Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1c(C(C)n2ccc(=O)c3c(N)ncnc32)cc(Cl)c(C)c1Br
InChiKey
FQHKCZWHZKFUGM-UHFFFAOYSA-N
Route Signature
7ae753c5ab086250b1228403406a88f786d1a2131e6ce6efe079c5097dd01446
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_891478b7669f5fc0b1fba2c7",
"signature": "7ae753c5ab086250b1228403406a88f786d1a2131e6ce6efe079c5097dd01446",
"contentHash": "85cf24258ee0ae509d628a28b7994873fde165f098cdd28c3124b5c9d72cc11a",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_bb79c13163c263cabac4b360",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-06196",
"moleculeId": "sa_d9ab5c4a2c14f0748cf410da",
"smiles": "COc1c(C(C)n2ccc(=O)c3c(N)ncnc32)cc(Cl)c(C)c1Br",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_d9ab5c4a2c14f0748cf410da",
"inchikey": "FQHKCZWHZKFUGM-UHFFFAOYSA-N",
"smiles": "COc1c(C(C)n2ccc(=O)c3c(N)ncnc32)cc(Cl)c(C)c1Br"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7928",
"routeId": "sa_891478b7669f5fc0b1fba2c7",
"moleculeId": "sa_d9ab5c4a2c14f0748cf410da",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d9ab5c4a2c14f0748cf410da",
"inchikey": "FQHKCZWHZKFUGM-UHFFFAOYSA-N",
"smiles": "COc1c(C(C)n2ccc(=O)c3c(N)ncnc32)cc(Cl)c(C)c1Br"
},
"smiles": "COc1c(C(C)n2ccc(=O)c3c(N)ncnc32)cc(Cl)c(C)c1Br",
"reactionStepId": "sa_664e2335e1a98411b6ae8b71",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09199982B2;0839;1702311\",\"rsmi\":\"Cl[CH:5]([c:4]1[c:3]([O:2][CH3:1])[c:24]([Br:25])[c:22]([CH3:23])[c:20]([Cl:21])[cH:19]1)[CH3:6].[nH:7]1[cH:8][cH:9][c:10](=[O:11])[c:12]2[c:13]1[n:14][cH:15][n:16][c:17]2[NH2:18]>CCOC(C)=O.CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+].I.[K+]>[CH3:1][O:2][c:3]1[c:4]([CH:5]([CH3:6])[n:7]2[cH:8][cH:9][c:10](=[O:11])[c:12]3[c:13]2[n:14][cH:15][n:16][c:17]3[NH2:18])[cH:19][c:20]([Cl:21])[c:22]([CH3:23])[c:24]1[Br:25]\"},\"mapped_reaction_smiles\":\"Cl[CH:5]([c:4]1[c:3]([O:2][CH3:1])[c:24]([Br:25])[c:22]([CH3:23])[c:20]([Cl:21])[cH:19]1)[CH3:6].[nH:7]1[cH:8][cH:9][c:10](=[O:11])[c:12]2[c:13]1[n:14][cH:15][n:16][c:17]2[NH2:18]>CCOC(C)=O.CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+].I.[K+]>[CH3:1][O:2][c:3]1[c:4]([CH:5]([CH3:6])[n:7]2[cH:8][cH:9][c:10](=[O:11])[c:12]3[c:13]2[n:14][cH:15][n:16][c:17]3[NH2:18])[cH:19][c:20]([Cl:21])[c:22]([CH3:23])[c:24]1[Br:25]\"}",
"reactionStep": {
"id": "sa_664e2335e1a98411b6ae8b71",
"reactionHash": "af4a8050adda87d00b7b4b998d8066276c81e6f17d5f53c406337d65255731ab"
},
"children": [
{
"id": "7929",
"routeId": "sa_891478b7669f5fc0b1fba2c7",
"moleculeId": "sa_eff447f196c5acf7b0b270f7",
"parentId": "7928",
"isLeaf": true,
"molecule": {
"id": "sa_eff447f196c5acf7b0b270f7",
"inchikey": "BGXMRRHONOWTLI-UHFFFAOYSA-N",
"smiles": "Nc1ncnc2[nH]ccc(=O)c12"
},
"smiles": "Nc1ncnc2[nH]ccc(=O)c12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7930",
"routeId": "sa_891478b7669f5fc0b1fba2c7",
"moleculeId": "sa_839f463e4587dec0b52c24d4",
"parentId": "7928",
"isLeaf": false,
"molecule": {
"id": "sa_839f463e4587dec0b52c24d4",
"inchikey": "WZWROKKNTXOQFH-UHFFFAOYSA-N",
"smiles": "COc1c(C(C)Cl)cc(Cl)c(C)c1Br"
},
"smiles": "COc1c(C(C)Cl)cc(Cl)c(C)c1Br",
"reactionStepId": "sa_1c35f797fd90cfb790241279",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09199982B2;0801;1702299\",\"rsmi\":\"ClC[Cl:14].O[CH:12]([c:11]1[c:3]([O:2][CH3:1])[c:4]([Br:5])[c:6]([CH3:7])[c:8]([Cl:9])[cH:10]1)[CH3:13]>CN(C)C=O.Clc1nc(Cl)nc(Cl)n1>[CH3:1][O:2][c:3]1[c:4]([Br:5])[c:6]([CH3:7])[c:8]([Cl:9])[cH:10][c:11]1[CH:12]([CH3:13])[Cl:14]\"},\"mapped_reaction_smiles\":\"ClC[Cl:14].O[CH:12]([c:11]1[c:3]([O:2][CH3:1])[c:4]([Br:5])[c:6]([CH3:7])[c:8]([Cl:9])[cH:10]1)[CH3:13]>CN(C)C=O.Clc1nc(Cl)nc(Cl)n1>[CH3:1][O:2][c:3]1[c:4]([Br:5])[c:6]([CH3:7])[c:8]([Cl:9])[cH:10][c:11]1[CH:12]([CH3:13])[Cl:14]\"}",
"reactionStep": {
"id": "sa_1c35f797fd90cfb790241279",
"reactionHash": "965c29988ddf0c0ba4a9f92354796efa0fb0fa9834a13c617822e95c71d20ebc"
},
"children": [
{
"id": "7931",
"routeId": "sa_891478b7669f5fc0b1fba2c7",
"moleculeId": "sa_71cf1cae7907e1bdf9a7ccb5",
"parentId": "7930",
"isLeaf": false,
"molecule": {
"id": "sa_71cf1cae7907e1bdf9a7ccb5",
"inchikey": "PLRGUWUDGVQVPY-UHFFFAOYSA-N",
"smiles": "COc1c(C(C)O)cc(Cl)c(C)c1Br"
},
"smiles": "COc1c(C(C)O)cc(Cl)c(C)c1Br",
"reactionStepId": "sa_5f7fd0e00ffbe6b561bb06cb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09199982B2;0782;1702293\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([C:5]([CH3:6])=[O:7])[cH:8][c:9]([Cl:10])[c:11]([CH3:12])[c:13]1[Br:14]>CO.B.[Na+]>[CH3:1][O:2][c:3]1[c:4]([CH:5]([CH3:6])[OH:7])[cH:8][c:9]([Cl:10])[c:11]([CH3:12])[c:13]1[Br:14]\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([C:5]([CH3:6])=[O:7])[cH:8][c:9]([Cl:10])[c:11]([CH3:12])[c:13]1[Br:14]>CO.B.[Na+]>[CH3:1][O:2][c:3]1[c:4]([CH:5]([CH3:6])[OH:7])[cH:8][c:9]([Cl:10])[c:11]([CH3:12])[c:13]1[Br:14]\"}",
"reactionStep": {
"id": "sa_5f7fd0e00ffbe6b561bb06cb",
"reactionHash": "f3021b4a1d8c8c17887f49d8da2722e756c2355458ed57d632928e6ce5c3d2fe"
},
"children": [
{
"id": "7932",
"routeId": "sa_891478b7669f5fc0b1fba2c7",
"moleculeId": "sa_c428031451ad2488b7eca865",
"parentId": "7931",
"isLeaf": false,
"molecule": {
"id": "sa_c428031451ad2488b7eca865",
"inchikey": "UIBRZZJYDQCZLF-UHFFFAOYSA-N",
"smiles": "COc1c(C(C)=O)cc(Cl)c(C)c1Br"
},
"smiles": "COc1c(C(C)=O)cc(Cl)c(C)c1Br",
"reactionStepId": "sa_cfa6d687c0d3ba5322fc23a3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09199982B2;0739;1702278\",\"rsmi\":\"O=C1CCC(=O)N1[Br:14].[CH3:1][O:2][c:3]1[c:4]([C:5]([CH3:6])=[O:7])[cH:8][c:9]([Cl:10])[c:11]([CH3:12])[cH:13]1>CC(=O)O>[CH3:1][O:2][c:3]1[c:4]([C:5]([CH3:6])=[O:7])[cH:8][c:9]([Cl:10])[c:11]([CH3:12])[c:13]1[Br:14]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:14].[CH3:1][O:2][c:3]1[c:4]([C:5]([CH3:6])=[O:7])[cH:8][c:9]([Cl:10])[c:11]([CH3:12])[cH:13]1>CC(=O)O>[CH3:1][O:2][c:3]1[c:4]([C:5]([CH3:6])=[O:7])[cH:8][c:9]([Cl:10])[c:11]([CH3:12])[c:13]1[Br:14]\"}",
"reactionStep": {
"id": "sa_cfa6d687c0d3ba5322fc23a3",
"reactionHash": "8d80bee85b04e0472e586e4efd8c903079929b713a50c26738f47df1f65c81fb"
},
"children": [
{
"id": "7933",
"routeId": "sa_891478b7669f5fc0b1fba2c7",
"moleculeId": "sa_41c6c365c24352a1b226bf3c",
"parentId": "7932",
"isLeaf": true,
"molecule": {
"id": "sa_41c6c365c24352a1b226bf3c",
"inchikey": "LEACQUIPGGZTPU-UHFFFAOYSA-N",
"smiles": "COc1cc(C)c(Cl)cc1C(C)=O"
},
"smiles": "COc1cc(C)c(Cl)cc1C(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7934",
"routeId": "sa_891478b7669f5fc0b1fba2c7",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "7932",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "7935",
"routeId": "sa_891478b7669f5fc0b1fba2c7",
"moleculeId": "sa_dc8cb1645d1f4dafe3621d07",
"parentId": "7930",
"isLeaf": true,
"molecule": {
"id": "sa_dc8cb1645d1f4dafe3621d07",
"inchikey": "YMWUJEATGCHHMB-UHFFFAOYSA-N",
"smiles": "ClCCl"
},
"smiles": "ClCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}