Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#Cc1ccc(CCOc2cccc(N(CCO)S(=O)(=O)c3ccccc3)c2)cc1
InChiKey
AKFVSEBMPWRGQL-UHFFFAOYSA-N
Route Signature
448b5a69acd7559a04d5a380579d3ab1fd5db2b21a173b73e040e47710308008
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_27d30744c0301a89140c61d5",
"signature": "448b5a69acd7559a04d5a380579d3ab1fd5db2b21a173b73e040e47710308008",
"contentHash": "052c26fed7a881ac5149b0553dc30132b9996e0f70df6cfec6ea96e39037cf2d",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_6ca67b7cb7c7a0825ea0fe24",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03498",
"moleculeId": "sa_d23bd821ce430d52eab7e798",
"smiles": "N#Cc1ccc(CCOc2cccc(N(CCO)S(=O)(=O)c3ccccc3)c2)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_d23bd821ce430d52eab7e798",
"inchikey": "AKFVSEBMPWRGQL-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(CCOc2cccc(N(CCO)S(=O)(=O)c3ccccc3)c2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6920",
"routeId": "sa_27d30744c0301a89140c61d5",
"moleculeId": "sa_d23bd821ce430d52eab7e798",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d23bd821ce430d52eab7e798",
"inchikey": "AKFVSEBMPWRGQL-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(CCOc2cccc(N(CCO)S(=O)(=O)c3ccccc3)c2)cc1"
},
"smiles": "N#Cc1ccc(CCOc2cccc(N(CCO)S(=O)(=O)c3ccccc3)c2)cc1",
"reactionStepId": "sa_4f8b53698545f34e94877886",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20020040043A1;0372;19165\",\"rsmi\":\"Cl[CH2:16][CH2:17][OH:18].[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([NH:15][S:19](=[O:20])(=[O:21])[c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[cH:28]2)[cH:29][cH:30]1>CN(C)C=O.O=C(O)O.I.[K+].[K+].[Na+]>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([N:15]([CH2:16][CH2:17][OH:18])[S:19](=[O:20])(=[O:21])[c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[cH:28]2)[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:16][CH2:17][OH:18].[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([NH:15][S:19](=[O:20])(=[O:21])[c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[cH:28]2)[cH:29][cH:30]1>CN(C)C=O.O=C(O)O.I.[K+].[K+].[Na+]>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([N:15]([CH2:16][CH2:17][OH:18])[S:19](=[O:20])(=[O:21])[c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[cH:28]2)[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_4f8b53698545f34e94877886",
"reactionHash": "fc76b27d48f9885631427725af3363b7d8ffcf7906e462086dda91ecc2467f45"
},
"children": [
{
"id": "6921",
"routeId": "sa_27d30744c0301a89140c61d5",
"moleculeId": "sa_d7145dd157105189b6a97b22",
"parentId": "6920",
"isLeaf": false,
"molecule": {
"id": "sa_d7145dd157105189b6a97b22",
"inchikey": "HPZGABMELSCHDK-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(CCOc2cccc(NS(=O)(=O)c3ccccc3)c2)cc1"
},
"smiles": "N#Cc1ccc(CCOc2cccc(NS(=O)(=O)c3ccccc3)c2)cc1",
"reactionStepId": "sa_ea2cda330f28fbe97899e7b1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20020040043A1;0179;19144\",\"rsmi\":\"Cl[S:16](=[O:17])(=[O:18])[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1.[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:25]2)[cH:26][cH:27]1>Cl.O.c1ccncc1>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([NH:15][S:16](=[O:17])(=[O:18])[c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[cH:25]2)[cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"Cl[S:16](=[O:17])(=[O:18])[c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1.[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:25]2)[cH:26][cH:27]1>Cl.O.c1ccncc1>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([NH:15][S:16](=[O:17])(=[O:18])[c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[cH:25]2)[cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_ea2cda330f28fbe97899e7b1",
"reactionHash": "eaf8999cb9b1986b91669d2a42ed412bf19b48ce862527cf3a8b12a3fbbe8e1c"
},
"children": [
{
"id": "6922",
"routeId": "sa_27d30744c0301a89140c61d5",
"moleculeId": "sa_2e449791516bfe12bcac6036",
"parentId": "6921",
"isLeaf": true,
"molecule": {
"id": "sa_2e449791516bfe12bcac6036",
"inchikey": "CSKNSYBAZOQPLR-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccccc1"
},
"smiles": "O=S(=O)(Cl)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6923",
"routeId": "sa_27d30744c0301a89140c61d5",
"moleculeId": "sa_7d0a4f27f54c05a9444e9bab",
"parentId": "6921",
"isLeaf": false,
"molecule": {
"id": "sa_7d0a4f27f54c05a9444e9bab",
"inchikey": "YJCILSAVOPYSRB-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(CCOc2cccc(N)c2)cc1"
},
"smiles": "N#Cc1ccc(CCOc2cccc(N)c2)cc1",
"reactionStepId": "sa_19047986b671cbfd78ee0224",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20020040043A1;0200;19146\",\"rsmi\":\"O=[N+:15]([O-])[c:14]1[cH:13][cH:12][cH:11][c:10]([O:9][CH2:8][CH2:7][c:6]2[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:18][cH:17]2)[cH:16]1>CCO.O.Cl.[Fe].N>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=[N+:15]([O-])[c:14]1[cH:13][cH:12][cH:11][c:10]([O:9][CH2:8][CH2:7][c:6]2[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:18][cH:17]2)[cH:16]1>CCO.O.Cl.[Fe].N>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_19047986b671cbfd78ee0224",
"reactionHash": "b28c5e100f7acc881edaa60d4f61bdc0d01f8d135dd2961ec04adde6ddeb76d8"
},
"children": [
{
"id": "6924",
"routeId": "sa_27d30744c0301a89140c61d5",
"moleculeId": "sa_ec5ef05e913d78b242a2e766",
"parentId": "6923",
"isLeaf": false,
"molecule": {
"id": "sa_ec5ef05e913d78b242a2e766",
"inchikey": "WYTCGJWZRTZGFU-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(CCOc2cccc([N+](=O)[O-])c2)cc1"
},
"smiles": "N#Cc1ccc(CCOc2cccc([N+](=O)[O-])c2)cc1",
"reactionStepId": "sa_4f138e8dd0c3644bd79ee911",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20020040043A1;0198;19145\",\"rsmi\":\"O[c:10]1[cH:11][cH:12][cH:13][c:14]([N+:15](=[O:16])[O-:17])[cH:18]1.[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][OH:9])[cH:19][cH:20]1>C1CCOC1.CCOC(=O)/N=N/C(=O)OCC.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([N+:15](=[O:16])[O-:17])[cH:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"O[c:10]1[cH:11][cH:12][cH:13][c:14]([N+:15](=[O:16])[O-:17])[cH:18]1.[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][OH:9])[cH:19][cH:20]1>C1CCOC1.CCOC(=O)/N=N/C(=O)OCC.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][O:9][c:10]2[cH:11][cH:12][cH:13][c:14]([N+:15](=[O:16])[O-:17])[cH:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_4f138e8dd0c3644bd79ee911",
"reactionHash": "4c8e7311f3fcfc33ff7117c0e1a895a2fd26a3038310cbd78c45b3df5ac82a77"
},
"children": [
{
"id": "6925",
"routeId": "sa_27d30744c0301a89140c61d5",
"moleculeId": "sa_762b1c1596fa2762cde22696",
"parentId": "6924",
"isLeaf": true,
"molecule": {
"id": "sa_762b1c1596fa2762cde22696",
"inchikey": "RBSJBNYPTGMZIH-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(CCO)cc1"
},
"smiles": "N#Cc1ccc(CCO)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6926",
"routeId": "sa_27d30744c0301a89140c61d5",
"moleculeId": "sa_66528777dd62cfbf9c7cb23a",
"parentId": "6924",
"isLeaf": true,
"molecule": {
"id": "sa_66528777dd62cfbf9c7cb23a",
"inchikey": "RTZZCYNQPHTPPL-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccc(O)c1"
},
"smiles": "O=[N+]([O-])c1cccc(O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "6927",
"routeId": "sa_27d30744c0301a89140c61d5",
"moleculeId": "sa_0a11d89b583c21439763bf72",
"parentId": "6920",
"isLeaf": true,
"molecule": {
"id": "sa_0a11d89b583c21439763bf72",
"inchikey": "SZIFAVKTNFCBPC-UHFFFAOYSA-N",
"smiles": "OCCCl"
},
"smiles": "OCCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}