Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(NS(=O)(=O)c2cccc(C#N)c2)c2[nH]cc(C#N)c12
InChiKey
LWGUASZLXHYWIV-UHFFFAOYSA-N
Route Signature
3fb84da5faa4875c5a4a3c7b391651b8c629b2828435126a455b1c5eed84502d
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e695767a1d712f877f5b126c",
"signature": "3fb84da5faa4875c5a4a3c7b391651b8c629b2828435126a455b1c5eed84502d",
"contentHash": "39b6c453a9d862d94edbc0f77da743a276fcbae259e5ea4c6928a21b5697cc3f",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_f36ab6ce960fad786310e924",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-04800",
"moleculeId": "sa_6cbf5419d2dcb9a1f00b154b",
"smiles": "Cc1ccc(NS(=O)(=O)c2cccc(C#N)c2)c2[nH]cc(C#N)c12",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_6cbf5419d2dcb9a1f00b154b",
"inchikey": "LWGUASZLXHYWIV-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NS(=O)(=O)c2cccc(C#N)c2)c2[nH]cc(C#N)c12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "7463",
"routeId": "sa_e695767a1d712f877f5b126c",
"moleculeId": "sa_6cbf5419d2dcb9a1f00b154b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6cbf5419d2dcb9a1f00b154b",
"inchikey": "LWGUASZLXHYWIV-UHFFFAOYSA-N",
"smiles": "Cc1ccc(NS(=O)(=O)c2cccc(C#N)c2)c2[nH]cc(C#N)c12"
},
"smiles": "Cc1ccc(NS(=O)(=O)c2cccc(C#N)c2)c2[nH]cc(C#N)c12",
"reactionStepId": "sa_abfc44227278b95f76db9daa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070037854A1;0060;431800\",\"rsmi\":\"Cl[S:12](=[O:13])(=[O:14])[c:15]1[cH:16][c:17]([C:18]#[N:19])[cH:20][cH:21][cH:22]1.[CH3:1][c:2]1[c:3]2[c:4]([C:5]#[N:6])[cH:7][nH:8][c:9]2[c:10]([NH2:11])[cH:23][cH:24]1>CCC(C)O.COC(C)=O.Cl.O.c1ccncc1>[CH3:1][c:2]1[c:3]2[c:4]([C:5]#[N:6])[cH:7][nH:8][c:9]2[c:10]([NH:11][S:12](=[O:13])(=[O:14])[c:15]2[cH:16][c:17]([C:18]#[N:19])[cH:20][cH:21][cH:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Cl[S:12](=[O:13])(=[O:14])[c:15]1[cH:16][c:17]([C:18]#[N:19])[cH:20][cH:21][cH:22]1.[CH3:1][c:2]1[c:3]2[c:4]([C:5]#[N:6])[cH:7][nH:8][c:9]2[c:10]([NH2:11])[cH:23][cH:24]1>CCC(C)O.COC(C)=O.Cl.O.c1ccncc1>[CH3:1][c:2]1[c:3]2[c:4]([C:5]#[N:6])[cH:7][nH:8][c:9]2[c:10]([NH:11][S:12](=[O:13])(=[O:14])[c:15]2[cH:16][c:17]([C:18]#[N:19])[cH:20][cH:21][cH:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_abfc44227278b95f76db9daa",
"reactionHash": "5247643b75328cf74d6eb11f20f8202283e9757cf639ee2dea2afecf6841f824"
},
"children": [
{
"id": "7464",
"routeId": "sa_e695767a1d712f877f5b126c",
"moleculeId": "sa_7d8fe9fc1e64906ecc125ddd",
"parentId": "7463",
"isLeaf": true,
"molecule": {
"id": "sa_7d8fe9fc1e64906ecc125ddd",
"inchikey": "BHNRGBRMCNHNQD-UHFFFAOYSA-N",
"smiles": "N#Cc1cccc(S(=O)(=O)Cl)c1"
},
"smiles": "N#Cc1cccc(S(=O)(=O)Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7465",
"routeId": "sa_e695767a1d712f877f5b126c",
"moleculeId": "sa_552c3ccde943840468a7a195",
"parentId": "7463",
"isLeaf": false,
"molecule": {
"id": "sa_552c3ccde943840468a7a195",
"inchikey": "SHVBJIBHAKCNMY-UHFFFAOYSA-N",
"smiles": "Cc1ccc(N)c2[nH]cc(C#N)c12"
},
"smiles": "Cc1ccc(N)c2[nH]cc(C#N)c12",
"reactionStepId": "sa_f99e8ae79cc9938ad727dd94",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070037854A1;0053;431799\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[c:9]2[c:3]([c:2]([CH3:1])[cH:13][cH:12]1)[c:4]([C:5]#[N:6])[cH:7][nH:8]2>C.CCOC(C)=O.CO.COCCOC.O.[Pd]>[CH3:1][c:2]1[c:3]2[c:4]([C:5]#[N:6])[cH:7][nH:8][c:9]2[c:10]([NH2:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[c:9]2[c:3]([c:2]([CH3:1])[cH:13][cH:12]1)[c:4]([C:5]#[N:6])[cH:7][nH:8]2>C.CCOC(C)=O.CO.COCCOC.O.[Pd]>[CH3:1][c:2]1[c:3]2[c:4]([C:5]#[N:6])[cH:7][nH:8][c:9]2[c:10]([NH2:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_f99e8ae79cc9938ad727dd94",
"reactionHash": "3080c44fe9b3fd3f936a5226235769b11f08640fd7a016e8446ad1152c541389"
},
"children": [
{
"id": "7466",
"routeId": "sa_e695767a1d712f877f5b126c",
"moleculeId": "sa_3fd2869e60d4f4d47b358247",
"parentId": "7465",
"isLeaf": false,
"molecule": {
"id": "sa_3fd2869e60d4f4d47b358247",
"inchikey": "XDNBPEYPQDBCIK-UHFFFAOYSA-N",
"smiles": "Cc1ccc([N+](=O)[O-])c2[nH]cc(C#N)c12"
},
"smiles": "Cc1ccc([N+](=O)[O-])c2[nH]cc(C#N)c12",
"reactionStepId": "sa_e325f88301df36d75dd83539",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070037854A1;0071;431802\",\"rsmi\":\"O=[CH:5][c:4]1[c:3]2[c:2]([CH3:1])[cH:15][cH:14][c:10]([N+:11](=[O:12])[O-:13])[c:9]2[nH:8][cH:7]1.O[NH2:6]>CCN(CC)CC.CN(C)C=O.Cl.O=C(n1ccnc1)n1ccnc1.c1ccncc1>[CH3:1][c:2]1[c:3]2[c:4]([C:5]#[N:6])[cH:7][nH:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=[CH:5][c:4]1[c:3]2[c:2]([CH3:1])[cH:15][cH:14][c:10]([N+:11](=[O:12])[O-:13])[c:9]2[nH:8][cH:7]1.O[NH2:6]>CCN(CC)CC.CN(C)C=O.Cl.O=C(n1ccnc1)n1ccnc1.c1ccncc1>[CH3:1][c:2]1[c:3]2[c:4]([C:5]#[N:6])[cH:7][nH:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_e325f88301df36d75dd83539",
"reactionHash": "7128aa84fe07d18fc67e685722e67f93ef0223c53d2797474a89e93d7f4a5fe1"
},
"children": [
{
"id": "7467",
"routeId": "sa_e695767a1d712f877f5b126c",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "7466",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7468",
"routeId": "sa_e695767a1d712f877f5b126c",
"moleculeId": "sa_a107f21681acdc7cb8fcd6ba",
"parentId": "7466",
"isLeaf": false,
"molecule": {
"id": "sa_a107f21681acdc7cb8fcd6ba",
"inchikey": "ILKYFKTXIFABKK-UHFFFAOYSA-N",
"smiles": "Cc1ccc([N+](=O)[O-])c2[nH]cc(C=O)c12"
},
"smiles": "Cc1ccc([N+](=O)[O-])c2[nH]cc(C=O)c12",
"reactionStepId": "sa_97c24e5848586a1ee6bff3c8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070037854A1;0068;431801\",\"rsmi\":\"CN(C)[CH:5]=[O:6].[CH3:1][c:2]1[c:3]2[cH:4][cH:7][nH:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1>O=P(Cl)(Cl)Cl.[Na+].O>[CH3:1][c:2]1[c:3]2[c:4]([CH:5]=[O:6])[cH:7][nH:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"CN(C)[CH:5]=[O:6].[CH3:1][c:2]1[c:3]2[cH:4][cH:7][nH:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1>O=P(Cl)(Cl)Cl.[Na+].O>[CH3:1][c:2]1[c:3]2[c:4]([CH:5]=[O:6])[cH:7][nH:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_97c24e5848586a1ee6bff3c8",
"reactionHash": "3f15aee17b09b1ceb335fea4ca94fe937f01ab1eb40d1f145ec84c1bd0645025"
},
"children": [
{
"id": "7469",
"routeId": "sa_e695767a1d712f877f5b126c",
"moleculeId": "sa_e4878945dfd9aad117484519",
"parentId": "7468",
"isLeaf": true,
"molecule": {
"id": "sa_e4878945dfd9aad117484519",
"inchikey": "LXZHCIXJJSWNNT-UHFFFAOYSA-N",
"smiles": "Cc1ccc([N+](=O)[O-])c2[nH]ccc12"
},
"smiles": "Cc1ccc([N+](=O)[O-])c2[nH]ccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7470",
"routeId": "sa_e695767a1d712f877f5b126c",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "7468",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}