Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)C(C)Nc1cc(-c2ncc(C(F)(F)F)n(C)c2=O)c(Cl)cc1Cl
InChiKey
PRXDUXCJGYTRHD-UHFFFAOYSA-N
Route Signature
b913cab0651326db7404caa6cfd64de4b07e09c00cc9d292aaff8a36ac0c5655
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_48108a907b67f8b052b381fe",
"signature": "b913cab0651326db7404caa6cfd64de4b07e09c00cc9d292aaff8a36ac0c5655",
"contentHash": "56714287c13c72911cebf398c8e83ec18bec96c38bd0db2099afe2b86defa75a",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_a08ad0c5e53e2ad0b8053327",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01285",
"moleculeId": "sa_e6961d5549d25060cce95185",
"smiles": "CCOC(=O)C(C)Nc1cc(-c2ncc(C(F)(F)F)n(C)c2=O)c(Cl)cc1Cl",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_e6961d5549d25060cce95185",
"inchikey": "PRXDUXCJGYTRHD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)Nc1cc(-c2ncc(C(F)(F)F)n(C)c2=O)c(Cl)cc1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14212",
"routeId": "sa_48108a907b67f8b052b381fe",
"moleculeId": "sa_e6961d5549d25060cce95185",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e6961d5549d25060cce95185",
"inchikey": "PRXDUXCJGYTRHD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)Nc1cc(-c2ncc(C(F)(F)F)n(C)c2=O)c(Cl)cc1Cl"
},
"smiles": "CCOC(=O)C(C)Nc1cc(-c2ncc(C(F)(F)F)n(C)c2=O)c(Cl)cc1Cl",
"reactionStepId": "sa_b13d5a1af7f0a59514f72776",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06015774;;463438\",\"rsmi\":\"Br[CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:7].[NH2:8][c:9]1[cH:10][c:11](-[c:12]2[n:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[n:20]([CH3:21])[c:22]2=[O:23])[c:24]([Cl:25])[cH:26][c:27]1[Cl:28]>O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[NH:8][c:9]1[cH:10][c:11](-[c:12]2[n:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[n:20]([CH3:21])[c:22]2=[O:23])[c:24]([Cl:25])[cH:26][c:27]1[Cl:28]\"},\"mapped_reaction_smiles\":\"Br[CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:7].[NH2:8][c:9]1[cH:10][c:11](-[c:12]2[n:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[n:20]([CH3:21])[c:22]2=[O:23])[c:24]([Cl:25])[cH:26][c:27]1[Cl:28]>O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[NH:8][c:9]1[cH:10][c:11](-[c:12]2[n:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[n:20]([CH3:21])[c:22]2=[O:23])[c:24]([Cl:25])[cH:26][c:27]1[Cl:28]\"}",
"reactionStep": {
"id": "sa_b13d5a1af7f0a59514f72776",
"reactionHash": "10ae530b6edc525c58806278f4722cbbdb32bd2756516dcbff25d247d91c34d1"
},
"children": [
{
"id": "14213",
"routeId": "sa_48108a907b67f8b052b381fe",
"moleculeId": "sa_0edea11fc36bbfc57a5e83c2",
"parentId": "14212",
"isLeaf": true,
"molecule": {
"id": "sa_0edea11fc36bbfc57a5e83c2",
"inchikey": "ARFLASKVLJTEJD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)Br"
},
"smiles": "CCOC(=O)C(C)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14214",
"routeId": "sa_48108a907b67f8b052b381fe",
"moleculeId": "sa_9d41716179b98956b6649ebc",
"parentId": "14212",
"isLeaf": false,
"molecule": {
"id": "sa_9d41716179b98956b6649ebc",
"inchikey": "PDOKRUPWCRNELJ-UHFFFAOYSA-N",
"smiles": "Cn1c(C(F)(F)F)cnc(-c2cc(N)c(Cl)cc2Cl)c1=O"
},
"smiles": "Cn1c(C(F)(F)F)cnc(-c2cc(N)c(Cl)cc2Cl)c1=O",
"reactionStepId": "sa_9d8d49256066a27695219aad",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06015774;;463436\",\"rsmi\":\"O=[N+:13]([O-])[c:12]1[c:10]([Cl:11])[cH:9][c:7]([Cl:8])[c:6](-[c:5]2[c:3](=[O:4])[n:2]([CH3:1])[c:17]([C:18]([F:19])([F:20])[F:21])[cH:16][n:15]2)[cH:14]1>CC(=O)O.O.[Fe]>[CH3:1][n:2]1[c:3](=[O:4])[c:5](-[c:6]2[c:7]([Cl:8])[cH:9][c:10]([Cl:11])[c:12]([NH2:13])[cH:14]2)[n:15][cH:16][c:17]1[C:18]([F:19])([F:20])[F:21]\"},\"mapped_reaction_smiles\":\"O=[N+:13]([O-])[c:12]1[c:10]([Cl:11])[cH:9][c:7]([Cl:8])[c:6](-[c:5]2[c:3](=[O:4])[n:2]([CH3:1])[c:17]([C:18]([F:19])([F:20])[F:21])[cH:16][n:15]2)[cH:14]1>CC(=O)O.O.[Fe]>[CH3:1][n:2]1[c:3](=[O:4])[c:5](-[c:6]2[c:7]([Cl:8])[cH:9][c:10]([Cl:11])[c:12]([NH2:13])[cH:14]2)[n:15][cH:16][c:17]1[C:18]([F:19])([F:20])[F:21]\"}",
"reactionStep": {
"id": "sa_9d8d49256066a27695219aad",
"reactionHash": "9178bb393f1068bd90430bafb3096f02421d474b187c8a18ba1430c81a68d68e"
},
"children": [
{
"id": "14215",
"routeId": "sa_48108a907b67f8b052b381fe",
"moleculeId": "sa_6fc3d8ad948582534918711c",
"parentId": "14214",
"isLeaf": false,
"molecule": {
"id": "sa_6fc3d8ad948582534918711c",
"inchikey": "AQPKIRXNDFUQGC-UHFFFAOYSA-N",
"smiles": "Cn1c(C(F)(F)F)cnc(-c2cc([N+](=O)[O-])c(Cl)cc2Cl)c1=O"
},
"smiles": "Cn1c(C(F)(F)F)cnc(-c2cc([N+](=O)[O-])c(Cl)cc2Cl)c1=O",
"reactionStepId": "sa_807fa2639235ba308d313f2e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06015774;;463435\",\"rsmi\":\"O[N+:13](=[O:14])[O-:15].[CH3:1][n:2]1[c:3](=[O:4])[c:5](-[c:6]2[c:7]([Cl:8])[cH:9][c:10]([Cl:11])[cH:12][cH:16]2)[n:17][cH:18][c:19]1[C:20]([F:21])([F:22])[F:23]>O=S(=O)(O)O>[CH3:1][n:2]1[c:3](=[O:4])[c:5](-[c:6]2[c:7]([Cl:8])[cH:9][c:10]([Cl:11])[c:12]([N+:13](=[O:14])[O-:15])[cH:16]2)[n:17][cH:18][c:19]1[C:20]([F:21])([F:22])[F:23]\"},\"mapped_reaction_smiles\":\"O[N+:13](=[O:14])[O-:15].[CH3:1][n:2]1[c:3](=[O:4])[c:5](-[c:6]2[c:7]([Cl:8])[cH:9][c:10]([Cl:11])[cH:12][cH:16]2)[n:17][cH:18][c:19]1[C:20]([F:21])([F:22])[F:23]>O=S(=O)(O)O>[CH3:1][n:2]1[c:3](=[O:4])[c:5](-[c:6]2[c:7]([Cl:8])[cH:9][c:10]([Cl:11])[c:12]([N+:13](=[O:14])[O-:15])[cH:16]2)[n:17][cH:18][c:19]1[C:20]([F:21])([F:22])[F:23]\"}",
"reactionStep": {
"id": "sa_807fa2639235ba308d313f2e",
"reactionHash": "2d01c238d64f95bb6853ef2bcadd153604bfe3963b497c0716bd98bfbda72bc6"
},
"children": [
{
"id": "14216",
"routeId": "sa_48108a907b67f8b052b381fe",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "14215",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14217",
"routeId": "sa_48108a907b67f8b052b381fe",
"moleculeId": "sa_d945a9d51987cbacdfec0ac4",
"parentId": "14215",
"isLeaf": false,
"molecule": {
"id": "sa_d945a9d51987cbacdfec0ac4",
"inchikey": "YGGZURGEVOCTPR-UHFFFAOYSA-N",
"smiles": "Cn1c(C(F)(F)F)cnc(-c2ccc(Cl)cc2Cl)c1=O"
},
"smiles": "Cn1c(C(F)(F)F)cnc(-c2ccc(Cl)cc2Cl)c1=O",
"reactionStepId": "sa_86c968052a3caee73f0f1787",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06015774;;463434\",\"rsmi\":\"I[CH3:1].[nH:2]1[c:3](=[O:4])[c:5](-[c:6]2[c:7]([Cl:8])[cH:9][c:10]([Cl:11])[cH:12][cH:13]2)[n:14][cH:15][c:16]1[C:17]([F:18])([F:19])[F:20]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][n:2]1[c:3](=[O:4])[c:5](-[c:6]2[c:7]([Cl:8])[cH:9][c:10]([Cl:11])[cH:12][cH:13]2)[n:14][cH:15][c:16]1[C:17]([F:18])([F:19])[F:20]\"},\"mapped_reaction_smiles\":\"I[CH3:1].[nH:2]1[c:3](=[O:4])[c:5](-[c:6]2[c:7]([Cl:8])[cH:9][c:10]([Cl:11])[cH:12][cH:13]2)[n:14][cH:15][c:16]1[C:17]([F:18])([F:19])[F:20]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][n:2]1[c:3](=[O:4])[c:5](-[c:6]2[c:7]([Cl:8])[cH:9][c:10]([Cl:11])[cH:12][cH:13]2)[n:14][cH:15][c:16]1[C:17]([F:18])([F:19])[F:20]\"}",
"reactionStep": {
"id": "sa_86c968052a3caee73f0f1787",
"reactionHash": "e6df94c2218c29db290edc46aeaddca0f94434ae22c6e52857387e0683c2e071"
},
"children": [
{
"id": "14218",
"routeId": "sa_48108a907b67f8b052b381fe",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "14217",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14219",
"routeId": "sa_48108a907b67f8b052b381fe",
"moleculeId": "sa_23061b1ee3d13fd61a7e89e7",
"parentId": "14217",
"isLeaf": false,
"molecule": {
"id": "sa_23061b1ee3d13fd61a7e89e7",
"inchikey": "RZUUZTJZHZIEFJ-UHFFFAOYSA-N",
"smiles": "O=c1[nH]c(C(F)(F)F)cnc1-c1ccc(Cl)cc1Cl"
},
"smiles": "O=c1[nH]c(C(F)(F)F)cnc1-c1ccc(Cl)cc1Cl",
"reactionStepId": "sa_2bda4f55aa78e3e759999aed",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06015774;;463456\",\"rsmi\":\"O=[C:4]([C:5]([F:6])([F:7])[F:8])[CH:9](Br)Br.[O:1]=[C:2]([NH2:3])[CH:11]([NH2:10])[c:12]1[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]1>Cl.O.O=C(O)O.[Na+].[Na+]>[O:1]=[c:2]1[nH:3][c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][n:10][c:11]1-[c:12]1[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O=[C:4]([C:5]([F:6])([F:7])[F:8])[CH:9](Br)Br.[O:1]=[C:2]([NH2:3])[CH:11]([NH2:10])[c:12]1[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]1>Cl.O.O=C(O)O.[Na+].[Na+]>[O:1]=[c:2]1[nH:3][c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][n:10][c:11]1-[c:12]1[c:13]([Cl:14])[cH:15][c:16]([Cl:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_2bda4f55aa78e3e759999aed",
"reactionHash": "bd61a21a600395fa84358c4ddfd54935f740b4dd552e88be5740d148500d7021"
},
"children": [
{
"id": "14220",
"routeId": "sa_48108a907b67f8b052b381fe",
"moleculeId": "sa_55744c597685c7ed8eb5e07e",
"parentId": "14219",
"isLeaf": true,
"molecule": {
"id": "sa_55744c597685c7ed8eb5e07e",
"inchikey": "HEPPAPZASXFWTB-UHFFFAOYSA-N",
"smiles": "O=C(C(Br)Br)C(F)(F)F"
},
"smiles": "O=C(C(Br)Br)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14221",
"routeId": "sa_48108a907b67f8b052b381fe",
"moleculeId": "sa_c3bc5a15faeb08d7eecb285b",
"parentId": "14219",
"isLeaf": true,
"molecule": {
"id": "sa_c3bc5a15faeb08d7eecb285b",
"inchikey": "QBNYVGOKHZBVMH-UHFFFAOYSA-N",
"smiles": "NC(=O)C(N)c1ccc(Cl)cc1Cl"
},
"smiles": "NC(=O)C(N)c1ccc(Cl)cc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}