Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=[N+]([O-])c1ccc(Oc2cc3cn(C4CCCCO4)nc3cc2Br)c(F)c1
InChiKey
SDMGDLJUCCODOM-UHFFFAOYSA-N
Route Signature
da8701a7051da611ea0a6d208d0e838a77b58dbf8886f51408454aabfba7f12d
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_96e5e433c4d82f6bb06aa659",
"signature": "da8701a7051da611ea0a6d208d0e838a77b58dbf8886f51408454aabfba7f12d",
"contentHash": "3c949059bc8f1bff4b50b848172b0c36a0b57586f159c3ebdd9ead8e2d76b68e",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_bbe6b77a1c28f0e42ca40156",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04908",
"moleculeId": "sa_b4f7d25ad4676243a5cf25e0",
"smiles": "O=[N+]([O-])c1ccc(Oc2cc3cn(C4CCCCO4)nc3cc2Br)c(F)c1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b4f7d25ad4676243a5cf25e0",
"inchikey": "SDMGDLJUCCODOM-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Oc2cc3cn(C4CCCCO4)nc3cc2Br)c(F)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15590",
"routeId": "sa_96e5e433c4d82f6bb06aa659",
"moleculeId": "sa_b4f7d25ad4676243a5cf25e0",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b4f7d25ad4676243a5cf25e0",
"inchikey": "SDMGDLJUCCODOM-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Oc2cc3cn(C4CCCCO4)nc3cc2Br)c(F)c1"
},
"smiles": "O=[N+]([O-])c1ccc(Oc2cc3cn(C4CCCCO4)nc3cc2Br)c(F)c1",
"reactionStepId": "sa_9ddf7db7cb0820412b2aedf2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08030302B2;0072;1118108\",\"rsmi\":\"F[c:8]1[c:6]([F:7])[cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:27][cH:26]1.[OH:9][c:10]1[cH:11][c:12]2[cH:13][n:14]([CH:15]3[CH2:16][CH2:17][CH2:18][CH2:19][O:20]3)[n:21][c:22]2[cH:23][c:24]1[Br:25]>CN(C)C=O.O.O=C(O)O.[Na+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([F:7])[c:8]([O:9][c:10]2[cH:11][c:12]3[cH:13][n:14]([CH:15]4[CH2:16][CH2:17][CH2:18][CH2:19][O:20]4)[n:21][c:22]3[cH:23][c:24]2[Br:25])[cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"F[c:8]1[c:6]([F:7])[cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:27][cH:26]1.[OH:9][c:10]1[cH:11][c:12]2[cH:13][n:14]([CH:15]3[CH2:16][CH2:17][CH2:18][CH2:19][O:20]3)[n:21][c:22]2[cH:23][c:24]1[Br:25]>CN(C)C=O.O.O=C(O)O.[Na+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6]([F:7])[c:8]([O:9][c:10]2[cH:11][c:12]3[cH:13][n:14]([CH:15]4[CH2:16][CH2:17][CH2:18][CH2:19][O:20]4)[n:21][c:22]3[cH:23][c:24]2[Br:25])[cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_9ddf7db7cb0820412b2aedf2",
"reactionHash": "6b905f37e002c2a131c3783fdbce53d7f59ed6f3b862c43b87d1733ba3b6850b"
},
"children": [
{
"id": "15591",
"routeId": "sa_96e5e433c4d82f6bb06aa659",
"moleculeId": "sa_8ff420192c1515e89da8d25c",
"parentId": "15590",
"isLeaf": false,
"molecule": {
"id": "sa_8ff420192c1515e89da8d25c",
"inchikey": "NQZSGBCLGLWIDU-UHFFFAOYSA-N",
"smiles": "Oc1cc2cn(C3CCCCO3)nc2cc1Br"
},
"smiles": "Oc1cc2cn(C3CCCCO3)nc2cc1Br",
"reactionStepId": "sa_d24577aa7a14095231a72e8e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08030302B2;0071;1118107\",\"rsmi\":\"[CH:7]1=[CH:8][CH2:9][CH2:10][CH2:11][O:12]1.[OH:1][c:2]1[cH:3][c:4]2[cH:5][n:6][nH:13][c:14]2[cH:15][c:16]1[Br:17]>C1CCOC1.CS(=O)(=O)O>[OH:1][c:2]1[cH:3][c:4]2[cH:5][n:6]([CH:7]3[CH2:8][CH2:9][CH2:10][CH2:11][O:12]3)[n:13][c:14]2[cH:15][c:16]1[Br:17]\"},\"mapped_reaction_smiles\":\"[CH:7]1=[CH:8][CH2:9][CH2:10][CH2:11][O:12]1.[OH:1][c:2]1[cH:3][c:4]2[cH:5][n:6][nH:13][c:14]2[cH:15][c:16]1[Br:17]>C1CCOC1.CS(=O)(=O)O>[OH:1][c:2]1[cH:3][c:4]2[cH:5][n:6]([CH:7]3[CH2:8][CH2:9][CH2:10][CH2:11][O:12]3)[n:13][c:14]2[cH:15][c:16]1[Br:17]\"}",
"reactionStep": {
"id": "sa_d24577aa7a14095231a72e8e",
"reactionHash": "d6f0ff39724fa6f574d886b05bd6173b1f8f7169b17b838ac1a2115d3685afd9"
},
"children": [
{
"id": "15592",
"routeId": "sa_96e5e433c4d82f6bb06aa659",
"moleculeId": "sa_359472b115a712c065ff6c19",
"parentId": "15591",
"isLeaf": true,
"molecule": {
"id": "sa_359472b115a712c065ff6c19",
"inchikey": "BUDQDWGNQVEFAC-UHFFFAOYSA-N",
"smiles": "C1=COCCC1"
},
"smiles": "C1=COCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15593",
"routeId": "sa_96e5e433c4d82f6bb06aa659",
"moleculeId": "sa_064d64a66cabcfc472233c0c",
"parentId": "15591",
"isLeaf": false,
"molecule": {
"id": "sa_064d64a66cabcfc472233c0c",
"inchikey": "ZKVBYEQUNGMVQI-UHFFFAOYSA-N",
"smiles": "Oc1cc2cn[nH]c2cc1Br"
},
"smiles": "Oc1cc2cn[nH]c2cc1Br",
"reactionStepId": "sa_aefb72eb4c60a54ad1888904",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08030302B2;0060;1118101\",\"rsmi\":\"C[O:1][c:2]1[c:3]([Br:4])[cH:5][c:6]2[nH:7][n:8][cH:9][c:10]2[cH:11]1>BrB(Br)Br.ClCCl>[OH:1][c:2]1[c:3]([Br:4])[cH:5][c:6]2[nH:7][n:8][cH:9][c:10]2[cH:11]1\"},\"mapped_reaction_smiles\":\"C[O:1][c:2]1[c:3]([Br:4])[cH:5][c:6]2[nH:7][n:8][cH:9][c:10]2[cH:11]1>BrB(Br)Br.ClCCl>[OH:1][c:2]1[c:3]([Br:4])[cH:5][c:6]2[nH:7][n:8][cH:9][c:10]2[cH:11]1\"}",
"reactionStep": {
"id": "sa_aefb72eb4c60a54ad1888904",
"reactionHash": "a4a5b0af065043340c206aaa48d058ba1d241b1bb55728f704c66ac6decf07bf"
},
"children": [
{
"id": "15594",
"routeId": "sa_96e5e433c4d82f6bb06aa659",
"moleculeId": "sa_71a8529ac22dae5525427d23",
"parentId": "15593",
"isLeaf": true,
"molecule": {
"id": "sa_71a8529ac22dae5525427d23",
"inchikey": "USRTZJDWQCNIEN-UHFFFAOYSA-N",
"smiles": "COc1cc2c[nH]nc2cc1Br"
},
"smiles": "COc1cc2cn[nH]c2cc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15595",
"routeId": "sa_96e5e433c4d82f6bb06aa659",
"moleculeId": "sa_bcbeca172c385f3f6f45ad6b",
"parentId": "15590",
"isLeaf": true,
"molecule": {
"id": "sa_bcbeca172c385f3f6f45ad6b",
"inchikey": "RUBQQRMAWLSCCJ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(F)c(F)c1"
},
"smiles": "O=[N+]([O-])c1ccc(F)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}