Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)N(C(=O)c1ccc(OCCCCCOc2ccc(C(N)=NO)cc2)cc1)C(C)C
InChiKey
AOTUWWSIXGNUND-UHFFFAOYSA-N
Route Signature
38e1b06953af1bab5299f4cec1f70bdc0ca73a5452e18273ebbed340361ffd5d
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_502f1df5ae9debc20cb5b7da",
"signature": "38e1b06953af1bab5299f4cec1f70bdc0ca73a5452e18273ebbed340361ffd5d",
"contentHash": "080de94493ac8eb750b7da18ad65ac0e966affd7705659fd887801a074ac2b2c",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_aaf19cf2cb034a8563f86e6e",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-03258",
"moleculeId": "sa_e71ebfa697618c94409a0aca",
"smiles": "CC(C)N(C(=O)c1ccc(OCCCCCOc2ccc(C(N)=NO)cc2)cc1)C(C)C",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_e71ebfa697618c94409a0aca",
"inchikey": "AOTUWWSIXGNUND-UHFFFAOYSA-N",
"smiles": "CC(C)N(C(=O)c1ccc(OCCCCCOc2ccc(C(N)=NO)cc2)cc1)C(C)C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2156",
"routeId": "sa_502f1df5ae9debc20cb5b7da",
"moleculeId": "sa_e71ebfa697618c94409a0aca",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e71ebfa697618c94409a0aca",
"inchikey": "AOTUWWSIXGNUND-UHFFFAOYSA-N",
"smiles": "CC(C)N(C(=O)c1ccc(OCCCCCOc2ccc(C(N)=NO)cc2)cc1)C(C)C"
},
"smiles": "CC(C)N(C(=O)c1ccc(OCCCCCOc2ccc(C(N)=NO)cc2)cc1)C(C)C",
"reactionStepId": "sa_10b73915e51dcdd1968028de",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05455274;;322347\",\"rsmi\":\"[CH3:1][CH:2]([CH3:3])[N:4]([C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][c:18]2[cH:19][cH:20][c:21]([C:22]#[N:23])[cH:26][cH:27]2)[cH:28][cH:29]1)[CH:30]([CH3:31])[CH3:32].[NH2:24][OH:25]>CCO.Cl.O.[Na+].O>[CH3:1][CH:2]([CH3:3])[N:4]([C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][c:18]2[cH:19][cH:20][c:21]([C:22]([NH2:23])=[N:24][OH:25])[cH:26][cH:27]2)[cH:28][cH:29]1)[CH:30]([CH3:31])[CH3:32]\"},\"mapped_reaction_smiles\":\"[CH3:1][CH:2]([CH3:3])[N:4]([C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][c:18]2[cH:19][cH:20][c:21]([C:22]#[N:23])[cH:26][cH:27]2)[cH:28][cH:29]1)[CH:30]([CH3:31])[CH3:32].[NH2:24][OH:25]>CCO.Cl.O.[Na+].O>[CH3:1][CH:2]([CH3:3])[N:4]([C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][c:18]2[cH:19][cH:20][c:21]([C:22]([NH2:23])=[N:24][OH:25])[cH:26][cH:27]2)[cH:28][cH:29]1)[CH:30]([CH3:31])[CH3:32]\"}",
"reactionStep": {
"id": "sa_10b73915e51dcdd1968028de",
"reactionHash": "4d3dcee2fcc90132cc2f48cfdf3e5057fdd8463309d375854dbd6925dd065760"
},
"children": [
{
"id": "2157",
"routeId": "sa_502f1df5ae9debc20cb5b7da",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "2156",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2158",
"routeId": "sa_502f1df5ae9debc20cb5b7da",
"moleculeId": "sa_bc8d8582acec907dd818be98",
"parentId": "2156",
"isLeaf": false,
"molecule": {
"id": "sa_bc8d8582acec907dd818be98",
"inchikey": "KSHYKAOOJUQFKX-UHFFFAOYSA-N",
"smiles": "CC(C)N(C(=O)c1ccc(OCCCCCOc2ccc(C#N)cc2)cc1)C(C)C"
},
"smiles": "CC(C)N(C(=O)c1ccc(OCCCCCOc2ccc(C#N)cc2)cc1)C(C)C",
"reactionStepId": "sa_aaf0ae6b8ca62dc095dc1382",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05455274;;322349\",\"rsmi\":\"Cl[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][c:18]1[cH:19][cH:20][c:21]([C:22]#[N:23])[cH:24][cH:25]1.[CH3:1][CH:2]([CH3:3])[N:4]([C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:26][cH:27]1)[CH:28]([CH3:29])[CH3:30]>CN(C)C=O.[HH].[Na+]>[CH3:1][CH:2]([CH3:3])[N:4]([C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][c:18]2[cH:19][cH:20][c:21]([C:22]#[N:23])[cH:24][cH:25]2)[cH:26][cH:27]1)[CH:28]([CH3:29])[CH3:30]\"},\"mapped_reaction_smiles\":\"Cl[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][c:18]1[cH:19][cH:20][c:21]([C:22]#[N:23])[cH:24][cH:25]1.[CH3:1][CH:2]([CH3:3])[N:4]([C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:26][cH:27]1)[CH:28]([CH3:29])[CH3:30]>CN(C)C=O.[HH].[Na+]>[CH3:1][CH:2]([CH3:3])[N:4]([C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][c:18]2[cH:19][cH:20][c:21]([C:22]#[N:23])[cH:24][cH:25]2)[cH:26][cH:27]1)[CH:28]([CH3:29])[CH3:30]\"}",
"reactionStep": {
"id": "sa_aaf0ae6b8ca62dc095dc1382",
"reactionHash": "df5904740b1e903325b07cecacb0edfc59386f8e759c6c38b96d11161830ce94"
},
"children": [
{
"id": "2159",
"routeId": "sa_502f1df5ae9debc20cb5b7da",
"moleculeId": "sa_468b028c7c70a8d6ab34ad06",
"parentId": "2158",
"isLeaf": false,
"molecule": {
"id": "sa_468b028c7c70a8d6ab34ad06",
"inchikey": "VUMGNEJAKHYWHJ-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(OCCCCCCl)cc1"
},
"smiles": "N#Cc1ccc(OCCCCCCl)cc1",
"reactionStepId": "sa_61e53e7f2a1ffd2e1ab7a462",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05455274;;322338\",\"rsmi\":\"Br[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][Cl:13].[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([OH:7])[cH:14][cH:15]1>CC#N.O=C(O)O.[K+].[K+]>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][Cl:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"Br[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][Cl:13].[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([OH:7])[cH:14][cH:15]1>CC#N.O=C(O)O.[K+].[K+]>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][Cl:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_61e53e7f2a1ffd2e1ab7a462",
"reactionHash": "58c8b4212368fe65f4e7b1181daaddd79702a36fe6b1223bb6ac2d4a179cfeb1"
},
"children": [
{
"id": "2160",
"routeId": "sa_502f1df5ae9debc20cb5b7da",
"moleculeId": "sa_450c8f04c99bb2e94a7b84f2",
"parentId": "2159",
"isLeaf": true,
"molecule": {
"id": "sa_450c8f04c99bb2e94a7b84f2",
"inchikey": "CVNOWLNNPYYEOH-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(O)cc1"
},
"smiles": "N#Cc1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2161",
"routeId": "sa_502f1df5ae9debc20cb5b7da",
"moleculeId": "sa_4ebb176c2693edc972bb5ba8",
"parentId": "2159",
"isLeaf": true,
"molecule": {
"id": "sa_4ebb176c2693edc972bb5ba8",
"inchikey": "PHHNNDKXQVKJEP-UHFFFAOYSA-N",
"smiles": "ClCCCCCBr"
},
"smiles": "ClCCCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2162",
"routeId": "sa_502f1df5ae9debc20cb5b7da",
"moleculeId": "sa_77982bdf1bfcb5093a802ea6",
"parentId": "2158",
"isLeaf": false,
"molecule": {
"id": "sa_77982bdf1bfcb5093a802ea6",
"inchikey": "YIJWBPAOJXIYJY-UHFFFAOYSA-N",
"smiles": "CC(C)N(C(=O)c1ccc(O)cc1)C(C)C"
},
"smiles": "CC(C)N(C(=O)c1ccc(O)cc1)C(C)C",
"reactionStepId": "sa_9c85f6e44346cd1492a5d7b2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05455274;;322348\",\"rsmi\":\"O[C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:12][cH:13]1.[CH3:1][CH:2]([CH3:3])[NH:4][CH:14]([CH3:15])[CH3:16]>CN(C)C=O.ClCCl.O=C(Cl)C(=O)Cl>[CH3:1][CH:2]([CH3:3])[N:4]([C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:12][cH:13]1)[CH:14]([CH3:15])[CH3:16]\"},\"mapped_reaction_smiles\":\"O[C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:12][cH:13]1.[CH3:1][CH:2]([CH3:3])[NH:4][CH:14]([CH3:15])[CH3:16]>CN(C)C=O.ClCCl.O=C(Cl)C(=O)Cl>[CH3:1][CH:2]([CH3:3])[N:4]([C:5](=[O:6])[c:7]1[cH:8][cH:9][c:10]([OH:11])[cH:12][cH:13]1)[CH:14]([CH3:15])[CH3:16]\"}",
"reactionStep": {
"id": "sa_9c85f6e44346cd1492a5d7b2",
"reactionHash": "b21b8f73df0aff4d9c821a69b390aa6dfb9d70a5d47cc74e1ecf5973615d24b4"
},
"children": [
{
"id": "2163",
"routeId": "sa_502f1df5ae9debc20cb5b7da",
"moleculeId": "sa_caf42446a76f4783346a13f2",
"parentId": "2162",
"isLeaf": true,
"molecule": {
"id": "sa_caf42446a76f4783346a13f2",
"inchikey": "FJKROLUGYXJWQN-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(O)cc1"
},
"smiles": "O=C(O)c1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2164",
"routeId": "sa_502f1df5ae9debc20cb5b7da",
"moleculeId": "sa_2c1718fa11b19b8921072429",
"parentId": "2162",
"isLeaf": true,
"molecule": {
"id": "sa_2c1718fa11b19b8921072429",
"inchikey": "UAOMVDZJSHZZME-UHFFFAOYSA-N",
"smiles": "CC(C)NC(C)C"
},
"smiles": "CC(C)NC(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}