Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(F)ccc1Oc1ccc(C2=CC=CN3CCS(=O)(=O)N=C23)cc1
InChiKey
PVLCATOIAHTPNX-UHFFFAOYSA-N
Route Signature
03daed2077b63411b3621510a0a022f57be5a7576c8e205086e4b3ef6a142c74
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f2abf6d0d3aa12b81b4e0021",
"signature": "03daed2077b63411b3621510a0a022f57be5a7576c8e205086e4b3ef6a142c74",
"contentHash": "34e1c58964183cced922de2b51f8bf6ed657df42e8f3178b2a440412b8abe36b",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_68315dea6800ad13eca06e13",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07984",
"moleculeId": "sa_a132e3d3e0f604be54888e76",
"smiles": "Cc1cc(F)ccc1Oc1ccc(C2=CC=CN3CCS(=O)(=O)N=C23)cc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a132e3d3e0f604be54888e76",
"inchikey": "PVLCATOIAHTPNX-UHFFFAOYSA-N",
"smiles": "Cc1cc(F)ccc1Oc1ccc(C2=CC=CN3CCS(=O)(=O)N=C23)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16327",
"routeId": "sa_f2abf6d0d3aa12b81b4e0021",
"moleculeId": "sa_a132e3d3e0f604be54888e76",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a132e3d3e0f604be54888e76",
"inchikey": "PVLCATOIAHTPNX-UHFFFAOYSA-N",
"smiles": "Cc1cc(F)ccc1Oc1ccc(C2=CC=CN3CCS(=O)(=O)N=C23)cc1"
},
"smiles": "Cc1cc(F)ccc1Oc1ccc(C2=CC=CN3CCS(=O)(=O)N=C23)cc1",
"reactionStepId": "sa_91dcaa3baa4d72ac302b58da",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08778934B2;1138;1482930\",\"rsmi\":\"Cl[CH2:14][CH2:15][S:16](Cl)(=[O:17])=[O:18].[CH3:1][c:2]1[c:3]([O:4][c:5]2[cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][cH:12][n:13][c:20]3[NH2:19])[cH:21][cH:22]2)[cH:23][cH:24][c:25]([F:26])[cH:27]1>C1CCOC1.[HH].[Na+]>[CH3:1][c:2]1[c:3]([O:4][c:5]2[cH:6][cH:7][c:8]([C:9]3=[CH:10][CH:11]=[CH:12][N:13]4[CH2:14][CH2:15][S:16](=[O:17])(=[O:18])[N:19]=[C:20]34)[cH:21][cH:22]2)[cH:23][cH:24][c:25]([F:26])[cH:27]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:14][CH2:15][S:16](Cl)(=[O:17])=[O:18].[CH3:1][c:2]1[c:3]([O:4][c:5]2[cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][cH:12][n:13][c:20]3[NH2:19])[cH:21][cH:22]2)[cH:23][cH:24][c:25]([F:26])[cH:27]1>C1CCOC1.[HH].[Na+]>[CH3:1][c:2]1[c:3]([O:4][c:5]2[cH:6][cH:7][c:8]([C:9]3=[CH:10][CH:11]=[CH:12][N:13]4[CH2:14][CH2:15][S:16](=[O:17])(=[O:18])[N:19]=[C:20]34)[cH:21][cH:22]2)[cH:23][cH:24][c:25]([F:26])[cH:27]1\"}",
"reactionStep": {
"id": "sa_91dcaa3baa4d72ac302b58da",
"reactionHash": "a84857c6c13525117109be7905737cc8cb0579c688aede861ff95a15bea08ac2"
},
"children": [
{
"id": "16328",
"routeId": "sa_f2abf6d0d3aa12b81b4e0021",
"moleculeId": "sa_f0b9d8f3b15e12f4ce1fb9ff",
"parentId": "16327",
"isLeaf": false,
"molecule": {
"id": "sa_f0b9d8f3b15e12f4ce1fb9ff",
"inchikey": "PEALYRTVJLGJCY-UHFFFAOYSA-N",
"smiles": "Cc1cc(F)ccc1Oc1ccc(-c2cccnc2N)cc1"
},
"smiles": "Cc1cc(F)ccc1Oc1ccc(-c2cccnc2N)cc1",
"reactionStepId": "sa_19f6f87a556b7b19d59298cf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08778934B2;1136;1482929\",\"rsmi\":\"I[c:3]1[c:2]([CH3:1])[cH:22][c:20]([F:21])[cH:19][cH:18]1.[OH:4][c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][cH:11][cH:12][n:13][c:14]2[NH2:15])[cH:16][cH:17]1>CS(C)=O.O=C(O)c1ccccn1.O=P(O)(O)O.[Cu]I.[K+].[K+].[K+]>[CH3:1][c:2]1[c:3]([O:4][c:5]2[cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][cH:12][n:13][c:14]3[NH2:15])[cH:16][cH:17]2)[cH:18][cH:19][c:20]([F:21])[cH:22]1\"},\"mapped_reaction_smiles\":\"I[c:3]1[c:2]([CH3:1])[cH:22][c:20]([F:21])[cH:19][cH:18]1.[OH:4][c:5]1[cH:6][cH:7][c:8](-[c:9]2[cH:10][cH:11][cH:12][n:13][c:14]2[NH2:15])[cH:16][cH:17]1>CS(C)=O.O=C(O)c1ccccn1.O=P(O)(O)O.[Cu]I.[K+].[K+].[K+]>[CH3:1][c:2]1[c:3]([O:4][c:5]2[cH:6][cH:7][c:8](-[c:9]3[cH:10][cH:11][cH:12][n:13][c:14]3[NH2:15])[cH:16][cH:17]2)[cH:18][cH:19][c:20]([F:21])[cH:22]1\"}",
"reactionStep": {
"id": "sa_19f6f87a556b7b19d59298cf",
"reactionHash": "15a9348e447173a0fa178411c80a66d3acf31fa2486c0706b8782671d6b16a1d"
},
"children": [
{
"id": "16329",
"routeId": "sa_f2abf6d0d3aa12b81b4e0021",
"moleculeId": "sa_49a52addff6ddf9f68c61e74",
"parentId": "16328",
"isLeaf": false,
"molecule": {
"id": "sa_49a52addff6ddf9f68c61e74",
"inchikey": "FPWAPXWDOARZNG-UHFFFAOYSA-N",
"smiles": "Nc1ncccc1-c1ccc(O)cc1"
},
"smiles": "Nc1ncccc1-c1ccc(O)cc1",
"reactionStepId": "sa_e52f71796e986c9f39b444b3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08778934B2;0954;1482859\",\"rsmi\":\"Br[c:7]1[c:2]([NH2:1])[n:3][cH:4][cH:5][cH:6]1.OB(O)[c:8]1[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]1>CCOC(C)=O.COCCOC.O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[n:3][cH:4][cH:5][cH:6][c:7]1-[c:8]1[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[c:2]([NH2:1])[n:3][cH:4][cH:5][cH:6]1.OB(O)[c:8]1[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]1>CCOC(C)=O.COCCOC.O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[NH2:1][c:2]1[n:3][cH:4][cH:5][cH:6][c:7]1-[c:8]1[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_e52f71796e986c9f39b444b3",
"reactionHash": "d9da5b8d3cccfdf7f88e91c1e626f36fc11c29f3569e3d67ff67387e8423f71d"
},
"children": [
{
"id": "16330",
"routeId": "sa_f2abf6d0d3aa12b81b4e0021",
"moleculeId": "sa_c61789bba57fadeea1a75725",
"parentId": "16329",
"isLeaf": true,
"molecule": {
"id": "sa_c61789bba57fadeea1a75725",
"inchikey": "COIQUVGFTILYGA-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccc(O)cc1"
},
"smiles": "OB(O)c1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16331",
"routeId": "sa_f2abf6d0d3aa12b81b4e0021",
"moleculeId": "sa_a96e660ff3b14fe5dca58daa",
"parentId": "16329",
"isLeaf": true,
"molecule": {
"id": "sa_a96e660ff3b14fe5dca58daa",
"inchikey": "RBCARPJOEUEZLS-UHFFFAOYSA-N",
"smiles": "Nc1ncccc1Br"
},
"smiles": "Nc1ncccc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16332",
"routeId": "sa_f2abf6d0d3aa12b81b4e0021",
"moleculeId": "sa_501ff7b12115ec519f9c0896",
"parentId": "16328",
"isLeaf": true,
"molecule": {
"id": "sa_501ff7b12115ec519f9c0896",
"inchikey": "VWBMDRDQJLUMMS-UHFFFAOYSA-N",
"smiles": "Cc1cc(F)ccc1I"
},
"smiles": "Cc1cc(F)ccc1I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16333",
"routeId": "sa_f2abf6d0d3aa12b81b4e0021",
"moleculeId": "sa_1fb5607ec156a6b70a2bdb7d",
"parentId": "16327",
"isLeaf": true,
"molecule": {
"id": "sa_1fb5607ec156a6b70a2bdb7d",
"inchikey": "VHCSBTPOPKFYIU-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)CCCl"
},
"smiles": "O=S(=O)(Cl)CCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}