Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)n1nc(-c2ccc(O)cc2)c2cccc(Cl)c21
InChiKey
OFSHTCBMLSENJH-UHFFFAOYSA-N
Route Signature
707d25dd6b6b7cfb88522416c7c40d55590f8e478c7838e6a4a949a9ec0a371e
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_aa76c156060221aa5c08fc3a",
"signature": "707d25dd6b6b7cfb88522416c7c40d55590f8e478c7838e6a4a949a9ec0a371e",
"contentHash": "79a15dcda51c519a393fc350a3ecb5fd1c9b4999be5a455f332310aca1b9148a",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_c3b210cf6c9080a95c37a174",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00612",
"moleculeId": "sa_ef95de66f388e05862051b39",
"smiles": "CC(C)n1nc(-c2ccc(O)cc2)c2cccc(Cl)c21",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ef95de66f388e05862051b39",
"inchikey": "OFSHTCBMLSENJH-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(-c2ccc(O)cc2)c2cccc(Cl)c21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4569",
"routeId": "sa_aa76c156060221aa5c08fc3a",
"moleculeId": "sa_ef95de66f388e05862051b39",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ef95de66f388e05862051b39",
"inchikey": "OFSHTCBMLSENJH-UHFFFAOYSA-N",
"smiles": "CC(C)n1nc(-c2ccc(O)cc2)c2cccc(Cl)c21"
},
"smiles": "CC(C)n1nc(-c2ccc(O)cc2)c2cccc(Cl)c21",
"reactionStepId": "sa_7db4e080a5aa85ecba192df2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040167127A1;0478;182860\",\"rsmi\":\"C[O:11][c:10]1[cH:9][cH:8][c:7](-[c:6]2[n:5][n:4]([CH:2]([CH3:1])[CH3:3])[c:20]3[c:14]2[cH:15][cH:16][cH:17][c:18]3[Cl:19])[cH:13][cH:12]1>BrB(Br)Br.C1=CCCCC1>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([OH:11])[cH:12][cH:13]2)[c:14]2[cH:15][cH:16][cH:17][c:18]([Cl:19])[c:20]12\"},\"mapped_reaction_smiles\":\"C[O:11][c:10]1[cH:9][cH:8][c:7](-[c:6]2[n:5][n:4]([CH:2]([CH3:1])[CH3:3])[c:20]3[c:14]2[cH:15][cH:16][cH:17][c:18]3[Cl:19])[cH:13][cH:12]1>BrB(Br)Br.C1=CCCCC1>[CH3:1][CH:2]([CH3:3])[n:4]1[n:5][c:6](-[c:7]2[cH:8][cH:9][c:10]([OH:11])[cH:12][cH:13]2)[c:14]2[cH:15][cH:16][cH:17][c:18]([Cl:19])[c:20]12\"}",
"reactionStep": {
"id": "sa_7db4e080a5aa85ecba192df2",
"reactionHash": "8bff58e3a005a7233f735a827fd4427c70390e1b4867604ee4a4ddc5817244cb"
},
"children": [
{
"id": "4570",
"routeId": "sa_aa76c156060221aa5c08fc3a",
"moleculeId": "sa_55dcd1dd10563b4ebe96d0f3",
"parentId": "4569",
"isLeaf": false,
"molecule": {
"id": "sa_55dcd1dd10563b4ebe96d0f3",
"inchikey": "XTSQDGCZIZGQMN-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2nn(C(C)C)c3c(Cl)cccc23)cc1"
},
"smiles": "COc1ccc(-c2nn(C(C)C)c3c(Cl)cccc23)cc1",
"reactionStepId": "sa_70bcbc515ac94554f3f7208d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040167127A1;0474;182859\",\"rsmi\":\"I[CH:10]([CH3:11])[CH3:12].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][nH:9][c:13]3[c:14]([Cl:15])[cH:16][cH:17][cH:18][c:19]23)[cH:20][cH:21]1>[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][n:9]([CH:10]([CH3:11])[CH3:12])[c:13]3[c:14]([Cl:15])[cH:16][cH:17][cH:18][c:19]23)[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"I[CH:10]([CH3:11])[CH3:12].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][nH:9][c:13]3[c:14]([Cl:15])[cH:16][cH:17][cH:18][c:19]23)[cH:20][cH:21]1>[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][n:9]([CH:10]([CH3:11])[CH3:12])[c:13]3[c:14]([Cl:15])[cH:16][cH:17][cH:18][c:19]23)[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_70bcbc515ac94554f3f7208d",
"reactionHash": "0a746330b32d88d3859af4643bb1d92d47cdd4c99dbf0860bd4faa8134f37a6b"
},
"children": [
{
"id": "4571",
"routeId": "sa_aa76c156060221aa5c08fc3a",
"moleculeId": "sa_1c18b9a29c101d82cfd154ef",
"parentId": "4570",
"isLeaf": true,
"molecule": {
"id": "sa_1c18b9a29c101d82cfd154ef",
"inchikey": "FMKOJHQHASLBPH-UHFFFAOYSA-N",
"smiles": "CC(C)I"
},
"smiles": "CC(C)I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4572",
"routeId": "sa_aa76c156060221aa5c08fc3a",
"moleculeId": "sa_976acbbbdd2eebfedabf2aa9",
"parentId": "4570",
"isLeaf": false,
"molecule": {
"id": "sa_976acbbbdd2eebfedabf2aa9",
"inchikey": "WUFGQQQWAWVVMW-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2n[nH]c3c(Cl)cccc23)cc1"
},
"smiles": "COc1ccc(-c2n[nH]c3c(Cl)cccc23)cc1",
"reactionStepId": "sa_355e2b264a2cacce72cbdd1b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040167127A1;0362;182832\",\"rsmi\":\"O=[C:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1)[c:16]1[c:10](F)[c:11]([Cl:12])[cH:13][cH:14][cH:15]1.[NH2:8][NH2:9]>CN(C)c1ccncc1.O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][nH:9][c:10]3[c:11]([Cl:12])[cH:13][cH:14][cH:15][c:16]23)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=[C:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1)[c:16]1[c:10](F)[c:11]([Cl:12])[cH:13][cH:14][cH:15]1.[NH2:8][NH2:9]>CN(C)c1ccncc1.O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][nH:9][c:10]3[c:11]([Cl:12])[cH:13][cH:14][cH:15][c:16]23)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_355e2b264a2cacce72cbdd1b",
"reactionHash": "664cdc4315c329932ebbc639f684c50af59fe04b4caea677094377a6c33db04f"
},
"children": [
{
"id": "4573",
"routeId": "sa_aa76c156060221aa5c08fc3a",
"moleculeId": "sa_31f9710e8032a1e22067d273",
"parentId": "4572",
"isLeaf": false,
"molecule": {
"id": "sa_31f9710e8032a1e22067d273",
"inchikey": "NNHOXMZJYMPKEX-UHFFFAOYSA-N",
"smiles": "COc1ccc(C(=O)c2cccc(Cl)c2F)cc1"
},
"smiles": "COc1ccc(C(=O)c2cccc(Cl)c2F)cc1",
"reactionStepId": "sa_2cd02621f43eb859a126b121",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040167127A1;0140;182786\",\"rsmi\":\"Br[Mg][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1.CON(C)[C:7](=[O:8])[c:9]1[c:10]([F:11])[c:12]([Cl:13])[cH:14][cH:15][cH:16]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C:7](=[O:8])[c:9]2[c:10]([F:11])[c:12]([Cl:13])[cH:14][cH:15][cH:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Br[Mg][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1.CON(C)[C:7](=[O:8])[c:9]1[c:10]([F:11])[c:12]([Cl:13])[cH:14][cH:15][cH:16]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C:7](=[O:8])[c:9]2[c:10]([F:11])[c:12]([Cl:13])[cH:14][cH:15][cH:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_2cd02621f43eb859a126b121",
"reactionHash": "841ac60e56dd66e129b4a7820a3c472587f4933ee6ce7aff1fb3f10440b4a5d4"
},
"children": [
{
"id": "4574",
"routeId": "sa_aa76c156060221aa5c08fc3a",
"moleculeId": "sa_cc2b1824237be3d9b2b6a27d",
"parentId": "4573",
"isLeaf": true,
"molecule": {
"id": "sa_cc2b1824237be3d9b2b6a27d",
"inchikey": "JKXAZEXIOPFJSC-UHFFFAOYSA-M",
"smiles": "COC1=CC=C=C[CH]1[Mg][Br]"
},
"smiles": "COc1cc[c]([Mg][Br])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4575",
"routeId": "sa_aa76c156060221aa5c08fc3a",
"moleculeId": "sa_7082d5b8ef5adeb0d8129dc6",
"parentId": "4573",
"isLeaf": false,
"molecule": {
"id": "sa_7082d5b8ef5adeb0d8129dc6",
"inchikey": "XBNWRYSQQSUPRJ-UHFFFAOYSA-N",
"smiles": "CON(C)C(=O)c1cccc(Cl)c1F"
},
"smiles": "CON(C)C(=O)c1cccc(Cl)c1F",
"reactionStepId": "sa_9706ac967b450a90c8e314d6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040167127A1;0137;182785\",\"rsmi\":\"O[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([Cl:11])[cH:12][cH:13][cH:14]1.[CH3:1][O:2][NH:3][CH3:4]>Cl.O=C(Cl)C(=O)Cl.c1ccncc1>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([Cl:11])[cH:12][cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([Cl:11])[cH:12][cH:13][cH:14]1.[CH3:1][O:2][NH:3][CH3:4]>Cl.O=C(Cl)C(=O)Cl.c1ccncc1>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([Cl:11])[cH:12][cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_9706ac967b450a90c8e314d6",
"reactionHash": "c5aaa44effa299bea279a10e67919d5945d4ee5268255edff3ee110a2420a359"
},
"children": [
{
"id": "4576",
"routeId": "sa_aa76c156060221aa5c08fc3a",
"moleculeId": "sa_fcb2dbfb8fb02e99ef95313f",
"parentId": "4575",
"isLeaf": true,
"molecule": {
"id": "sa_fcb2dbfb8fb02e99ef95313f",
"inchikey": "FCSSYEWURMTUSM-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cccc(Cl)c1F"
},
"smiles": "O=C(O)c1cccc(Cl)c1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4577",
"routeId": "sa_aa76c156060221aa5c08fc3a",
"moleculeId": "sa_93e456f7e04541ecb6ebcb69",
"parentId": "4575",
"isLeaf": true,
"molecule": {
"id": "sa_93e456f7e04541ecb6ebcb69",
"inchikey": "KRKPYFLIYNGWTE-UHFFFAOYSA-N",
"smiles": "CNOC"
},
"smiles": "CNOC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "4578",
"routeId": "sa_aa76c156060221aa5c08fc3a",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "4572",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}