Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1c(C(=O)O)cc(Cl)c2[nH]c(C)nc12
InChiKey
DIUUUEQAILUGBX-UHFFFAOYSA-N
Route Signature
d4ac4ef6bb995ed3022b5b610bc81ce57afd5d73eddb178cbe520bf6038685f8
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_faf6cc2ee86f096b7c4c3eea",
"signature": "d4ac4ef6bb995ed3022b5b610bc81ce57afd5d73eddb178cbe520bf6038685f8",
"contentHash": "c1e15e749027b473ae19eed1dfae8e73ab7f694947535e3e0712fa7fae7898dd",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_78de4cb1bf9d0c49c8b428aa",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-05550",
"moleculeId": "sa_cc52d4500aa60627b937275a",
"smiles": "COc1c(C(=O)O)cc(Cl)c2[nH]c(C)nc12",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_cc52d4500aa60627b937275a",
"inchikey": "DIUUUEQAILUGBX-UHFFFAOYSA-N",
"smiles": "COc1c(C(=O)O)cc(Cl)c2[nH]c(C)nc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7704",
"routeId": "sa_faf6cc2ee86f096b7c4c3eea",
"moleculeId": "sa_cc52d4500aa60627b937275a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_cc52d4500aa60627b937275a",
"inchikey": "DIUUUEQAILUGBX-UHFFFAOYSA-N",
"smiles": "COc1c(C(=O)O)cc(Cl)c2[nH]c(C)nc12"
},
"smiles": "COc1c(C(=O)O)cc(Cl)c2[nH]c(C)nc12",
"reactionStepId": "sa_30068dba1b626bd0664889b6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090270435A1;0211;782215\",\"rsmi\":\"C[O:7][C:5]([c:4]1[c:3]([O:2][CH3:1])[c:12]2[c:11]([c:9]([Cl:10])[cH:8]1)[nH:16][c:14]([CH3:15])[n:13]2)=[O:6]>C1CCOC1.[Na+].O>[CH3:1][O:2][c:3]1[c:4]([C:5](=[O:6])[OH:7])[cH:8][c:9]([Cl:10])[c:11]2[c:12]1[n:13][c:14]([CH3:15])[nH:16]2\"},\"mapped_reaction_smiles\":\"C[O:7][C:5]([c:4]1[c:3]([O:2][CH3:1])[c:12]2[c:11]([c:9]([Cl:10])[cH:8]1)[nH:16][c:14]([CH3:15])[n:13]2)=[O:6]>C1CCOC1.[Na+].O>[CH3:1][O:2][c:3]1[c:4]([C:5](=[O:6])[OH:7])[cH:8][c:9]([Cl:10])[c:11]2[c:12]1[n:13][c:14]([CH3:15])[nH:16]2\"}",
"reactionStep": {
"id": "sa_30068dba1b626bd0664889b6",
"reactionHash": "5d4cdb35f3260d2a24f67434de34080c806a9189cf82082c34f728f2631f7a3e"
},
"children": [
{
"id": "7705",
"routeId": "sa_faf6cc2ee86f096b7c4c3eea",
"moleculeId": "sa_927bbd2f058e999955c1f4c2",
"parentId": "7704",
"isLeaf": false,
"molecule": {
"id": "sa_927bbd2f058e999955c1f4c2",
"inchikey": "XIBZFHYFKUCVTF-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)c2[nH]c(C)nc2c1OC"
},
"smiles": "COC(=O)c1cc(Cl)c2[nH]c(C)nc2c1OC",
"reactionStepId": "sa_38eaf26e8f643e494c9d6e70",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090270435A1;0210;782214\",\"rsmi\":\"O=[C:12]([NH:11][c:10]1[c:9]([NH2:14])[c:6]([O:7][CH3:8])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:17][c:15]1[Cl:16])[CH3:13]>Cc1ccc(S(=O)(=O)O)cc1.Cc1ccccc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH3:8])[c:9]2[c:10]([nH:11][c:12]([CH3:13])[n:14]2)[c:15]([Cl:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"O=[C:12]([NH:11][c:10]1[c:9]([NH2:14])[c:6]([O:7][CH3:8])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:17][c:15]1[Cl:16])[CH3:13]>Cc1ccc(S(=O)(=O)O)cc1.Cc1ccccc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH3:8])[c:9]2[c:10]([nH:11][c:12]([CH3:13])[n:14]2)[c:15]([Cl:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_38eaf26e8f643e494c9d6e70",
"reactionHash": "ac60a3ac3547828291b8f9d8a58b880d99d7c041c9b080b5989bcb2f630d650e"
},
"children": [
{
"id": "7706",
"routeId": "sa_faf6cc2ee86f096b7c4c3eea",
"moleculeId": "sa_07f85da468bb24b0f5659167",
"parentId": "7705",
"isLeaf": false,
"molecule": {
"id": "sa_07f85da468bb24b0f5659167",
"inchikey": "VTECMRKKYXWWIS-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)c(NC(C)=O)c(N)c1OC"
},
"smiles": "COC(=O)c1cc(Cl)c(NC(C)=O)c(N)c1OC",
"reactionStepId": "sa_a7332cb873b23ed0a27905df",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090270435A1;0209;782213\",\"rsmi\":\"O=[N+:10]([O-])[c:9]1[c:6]([O:7][CH3:8])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:18][c:16]([Cl:17])[c:11]1[NH:12][C:13]([CH3:14])=[O:15]>CCO.O.[H][H].[Ni]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH3:8])[c:9]([NH2:10])[c:11]([NH:12][C:13]([CH3:14])=[O:15])[c:16]([Cl:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"O=[N+:10]([O-])[c:9]1[c:6]([O:7][CH3:8])[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:18][c:16]([Cl:17])[c:11]1[NH:12][C:13]([CH3:14])=[O:15]>CCO.O.[H][H].[Ni]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH3:8])[c:9]([NH2:10])[c:11]([NH:12][C:13]([CH3:14])=[O:15])[c:16]([Cl:17])[cH:18]1\"}",
"reactionStep": {
"id": "sa_a7332cb873b23ed0a27905df",
"reactionHash": "4a535eab0725b8520408f402eca9965e23921d9c547d3249ab62f1f24d2fdbc6"
},
"children": [
{
"id": "7707",
"routeId": "sa_faf6cc2ee86f096b7c4c3eea",
"moleculeId": "sa_6522760e8d8c3853c26a025f",
"parentId": "7706",
"isLeaf": false,
"molecule": {
"id": "sa_6522760e8d8c3853c26a025f",
"inchikey": "MKTWSLYICULVNP-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)c(NC(C)=O)c([N+](=O)[O-])c1OC"
},
"smiles": "COC(=O)c1cc(Cl)c(NC(C)=O)c([N+](=O)[O-])c1OC",
"reactionStepId": "sa_6a32b3fcb965f8418d635070",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090270435A1;0208;782212\",\"rsmi\":\"O[N+:10](=[O:11])[O-:12].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH3:8])[cH:9][c:13]([NH:14][C:15]([CH3:16])=[O:17])[c:18]([Cl:19])[cH:20]1>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH3:8])[c:9]([N+:10](=[O:11])[O-:12])[c:13]([NH:14][C:15]([CH3:16])=[O:17])[c:18]([Cl:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"O[N+:10](=[O:11])[O-:12].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH3:8])[cH:9][c:13]([NH:14][C:15]([CH3:16])=[O:17])[c:18]([Cl:19])[cH:20]1>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([O:7][CH3:8])[c:9]([N+:10](=[O:11])[O-:12])[c:13]([NH:14][C:15]([CH3:16])=[O:17])[c:18]([Cl:19])[cH:20]1\"}",
"reactionStep": {
"id": "sa_6a32b3fcb965f8418d635070",
"reactionHash": "e9224f4e2e1ce5cd39bff141912955b2eba491b061a067dfaba8c3cd49ea2e66"
},
"children": [
{
"id": "7708",
"routeId": "sa_faf6cc2ee86f096b7c4c3eea",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "7707",
"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": "7709",
"routeId": "sa_faf6cc2ee86f096b7c4c3eea",
"moleculeId": "sa_7b7de5bad06cd11274f6fe4f",
"parentId": "7707",
"isLeaf": true,
"molecule": {
"id": "sa_7b7de5bad06cd11274f6fe4f",
"inchikey": "OUEXNQRVYGYGIK-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)c(NC(C)=O)cc1OC"
},
"smiles": "COC(=O)c1cc(Cl)c(NC(C)=O)cc1OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}