Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Nc1ncc(-c2cc(N3C[C@@H]4C[C@H]3CN4)nc(N3CC4CC3C4)n2)cc1C(F)(F)F
InChiKey
FPTIZBOEXLOVRQ-YSOMNSGWSA-N
Route Signature
52be4e0dd1875018d404151d52b02ec4e4c4953a8df699ee1a7b8c65a5ea0ff0
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e2d208989991766211781902",
"signature": "52be4e0dd1875018d404151d52b02ec4e4c4953a8df699ee1a7b8c65a5ea0ff0",
"contentHash": "c3d9ef432985dc30f4da2a4e8d52d2873764d1ceea960b003b07915b6e4c2374",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_3b003d8249b994a13af7c447",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02580",
"moleculeId": "sa_67829efb5d72239216a67b7f",
"smiles": "Nc1ncc(-c2cc(N3C[C@@H]4C[C@H]3CN4)nc(N3CC4CC3C4)n2)cc1C(F)(F)F",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_67829efb5d72239216a67b7f",
"inchikey": "FPTIZBOEXLOVRQ-YSOMNSGWSA-N",
"smiles": "Nc1ncc(-c2cc(N3C[C@@H]4C[C@H]3CN4)nc(N3CC4CC3C4)n2)cc1C(F)(F)F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6426",
"routeId": "sa_e2d208989991766211781902",
"moleculeId": "sa_67829efb5d72239216a67b7f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_67829efb5d72239216a67b7f",
"inchikey": "FPTIZBOEXLOVRQ-YSOMNSGWSA-N",
"smiles": "Nc1ncc(-c2cc(N3C[C@@H]4C[C@H]3CN4)nc(N3CC4CC3C4)n2)cc1C(F)(F)F"
},
"smiles": "Nc1ncc(-c2cc(N3C[C@@H]4C[C@H]3CN4)nc(N3CC4CC3C4)n2)cc1C(F)(F)F",
"reactionStepId": "sa_81e1964aae2ee360cdbb7f16",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160158234A1;0191;1887090\",\"rsmi\":\"CC(C)(C)OC(=O)[N:23]1[C@@H:19]2[CH2:18][N:17]([c:16]3[n:15][c:8]([N:9]4[CH2:10][CH:11]5[CH2:12][CH:13]4[CH2:14]5)[n:7][c:6](-[c:5]4[cH:4][n:3][c:2]([NH2:1])[c:26]([C:27]([F:28])([F:29])[F:30])[cH:25]4)[cH:24]3)[C@@H:21]([CH2:20]2)[CH2:22]1>ClCCl.O=C(O)C(F)(F)F>[NH2:1][c:2]1[n:3][cH:4][c:5](-[c:6]2[n:7][c:8]([N:9]3[CH2:10][CH:11]4[CH2:12][CH:13]3[CH2:14]4)[n:15][c:16]([N:17]3[CH2:18][C@@H:19]4[CH2:20][C@H:21]3[CH2:22][NH:23]4)[cH:24]2)[cH:25][c:26]1[C:27]([F:28])([F:29])[F:30]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:23]1[C@@H:19]2[CH2:18][N:17]([c:16]3[n:15][c:8]([N:9]4[CH2:10][CH:11]5[CH2:12][CH:13]4[CH2:14]5)[n:7][c:6](-[c:5]4[cH:4][n:3][c:2]([NH2:1])[c:26]([C:27]([F:28])([F:29])[F:30])[cH:25]4)[cH:24]3)[C@@H:21]([CH2:20]2)[CH2:22]1>ClCCl.O=C(O)C(F)(F)F>[NH2:1][c:2]1[n:3][cH:4][c:5](-[c:6]2[n:7][c:8]([N:9]3[CH2:10][CH:11]4[CH2:12][CH:13]3[CH2:14]4)[n:15][c:16]([N:17]3[CH2:18][C@@H:19]4[CH2:20][C@H:21]3[CH2:22][NH:23]4)[cH:24]2)[cH:25][c:26]1[C:27]([F:28])([F:29])[F:30]\"}",
"reactionStep": {
"id": "sa_81e1964aae2ee360cdbb7f16",
"reactionHash": "4d814d4a022bb005a4f107b3a81ed558c0d946954efd081a52a1d5be7536a27d"
},
"children": [
{
"id": "6427",
"routeId": "sa_e2d208989991766211781902",
"moleculeId": "sa_9260ad796afa025ae0d99184",
"parentId": "6426",
"isLeaf": false,
"molecule": {
"id": "sa_9260ad796afa025ae0d99184",
"inchikey": "BCVHMXNIZUYYMR-KMZOKZLKSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1CN2c1cc(-c2cnc(N)c(C(F)(F)F)c2)nc(N2CC3CC2C3)n1"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1CN2c1cc(-c2cnc(N)c(C(F)(F)F)c2)nc(N2CC3CC2C3)n1",
"reactionStepId": "sa_5350743454481ddae0e8bd95",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160158234A1;0189;1887089\",\"rsmi\":\"Cl[c:17]1[n:16][c:15]([N:14]2[C@@H:10]3[CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[C@@H:12]([CH2:11]3)[CH2:13]2)[cH:37][c:25](-[c:26]2[cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[c:33]([NH2:34])[n:35][cH:36]2)[n:24]1.[NH:18]1[CH2:19][CH:20]2[CH2:21][CH:22]1[CH2:23]2>CS(C)=O.Cl.O.O=C(O)O.[K+].[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@H:12]1[CH2:13][N:14]2[c:15]1[n:16][c:17]([N:18]2[CH2:19][CH:20]3[CH2:21][CH:22]2[CH2:23]3)[n:24][c:25](-[c:26]2[cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[c:33]([NH2:34])[n:35][cH:36]2)[cH:37]1\"},\"mapped_reaction_smiles\":\"Cl[c:17]1[n:16][c:15]([N:14]2[C@@H:10]3[CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[C@@H:12]([CH2:11]3)[CH2:13]2)[cH:37][c:25](-[c:26]2[cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[c:33]([NH2:34])[n:35][cH:36]2)[n:24]1.[NH:18]1[CH2:19][CH:20]2[CH2:21][CH:22]1[CH2:23]2>CS(C)=O.Cl.O.O=C(O)O.[K+].[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@H:12]1[CH2:13][N:14]2[c:15]1[n:16][c:17]([N:18]2[CH2:19][CH:20]3[CH2:21][CH:22]2[CH2:23]3)[n:24][c:25](-[c:26]2[cH:27][c:28]([C:29]([F:30])([F:31])[F:32])[c:33]([NH2:34])[n:35][cH:36]2)[cH:37]1\"}",
"reactionStep": {
"id": "sa_5350743454481ddae0e8bd95",
"reactionHash": "303a527a5f031c4765cf8b937380b3aea519c633d5ed147d08c08796e87cb6a3"
},
"children": [
{
"id": "6428",
"routeId": "sa_e2d208989991766211781902",
"moleculeId": "sa_6e462033874f971657111d15",
"parentId": "6427",
"isLeaf": true,
"molecule": {
"id": "sa_6e462033874f971657111d15",
"inchikey": "HAHYXYKFMHJMIE-UHFFFAOYSA-N",
"smiles": "C1NC2CC1C2"
},
"smiles": "C1NC2CC1C2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6429",
"routeId": "sa_e2d208989991766211781902",
"moleculeId": "sa_79d62f1b7f7195ce2effec7d",
"parentId": "6427",
"isLeaf": false,
"molecule": {
"id": "sa_79d62f1b7f7195ce2effec7d",
"inchikey": "UIHDQMFBTXLVEV-RYUDHWBXSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1CN2c1cc(-c2cnc(N)c(C(F)(F)F)c2)nc(Cl)n1"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1CN2c1cc(-c2cnc(N)c(C(F)(F)F)c2)nc(Cl)n1",
"reactionStepId": "sa_5fb6668a7072d82aa99067be",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160158234A1;0187;1887088\",\"rsmi\":\"Cl[c:15]1[n:16][c:17]([Cl:18])[n:19][c:20](-[c:21]2[cH:22][c:23]([C:24]([F:25])([F:26])[F:27])[c:28]([NH2:29])[n:30][cH:31]2)[cH:32]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@H:12]1[CH2:13][NH:14]2>C1CCOC1.CCN(C(C)C)C(C)C.Cl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@H:12]1[CH2:13][N:14]2[c:15]1[n:16][c:17]([Cl:18])[n:19][c:20](-[c:21]2[cH:22][c:23]([C:24]([F:25])([F:26])[F:27])[c:28]([NH2:29])[n:30][cH:31]2)[cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[c:15]1[n:16][c:17]([Cl:18])[n:19][c:20](-[c:21]2[cH:22][c:23]([C:24]([F:25])([F:26])[F:27])[c:28]([NH2:29])[n:30][cH:31]2)[cH:32]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@H:12]1[CH2:13][NH:14]2>C1CCOC1.CCN(C(C)C)C(C)C.Cl.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C@@H:10]2[CH2:11][C@H:12]1[CH2:13][N:14]2[c:15]1[n:16][c:17]([Cl:18])[n:19][c:20](-[c:21]2[cH:22][c:23]([C:24]([F:25])([F:26])[F:27])[c:28]([NH2:29])[n:30][cH:31]2)[cH:32]1\"}",
"reactionStep": {
"id": "sa_5fb6668a7072d82aa99067be",
"reactionHash": "d1b7927152b0a707df2525ec4decd2daa327a93dc8c942388423f3d6fa9505c1"
},
"children": [
{
"id": "6430",
"routeId": "sa_e2d208989991766211781902",
"moleculeId": "sa_0beee11bc6b60f4035415c4c",
"parentId": "6429",
"isLeaf": true,
"molecule": {
"id": "sa_0beee11bc6b60f4035415c4c",
"inchikey": "UXAWXZDXVOYLII-YUMQZZPRSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1CN2"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1CN2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6431",
"routeId": "sa_e2d208989991766211781902",
"moleculeId": "sa_9d08df7ced4482e37f5babcb",
"parentId": "6429",
"isLeaf": false,
"molecule": {
"id": "sa_9d08df7ced4482e37f5babcb",
"inchikey": "VVYOYCQOQDMNCZ-UHFFFAOYSA-N",
"smiles": "Nc1ncc(-c2cc(Cl)nc(Cl)n2)cc1C(F)(F)F"
},
"smiles": "Nc1ncc(-c2cc(Cl)nc(Cl)n2)cc1C(F)(F)F",
"reactionStepId": "sa_c33c35743de582454729be6d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160158234A1;0185;1887087\",\"rsmi\":\"CC1(C)OB([c:5]2[cH:4][n:3][c:2]([NH2:1])[c:15]([C:16]([F:17])([F:18])[F:19])[cH:14]2)OC1(C)C.Cl[c:6]1[n:7][c:8]([Cl:9])[n:10][c:11]([Cl:12])[cH:13]1>CC#N.Cl[Pd]Cl.O.O=C(O)O.[Cs+].[Cs+].[Fe+2]>[NH2:1][c:2]1[n:3][cH:4][c:5](-[c:6]2[n:7][c:8]([Cl:9])[n:10][c:11]([Cl:12])[cH:13]2)[cH:14][c:15]1[C:16]([F:17])([F:18])[F:19]\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:5]2[cH:4][n:3][c:2]([NH2:1])[c:15]([C:16]([F:17])([F:18])[F:19])[cH:14]2)OC1(C)C.Cl[c:6]1[n:7][c:8]([Cl:9])[n:10][c:11]([Cl:12])[cH:13]1>CC#N.Cl[Pd]Cl.O.O=C(O)O.[Cs+].[Cs+].[Fe+2]>[NH2:1][c:2]1[n:3][cH:4][c:5](-[c:6]2[n:7][c:8]([Cl:9])[n:10][c:11]([Cl:12])[cH:13]2)[cH:14][c:15]1[C:16]([F:17])([F:18])[F:19]\"}",
"reactionStep": {
"id": "sa_c33c35743de582454729be6d",
"reactionHash": "2b8f3cce4aa1c7ecc879f0da203b71201afbedb5e40e552953250cd4325d9fab"
},
"children": [
{
"id": "6432",
"routeId": "sa_e2d208989991766211781902",
"moleculeId": "sa_780472feb89d3e0aabadf47f",
"parentId": "6431",
"isLeaf": true,
"molecule": {
"id": "sa_780472feb89d3e0aabadf47f",
"inchikey": "DPVIABCMTHHTGB-UHFFFAOYSA-N",
"smiles": "Clc1cc(Cl)nc(Cl)n1"
},
"smiles": "Clc1cc(Cl)nc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6433",
"routeId": "sa_e2d208989991766211781902",
"moleculeId": "sa_f4a187ad71accdc54f8f458a",
"parentId": "6431",
"isLeaf": true,
"molecule": {
"id": "sa_f4a187ad71accdc54f8f458a",
"inchikey": "OQZKROYNCVLJKM-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2cnc(N)c(C(F)(F)F)c2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2cnc(N)c(C(F)(F)F)c2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}