Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
ClCc1cc2cc(Oc3nc4ccccc4s3)ccc2o1
InChiKey
DUFYSKPHIBLART-UHFFFAOYSA-N
Route Signature
716187df73776acdfc827b39fce0510874b33bc2a81deb96a4b6bafef1e14158
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ea10c7add73d3d23c3c6c736",
"signature": "716187df73776acdfc827b39fce0510874b33bc2a81deb96a4b6bafef1e14158",
"contentHash": "0526c186975d7d092ea11b129c85d5b2d3f3d0897376edeced1324539db0babf",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_e6c9e1bd1507c6693646e982",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00995",
"moleculeId": "sa_0fb7b403dd41e3210395b6a5",
"smiles": "ClCc1cc2cc(Oc3nc4ccccc4s3)ccc2o1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0fb7b403dd41e3210395b6a5",
"inchikey": "DUFYSKPHIBLART-UHFFFAOYSA-N",
"smiles": "ClCc1cc2cc(Oc3nc4ccccc4s3)ccc2o1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13963",
"routeId": "sa_ea10c7add73d3d23c3c6c736",
"moleculeId": "sa_0fb7b403dd41e3210395b6a5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0fb7b403dd41e3210395b6a5",
"inchikey": "DUFYSKPHIBLART-UHFFFAOYSA-N",
"smiles": "ClCc1cc2cc(Oc3nc4ccccc4s3)ccc2o1"
},
"smiles": "ClCc1cc2cc(Oc3nc4ccccc4s3)ccc2o1",
"reactionStepId": "sa_782abe77c2405460f3512958",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292208A1;0326;973775\",\"rsmi\":\"O=S(Cl)[Cl:1].O[CH2:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8][c:9]([O:10][c:11]3[n:12][c:13]4[c:14]([cH:15][cH:16][cH:17][cH:18]4)[s:19]3)[cH:20]2)[o:21]1>CCN(C(C)C)C(C)C.ClCCl>[Cl:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8][c:9]([O:10][c:11]3[n:12][c:13]4[c:14]([cH:15][cH:16][cH:17][cH:18]4)[s:19]3)[cH:20]2)[o:21]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:1].O[CH2:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8][c:9]([O:10][c:11]3[n:12][c:13]4[c:14]([cH:15][cH:16][cH:17][cH:18]4)[s:19]3)[cH:20]2)[o:21]1>CCN(C(C)C)C(C)C.ClCCl>[Cl:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8][c:9]([O:10][c:11]3[n:12][c:13]4[c:14]([cH:15][cH:16][cH:17][cH:18]4)[s:19]3)[cH:20]2)[o:21]1\"}",
"reactionStep": {
"id": "sa_782abe77c2405460f3512958",
"reactionHash": "c1c366f6a11e19848b3098b0bf198609ff2bad03257d564e5f7dee1bddf3e334"
},
"children": [
{
"id": "13964",
"routeId": "sa_ea10c7add73d3d23c3c6c736",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "13963",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13965",
"routeId": "sa_ea10c7add73d3d23c3c6c736",
"moleculeId": "sa_5ff6d6d56f1f1354ebb271ea",
"parentId": "13963",
"isLeaf": false,
"molecule": {
"id": "sa_5ff6d6d56f1f1354ebb271ea",
"inchikey": "HWUSXIKIXBQMMR-UHFFFAOYSA-N",
"smiles": "OCc1cc2cc(Oc3nc4ccccc4s3)ccc2o1"
},
"smiles": "OCc1cc2cc(Oc3nc4ccccc4s3)ccc2o1",
"reactionStepId": "sa_1c9396ad3fedadf89af80801",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292208A1;0309;973770\",\"rsmi\":\"C[O:1][C:2](=O)[c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8][c:9]([O:10][c:11]3[n:12][c:13]4[c:14]([cH:15][cH:16][cH:17][cH:18]4)[s:19]3)[cH:20]2)[o:21]1>CC(C)C[AlH]CC(C)C.ClCCl.O=C(O)[C@H](O)[C@@H](O)C(=O)O.Cl.[K+].N.[Na+]>[OH:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8][c:9]([O:10][c:11]3[n:12][c:13]4[c:14]([cH:15][cH:16][cH:17][cH:18]4)[s:19]3)[cH:20]2)[o:21]1\"},\"mapped_reaction_smiles\":\"C[O:1][C:2](=O)[c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8][c:9]([O:10][c:11]3[n:12][c:13]4[c:14]([cH:15][cH:16][cH:17][cH:18]4)[s:19]3)[cH:20]2)[o:21]1>CC(C)C[AlH]CC(C)C.ClCCl.O=C(O)[C@H](O)[C@@H](O)C(=O)O.Cl.[K+].N.[Na+]>[OH:1][CH2:2][c:3]1[cH:4][c:5]2[c:6]([cH:7][cH:8][c:9]([O:10][c:11]3[n:12][c:13]4[c:14]([cH:15][cH:16][cH:17][cH:18]4)[s:19]3)[cH:20]2)[o:21]1\"}",
"reactionStep": {
"id": "sa_1c9396ad3fedadf89af80801",
"reactionHash": "34ba3172a0373803e501ccbfa71e845693978a0017f41c554532815e0a4f9200"
},
"children": [
{
"id": "13966",
"routeId": "sa_ea10c7add73d3d23c3c6c736",
"moleculeId": "sa_fea8473ef74bb6b5f843a311",
"parentId": "13965",
"isLeaf": false,
"molecule": {
"id": "sa_fea8473ef74bb6b5f843a311",
"inchikey": "JMSXSDMIABGSQJ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc2cc(Oc3nc4ccccc4s3)ccc2o1"
},
"smiles": "COC(=O)c1cc2cc(Oc3nc4ccccc4s3)ccc2o1",
"reactionStepId": "sa_556f06bed669cae0c1f709f8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292208A1;0308;973769\",\"rsmi\":\"Cl[c:13]1[n:14][c:15]2[c:16]([cH:17][cH:18][cH:19][cH:20]2)[s:21]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([OH:12])[cH:22]2)[o:23]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([O:12][c:13]3[n:14][c:15]4[c:16]([cH:17][cH:18][cH:19][cH:20]4)[s:21]3)[cH:22]2)[o:23]1\"},\"mapped_reaction_smiles\":\"Cl[c:13]1[n:14][c:15]2[c:16]([cH:17][cH:18][cH:19][cH:20]2)[s:21]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([OH:12])[cH:22]2)[o:23]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([O:12][c:13]3[n:14][c:15]4[c:16]([cH:17][cH:18][cH:19][cH:20]4)[s:21]3)[cH:22]2)[o:23]1\"}",
"reactionStep": {
"id": "sa_556f06bed669cae0c1f709f8",
"reactionHash": "9b717a3566b079966c69447077438e70297b0925227a943b5d34eb9d8861f799"
},
"children": [
{
"id": "13967",
"routeId": "sa_ea10c7add73d3d23c3c6c736",
"moleculeId": "sa_d6e7c13d3e4d6b80371a65e6",
"parentId": "13966",
"isLeaf": true,
"molecule": {
"id": "sa_d6e7c13d3e4d6b80371a65e6",
"inchikey": "BSQLQMLFTHJVKS-UHFFFAOYSA-N",
"smiles": "Clc1nc2ccccc2s1"
},
"smiles": "Clc1nc2ccccc2s1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13968",
"routeId": "sa_ea10c7add73d3d23c3c6c736",
"moleculeId": "sa_868a34d5430c294cfa64dfe5",
"parentId": "13966",
"isLeaf": false,
"molecule": {
"id": "sa_868a34d5430c294cfa64dfe5",
"inchikey": "KPSJSEXMKPMEAM-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc2cc(O)ccc2o1"
},
"smiles": "COC(=O)c1cc2cc(O)ccc2o1",
"reactionStepId": "sa_d5ea1f59a8597354ac9522c2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292208A1;0307;973768\",\"rsmi\":\"O[C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([OH:12])[cH:13]2)[o:14]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([OH:12])[cH:13]2)[o:14]1\"},\"mapped_reaction_smiles\":\"O[C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([OH:12])[cH:13]2)[o:14]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10][c:11]([OH:12])[cH:13]2)[o:14]1\"}",
"reactionStep": {
"id": "sa_d5ea1f59a8597354ac9522c2",
"reactionHash": "d4dbb4f4e4ab3bedb5d132f88d0280309cdc2d4d840a440501bded8a889c2076"
},
"children": [
{
"id": "13969",
"routeId": "sa_ea10c7add73d3d23c3c6c736",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "13968",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13970",
"routeId": "sa_ea10c7add73d3d23c3c6c736",
"moleculeId": "sa_6644652c0194fbccf0c5d63d",
"parentId": "13968",
"isLeaf": false,
"molecule": {
"id": "sa_6644652c0194fbccf0c5d63d",
"inchikey": "SDFAGAYNULBGAX-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc2cc(O)ccc2o1"
},
"smiles": "O=C(O)c1cc2cc(O)ccc2o1",
"reactionStepId": "sa_6782ee361aa871e0bf93632c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292208A1;0306;973767\",\"rsmi\":\"C[O:11][c:10]1[cH:9][cH:8][c:7]2[c:6]([cH:5][c:4]([C:2](=[O:1])[OH:3])[o:13]2)[cH:12]1>BrB(Br)Br.ClCCl.Cl.N>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9][c:10]([OH:11])[cH:12]2)[o:13]1\"},\"mapped_reaction_smiles\":\"C[O:11][c:10]1[cH:9][cH:8][c:7]2[c:6]([cH:5][c:4]([C:2](=[O:1])[OH:3])[o:13]2)[cH:12]1>BrB(Br)Br.ClCCl.Cl.N>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9][c:10]([OH:11])[cH:12]2)[o:13]1\"}",
"reactionStep": {
"id": "sa_6782ee361aa871e0bf93632c",
"reactionHash": "b7321ae3c70bba9cdd6e85c49519bbfeac1d44e91d81b2ac22b848093c336096"
},
"children": [
{
"id": "13971",
"routeId": "sa_ea10c7add73d3d23c3c6c736",
"moleculeId": "sa_4ae6cffa1dbfadecbc1c07ff",
"parentId": "13970",
"isLeaf": true,
"molecule": {
"id": "sa_4ae6cffa1dbfadecbc1c07ff",
"inchikey": "XZELWEMGWISCTP-UHFFFAOYSA-N",
"smiles": "COc1ccc2oc(C(=O)O)cc2c1"
},
"smiles": "COc1ccc2oc(C(=O)O)cc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}