=[O:12])[C:13]([F:14])([F:15])[F:16])[cH:17][cH:18][c:19]([N+:20](=[O:21])[O-:22])[cH:23]1\"}",
"reactionStep": {
"id": "sa_ec98c6bf8e8756967ec93958",
"reactionHash": "a7734cfbd1f5731c03c7ed46c495fb10d21b576b850521339b72718e6b49d883"
},
"children": [
{
"id": "8357",
"routeId": "sa_d31b00431bb8af6ebc6e0fd0",
"moleculeId": "sa_d8869d189c1f39359fac1c8b",
"parentId": "8356",
"isLeaf": true,
"molecule": {
"id": "sa_d8869d189c1f39359fac1c8b",
"inchikey": "WJKHJLXJJJATHN-UHFFFAOYSA-N",
"smiles": "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F"
},
"smiles": "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8358",
"routeId": "sa_d31b00431bb8af6ebc6e0fd0",
"moleculeId": "sa_ae964441f960b6e092b6a050",
"parentId": "8356",
"isLeaf": false,
"molecule": {
"id": "sa_ae964441f960b6e092b6a050",
"inchikey": "ZENYDWLVVQXHOW-UHFFFAOYSA-N",
"smiles": "CCCC(=O)Nc1cc([N+](=O)[O-])ccc1O"
},
"smiles": "CCCC(=O)Nc1cc([N+](=O)[O-])ccc1O",
"reactionStepId": "sa_2b63fb1888a5890ecfcf88b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090075938A1;0811;680274\",\"rsmi\":\"Cl[C:4]([CH2:3][CH2:2][CH3:1])=[O:5].[NH2:6][c:7]1[c:8]([OH:9])[cH:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16]1>ClCCl.c1ccncc1>[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[NH:6][c:7]1[c:8]([OH:9])[cH:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"Cl[C:4]([CH2:3][CH2:2][CH3:1])=[O:5].[NH2:6][c:7]1[c:8]([OH:9])[cH:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16]1>ClCCl.c1ccncc1>[CH3:1][CH2:2][CH2:3][C:4](=[O:5])[NH:6][c:7]1[c:8]([OH:9])[cH:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_2b63fb1888a5890ecfcf88b9",
"reactionHash": "05ca3fc903517f45b00a6f7b9ff7fda2ea5d65135e7e3b2a0693146fe8f79c53"
},
"children": [
{
"id": "8359",
"routeId": "sa_d31b00431bb8af6ebc6e0fd0",
"moleculeId": "sa_e8bb413e4bdc619a350ea6e4",
"parentId": "8358",
"isLeaf": true,
"molecule": {
"id": "sa_e8bb413e4bdc619a350ea6e4",
"inchikey": "DVECBJCOGJRVPX-UHFFFAOYSA-N",
"smiles": "CCCC(=O)Cl"
},
"smiles": "CCCC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8360",
"routeId": "sa_d31b00431bb8af6ebc6e0fd0",
"moleculeId": "sa_9160a313899e5e1924df7fe8",
"parentId": "8358",
"isLeaf": true,
"molecule": {
"id": "sa_9160a313899e5e1924df7fe8",
"inchikey": "VLZVIIYRNMWPSN-UHFFFAOYSA-N",
"smiles": "Nc1cc([N+](=O)[O-])ccc1O"
},
"smiles": "Nc1cc([N+](=O)[O-])ccc1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "8361",
"routeId": "sa_d31b00431bb8af6ebc6e0fd0",
"moleculeId": "sa_28fc2c826d3ad9c0d10fd7b4",
"parentId": "8355",
"isLeaf": true,
"molecule": {
"id": "sa_28fc2c826d3ad9c0d10fd7b4",
"inchikey": "UEXCJVNBTNXOEH-UHFFFAOYSA-N",
"smiles": "C#Cc1ccccc1"
},
"smiles": "C#Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}