Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOc1cc(C2NC(=O)NC(c3ccccc3)=C2c2ccc(Cl)c(Cl)c2)cc([N+](=O)[O-])c1O
InChiKey
GUFDJFBFWRYDGH-UHFFFAOYSA-N
Route Signature
63f68b3e008ac50dd00cad8b7a727cd73f48e65b1af26f765ddb088c096884d3
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_239777e0cc43ad217c792256",
"signature": "63f68b3e008ac50dd00cad8b7a727cd73f48e65b1af26f765ddb088c096884d3",
"contentHash": "2cd9e14e25271a791483671fbdaebd301c518b34722e2a92937d1acf3ddcfa46",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_6721d1d636ddd782831c5f9d",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04098",
"moleculeId": "sa_b471d4ac2d1b1f05168382f9",
"smiles": "CCOc1cc(C2NC(=O)NC(c3ccccc3)=C2c2ccc(Cl)c(Cl)c2)cc([N+](=O)[O-])c1O",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b471d4ac2d1b1f05168382f9",
"inchikey": "GUFDJFBFWRYDGH-UHFFFAOYSA-N",
"smiles": "CCOc1cc(C2NC(=O)NC(c3ccccc3)=C2c2ccc(Cl)c(Cl)c2)cc([N+](=O)[O-])c1O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15358",
"routeId": "sa_239777e0cc43ad217c792256",
"moleculeId": "sa_b471d4ac2d1b1f05168382f9",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b471d4ac2d1b1f05168382f9",
"inchikey": "GUFDJFBFWRYDGH-UHFFFAOYSA-N",
"smiles": "CCOc1cc(C2NC(=O)NC(c3ccccc3)=C2c2ccc(Cl)c(Cl)c2)cc([N+](=O)[O-])c1O"
},
"smiles": "CCOc1cc(C2NC(=O)NC(c3ccccc3)=C2c2ccc(Cl)c(Cl)c2)cc([N+](=O)[O-])c1O",
"reactionStepId": "sa_c63944a8587f27e23967a2b6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120208817A1;0345;1256558\",\"rsmi\":\"O=[C:18]([c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1)[CH2:25][c:26]1[cH:27][c:28]([Cl:29])[c:30]([Cl:31])[cH:32][cH:33]1.O=[CH:13][c:12]1[cH:11][c:7]([N+:8](=[O:9])[O-:10])[c:5]([OH:6])[c:4]([O:3][CH2:2][CH3:1])[cH:34]1.[NH2:14][C:15](=[O:16])[NH2:17]>CCO.Cl>[CH3:1][CH2:2][O:3][c:4]1[c:5]([OH:6])[c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]([CH:13]2[NH:14][C:15](=[O:16])[NH:17][C:18]([c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)=[C:25]2[c:26]2[cH:27][c:28]([Cl:29])[c:30]([Cl:31])[cH:32][cH:33]2)[cH:34]1\"},\"mapped_reaction_smiles\":\"O=[C:18]([c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1)[CH2:25][c:26]1[cH:27][c:28]([Cl:29])[c:30]([Cl:31])[cH:32][cH:33]1.O=[CH:13][c:12]1[cH:11][c:7]([N+:8](=[O:9])[O-:10])[c:5]([OH:6])[c:4]([O:3][CH2:2][CH3:1])[cH:34]1.[NH2:14][C:15](=[O:16])[NH2:17]>CCO.Cl>[CH3:1][CH2:2][O:3][c:4]1[c:5]([OH:6])[c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]([CH:13]2[NH:14][C:15](=[O:16])[NH:17][C:18]([c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)=[C:25]2[c:26]2[cH:27][c:28]([Cl:29])[c:30]([Cl:31])[cH:32][cH:33]2)[cH:34]1\"}",
"reactionStep": {
"id": "sa_c63944a8587f27e23967a2b6",
"reactionHash": "e60ae5ab2ed0cc8f4fa3182a5b1cba8f2422017914bb56107ba7c329b5c519ee"
},
"children": [
{
"id": "15359",
"routeId": "sa_239777e0cc43ad217c792256",
"moleculeId": "sa_817d081901d457a7f42cf52a",
"parentId": "15358",
"isLeaf": false,
"molecule": {
"id": "sa_817d081901d457a7f42cf52a",
"inchikey": "IQJKRIZYDXLSJL-UHFFFAOYSA-N",
"smiles": "O=C(Cc1ccc(Cl)c(Cl)c1)c1ccccc1"
},
"smiles": "O=C(Cc1ccc(Cl)c(Cl)c1)c1ccccc1",
"reactionStepId": "sa_33cbcec1bfac2eaf56a3001b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120208817A1;0677;1256696\",\"rsmi\":\"Br[Mg][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.CON(C)[C:2](=[O:1])[CH2:3][c:4]1[cH:5][c:6]([Cl:7])[c:8]([Cl:9])[cH:10][cH:11]1>C1CCOC1>[O:1]=[C:2]([CH2:3][c:4]1[cH:5][c:6]([Cl:7])[c:8]([Cl:9])[cH:10][cH:11]1)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Br[Mg][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.CON(C)[C:2](=[O:1])[CH2:3][c:4]1[cH:5][c:6]([Cl:7])[c:8]([Cl:9])[cH:10][cH:11]1>C1CCOC1>[O:1]=[C:2]([CH2:3][c:4]1[cH:5][c:6]([Cl:7])[c:8]([Cl:9])[cH:10][cH:11]1)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_33cbcec1bfac2eaf56a3001b",
"reactionHash": "25df506f18d35f091e708dd80bc702c07543fd2e9b7da04b4d67c58b0a162273"
},
"children": [
{
"id": "15360",
"routeId": "sa_239777e0cc43ad217c792256",
"moleculeId": "sa_eea5395d54e06a9c4a79ce0d",
"parentId": "15359",
"isLeaf": true,
"molecule": {
"id": "sa_eea5395d54e06a9c4a79ce0d",
"inchikey": "ANRQGKOBLBYXFM-UHFFFAOYSA-M",
"smiles": "[Br][Mg][c]1ccccc1"
},
"smiles": "[Br][Mg][c]1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15361",
"routeId": "sa_239777e0cc43ad217c792256",
"moleculeId": "sa_7fb325983f66cd0bc9617e70",
"parentId": "15359",
"isLeaf": false,
"molecule": {
"id": "sa_7fb325983f66cd0bc9617e70",
"inchikey": "QREMLPRPTUNAQM-UHFFFAOYSA-N",
"smiles": "CON(C)C(=O)Cc1ccc(Cl)c(Cl)c1"
},
"smiles": "CON(C)C(=O)Cc1ccc(Cl)c(Cl)c1",
"reactionStepId": "sa_998b325626d59921c441e96e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120208817A1;0676;1256695\",\"rsmi\":\"O[C:5](=[O:6])[CH2:7][c:8]1[cH:9][c:10]([Cl:11])[c:12]([Cl:13])[cH:14][cH:15]1.[CH3:1][O:2][NH:3][CH3:4]>CCN(CC)CC.CCN=C=NCCCN(C)C.Cl.Cl.ClCCl.O.Oc1cccc2[nH]nnc12>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[CH2:7][c:8]1[cH:9][c:10]([Cl:11])[c:12]([Cl:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O[C:5](=[O:6])[CH2:7][c:8]1[cH:9][c:10]([Cl:11])[c:12]([Cl:13])[cH:14][cH:15]1.[CH3:1][O:2][NH:3][CH3:4]>CCN(CC)CC.CCN=C=NCCCN(C)C.Cl.Cl.ClCCl.O.Oc1cccc2[nH]nnc12>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[CH2:7][c:8]1[cH:9][c:10]([Cl:11])[c:12]([Cl:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_998b325626d59921c441e96e",
"reactionHash": "5cc06cc06b356fad1cc793dd31f785b6f4624ddbad88a4164a3cb3963a385176"
},
"children": [
{
"id": "15362",
"routeId": "sa_239777e0cc43ad217c792256",
"moleculeId": "sa_93e456f7e04541ecb6ebcb69",
"parentId": "15361",
"isLeaf": true,
"molecule": {
"id": "sa_93e456f7e04541ecb6ebcb69",
"inchikey": "KRKPYFLIYNGWTE-UHFFFAOYSA-N",
"smiles": "CNOC"
},
"smiles": "CNOC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15363",
"routeId": "sa_239777e0cc43ad217c792256",
"moleculeId": "sa_5ea7c6f1e3d886ea965b7fcd",
"parentId": "15361",
"isLeaf": true,
"molecule": {
"id": "sa_5ea7c6f1e3d886ea965b7fcd",
"inchikey": "ZOUPGSMSNQLUNW-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1ccc(Cl)c(Cl)c1"
},
"smiles": "O=C(O)Cc1ccc(Cl)c(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15364",
"routeId": "sa_239777e0cc43ad217c792256",
"moleculeId": "sa_f8978eb03ad2d3646aacc713",
"parentId": "15358",
"isLeaf": true,
"molecule": {
"id": "sa_f8978eb03ad2d3646aacc713",
"inchikey": "MDWLNBVKBMKTKN-UHFFFAOYSA-N",
"smiles": "CCOc1cc(C=O)cc([N+](=O)[O-])c1O"
},
"smiles": "CCOc1cc(C=O)cc([N+](=O)[O-])c1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15365",
"routeId": "sa_239777e0cc43ad217c792256",
"moleculeId": "sa_ff9c192eabf68896f2512671",
"parentId": "15358",
"isLeaf": true,
"molecule": {
"id": "sa_ff9c192eabf68896f2512671",
"inchikey": "XSQUKJJJFZCRTK-UHFFFAOYSA-N",
"smiles": "NC(N)=O"
},
"smiles": "NC(N)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}