Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc2c(Cl)nc(-c3ccc(OC)c(F)c3)cc2c1
InChiKey
QCTAQGRFLRJVNL-UHFFFAOYSA-N
Route Signature
a82357e06b8e8e63ef39cc2fa4f7e50976d8742051c7a91853074c31c654b166
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_7dffdcc65e3ae1082ebfa52d",
"signature": "a82357e06b8e8e63ef39cc2fa4f7e50976d8742051c7a91853074c31c654b166",
"contentHash": "ac10e200bb05c07b86a8f344826862fe0dcac564a3bc5d67c4ac2b9a4bd72869",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_240848f006ec11e41e100734",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-06769",
"moleculeId": "sa_991b9241a064258363d79d9e",
"smiles": "COc1ccc2c(Cl)nc(-c3ccc(OC)c(F)c3)cc2c1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_991b9241a064258363d79d9e",
"inchikey": "QCTAQGRFLRJVNL-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(Cl)nc(-c3ccc(OC)c(F)c3)cc2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16029",
"routeId": "sa_7dffdcc65e3ae1082ebfa52d",
"moleculeId": "sa_991b9241a064258363d79d9e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_991b9241a064258363d79d9e",
"inchikey": "QCTAQGRFLRJVNL-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(Cl)nc(-c3ccc(OC)c(F)c3)cc2c1"
},
"smiles": "COc1ccc2c(Cl)nc(-c3ccc(OC)c(F)c3)cc2c1",
"reactionStepId": "sa_b74761826f2ea736c87a1f9f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150125422A1;0213;1684967\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:22].O[c:21]1[c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:8][c:7]2[cH:9][c:10](-[c:11]2[cH:12][c:13]([F:14])[c:15]([O:16][CH3:17])[cH:18][cH:19]2)[n:20]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:7]([cH:8]1)[cH:9][c:10](-[c:11]1[cH:12][c:13]([F:14])[c:15]([O:16][CH3:17])[cH:18][cH:19]1)[n:20][c:21]2[Cl:22]\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:22].O[c:21]1[c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:8][c:7]2[cH:9][c:10](-[c:11]2[cH:12][c:13]([F:14])[c:15]([O:16][CH3:17])[cH:18][cH:19]2)[n:20]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:7]([cH:8]1)[cH:9][c:10](-[c:11]1[cH:12][c:13]([F:14])[c:15]([O:16][CH3:17])[cH:18][cH:19]1)[n:20][c:21]2[Cl:22]\"}",
"reactionStep": {
"id": "sa_b74761826f2ea736c87a1f9f",
"reactionHash": "a0e99643b44fa8ea78ae198f9888bcab576b452f571195cabe29fc3713c07538"
},
"children": [
{
"id": "16030",
"routeId": "sa_7dffdcc65e3ae1082ebfa52d",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "16029",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16031",
"routeId": "sa_7dffdcc65e3ae1082ebfa52d",
"moleculeId": "sa_47af483ce00fa9f7d44e4925",
"parentId": "16029",
"isLeaf": false,
"molecule": {
"id": "sa_47af483ce00fa9f7d44e4925",
"inchikey": "YITWSGBNEHUZCO-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(O)nc(-c3ccc(OC)c(F)c3)cc2c1"
},
"smiles": "COc1ccc2c(O)nc(-c3ccc(OC)c(F)c3)cc2c1",
"reactionStepId": "sa_55708cc93f349f32fbad7249",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150125422A1;0212;1684966\",\"rsmi\":\"CCN(CC)[C:10]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:8][c:7]1[CH3:9])=[O:22].[c:11]1([C:21]#[N:20])[cH:12][c:13]([F:14])[c:15]([O:16][CH3:17])[cH:18][cH:19]1>C1CCOC1.CCCCC.[Li]C(C)(C)C>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:7]([cH:8]1)[cH:9][c:10](-[c:11]1[cH:12][c:13]([F:14])[c:15]([O:16][CH3:17])[cH:18][cH:19]1)[n:20][c:21]2[OH:22]\"},\"mapped_reaction_smiles\":\"CCN(CC)[C:10]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:8][c:7]1[CH3:9])=[O:22].[c:11]1([C:21]#[N:20])[cH:12][c:13]([F:14])[c:15]([O:16][CH3:17])[cH:18][cH:19]1>C1CCOC1.CCCCC.[Li]C(C)(C)C>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:7]([cH:8]1)[cH:9][c:10](-[c:11]1[cH:12][c:13]([F:14])[c:15]([O:16][CH3:17])[cH:18][cH:19]1)[n:20][c:21]2[OH:22]\"}",
"reactionStep": {
"id": "sa_55708cc93f349f32fbad7249",
"reactionHash": "5dd9be7e16f1a3aab3fe4df25394cb860096f1233f5f3bdb285136ef664b8165"
},
"children": [
{
"id": "16032",
"routeId": "sa_7dffdcc65e3ae1082ebfa52d",
"moleculeId": "sa_d01060dc156405057382d085",
"parentId": "16031",
"isLeaf": true,
"molecule": {
"id": "sa_d01060dc156405057382d085",
"inchikey": "FEEOVAOEPGQDTJ-UHFFFAOYSA-N",
"smiles": "COc1ccc(C#N)cc1F"
},
"smiles": "COc1ccc(C#N)cc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16033",
"routeId": "sa_7dffdcc65e3ae1082ebfa52d",
"moleculeId": "sa_fcc5608cb53d4f9b20eec301",
"parentId": "16031",
"isLeaf": false,
"molecule": {
"id": "sa_fcc5608cb53d4f9b20eec301",
"inchikey": "RSKGUMXMXFYNFJ-UHFFFAOYSA-N",
"smiles": "CCN(CC)C(=O)c1ccc(OC)cc1C"
},
"smiles": "CCN(CC)C(=O)c1ccc(OC)cc1C",
"reactionStepId": "sa_d89efe8b5abb19149e5a0ab9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150125422A1;2195;1685124\",\"rsmi\":\"O[C:6](=[O:7])[c:8]1[c:9]([CH3:10])[cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]1.[CH3:1][CH2:2][NH:3][CH2:4][CH3:5]>O.O=S(Cl)Cl>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[C:6](=[O:7])[c:8]1[c:9]([CH3:10])[cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"O[C:6](=[O:7])[c:8]1[c:9]([CH3:10])[cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]1.[CH3:1][CH2:2][NH:3][CH2:4][CH3:5]>O.O=S(Cl)Cl>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[C:6](=[O:7])[c:8]1[c:9]([CH3:10])[cH:11][c:12]([O:13][CH3:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_d89efe8b5abb19149e5a0ab9",
"reactionHash": "2f7a7dd1aac0d2154576f4e9516b5cd4c4210c3d0f782763a67afde9f3bb642e"
},
"children": [
{
"id": "16034",
"routeId": "sa_7dffdcc65e3ae1082ebfa52d",
"moleculeId": "sa_d5617e2f68afbcf4c5d3db93",
"parentId": "16033",
"isLeaf": true,
"molecule": {
"id": "sa_d5617e2f68afbcf4c5d3db93",
"inchikey": "HPNMFZURTQLUMO-UHFFFAOYSA-N",
"smiles": "CCNCC"
},
"smiles": "CCNCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16035",
"routeId": "sa_7dffdcc65e3ae1082ebfa52d",
"moleculeId": "sa_537b2e2b24e14bd667a7224f",
"parentId": "16033",
"isLeaf": true,
"molecule": {
"id": "sa_537b2e2b24e14bd667a7224f",
"inchikey": "MSVRGYOYISBGTH-UHFFFAOYSA-N",
"smiles": "COc1ccc(C(=O)O)c(C)c1"
},
"smiles": "COc1ccc(C(=O)O)c(C)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}