Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccnc(OC2CCCCC(NC(=O)N3CCN(c4ccnc5cc(Cl)ccc45)CC3)C2)c1
InChiKey
NBTTZZJYXKFPBX-UHFFFAOYSA-N
Route Signature
f003c072d817127900c73f00ff2ab081cce8011718d942a2fc71298c0c20d88d
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c881160c3e565364de4ee8a1",
"signature": "f003c072d817127900c73f00ff2ab081cce8011718d942a2fc71298c0c20d88d",
"contentHash": "d13326d62fcf2f4eb1073c01a5d5dba4061be79936f10f923a3a3c60d942b00b",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_af8784b864fe8fa2fc735db0",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-09561",
"moleculeId": "sa_caeb7c99d78b3fc4ce258af4",
"smiles": "Cc1ccnc(OC2CCCCC(NC(=O)N3CCN(c4ccnc5cc(Cl)ccc45)CC3)C2)c1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_caeb7c99d78b3fc4ce258af4",
"inchikey": "NBTTZZJYXKFPBX-UHFFFAOYSA-N",
"smiles": "Cc1ccnc(OC2CCCCC(NC(=O)N3CCN(c4ccnc5cc(Cl)ccc45)CC3)C2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "8997",
"routeId": "sa_c881160c3e565364de4ee8a1",
"moleculeId": "sa_caeb7c99d78b3fc4ce258af4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_caeb7c99d78b3fc4ce258af4",
"inchikey": "NBTTZZJYXKFPBX-UHFFFAOYSA-N",
"smiles": "Cc1ccnc(OC2CCCCC(NC(=O)N3CCN(c4ccnc5cc(Cl)ccc45)CC3)C2)c1"
},
"smiles": "Cc1ccnc(OC2CCCCC(NC(=O)N3CCN(c4ccnc5cc(Cl)ccc45)CC3)C2)c1",
"reactionStepId": "sa_70e1044433b4bedf7aa80164",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040072818A1;1158;146803\",\"rsmi\":\"Br[c:4]1[cH:3][c:2]([CH3:1])[cH:35][cH:34][n:33]1.[OH:5][CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([NH:12][C:13](=[O:14])[N:15]2[CH2:16][CH2:17][N:18]([c:19]3[cH:20][cH:21][n:22][c:23]4[cH:24][c:25]([Cl:26])[cH:27][cH:28][c:29]34)[CH2:30][CH2:31]2)[CH2:32]1>[HH].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([NH:12][C:13](=[O:14])[N:15]3[CH2:16][CH2:17][N:18]([c:19]4[cH:20][cH:21][n:22][c:23]5[cH:24][c:25]([Cl:26])[cH:27][cH:28][c:29]45)[CH2:30][CH2:31]3)[CH2:32]2)[n:33][cH:34][cH:35]1\"},\"mapped_reaction_smiles\":\"Br[c:4]1[cH:3][c:2]([CH3:1])[cH:35][cH:34][n:33]1.[OH:5][CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([NH:12][C:13](=[O:14])[N:15]2[CH2:16][CH2:17][N:18]([c:19]3[cH:20][cH:21][n:22][c:23]4[cH:24][c:25]([Cl:26])[cH:27][cH:28][c:29]34)[CH2:30][CH2:31]2)[CH2:32]1>[HH].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([O:5][CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([NH:12][C:13](=[O:14])[N:15]3[CH2:16][CH2:17][N:18]([c:19]4[cH:20][cH:21][n:22][c:23]5[cH:24][c:25]([Cl:26])[cH:27][cH:28][c:29]45)[CH2:30][CH2:31]3)[CH2:32]2)[n:33][cH:34][cH:35]1\"}",
"reactionStep": {
"id": "sa_70e1044433b4bedf7aa80164",
"reactionHash": "54edac547e73bdb1217e405bbfc5a40209f37ec7754ceae50387bfca96cb2033"
},
"children": [
{
"id": "8998",
"routeId": "sa_c881160c3e565364de4ee8a1",
"moleculeId": "sa_90b1a93ab007a1b4d0bff064",
"parentId": "8997",
"isLeaf": true,
"molecule": {
"id": "sa_90b1a93ab007a1b4d0bff064",
"inchikey": "LSZMVESSGLHDJE-UHFFFAOYSA-N",
"smiles": "Cc1ccnc(Br)c1"
},
"smiles": "Cc1ccnc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8999",
"routeId": "sa_c881160c3e565364de4ee8a1",
"moleculeId": "sa_9355c8799509e5b465d3ee63",
"parentId": "8997",
"isLeaf": false,
"molecule": {
"id": "sa_9355c8799509e5b465d3ee63",
"inchikey": "SZHKWFSTHUHEIF-UHFFFAOYSA-N",
"smiles": "O=C(NC1CCCCC(O)C1)N1CCN(c2ccnc3cc(Cl)ccc23)CC1"
},
"smiles": "O=C(NC1CCCCC(O)C1)N1CCN(c2ccnc3cc(Cl)ccc23)CC1",
"reactionStepId": "sa_6f3f7cb770b5c2089b95ec97",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040072818A1;1140;146795\",\"rsmi\":\"O=[N+]([O-])c1ccc(O[C:2](Cl)=[O:1])cc1.[NH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]([OH:10])[CH2:11]1.[NH:12]1[CH2:13][CH2:14][N:15]([c:16]2[cH:17][cH:18][n:19][c:20]3[cH:21][c:22]([Cl:23])[cH:24][cH:25][c:26]23)[CH2:27][CH2:28]1>CCN(C(C)C)C(C)C>[O:1]=[C:2]([NH:3][CH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]([OH:10])[CH2:11]1)[N:12]1[CH2:13][CH2:14][N:15]([c:16]2[cH:17][cH:18][n:19][c:20]3[cH:21][c:22]([Cl:23])[cH:24][cH:25][c:26]23)[CH2:27][CH2:28]1\"},\"mapped_reaction_smiles\":\"O=[N+]([O-])c1ccc(O[C:2](Cl)=[O:1])cc1.[NH2:3][CH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]([OH:10])[CH2:11]1.[NH:12]1[CH2:13][CH2:14][N:15]([c:16]2[cH:17][cH:18][n:19][c:20]3[cH:21][c:22]([Cl:23])[cH:24][cH:25][c:26]23)[CH2:27][CH2:28]1>CCN(C(C)C)C(C)C>[O:1]=[C:2]([NH:3][CH:4]1[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]([OH:10])[CH2:11]1)[N:12]1[CH2:13][CH2:14][N:15]([c:16]2[cH:17][cH:18][n:19][c:20]3[cH:21][c:22]([Cl:23])[cH:24][cH:25][c:26]23)[CH2:27][CH2:28]1\"}",
"reactionStep": {
"id": "sa_6f3f7cb770b5c2089b95ec97",
"reactionHash": "f616e2e217b210d242783a164f5ae52ed9b40ea4f11401caac110a553a522479"
},
"children": [
{
"id": "9000",
"routeId": "sa_c881160c3e565364de4ee8a1",
"moleculeId": "sa_d5d0c43c79a00ea4362236db",
"parentId": "8999",
"isLeaf": false,
"molecule": {
"id": "sa_d5d0c43c79a00ea4362236db",
"inchikey": "DNXNPMDUDGUXOB-UHFFFAOYSA-N",
"smiles": "Clc1ccc2c(N3CCNCC3)ccnc2c1"
},
"smiles": "Clc1ccc2c(N3CCNCC3)ccnc2c1",
"reactionStepId": "sa_a910a2c3a80d24d06565e655",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040072818A1;0694;146680\",\"rsmi\":\"Cl[c:11]1[c:5]2[cH:4][cH:3][c:2]([Cl:1])[cH:7][c:6]2[n:8][cH:9][cH:10]1.[NH:12]1[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]1>CCO>[Cl:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[n:8][cH:9][cH:10][c:11]2[N:12]1[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:11]1[c:5]2[cH:4][cH:3][c:2]([Cl:1])[cH:7][c:6]2[n:8][cH:9][cH:10]1.[NH:12]1[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]1>CCO>[Cl:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[n:8][cH:9][cH:10][c:11]2[N:12]1[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_a910a2c3a80d24d06565e655",
"reactionHash": "79c618c4ac65b41bbbb51f0daf03e2ff02f867121d8462dd72702968d99373f4"
},
"children": [
{
"id": "9001",
"routeId": "sa_c881160c3e565364de4ee8a1",
"moleculeId": "sa_330bd414c5d4211e41bcaa1a",
"parentId": "9000",
"isLeaf": true,
"molecule": {
"id": "sa_330bd414c5d4211e41bcaa1a",
"inchikey": "GLUUGHFHXGJENI-UHFFFAOYSA-N",
"smiles": "C1CNCCN1"
},
"smiles": "C1CNCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9002",
"routeId": "sa_c881160c3e565364de4ee8a1",
"moleculeId": "sa_4a68177aab776c70fe5a6698",
"parentId": "9000",
"isLeaf": true,
"molecule": {
"id": "sa_4a68177aab776c70fe5a6698",
"inchikey": "HXEWMTXDBOQQKO-UHFFFAOYSA-N",
"smiles": "Clc1ccc2c(Cl)ccnc2c1"
},
"smiles": "Clc1ccc2c(Cl)ccnc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9003",
"routeId": "sa_c881160c3e565364de4ee8a1",
"moleculeId": "sa_87e83a68b23594282241d45b",
"parentId": "8999",
"isLeaf": true,
"molecule": {
"id": "sa_87e83a68b23594282241d45b",
"inchikey": "GXQWZLUWOXOEHQ-UHFFFAOYSA-N",
"smiles": "NC1CCCCC(O)C1"
},
"smiles": "NC1CCCCC(O)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9004",
"routeId": "sa_c881160c3e565364de4ee8a1",
"moleculeId": "sa_3863ce290d49123db29a5643",
"parentId": "8999",
"isLeaf": true,
"molecule": {
"id": "sa_3863ce290d49123db29a5643",
"inchikey": "NXLNNXIXOYSCMB-UHFFFAOYSA-N",
"smiles": "O=C(Cl)Oc1ccc([N+](=O)[O-])cc1"
},
"smiles": "O=C(Cl)Oc1ccc([N+](=O)[O-])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}