Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)c1ccc(-n2ncc3cc(O[C@H](c4ccccc4)[C@H](C)NC(=O)c4ccco4)ccc32)cc1
InChiKey
LDRNDMTVWJKQNA-PPHZAIPVSA-N
Route Signature
f56da6c8d3ba45a55674c850fff53cad4237b133cbf236eacb889ba8819470e0
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_6bb2ed108bbd0e5be74b79d7",
"signature": "f56da6c8d3ba45a55674c850fff53cad4237b133cbf236eacb889ba8819470e0",
"contentHash": "23d85de1b06b5d464557db90765357980c5024d92b13951bf22f0fc2383f32c0",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_99bfa60e27328abaea49fef6",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05093",
"moleculeId": "sa_b1daa4d4625175f11a596083",
"smiles": "COC(=O)c1ccc(-n2ncc3cc(O[C@H](c4ccccc4)[C@H](C)NC(=O)c4ccco4)ccc32)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b1daa4d4625175f11a596083",
"inchikey": "LDRNDMTVWJKQNA-PPHZAIPVSA-N",
"smiles": "COC(=O)c1ccc(-n2ncc3cc(O[C@H](c4ccccc4)[C@H](C)NC(=O)c4ccco4)ccc32)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15618",
"routeId": "sa_6bb2ed108bbd0e5be74b79d7",
"moleculeId": "sa_b1daa4d4625175f11a596083",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b1daa4d4625175f11a596083",
"inchikey": "LDRNDMTVWJKQNA-PPHZAIPVSA-N",
"smiles": "COC(=O)c1ccc(-n2ncc3cc(O[C@H](c4ccccc4)[C@H](C)NC(=O)c4ccco4)ccc32)cc1"
},
"smiles": "COC(=O)c1ccc(-n2ncc3cc(O[C@H](c4ccccc4)[C@H](C)NC(=O)c4ccco4)ccc32)cc1",
"reactionStepId": "sa_30a8150bca480bbf7a52d9e6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08143290B2;1336;1169544\",\"rsmi\":\"Cl[C:26](=[O:27])[c:28]1[cH:29][cH:30][cH:31][o:32]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8](-[n:9]2[n:10][cH:11][c:12]3[cH:13][c:14]([O:15][C@H:16]([c:17]4[cH:18][cH:19][cH:20][cH:21][cH:22]4)[C@H:23]([CH3:24])[NH2:25])[cH:33][cH:34][c:35]23)[cH:36][cH:37]1>CCN(CC)CC.ClCCl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8](-[n:9]2[n:10][cH:11][c:12]3[cH:13][c:14]([O:15][C@H:16]([c:17]4[cH:18][cH:19][cH:20][cH:21][cH:22]4)[C@H:23]([CH3:24])[NH:25][C:26](=[O:27])[c:28]4[cH:29][cH:30][cH:31][o:32]4)[cH:33][cH:34][c:35]23)[cH:36][cH:37]1\"},\"mapped_reaction_smiles\":\"Cl[C:26](=[O:27])[c:28]1[cH:29][cH:30][cH:31][o:32]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8](-[n:9]2[n:10][cH:11][c:12]3[cH:13][c:14]([O:15][C@H:16]([c:17]4[cH:18][cH:19][cH:20][cH:21][cH:22]4)[C@H:23]([CH3:24])[NH2:25])[cH:33][cH:34][c:35]23)[cH:36][cH:37]1>CCN(CC)CC.ClCCl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8](-[n:9]2[n:10][cH:11][c:12]3[cH:13][c:14]([O:15][C@H:16]([c:17]4[cH:18][cH:19][cH:20][cH:21][cH:22]4)[C@H:23]([CH3:24])[NH:25][C:26](=[O:27])[c:28]4[cH:29][cH:30][cH:31][o:32]4)[cH:33][cH:34][c:35]23)[cH:36][cH:37]1\"}",
"reactionStep": {
"id": "sa_30a8150bca480bbf7a52d9e6",
"reactionHash": "0672c54b57d3e29417cbb609306d75c3ff7f551a924abb48cc39f48460516369"
},
"children": [
{
"id": "15619",
"routeId": "sa_6bb2ed108bbd0e5be74b79d7",
"moleculeId": "sa_2fd9a052de025050a70456d4",
"parentId": "15618",
"isLeaf": false,
"molecule": {
"id": "sa_2fd9a052de025050a70456d4",
"inchikey": "LRBYVUWGZDPPGB-HJPURHCSSA-N",
"smiles": "COC(=O)c1ccc(-n2ncc3cc(O[C@H](c4ccccc4)[C@H](C)N)ccc32)cc1"
},
"smiles": "COC(=O)c1ccc(-n2ncc3cc(O[C@H](c4ccccc4)[C@H](C)N)ccc32)cc1",
"reactionStepId": "sa_76697ee500def4ee297888e2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08143290B2;1333;1169543\",\"rsmi\":\"I[c:14]1[cH:13][c:12]2[cH:11][n:10][n:9](-[c:8]3[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:30][cH:29]3)[c:28]2[cH:27][cH:26]1.[OH:15][C@H:16]([c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[C@H:23]([CH3:24])[NH2:25]>CCCC#N.O=C(O)O.[Cs+].[Cs+].[Cu]I>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8](-[n:9]2[n:10][cH:11][c:12]3[cH:13][c:14]([O:15][C@H:16]([c:17]4[cH:18][cH:19][cH:20][cH:21][cH:22]4)[C@H:23]([CH3:24])[NH2:25])[cH:26][cH:27][c:28]23)[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"I[c:14]1[cH:13][c:12]2[cH:11][n:10][n:9](-[c:8]3[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:30][cH:29]3)[c:28]2[cH:27][cH:26]1.[OH:15][C@H:16]([c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[C@H:23]([CH3:24])[NH2:25]>CCCC#N.O=C(O)O.[Cs+].[Cs+].[Cu]I>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8](-[n:9]2[n:10][cH:11][c:12]3[cH:13][c:14]([O:15][C@H:16]([c:17]4[cH:18][cH:19][cH:20][cH:21][cH:22]4)[C@H:23]([CH3:24])[NH2:25])[cH:26][cH:27][c:28]23)[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_76697ee500def4ee297888e2",
"reactionHash": "f70f77bf739f4c9defc1f995cc676650de172d29109a7be23c98580a097a85ad"
},
"children": [
{
"id": "15620",
"routeId": "sa_6bb2ed108bbd0e5be74b79d7",
"moleculeId": "sa_248e682f53ecfbaf1f9da873",
"parentId": "15619",
"isLeaf": true,
"molecule": {
"id": "sa_248e682f53ecfbaf1f9da873",
"inchikey": "DLNKOYKMWOXYQA-CBAPKCEASA-N",
"smiles": "C[C@H](N)[C@H](O)c1ccccc1"
},
"smiles": "C[C@H](N)[C@H](O)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15621",
"routeId": "sa_6bb2ed108bbd0e5be74b79d7",
"moleculeId": "sa_fec31abd19432cb4575f10ac",
"parentId": "15619",
"isLeaf": false,
"molecule": {
"id": "sa_fec31abd19432cb4575f10ac",
"inchikey": "GHEGZFKDIUEHQE-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(-n2ncc3cc(I)ccc32)cc1"
},
"smiles": "COC(=O)c1ccc(-n2ncc3cc(I)ccc32)cc1",
"reactionStepId": "sa_d464d1b163273862975b7e12",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08143290B2;1330;1169542\",\"rsmi\":\"I[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8](-[n:9]2[n:10][cH:11][c:12]3[cH:13][c:14]([I:15])[cH:16][cH:17][c:18]23)[cH:19][cH:20]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8](-[n:9]2[n:10][cH:11][c:12]3[cH:13][c:14]([I:15])[cH:16][cH:17][c:18]23)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"I[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8](-[n:9]2[n:10][cH:11][c:12]3[cH:13][c:14]([I:15])[cH:16][cH:17][c:18]23)[cH:19][cH:20]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8](-[n:9]2[n:10][cH:11][c:12]3[cH:13][c:14]([I:15])[cH:16][cH:17][c:18]23)[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_d464d1b163273862975b7e12",
"reactionHash": "069e0bf0338c2216e97cf50de9291023b7314eeb8bd39f84515c2f42fc928b3c"
},
"children": [
{
"id": "15622",
"routeId": "sa_6bb2ed108bbd0e5be74b79d7",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "15621",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15623",
"routeId": "sa_6bb2ed108bbd0e5be74b79d7",
"moleculeId": "sa_e23fbf000beb024ecf366852",
"parentId": "15621",
"isLeaf": false,
"molecule": {
"id": "sa_e23fbf000beb024ecf366852",
"inchikey": "JDVTYLSVPKVMIM-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(-n2ncc3cc(I)ccc32)cc1"
},
"smiles": "O=C(O)c1ccc(-n2ncc3cc(I)ccc32)cc1",
"reactionStepId": "sa_4741307fa43a61867a9d1b63",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08143290B2;1329;1169541\",\"rsmi\":\"O=[CH:10][c:11]1[cH:12][c:13]([I:14])[cH:15][cH:16][c:17]1F.[O:1]=[C:2]([OH:3])[c:4]1[cH:5][cH:6][c:7]([NH:8][NH2:9])[cH:18][cH:19]1>CN1CCCC1=O.O=C(O)CC(O)(CC(=O)O)C(=O)O.O=C(O)O.[Cs+].[Cs+]>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][cH:6][c:7](-[n:8]2[n:9][cH:10][c:11]3[cH:12][c:13]([I:14])[cH:15][cH:16][c:17]23)[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O=[CH:10][c:11]1[cH:12][c:13]([I:14])[cH:15][cH:16][c:17]1F.[O:1]=[C:2]([OH:3])[c:4]1[cH:5][cH:6][c:7]([NH:8][NH2:9])[cH:18][cH:19]1>CN1CCCC1=O.O=C(O)CC(O)(CC(=O)O)C(=O)O.O=C(O)O.[Cs+].[Cs+]>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][cH:6][c:7](-[n:8]2[n:9][cH:10][c:11]3[cH:12][c:13]([I:14])[cH:15][cH:16][c:17]23)[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_4741307fa43a61867a9d1b63",
"reactionHash": "5e48b674285a6c09901a9c1a8deae3029feabcac9d4e61e351e3f698ce076aef"
},
"children": [
{
"id": "15624",
"routeId": "sa_6bb2ed108bbd0e5be74b79d7",
"moleculeId": "sa_69f6c6bac36e0f9d4a3a9081",
"parentId": "15623",
"isLeaf": true,
"molecule": {
"id": "sa_69f6c6bac36e0f9d4a3a9081",
"inchikey": "BIRCCQCPGMMGPJ-UHFFFAOYSA-N",
"smiles": "O=Cc1cc(I)ccc1F"
},
"smiles": "O=Cc1cc(I)ccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15625",
"routeId": "sa_6bb2ed108bbd0e5be74b79d7",
"moleculeId": "sa_e7a1cb8066af73542de4c0af",
"parentId": "15623",
"isLeaf": true,
"molecule": {
"id": "sa_e7a1cb8066af73542de4c0af",
"inchikey": "PCNFLKVWBDNNOW-UHFFFAOYSA-N",
"smiles": "NNc1ccc(C(=O)O)cc1"
},
"smiles": "NNc1ccc(C(=O)O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "15626",
"routeId": "sa_6bb2ed108bbd0e5be74b79d7",
"moleculeId": "sa_5a3023f30f3f1e79c748f386",
"parentId": "15618",
"isLeaf": true,
"molecule": {
"id": "sa_5a3023f30f3f1e79c748f386",
"inchikey": "OFTKFKYVSBNYEC-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1ccco1"
},
"smiles": "O=C(Cl)c1ccco1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}