Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cncc(-c2cc3c(cn2)[nH]c2ncc(F)cc23)c1
InChiKey
MZYRJSOKPMAOLK-UHFFFAOYSA-N
Route Signature
e4979546de642aa0105f6f7ed510a18a95b63197a1a923a7dd32c4abe144ec51
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c28c6ee9054f6b3dd1d44ff0",
"signature": "e4979546de642aa0105f6f7ed510a18a95b63197a1a923a7dd32c4abe144ec51",
"contentHash": "c5476d471d84373b2847565b8437de7919c3add25a99bd7b4a3add645a79ced4",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_cccb4b696236bf0296b2f5c0",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00686",
"moleculeId": "sa_525ecf548ff8eb2286ce4df4",
"smiles": "COc1cncc(-c2cc3c(cn2)[nH]c2ncc(F)cc23)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_525ecf548ff8eb2286ce4df4",
"inchikey": "MZYRJSOKPMAOLK-UHFFFAOYSA-N",
"smiles": "COc1cncc(-c2cc3c(cn2)[nH]c2ncc(F)cc23)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13699",
"routeId": "sa_c28c6ee9054f6b3dd1d44ff0",
"moleculeId": "sa_525ecf548ff8eb2286ce4df4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_525ecf548ff8eb2286ce4df4",
"inchikey": "MZYRJSOKPMAOLK-UHFFFAOYSA-N",
"smiles": "COc1cncc(-c2cc3c(cn2)[nH]c2ncc(F)cc23)c1"
},
"smiles": "COc1cncc(-c2cc3c(cn2)[nH]c2ncc(F)cc23)c1",
"reactionStepId": "sa_d4336ddc9cd868c504ef8377",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110178053A1;1449;1082686\",\"rsmi\":\"CC1(C)OB([c:7]2[cH:6][n:5][cH:4][c:3]([O:2][CH3:1])[cH:22]2)OC1(C)C.O=S(=O)(O[c:8]1[n:9][cH:10][c:11]2[nH:12][c:13]3[n:14][cH:15][c:16]([F:17])[cH:18][c:19]3[c:20]2[cH:21]1)C(F)(F)F>C1COCCO1.CCOC(C)=O.Cl[Pd]Cl.O.O=C(O)O.[Cs+].[Cs+].[Fe+2]>[CH3:1][O:2][c:3]1[cH:4][n:5][cH:6][c:7](-[c:8]2[n:9][cH:10][c:11]3[nH:12][c:13]4[n:14][cH:15][c:16]([F:17])[cH:18][c:19]4[c:20]3[cH:21]2)[cH:22]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:7]2[cH:6][n:5][cH:4][c:3]([O:2][CH3:1])[cH:22]2)OC1(C)C.O=S(=O)(O[c:8]1[n:9][cH:10][c:11]2[nH:12][c:13]3[n:14][cH:15][c:16]([F:17])[cH:18][c:19]3[c:20]2[cH:21]1)C(F)(F)F>C1COCCO1.CCOC(C)=O.Cl[Pd]Cl.O.O=C(O)O.[Cs+].[Cs+].[Fe+2]>[CH3:1][O:2][c:3]1[cH:4][n:5][cH:6][c:7](-[c:8]2[n:9][cH:10][c:11]3[nH:12][c:13]4[n:14][cH:15][c:16]([F:17])[cH:18][c:19]4[c:20]3[cH:21]2)[cH:22]1\"}",
"reactionStep": {
"id": "sa_d4336ddc9cd868c504ef8377",
"reactionHash": "e81d49373d3e5218dc4004642f7228a4720f9a57df6280887a283341afbe969a"
},
"children": [
{
"id": "13700",
"routeId": "sa_c28c6ee9054f6b3dd1d44ff0",
"moleculeId": "sa_7357217c59b4a9857640cd29",
"parentId": "13699",
"isLeaf": true,
"molecule": {
"id": "sa_7357217c59b4a9857640cd29",
"inchikey": "HENXUFOAGXNWKH-UHFFFAOYSA-N",
"smiles": "COc1cncc(B2OC(C)(C)C(C)(C)O2)c1"
},
"smiles": "COc1cncc(B2OC(C)(C)C(C)(C)O2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13701",
"routeId": "sa_c28c6ee9054f6b3dd1d44ff0",
"moleculeId": "sa_885559a35963a8de440eadf8",
"parentId": "13699",
"isLeaf": false,
"molecule": {
"id": "sa_885559a35963a8de440eadf8",
"inchikey": "PFFLCIUGXKVYKC-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Oc1cc2c(cn1)[nH]c1ncc(F)cc12)C(F)(F)F"
},
"smiles": "O=S(=O)(Oc1cc2c(cn1)[nH]c1ncc(F)cc12)C(F)(F)F",
"reactionStepId": "sa_db9a141a5884ef87d86b1ef8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110178053A1;1447;1082685\",\"rsmi\":\"O=S(=O)(O[S:2](=[O:1])(=[O:3])[C:19]([F:20])([F:21])[F:22])C(F)(F)F.[OH:4][c:5]1[n:6][cH:7][c:8]2[nH:9][c:10]3[n:11][cH:12][c:13]([F:14])[cH:15][c:16]3[c:17]2[cH:18]1>CCOC(C)=O.O=C(O)O.c1ccncc1>[O:1]=[S:2](=[O:3])([O:4][c:5]1[n:6][cH:7][c:8]2[nH:9][c:10]3[n:11][cH:12][c:13]([F:14])[cH:15][c:16]3[c:17]2[cH:18]1)[C:19]([F:20])([F:21])[F:22]\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[S:2](=[O:1])(=[O:3])[C:19]([F:20])([F:21])[F:22])C(F)(F)F.[OH:4][c:5]1[n:6][cH:7][c:8]2[nH:9][c:10]3[n:11][cH:12][c:13]([F:14])[cH:15][c:16]3[c:17]2[cH:18]1>CCOC(C)=O.O=C(O)O.c1ccncc1>[O:1]=[S:2](=[O:3])([O:4][c:5]1[n:6][cH:7][c:8]2[nH:9][c:10]3[n:11][cH:12][c:13]([F:14])[cH:15][c:16]3[c:17]2[cH:18]1)[C:19]([F:20])([F:21])[F:22]\"}",
"reactionStep": {
"id": "sa_db9a141a5884ef87d86b1ef8",
"reactionHash": "3d5a2ca8f18d3d98b9d1da0a3af9bd0a6cb31b9a00a5da27746b9f41ff346693"
},
"children": [
{
"id": "13702",
"routeId": "sa_c28c6ee9054f6b3dd1d44ff0",
"moleculeId": "sa_d6b5deb59f99b5c8396bc19e",
"parentId": "13701",
"isLeaf": false,
"molecule": {
"id": "sa_d6b5deb59f99b5c8396bc19e",
"inchikey": "CVMACDXEHAHWQD-UHFFFAOYSA-N",
"smiles": "Oc1cc2c(cn1)[nH]c1ncc(F)cc12"
},
"smiles": "Oc1cc2c(cn1)[nH]c1ncc(F)cc12",
"reactionStepId": "sa_c945932dbe71b2049e506efc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110178053A1;1445;1082684\",\"rsmi\":\"C[O:1][c:2]1[n:3][cH:4][c:5]2[nH:6][c:7]3[n:8][cH:9][c:10]([F:11])[cH:12][c:13]3[c:14]2[cH:15]1>CC(=O)O.Cl>[OH:1][c:2]1[n:3][cH:4][c:5]2[nH:6][c:7]3[n:8][cH:9][c:10]([F:11])[cH:12][c:13]3[c:14]2[cH:15]1\"},\"mapped_reaction_smiles\":\"C[O:1][c:2]1[n:3][cH:4][c:5]2[nH:6][c:7]3[n:8][cH:9][c:10]([F:11])[cH:12][c:13]3[c:14]2[cH:15]1>CC(=O)O.Cl>[OH:1][c:2]1[n:3][cH:4][c:5]2[nH:6][c:7]3[n:8][cH:9][c:10]([F:11])[cH:12][c:13]3[c:14]2[cH:15]1\"}",
"reactionStep": {
"id": "sa_c945932dbe71b2049e506efc",
"reactionHash": "aa60a054a2d8baa14074c97e1ce9eac953b1ec1894372c7ce22e262a43cf3d1d"
},
"children": [
{
"id": "13703",
"routeId": "sa_c28c6ee9054f6b3dd1d44ff0",
"moleculeId": "sa_8209e54e87881860fb4b63c6",
"parentId": "13702",
"isLeaf": false,
"molecule": {
"id": "sa_8209e54e87881860fb4b63c6",
"inchikey": "VKBLGRPXMYFRCW-UHFFFAOYSA-N",
"smiles": "COc1cc2c(cn1)[nH]c1ncc(F)cc12"
},
"smiles": "COc1cc2c(cn1)[nH]c1ncc(F)cc12",
"reactionStepId": "sa_63837d09ef18b1e3e2bfcff1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110178053A1;1443;1082683\",\"rsmi\":\"Cl[c:6]1[cH:5][n:4][c:3]([O:2][CH3:1])[cH:16][c:15]1-[c:14]1[c:8]([NH2:7])[n:9][cH:10][c:11]([F:12])[cH:13]1>C1COCCO1.CC(C)(C)O.[K+]>[CH3:1][O:2][c:3]1[n:4][cH:5][c:6]2[nH:7][c:8]3[n:9][cH:10][c:11]([F:12])[cH:13][c:14]3[c:15]2[cH:16]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[cH:5][n:4][c:3]([O:2][CH3:1])[cH:16][c:15]1-[c:14]1[c:8]([NH2:7])[n:9][cH:10][c:11]([F:12])[cH:13]1>C1COCCO1.CC(C)(C)O.[K+]>[CH3:1][O:2][c:3]1[n:4][cH:5][c:6]2[nH:7][c:8]3[n:9][cH:10][c:11]([F:12])[cH:13][c:14]3[c:15]2[cH:16]1\"}",
"reactionStep": {
"id": "sa_63837d09ef18b1e3e2bfcff1",
"reactionHash": "2d9778231ecbbf8449743fd556a63f95b38b4f4a47a18ed3776c556655bbf85d"
},
"children": [
{
"id": "13704",
"routeId": "sa_c28c6ee9054f6b3dd1d44ff0",
"moleculeId": "sa_918861607614c51ffeae7b32",
"parentId": "13703",
"isLeaf": false,
"molecule": {
"id": "sa_918861607614c51ffeae7b32",
"inchikey": "LCWVKMMBVVFHOE-UHFFFAOYSA-N",
"smiles": "COc1cc(-c2cc(F)cnc2N)c(Cl)cn1"
},
"smiles": "COc1cc(-c2cc(F)cnc2N)c(Cl)cn1",
"reactionStepId": "sa_f31378ce9e06d8170ad6f1bc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110178053A1;1440;1082682\",\"rsmi\":\"Cl[c:3]1[n:4][cH:5][c:6]([Cl:7])[c:8](-[c:9]2[cH:10][c:11]([F:12])[cH:13][n:14][c:15]2[NH2:16])[cH:17]1.[CH3:1][OH:2]>CO.[Na+]>[CH3:1][O:2][c:3]1[n:4][cH:5][c:6]([Cl:7])[c:8](-[c:9]2[cH:10][c:11]([F:12])[cH:13][n:14][c:15]2[NH2:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:3]1[n:4][cH:5][c:6]([Cl:7])[c:8](-[c:9]2[cH:10][c:11]([F:12])[cH:13][n:14][c:15]2[NH2:16])[cH:17]1.[CH3:1][OH:2]>CO.[Na+]>[CH3:1][O:2][c:3]1[n:4][cH:5][c:6]([Cl:7])[c:8](-[c:9]2[cH:10][c:11]([F:12])[cH:13][n:14][c:15]2[NH2:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_f31378ce9e06d8170ad6f1bc",
"reactionHash": "2ef00991ff5c2cdb529efc7f1a826955f6f1efaf02518f74a8f7c3442fb65570"
},
"children": [
{
"id": "13705",
"routeId": "sa_c28c6ee9054f6b3dd1d44ff0",
"moleculeId": "sa_71f70df6b9ffe6345b1528c6",
"parentId": "13704",
"isLeaf": true,
"molecule": {
"id": "sa_71f70df6b9ffe6345b1528c6",
"inchikey": "NZDGXSQZDZOTTJ-UHFFFAOYSA-N",
"smiles": "Nc1ncc(F)cc1-c1cc(Cl)ncc1Cl"
},
"smiles": "Nc1ncc(F)cc1-c1cc(Cl)ncc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13706",
"routeId": "sa_c28c6ee9054f6b3dd1d44ff0",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "13704",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "13707",
"routeId": "sa_c28c6ee9054f6b3dd1d44ff0",
"moleculeId": "sa_d8869d189c1f39359fac1c8b",
"parentId": "13701",
"isLeaf": true,
"molecule": {
"id": "sa_d8869d189c1f39359fac1c8b",
"inchikey": "WJKHJLXJJJATHN-UHFFFAOYSA-N",
"smiles": "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F"
},
"smiles": "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}