Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)Nc1nc(Nc2cc(-c3c[nH]nc3C(F)(F)F)ncn2)cc2ccn(CCO)c(=O)c12
InChiKey
FURLIWMMJMOOOY-UHFFFAOYSA-N
Route Signature
f7d0aa5bb10d2d81fe4c1f70bfd678222452fde552c7212d71f43ac0bfd50262
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_7de949ad39a2230c33334427",
"signature": "f7d0aa5bb10d2d81fe4c1f70bfd678222452fde552c7212d71f43ac0bfd50262",
"contentHash": "cd21cb7925b2f088a750fbd54d17bd7d7b4a9ea62611d15110cc17bd480ac1ea",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_bfb04abff972d9e61b0be5f4",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05424",
"moleculeId": "sa_3c10fcb010e85d6010f53cdb",
"smiles": "CC(C)(C)Nc1nc(Nc2cc(-c3c[nH]nc3C(F)(F)F)ncn2)cc2ccn(CCO)c(=O)c12",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_3c10fcb010e85d6010f53cdb",
"inchikey": "FURLIWMMJMOOOY-UHFFFAOYSA-N",
"smiles": "CC(C)(C)Nc1nc(Nc2cc(-c3c[nH]nc3C(F)(F)F)ncn2)cc2ccn(CCO)c(=O)c12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2780",
"routeId": "sa_7de949ad39a2230c33334427",
"moleculeId": "sa_3c10fcb010e85d6010f53cdb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3c10fcb010e85d6010f53cdb",
"inchikey": "FURLIWMMJMOOOY-UHFFFAOYSA-N",
"smiles": "CC(C)(C)Nc1nc(Nc2cc(-c3c[nH]nc3C(F)(F)F)ncn2)cc2ccn(CCO)c(=O)c12"
},
"smiles": "CC(C)(C)Nc1nc(Nc2cc(-c3c[nH]nc3C(F)(F)F)ncn2)cc2ccn(CCO)c(=O)c12",
"reactionStepId": "sa_6c144bb2f888945c1df4d9f8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110053897A1;0420;1021155\",\"rsmi\":\"Cl[c:18]1[cH:17][c:16]2[c:7]([c:6]([NH:5][C:2]([CH3:1])([CH3:3])[CH3:4])[n:35]1)[c:8](=[O:9])[n:10]([CH2:11][CH2:12][OH:13])[cH:14][cH:15]2.[NH2:19][c:20]1[n:21][cH:22][n:23][c:24](-[c:25]2[cH:26][nH:27][n:28][c:29]2[C:30]([F:31])([F:32])[F:33])[cH:34]1>CC(C)(C)O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[NH:5][c:6]1[c:7]2[c:8](=[O:9])[n:10]([CH2:11][CH2:12][OH:13])[cH:14][cH:15][c:16]2[cH:17][c:18]([NH:19][c:20]2[n:21][cH:22][n:23][c:24](-[c:25]3[cH:26][nH:27][n:28][c:29]3[C:30]([F:31])([F:32])[F:33])[cH:34]2)[n:35]1\"},\"mapped_reaction_smiles\":\"Cl[c:18]1[cH:17][c:16]2[c:7]([c:6]([NH:5][C:2]([CH3:1])([CH3:3])[CH3:4])[n:35]1)[c:8](=[O:9])[n:10]([CH2:11][CH2:12][OH:13])[cH:14][cH:15]2.[NH2:19][c:20]1[n:21][cH:22][n:23][c:24](-[c:25]2[cH:26][nH:27][n:28][c:29]2[C:30]([F:31])([F:32])[F:33])[cH:34]1>CC(C)(C)O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[NH:5][c:6]1[c:7]2[c:8](=[O:9])[n:10]([CH2:11][CH2:12][OH:13])[cH:14][cH:15][c:16]2[cH:17][c:18]([NH:19][c:20]2[n:21][cH:22][n:23][c:24](-[c:25]3[cH:26][nH:27][n:28][c:29]3[C:30]([F:31])([F:32])[F:33])[cH:34]2)[n:35]1\"}",
"reactionStep": {
"id": "sa_6c144bb2f888945c1df4d9f8",
"reactionHash": "5023a66a0be1aa6b005267acf06d8a5ad5a01f1b884d119b370d40a7af8e69d4"
},
"children": [
{
"id": "2781",
"routeId": "sa_7de949ad39a2230c33334427",
"moleculeId": "sa_8e4a93b4a6e55892f4c120d2",
"parentId": "2780",
"isLeaf": false,
"molecule": {
"id": "sa_8e4a93b4a6e55892f4c120d2",
"inchikey": "DRVMSLVKVZNGSB-UHFFFAOYSA-N",
"smiles": "CC(C)(C)Nc1nc(Cl)cc2ccn(CCO)c(=O)c12"
},
"smiles": "CC(C)(C)Nc1nc(Cl)cc2ccn(CCO)c(=O)c12",
"reactionStepId": "sa_75addcfbe7034d3c3a598863",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110053897A1;0485;1021189\",\"rsmi\":\"Br[CH2:11][CH2:12][OH:13].[CH3:1][C:2]([CH3:3])([CH3:4])[NH:5][c:6]1[c:7]2[c:8](=[O:9])[nH:10][cH:14][cH:15][c:16]2[cH:17][c:18]([Cl:19])[n:20]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+].I.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[NH:5][c:6]1[c:7]2[c:8](=[O:9])[n:10]([CH2:11][CH2:12][OH:13])[cH:14][cH:15][c:16]2[cH:17][c:18]([Cl:19])[n:20]1\"},\"mapped_reaction_smiles\":\"Br[CH2:11][CH2:12][OH:13].[CH3:1][C:2]([CH3:3])([CH3:4])[NH:5][c:6]1[c:7]2[c:8](=[O:9])[nH:10][cH:14][cH:15][c:16]2[cH:17][c:18]([Cl:19])[n:20]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+].I.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[NH:5][c:6]1[c:7]2[c:8](=[O:9])[n:10]([CH2:11][CH2:12][OH:13])[cH:14][cH:15][c:16]2[cH:17][c:18]([Cl:19])[n:20]1\"}",
"reactionStep": {
"id": "sa_75addcfbe7034d3c3a598863",
"reactionHash": "99b48181ca3d868c4b9e78eec40eee11e03e0d09b14fb7d29fa4671639fc06d2"
},
"children": [
{
"id": "2782",
"routeId": "sa_7de949ad39a2230c33334427",
"moleculeId": "sa_7a0c7320c126867344fe980f",
"parentId": "2781",
"isLeaf": true,
"molecule": {
"id": "sa_7a0c7320c126867344fe980f",
"inchikey": "LDLCZOVUSADOIV-UHFFFAOYSA-N",
"smiles": "OCCBr"
},
"smiles": "OCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2783",
"routeId": "sa_7de949ad39a2230c33334427",
"moleculeId": "sa_0589b55762a181bc20735719",
"parentId": "2781",
"isLeaf": false,
"molecule": {
"id": "sa_0589b55762a181bc20735719",
"inchikey": "XEAQDILYHYCARN-UHFFFAOYSA-N",
"smiles": "CC(C)(C)Nc1nc(Cl)cc2cc[nH]c(=O)c12"
},
"smiles": "CC(C)(C)Nc1nc(Cl)cc2cc[nH]c(=O)c12",
"reactionStepId": "sa_ff85ad48bd271b5dec648d06",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110053897A1;0484;1021188\",\"rsmi\":\"Cl[c:6]1[c:7]2[c:8](=[O:9])[nH:10][cH:11][cH:12][c:13]2[cH:14][c:15]([Cl:16])[n:17]1.[CH3:1][C:2]([CH3:3])([CH3:4])[NH2:5]>CC(C)O.CCN(C(C)C)C(C)C>[CH3:1][C:2]([CH3:3])([CH3:4])[NH:5][c:6]1[c:7]2[c:8](=[O:9])[nH:10][cH:11][cH:12][c:13]2[cH:14][c:15]([Cl:16])[n:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[c:7]2[c:8](=[O:9])[nH:10][cH:11][cH:12][c:13]2[cH:14][c:15]([Cl:16])[n:17]1.[CH3:1][C:2]([CH3:3])([CH3:4])[NH2:5]>CC(C)O.CCN(C(C)C)C(C)C>[CH3:1][C:2]([CH3:3])([CH3:4])[NH:5][c:6]1[c:7]2[c:8](=[O:9])[nH:10][cH:11][cH:12][c:13]2[cH:14][c:15]([Cl:16])[n:17]1\"}",
"reactionStep": {
"id": "sa_ff85ad48bd271b5dec648d06",
"reactionHash": "1c8a6dd9a9eaca88da60310f254c9716d78fc3c20b35281320bbb4878bb3a119"
},
"children": [
{
"id": "2784",
"routeId": "sa_7de949ad39a2230c33334427",
"moleculeId": "sa_f2b1b32916ed2feed14e52e9",
"parentId": "2783",
"isLeaf": true,
"molecule": {
"id": "sa_f2b1b32916ed2feed14e52e9",
"inchikey": "UIVWSQSYQQDTRE-UHFFFAOYSA-N",
"smiles": "O=c1[nH]ccc2cc(Cl)nc(Cl)c12"
},
"smiles": "O=c1[nH]ccc2cc(Cl)nc(Cl)c12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2785",
"routeId": "sa_7de949ad39a2230c33334427",
"moleculeId": "sa_8413f5aed68586ea647bdeb5",
"parentId": "2783",
"isLeaf": true,
"molecule": {
"id": "sa_8413f5aed68586ea647bdeb5",
"inchikey": "YBRBMKDOPFTVDT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)N"
},
"smiles": "CC(C)(C)N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "2786",
"routeId": "sa_7de949ad39a2230c33334427",
"moleculeId": "sa_79a0d8f8e599545bbbcb0975",
"parentId": "2780",
"isLeaf": false,
"molecule": {
"id": "sa_79a0d8f8e599545bbbcb0975",
"inchikey": "QQJSJDBPRQACLX-UHFFFAOYSA-N",
"smiles": "Nc1cc(-c2c[nH]nc2C(F)(F)F)ncn1"
},
"smiles": "Nc1cc(-c2c[nH]nc2C(F)(F)F)ncn1",
"reactionStepId": "sa_54e8968eb8e5adda33528063",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110053897A1;0419;1021154\",\"rsmi\":\"CC1(C)OB([c:7]2[cH:8][nH:9][n:10][c:11]2[C:12]([F:13])([F:14])[F:15])OC1(C)C.Cl[c:6]1[n:5][cH:4][n:3][c:2]([NH2:1])[cH:16]1>C1CCOC1.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.O=C(O)O.[Na+].[Na+]>[NH2:1][c:2]1[n:3][cH:4][n:5][c:6](-[c:7]2[cH:8][nH:9][n:10][c:11]2[C:12]([F:13])([F:14])[F:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:7]2[cH:8][nH:9][n:10][c:11]2[C:12]([F:13])([F:14])[F:15])OC1(C)C.Cl[c:6]1[n:5][cH:4][n:3][c:2]([NH2:1])[cH:16]1>C1CCOC1.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.O=C(O)O.[Na+].[Na+]>[NH2:1][c:2]1[n:3][cH:4][n:5][c:6](-[c:7]2[cH:8][nH:9][n:10][c:11]2[C:12]([F:13])([F:14])[F:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_54e8968eb8e5adda33528063",
"reactionHash": "b21c9ffe35fd9cec1601a9e2faeaa67125157d90eb28fcfb95b6e69c09fc9b73"
},
"children": [
{
"id": "2787",
"routeId": "sa_7de949ad39a2230c33334427",
"moleculeId": "sa_b31754e8df376c6f1cf70502",
"parentId": "2786",
"isLeaf": true,
"molecule": {
"id": "sa_b31754e8df376c6f1cf70502",
"inchikey": "DUKKRSPKJMHASP-UHFFFAOYSA-N",
"smiles": "Nc1cc(Cl)ncn1"
},
"smiles": "Nc1cc(Cl)ncn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2788",
"routeId": "sa_7de949ad39a2230c33334427",
"moleculeId": "sa_23533ea74ce418f18c3f653f",
"parentId": "2786",
"isLeaf": true,
"molecule": {
"id": "sa_23533ea74ce418f18c3f653f",
"inchikey": "WHYPQJYBTNZKBY-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2c[nH]nc2C(F)(F)F)OC1(C)C"
},
"smiles": "CC1(C)OB(c2c[nH]nc2C(F)(F)F)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}