Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nc(-n2cnnn2)ccc1C(C)C(=O)O
InChiKey
IYOCUVQGHGDSQI-UHFFFAOYSA-N
Route Signature
03f3fe3f3acbf020ec010dc410d70d87ffa0904451429f9662045499b056efbd
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c80cc31d4b33b4be3b2352d6",
"signature": "03f3fe3f3acbf020ec010dc410d70d87ffa0904451429f9662045499b056efbd",
"contentHash": "4d0bd80883ab529bd0016174cb2e11ae5e5363cdb0bd5bdea9e4ab456960b7c0",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_ff12913b9006218004bbe4a7",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07057",
"moleculeId": "sa_e86dccbb1d56ab2440d978e4",
"smiles": "Cc1nc(-n2cnnn2)ccc1C(C)C(=O)O",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_e86dccbb1d56ab2440d978e4",
"inchikey": "IYOCUVQGHGDSQI-UHFFFAOYSA-N",
"smiles": "Cc1nc(-n2cnnn2)ccc1C(C)C(=O)O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16097",
"routeId": "sa_c80cc31d4b33b4be3b2352d6",
"moleculeId": "sa_e86dccbb1d56ab2440d978e4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e86dccbb1d56ab2440d978e4",
"inchikey": "IYOCUVQGHGDSQI-UHFFFAOYSA-N",
"smiles": "Cc1nc(-n2cnnn2)ccc1C(C)C(=O)O"
},
"smiles": "Cc1nc(-n2cnnn2)ccc1C(C)C(=O)O",
"reactionStepId": "sa_b338348fcc16353077f8dca0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09206199B2;0524;1704800\",\"rsmi\":\"CC[O:17][C:15]([CH:13]([c:12]1[c:2]([CH3:1])[n:3][c:4](-[n:5]2[cH:6][n:7][n:8][n:9]2)[cH:10][cH:11]1)[CH3:14])=[O:16]>C1CCOC1.CO.O.O.O=C(O)CC(O)(CC(=O)O)C(=O)O.[Li]O>[CH3:1][c:2]1[n:3][c:4](-[n:5]2[cH:6][n:7][n:8][n:9]2)[cH:10][cH:11][c:12]1[CH:13]([CH3:14])[C:15](=[O:16])[OH:17]\"},\"mapped_reaction_smiles\":\"CC[O:17][C:15]([CH:13]([c:12]1[c:2]([CH3:1])[n:3][c:4](-[n:5]2[cH:6][n:7][n:8][n:9]2)[cH:10][cH:11]1)[CH3:14])=[O:16]>C1CCOC1.CO.O.O.O=C(O)CC(O)(CC(=O)O)C(=O)O.[Li]O>[CH3:1][c:2]1[n:3][c:4](-[n:5]2[cH:6][n:7][n:8][n:9]2)[cH:10][cH:11][c:12]1[CH:13]([CH3:14])[C:15](=[O:16])[OH:17]\"}",
"reactionStep": {
"id": "sa_b338348fcc16353077f8dca0",
"reactionHash": "ee784d5dc1ca8a26cc240168014988dc72ab8c19c0e5135c959ccd90832f6dd3"
},
"children": [
{
"id": "16098",
"routeId": "sa_c80cc31d4b33b4be3b2352d6",
"moleculeId": "sa_38c4cccfd2a188d0ae891c30",
"parentId": "16097",
"isLeaf": false,
"molecule": {
"id": "sa_38c4cccfd2a188d0ae891c30",
"inchikey": "BPVQVNKXUFQLQG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)c1ccc(-n2cnnn2)nc1C"
},
"smiles": "CCOC(=O)C(C)c1ccc(-n2cnnn2)nc1C",
"reactionStepId": "sa_0a7a2a32908f20e820c8896d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09206199B2;0523;1704799\",\"rsmi\":\"CCO[CH:13](OCC)OCC.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([NH2:12])[n:17][c:18]1[CH3:19].[N-:14]=[N+:15]=[N-:16]>CC(=O)O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11](-[n:12]2[cH:13][n:14][n:15][n:16]2)[n:17][c:18]1[CH3:19]\"},\"mapped_reaction_smiles\":\"CCO[CH:13](OCC)OCC.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([NH2:12])[n:17][c:18]1[CH3:19].[N-:14]=[N+:15]=[N-:16]>CC(=O)O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11](-[n:12]2[cH:13][n:14][n:15][n:16]2)[n:17][c:18]1[CH3:19]\"}",
"reactionStep": {
"id": "sa_0a7a2a32908f20e820c8896d",
"reactionHash": "57d6777f8040fafc5b5db9dd731276affc397e6dcd24ff973fce224bdd907189"
},
"children": [
{
"id": "16099",
"routeId": "sa_c80cc31d4b33b4be3b2352d6",
"moleculeId": "sa_40f461cd654dc2186557158c",
"parentId": "16098",
"isLeaf": false,
"molecule": {
"id": "sa_40f461cd654dc2186557158c",
"inchikey": "BXQIZLWAXVRSET-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)c1ccc(N)nc1C"
},
"smiles": "CCOC(=O)C(C)c1ccc(N)nc1C",
"reactionStepId": "sa_5d173dc922864498ccac1334",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09206199B2;0522;1704798\",\"rsmi\":\"O=[N+:12]([O-])[c:11]1[cH:10][cH:9][c:8]([CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:7])[c:14]([CH3:15])[n:13]1>CC(=O)O.CO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([NH2:12])[n:13][c:14]1[CH3:15]\"},\"mapped_reaction_smiles\":\"O=[N+:12]([O-])[c:11]1[cH:10][cH:9][c:8]([CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:7])[c:14]([CH3:15])[n:13]1>CC(=O)O.CO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([NH2:12])[n:13][c:14]1[CH3:15]\"}",
"reactionStep": {
"id": "sa_5d173dc922864498ccac1334",
"reactionHash": "046cd2f4c2d14abd2bb332fd4bfdb3de216eb6360108a229141267c91e43d2e2"
},
"children": [
{
"id": "16100",
"routeId": "sa_c80cc31d4b33b4be3b2352d6",
"moleculeId": "sa_d5416fc319f8189e51a0c224",
"parentId": "16099",
"isLeaf": true,
"molecule": {
"id": "sa_d5416fc319f8189e51a0c224",
"inchikey": "JYJGAFFENPIKPF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)c1ccc([N+](=O)[O-])nc1C"
},
"smiles": "CCOC(=O)C(C)c1ccc([N+](=O)[O-])nc1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16101",
"routeId": "sa_c80cc31d4b33b4be3b2352d6",
"moleculeId": "sa_dc98236d967ab0cdbd0fcd04",
"parentId": "16098",
"isLeaf": true,
"molecule": {
"id": "sa_dc98236d967ab0cdbd0fcd04",
"inchikey": "GKASDNZWUGIAMG-UHFFFAOYSA-N",
"smiles": "CCOC(OCC)OCC"
},
"smiles": "CCOC(OCC)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16102",
"routeId": "sa_c80cc31d4b33b4be3b2352d6",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "16098",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}