Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1C(N)=S
InChiKey
KBFSAAZSPYWRFE-UHFFFAOYSA-N
Route Signature
e5c8bf8658539e6ea741d79f6ac00612e414d41cc1877c7979c928aebf9bb57d
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_1f26526173d2f839519b12d6",
"signature": "e5c8bf8658539e6ea741d79f6ac00612e414d41cc1877c7979c928aebf9bb57d",
"contentHash": "621f99bbd810b01dd33014440afbfc335d89fb04090dee232d66dbc8967f88c3",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_08a47371f5569073b138ccba",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04685",
"moleculeId": "sa_a111b50b0e319ae612441e51",
"smiles": "COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1C(N)=S",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a111b50b0e319ae612441e51",
"inchikey": "KBFSAAZSPYWRFE-UHFFFAOYSA-N",
"smiles": "COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1C(N)=S"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15508",
"routeId": "sa_1f26526173d2f839519b12d6",
"moleculeId": "sa_a111b50b0e319ae612441e51",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a111b50b0e319ae612441e51",
"inchikey": "KBFSAAZSPYWRFE-UHFFFAOYSA-N",
"smiles": "COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1C(N)=S"
},
"smiles": "COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1C(N)=S",
"reactionStepId": "sa_5e9fc0364f641c2ff779f6ef",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160263112A1;0221;1931382\",\"rsmi\":\"COc1ccc(P2(=S)SP(c3ccc(OC)cc3)(=[S:7])S2)cc1.O=[C:5]([c:4]1[c:3]([O:2][CH3:1])[cH:23][c:19]([CH:20]([CH3:21])[CH3:22])[c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[cH:8]1)[NH2:6]>C1CCOC1>[CH3:1][O:2][c:3]1[c:4]([C:5]([NH2:6])=[S:7])[cH:8][c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[c:19]([CH:20]([CH3:21])[CH3:22])[cH:23]1\"},\"mapped_reaction_smiles\":\"COc1ccc(P2(=S)SP(c3ccc(OC)cc3)(=[S:7])S2)cc1.O=[C:5]([c:4]1[c:3]([O:2][CH3:1])[cH:23][c:19]([CH:20]([CH3:21])[CH3:22])[c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[cH:8]1)[NH2:6]>C1CCOC1>[CH3:1][O:2][c:3]1[c:4]([C:5]([NH2:6])=[S:7])[cH:8][c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[c:19]([CH:20]([CH3:21])[CH3:22])[cH:23]1\"}",
"reactionStep": {
"id": "sa_5e9fc0364f641c2ff779f6ef",
"reactionHash": "ddc95877da8766f171aa6b5b10bffd0d0fe6f72e786e02c36b2c0880cf4813ce"
},
"children": [
{
"id": "15509",
"routeId": "sa_1f26526173d2f839519b12d6",
"moleculeId": "sa_fec89fa580d2d7c82276231c",
"parentId": "15508",
"isLeaf": true,
"molecule": {
"id": "sa_fec89fa580d2d7c82276231c",
"inchikey": "CFHGBZLNZZVTAY-UHFFFAOYSA-N",
"smiles": "COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1"
},
"smiles": "COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15510",
"routeId": "sa_1f26526173d2f839519b12d6",
"moleculeId": "sa_4203486d8baa6ce56b90ac39",
"parentId": "15508",
"isLeaf": false,
"molecule": {
"id": "sa_4203486d8baa6ce56b90ac39",
"inchikey": "QRFLXLOCJNJKEJ-UHFFFAOYSA-N",
"smiles": "COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1C(N)=O"
},
"smiles": "COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1C(N)=O",
"reactionStepId": "sa_5dbebde88a061eccdf7e8a29",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160263112A1;0167;1931360\",\"rsmi\":\"CC[OH:7].[CH3:1][O:2][c:3]1[c:4]([C:5]#[N:6])[cH:8][c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[c:19]([CH:20]([CH3:21])[CH3:22])[cH:23]1>[Na+].O>[CH3:1][O:2][c:3]1[c:4]([C:5]([NH2:6])=[O:7])[cH:8][c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[c:19]([CH:20]([CH3:21])[CH3:22])[cH:23]1\"},\"mapped_reaction_smiles\":\"CC[OH:7].[CH3:1][O:2][c:3]1[c:4]([C:5]#[N:6])[cH:8][c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[c:19]([CH:20]([CH3:21])[CH3:22])[cH:23]1>[Na+].O>[CH3:1][O:2][c:3]1[c:4]([C:5]([NH2:6])=[O:7])[cH:8][c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[c:19]([CH:20]([CH3:21])[CH3:22])[cH:23]1\"}",
"reactionStep": {
"id": "sa_5dbebde88a061eccdf7e8a29",
"reactionHash": "c903b6e0464698b34d09254631c4777f79784469fed11a28114095b38741ac87"
},
"children": [
{
"id": "15511",
"routeId": "sa_1f26526173d2f839519b12d6",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "15510",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15512",
"routeId": "sa_1f26526173d2f839519b12d6",
"moleculeId": "sa_af838fb83db1141117fea553",
"parentId": "15510",
"isLeaf": false,
"molecule": {
"id": "sa_af838fb83db1141117fea553",
"inchikey": "WZTGXCZSRLRAEO-UHFFFAOYSA-N",
"smiles": "COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1C#N"
},
"smiles": "COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1C#N",
"reactionStepId": "sa_9a9ba62339fbc06e3bb82b3f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160263112A1;0161;1931358\",\"rsmi\":\"I[c:4]1[c:3]([O:2][CH3:1])[cH:22][c:18]([CH:19]([CH3:20])[CH3:21])[c:8]([O:9][c:10]2[cH:11][n:12][c:13]([NH2:14])[n:15][c:16]2[NH2:17])[cH:7]1.[Cu][C:5]#[N:6]>CN(C)C=O.O>[CH3:1][O:2][c:3]1[c:4]([C:5]#[N:6])[cH:7][c:8]([O:9][c:10]2[cH:11][n:12][c:13]([NH2:14])[n:15][c:16]2[NH2:17])[c:18]([CH:19]([CH3:20])[CH3:21])[cH:22]1\"},\"mapped_reaction_smiles\":\"I[c:4]1[c:3]([O:2][CH3:1])[cH:22][c:18]([CH:19]([CH3:20])[CH3:21])[c:8]([O:9][c:10]2[cH:11][n:12][c:13]([NH2:14])[n:15][c:16]2[NH2:17])[cH:7]1.[Cu][C:5]#[N:6]>CN(C)C=O.O>[CH3:1][O:2][c:3]1[c:4]([C:5]#[N:6])[cH:7][c:8]([O:9][c:10]2[cH:11][n:12][c:13]([NH2:14])[n:15][c:16]2[NH2:17])[c:18]([CH:19]([CH3:20])[CH3:21])[cH:22]1\"}",
"reactionStep": {
"id": "sa_9a9ba62339fbc06e3bb82b3f",
"reactionHash": "b219b38c9a0b8ef3332505a74c5b1c5fcc1f8daf6bb662c812821751c7453cfb"
},
"children": [
{
"id": "15513",
"routeId": "sa_1f26526173d2f839519b12d6",
"moleculeId": "sa_4068e28cb66f7b90f18a17ce",
"parentId": "15512",
"isLeaf": false,
"molecule": {
"id": "sa_4068e28cb66f7b90f18a17ce",
"inchikey": "AATPYXMXFBBKFO-UHFFFAOYSA-N",
"smiles": "COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1I"
},
"smiles": "COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1I",
"reactionStepId": "sa_be3e58187b262d1b5067e45e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160263112A1;0159;1931357\",\"rsmi\":\"Cl[I:21].[CH3:1][O:2][c:3]1[cH:4][c:5]([CH:6]([CH3:7])[CH3:8])[c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[cH:19][cH:20]1>CC(=O)O.O.O=C(O)O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][c:5]([CH:6]([CH3:7])[CH3:8])[c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[cH:19][c:20]1[I:21]\"},\"mapped_reaction_smiles\":\"Cl[I:21].[CH3:1][O:2][c:3]1[cH:4][c:5]([CH:6]([CH3:7])[CH3:8])[c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[cH:19][cH:20]1>CC(=O)O.O.O=C(O)O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][c:5]([CH:6]([CH3:7])[CH3:8])[c:9]([O:10][c:11]2[cH:12][n:13][c:14]([NH2:15])[n:16][c:17]2[NH2:18])[cH:19][c:20]1[I:21]\"}",
"reactionStep": {
"id": "sa_be3e58187b262d1b5067e45e",
"reactionHash": "8edd33a6eeeeea65138b7023aed2a209e2304da5d86493a5f1ca5d707d316a49"
},
"children": [
{
"id": "15514",
"routeId": "sa_1f26526173d2f839519b12d6",
"moleculeId": "sa_4f4ca732df7ec4126f494582",
"parentId": "15513",
"isLeaf": true,
"molecule": {
"id": "sa_4f4ca732df7ec4126f494582",
"inchikey": "HIKYTWIVLKHYIM-UHFFFAOYSA-N",
"smiles": "COc1ccc(Oc2cnc(N)nc2N)c(C(C)C)c1"
},
"smiles": "COc1ccc(Oc2cnc(N)nc2N)c(C(C)C)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15515",
"routeId": "sa_1f26526173d2f839519b12d6",
"moleculeId": "sa_854b03039f1645813f54d9cc",
"parentId": "15513",
"isLeaf": true,
"molecule": {
"id": "sa_854b03039f1645813f54d9cc",
"inchikey": "QZRGKCOWNLSUDK-UHFFFAOYSA-N",
"smiles": "ClI"
},
"smiles": "ClI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15516",
"routeId": "sa_1f26526173d2f839519b12d6",
"moleculeId": "sa_e11ca71068ddcf6649aafd11",
"parentId": "15512",
"isLeaf": true,
"molecule": {
"id": "sa_e11ca71068ddcf6649aafd11",
"inchikey": "DULSAGLWMRMKCQ-UHFFFAOYSA-N",
"smiles": "N#[C][Cu]"
},
"smiles": "N#[C][Cu]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}