Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCC(N(C)c2nc3nc(-c4ccc(N)nc4)nc(N4CCOCC4)c3s2)CC1
InChiKey
AUQJUYJSLJLZJN-UHFFFAOYSA-N
Route Signature
b27683535501317b84d36c6093d1ac7a03b84e79bce1f637cf99d774acd3549c
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_50108ae36b219f0e2604513e",
"signature": "b27683535501317b84d36c6093d1ac7a03b84e79bce1f637cf99d774acd3549c",
"contentHash": "03c7bafe822cfb0f35281f24dcc6ed386d4435326019f8ca15b360e5268a7609",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_8e6d46633dde015d12749d3a",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-08412",
"moleculeId": "sa_98a39c503828627ba17a8460",
"smiles": "CN1CCC(N(C)c2nc3nc(-c4ccc(N)nc4)nc(N4CCOCC4)c3s2)CC1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_98a39c503828627ba17a8460",
"inchikey": "AUQJUYJSLJLZJN-UHFFFAOYSA-N",
"smiles": "CN1CCC(N(C)c2nc3nc(-c4ccc(N)nc4)nc(N4CCOCC4)c3s2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16410",
"routeId": "sa_50108ae36b219f0e2604513e",
"moleculeId": "sa_98a39c503828627ba17a8460",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_98a39c503828627ba17a8460",
"inchikey": "AUQJUYJSLJLZJN-UHFFFAOYSA-N",
"smiles": "CN1CCC(N(C)c2nc3nc(-c4ccc(N)nc4)nc(N4CCOCC4)c3s2)CC1"
},
"smiles": "CN1CCC(N(C)c2nc3nc(-c4ccc(N)nc4)nc(N4CCOCC4)c3s2)CC1",
"reactionStepId": "sa_5635f785fc234ce34adaaa26",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112085A1;0346;1051521\",\"rsmi\":\"CC1(C)OB([c:22]2[cH:23][cH:24][c:25]([NH2:26])[n:27][cH:28]2)OC1(C)C.Cl[c:21]1[n:20][c:13]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[c:11]2[c:10]([n:9][c:8]([N:6]([CH:5]3[CH2:4][CH2:3][N:2]([CH3:1])[CH2:31][CH2:30]3)[CH3:7])[s:12]2)[n:29]1>CC#N.CC(=O)O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[K+]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([N:6]([CH3:7])[c:8]2[n:9][c:10]3[c:11]([s:12]2)[c:13]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[n:20][c:21](-[c:22]2[cH:23][cH:24][c:25]([NH2:26])[n:27][cH:28]2)[n:29]3)[CH2:30][CH2:31]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:22]2[cH:23][cH:24][c:25]([NH2:26])[n:27][cH:28]2)OC1(C)C.Cl[c:21]1[n:20][c:13]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[c:11]2[c:10]([n:9][c:8]([N:6]([CH:5]3[CH2:4][CH2:3][N:2]([CH3:1])[CH2:31][CH2:30]3)[CH3:7])[s:12]2)[n:29]1>CC#N.CC(=O)O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[K+]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([N:6]([CH3:7])[c:8]2[n:9][c:10]3[c:11]([s:12]2)[c:13]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[n:20][c:21](-[c:22]2[cH:23][cH:24][c:25]([NH2:26])[n:27][cH:28]2)[n:29]3)[CH2:30][CH2:31]1\"}",
"reactionStep": {
"id": "sa_5635f785fc234ce34adaaa26",
"reactionHash": "27e9ba379bce4a4e455e593148d58167f7bd0304a2593976dab66ed182cedfc9"
},
"children": [
{
"id": "16411",
"routeId": "sa_50108ae36b219f0e2604513e",
"moleculeId": "sa_671c67cbae7bc3238db5c7f0",
"parentId": "16410",
"isLeaf": false,
"molecule": {
"id": "sa_671c67cbae7bc3238db5c7f0",
"inchikey": "DWJCCWSDPUICPO-UHFFFAOYSA-N",
"smiles": "CN1CCC(N(C)c2nc3nc(Cl)nc(N4CCOCC4)c3s2)CC1"
},
"smiles": "CN1CCC(N(C)c2nc3nc(Cl)nc(N4CCOCC4)c3s2)CC1",
"reactionStepId": "sa_64c5f15d10b7e5d51e1e0e7f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112085A1;0347;1051522\",\"rsmi\":\"CS(=O)(=O)[c:8]1[n:9][c:10]2[c:11]([s:12]1)[c:13]([N:14]1[CH2:15][CH2:16][O:17][CH2:18][CH2:19]1)[n:20][c:21]([Cl:22])[n:23]2.[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([NH:6][CH3:7])[CH2:24][CH2:25]1>CCN(CC)CC>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([N:6]([CH3:7])[c:8]2[n:9][c:10]3[c:11]([s:12]2)[c:13]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[n:20][c:21]([Cl:22])[n:23]3)[CH2:24][CH2:25]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)[c:8]1[n:9][c:10]2[c:11]([s:12]1)[c:13]([N:14]1[CH2:15][CH2:16][O:17][CH2:18][CH2:19]1)[n:20][c:21]([Cl:22])[n:23]2.[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([NH:6][CH3:7])[CH2:24][CH2:25]1>CCN(CC)CC>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([N:6]([CH3:7])[c:8]2[n:9][c:10]3[c:11]([s:12]2)[c:13]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[n:20][c:21]([Cl:22])[n:23]3)[CH2:24][CH2:25]1\"}",
"reactionStep": {
"id": "sa_64c5f15d10b7e5d51e1e0e7f",
"reactionHash": "a12e79da95fc408f6753d98f4d88053254eadcadf6d2a6b73f47ed049ed454c9"
},
"children": [
{
"id": "16412",
"routeId": "sa_50108ae36b219f0e2604513e",
"moleculeId": "sa_c685a53bdda6a033158647f0",
"parentId": "16411",
"isLeaf": true,
"molecule": {
"id": "sa_c685a53bdda6a033158647f0",
"inchikey": "XRYGCVVVDCEPRL-UHFFFAOYSA-N",
"smiles": "CNC1CCN(C)CC1"
},
"smiles": "CNC1CCN(C)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16413",
"routeId": "sa_50108ae36b219f0e2604513e",
"moleculeId": "sa_d98ac4612d4186b2813cc666",
"parentId": "16411",
"isLeaf": false,
"molecule": {
"id": "sa_d98ac4612d4186b2813cc666",
"inchikey": "YIYFSMSFZNYLFC-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)c1nc2nc(Cl)nc(N3CCOCC3)c2s1"
},
"smiles": "CS(=O)(=O)c1nc2nc(Cl)nc(N3CCOCC3)c2s1",
"reactionStepId": "sa_6e1276aa95b776cb0f12f3b7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110112085A1;0344;1051520\",\"rsmi\":\"[CH3:1][S:2][c:5]1[n:6][c:7]2[c:8]([s:9]1)[c:10]([N:11]1[CH2:12][CH2:13][O:14][CH2:15][CH2:16]1)[n:17][c:18]([Cl:19])[n:20]2.OS(O[OH:4])=[O:3]>CO.ClCCl.O.[K+]>[CH3:1][S:2](=[O:3])(=[O:4])[c:5]1[n:6][c:7]2[c:8]([s:9]1)[c:10]([N:11]1[CH2:12][CH2:13][O:14][CH2:15][CH2:16]1)[n:17][c:18]([Cl:19])[n:20]2\"},\"mapped_reaction_smiles\":\"[CH3:1][S:2][c:5]1[n:6][c:7]2[c:8]([s:9]1)[c:10]([N:11]1[CH2:12][CH2:13][O:14][CH2:15][CH2:16]1)[n:17][c:18]([Cl:19])[n:20]2.OS(O[OH:4])=[O:3]>CO.ClCCl.O.[K+]>[CH3:1][S:2](=[O:3])(=[O:4])[c:5]1[n:6][c:7]2[c:8]([s:9]1)[c:10]([N:11]1[CH2:12][CH2:13][O:14][CH2:15][CH2:16]1)[n:17][c:18]([Cl:19])[n:20]2\"}",
"reactionStep": {
"id": "sa_6e1276aa95b776cb0f12f3b7",
"reactionHash": "7987c585030a5a5908526e2438ed01cc374e174700d7cfdec2419930040ce0cb"
},
"children": [
{
"id": "16414",
"routeId": "sa_50108ae36b219f0e2604513e",
"moleculeId": "sa_772e3d6f4278e1cff6cf430d",
"parentId": "16413",
"isLeaf": true,
"molecule": {
"id": "sa_772e3d6f4278e1cff6cf430d",
"inchikey": "AYSIGUCDFZQVQT-UHFFFAOYSA-N",
"smiles": "O=S(O)OO"
},
"smiles": "O=S(O)OO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16415",
"routeId": "sa_50108ae36b219f0e2604513e",
"moleculeId": "sa_76b8936763ce5ceb0b5be37c",
"parentId": "16413",
"isLeaf": true,
"molecule": {
"id": "sa_76b8936763ce5ceb0b5be37c",
"inchikey": "QGPQRCRYLBUXJI-UHFFFAOYSA-N",
"smiles": "CSc1nc2nc(Cl)nc(N3CCOCC3)c2s1"
},
"smiles": "CSc1nc2nc(Cl)nc(N3CCOCC3)c2s1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "16416",
"routeId": "sa_50108ae36b219f0e2604513e",
"moleculeId": "sa_2b74f3956414c8da9ca50e6e",
"parentId": "16410",
"isLeaf": true,
"molecule": {
"id": "sa_2b74f3956414c8da9ca50e6e",
"inchikey": "YFTAUNOLAHRUIE-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccc(=N)[nH]c2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc(N)nc2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}