Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOc1cc(C)nc(-c2cccc(C)n2)c1
InChiKey
LFVCCQHULPCIBO-UHFFFAOYSA-N
Route Signature
e5431f351a30e7db8622c93f48fda332cdfa23e5420127475969a56ffdf4526d
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_6db957fe9e4b2f9a889400a9",
"signature": "e5431f351a30e7db8622c93f48fda332cdfa23e5420127475969a56ffdf4526d",
"contentHash": "3d9e630bd9895d6b4f64dfdc8351ed0d21ee5b9b2bd715c6605d5fa520f7e0ad",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_c49805df0ed075922b87d9a6",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02799",
"moleculeId": "sa_c0bdddcd74814a392cf52c62",
"smiles": "CCOc1cc(C)nc(-c2cccc(C)n2)c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c0bdddcd74814a392cf52c62",
"inchikey": "LFVCCQHULPCIBO-UHFFFAOYSA-N",
"smiles": "CCOc1cc(C)nc(-c2cccc(C)n2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6492",
"routeId": "sa_6db957fe9e4b2f9a889400a9",
"moleculeId": "sa_c0bdddcd74814a392cf52c62",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c0bdddcd74814a392cf52c62",
"inchikey": "LFVCCQHULPCIBO-UHFFFAOYSA-N",
"smiles": "CCOc1cc(C)nc(-c2cccc(C)n2)c1"
},
"smiles": "CCOc1cc(C)nc(-c2cccc(C)n2)c1",
"reactionStepId": "sa_4d4e2f21dddd8c0fc323521a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05216134;;273038\",\"rsmi\":\"[O-][n+:14]1[c:6](-[c:7]2[n:8][c:9]([CH3:10])[cH:11][cH:12][cH:13]2)[cH:5][c:4]([O:3][CH2:2][CH3:1])[cH:17][c:15]1[CH3:16]>BrP(Br)Br.ClC(Cl)Cl>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6](-[c:7]2[n:8][c:9]([CH3:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([CH3:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"[O-][n+:14]1[c:6](-[c:7]2[n:8][c:9]([CH3:10])[cH:11][cH:12][cH:13]2)[cH:5][c:4]([O:3][CH2:2][CH3:1])[cH:17][c:15]1[CH3:16]>BrP(Br)Br.ClC(Cl)Cl>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6](-[c:7]2[n:8][c:9]([CH3:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([CH3:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_4d4e2f21dddd8c0fc323521a",
"reactionHash": "43f492ab4bfd135d6b64c2fdc785df0897dcdee185440305da679cd53c55374b"
},
"children": [
{
"id": "6493",
"routeId": "sa_6db957fe9e4b2f9a889400a9",
"moleculeId": "sa_38d44523d400e67b2bdce73d",
"parentId": "6492",
"isLeaf": false,
"molecule": {
"id": "sa_38d44523d400e67b2bdce73d",
"inchikey": "UNTAEVDODOLIOM-UHFFFAOYSA-N",
"smiles": "CCOc1cc(C)[n+]([O-])c(-c2cccc(C)n2)c1"
},
"smiles": "CCOc1cc(C)[n+]([O-])c(-c2cccc(C)n2)c1",
"reactionStepId": "sa_58dcd8ba424a485b87b94f90",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05216134;;273037\",\"rsmi\":\"O=[N+]([O-])[c:4]1[cH:5][c:6]([CH3:7])[n+:8]([O-:9])[c:10](-[c:11]2[n:12][c:13]([CH3:14])[cH:15][cH:16][cH:17]2)[cH:18]1.[CH3:1][CH2:2][OH:3]>CCO.[Na+].[Na]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH3:7])[n+:8]([O-:9])[c:10](-[c:11]2[n:12][c:13]([CH3:14])[cH:15][cH:16][cH:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"O=[N+]([O-])[c:4]1[cH:5][c:6]([CH3:7])[n+:8]([O-:9])[c:10](-[c:11]2[n:12][c:13]([CH3:14])[cH:15][cH:16][cH:17]2)[cH:18]1.[CH3:1][CH2:2][OH:3]>CCO.[Na+].[Na]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH3:7])[n+:8]([O-:9])[c:10](-[c:11]2[n:12][c:13]([CH3:14])[cH:15][cH:16][cH:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_58dcd8ba424a485b87b94f90",
"reactionHash": "a733d17f35ac8acb651edac1df906a64694d0f605d837e5458dade924c631f61"
},
"children": [
{
"id": "6494",
"routeId": "sa_6db957fe9e4b2f9a889400a9",
"moleculeId": "sa_31af3f9598db624aa7c3abf3",
"parentId": "6493",
"isLeaf": false,
"molecule": {
"id": "sa_31af3f9598db624aa7c3abf3",
"inchikey": "HISIFLSUVIYVCK-UHFFFAOYSA-N",
"smiles": "Cc1cccc(-c2cc([N+](=O)[O-])cc(C)[n+]2[O-])n1"
},
"smiles": "Cc1cccc(-c2cc([N+](=O)[O-])cc(C)[n+]2[O-])n1",
"reactionStepId": "sa_08dae45b19292d15906df625",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05216134;;273034\",\"rsmi\":\"[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][cH:13][c:14]([CH3:15])[n+:16]2[O-:17])[n:18]1.[O-][N+:10](=[O:11])[OH:12]>O=S(=O)(O)O.[Na+].O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([CH3:15])[n+:16]2[O-:17])[n:18]1\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][cH:13][c:14]([CH3:15])[n+:16]2[O-:17])[n:18]1.[O-][N+:10](=[O:11])[OH:12]>O=S(=O)(O)O.[Na+].O>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][c:14]([CH3:15])[n+:16]2[O-:17])[n:18]1\"}",
"reactionStep": {
"id": "sa_08dae45b19292d15906df625",
"reactionHash": "8a15fd10fd2c0299fb2851204842829f45002796787a7355ef16552aa24e15a4"
},
"children": [
{
"id": "6495",
"routeId": "sa_6db957fe9e4b2f9a889400a9",
"moleculeId": "sa_f54c4e6580efe2c35ea431bf",
"parentId": "6494",
"isLeaf": false,
"molecule": {
"id": "sa_f54c4e6580efe2c35ea431bf",
"inchikey": "COWRLPBJJIHRMX-UHFFFAOYSA-N",
"smiles": "Cc1cccc(-c2cccc(C)[n+]2[O-])n1"
},
"smiles": "Cc1cccc(-c2cccc(C)[n+]2[O-])n1",
"reactionStepId": "sa_b52edcbdf5437b30ba39417f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05216134;;273033\",\"rsmi\":\"O=C(O[OH:14])c1cccc(Cl)c1.[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][c:11]([CH3:12])[n:13]2)[n:15]1>ClC(Cl)Cl.c1ccc(-c2ccccn2)nc1>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][c:11]([CH3:12])[n+:13]2[O-:14])[n:15]1\"},\"mapped_reaction_smiles\":\"O=C(O[OH:14])c1cccc(Cl)c1.[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][c:11]([CH3:12])[n:13]2)[n:15]1>ClC(Cl)Cl.c1ccc(-c2ccccn2)nc1>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][cH:10][c:11]([CH3:12])[n+:13]2[O-:14])[n:15]1\"}",
"reactionStep": {
"id": "sa_b52edcbdf5437b30ba39417f",
"reactionHash": "3f4239541a290d53c1817c6978891be00f7c09015a8cc28f723dbdf50809faa9"
},
"children": [
{
"id": "6496",
"routeId": "sa_6db957fe9e4b2f9a889400a9",
"moleculeId": "sa_292aab804b3670e84ce954f3",
"parentId": "6495",
"isLeaf": true,
"molecule": {
"id": "sa_292aab804b3670e84ce954f3",
"inchikey": "NHQDETIJWKXCTC-UHFFFAOYSA-N",
"smiles": "O=C(OO)c1cccc(Cl)c1"
},
"smiles": "O=C(OO)c1cccc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6497",
"routeId": "sa_6db957fe9e4b2f9a889400a9",
"moleculeId": "sa_6a4fd8f9cba927be60d7422d",
"parentId": "6495",
"isLeaf": true,
"molecule": {
"id": "sa_6a4fd8f9cba927be60d7422d",
"inchikey": "OHJPGUSXUGHOGE-UHFFFAOYSA-N",
"smiles": "Cc1cccc(-c2cccc(C)n2)n1"
},
"smiles": "Cc1cccc(-c2cccc(C)n2)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6498",
"routeId": "sa_6db957fe9e4b2f9a889400a9",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "6494",
"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": "6499",
"routeId": "sa_6db957fe9e4b2f9a889400a9",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "6493",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}