Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1coc(-c2ccc(OCCCOc3ccc4c(c3)CC[C@H]4CC(=O)O)c(OC)c2)n1
InChiKey
WLFRWUYWTYPAOJ-SFHVURJKSA-N
Route Signature
4792e20693d66add60d31e6a83480c637992916d196df6e1a87a0180ec91a623
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_791cb124aa25585b70262282",
"signature": "4792e20693d66add60d31e6a83480c637992916d196df6e1a87a0180ec91a623",
"contentHash": "0f339fa8e48774e3e5efa961a7b32040dd87a4ac8e2e83b3767ee74a03c9523b",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_f663da61c1a7108d8aedd572",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01179",
"moleculeId": "sa_aa0cf530e3eb67b3fe5126da",
"smiles": "CCc1coc(-c2ccc(OCCCOc3ccc4c(c3)CC[C@H]4CC(=O)O)c(OC)c2)n1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_aa0cf530e3eb67b3fe5126da",
"inchikey": "WLFRWUYWTYPAOJ-SFHVURJKSA-N",
"smiles": "CCc1coc(-c2ccc(OCCCOc3ccc4c(c3)CC[C@H]4CC(=O)O)c(OC)c2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10023",
"routeId": "sa_791cb124aa25585b70262282",
"moleculeId": "sa_aa0cf530e3eb67b3fe5126da",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_aa0cf530e3eb67b3fe5126da",
"inchikey": "WLFRWUYWTYPAOJ-SFHVURJKSA-N",
"smiles": "CCc1coc(-c2ccc(OCCCOc3ccc4c(c3)CC[C@H]4CC(=O)O)c(OC)c2)n1"
},
"smiles": "CCc1coc(-c2ccc(OCCCOc3ccc4c(c3)CC[C@H]4CC(=O)O)c(OC)c2)n1",
"reactionStepId": "sa_386bdfe93eebfcdbbf16d1dd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060084680A1;0501;343452\",\"rsmi\":\"CC[O:30][C:28]([CH2:27][C@H:26]1[c:21]2[cH:20][cH:19][c:18]([O:17][CH2:16][CH2:15][CH2:14][O:13][c:12]3[c:9]([O:10][CH3:11])[cH:8][c:7](-[c:6]4[o:5][cH:4][c:3]([CH2:2][CH3:1])[n:33]4)[cH:32][cH:31]3)[cH:23][c:22]2[CH2:24][CH2:25]1)=[O:29]>C1CCOC1.CCO.O.[Li+].O>[CH3:1][CH2:2][c:3]1[cH:4][o:5][c:6](-[c:7]2[cH:8][c:9]([O:10][CH3:11])[c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[cH:19][cH:20][c:21]4[c:22]([cH:23]3)[CH2:24][CH2:25][C@H:26]4[CH2:27][C:28](=[O:29])[OH:30])[cH:31][cH:32]2)[n:33]1\"},\"mapped_reaction_smiles\":\"CC[O:30][C:28]([CH2:27][C@H:26]1[c:21]2[cH:20][cH:19][c:18]([O:17][CH2:16][CH2:15][CH2:14][O:13][c:12]3[c:9]([O:10][CH3:11])[cH:8][c:7](-[c:6]4[o:5][cH:4][c:3]([CH2:2][CH3:1])[n:33]4)[cH:32][cH:31]3)[cH:23][c:22]2[CH2:24][CH2:25]1)=[O:29]>C1CCOC1.CCO.O.[Li+].O>[CH3:1][CH2:2][c:3]1[cH:4][o:5][c:6](-[c:7]2[cH:8][c:9]([O:10][CH3:11])[c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[cH:19][cH:20][c:21]4[c:22]([cH:23]3)[CH2:24][CH2:25][C@H:26]4[CH2:27][C:28](=[O:29])[OH:30])[cH:31][cH:32]2)[n:33]1\"}",
"reactionStep": {
"id": "sa_386bdfe93eebfcdbbf16d1dd",
"reactionHash": "0661bf52bec1ecc3a934f5969f836da84c031c4d4bbd7b00aacd60e3ae2c7575"
},
"children": [
{
"id": "10024",
"routeId": "sa_791cb124aa25585b70262282",
"moleculeId": "sa_8942214cdcea35c24ecd06a6",
"parentId": "10023",
"isLeaf": false,
"molecule": {
"id": "sa_8942214cdcea35c24ecd06a6",
"inchikey": "NZEAYHVHEKKTCH-FQEVSTJZSA-N",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCOc3ccc(-c4nc(CC)co4)cc3OC)ccc21"
},
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCOc3ccc(-c4nc(CC)co4)cc3OC)ccc21",
"reactionStepId": "sa_a1492cd179c0f6fdc733a4a5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060084680A1;0499;343451\",\"rsmi\":\"Br[CH2:16][CH2:15][CH2:14][O:13][c:12]1[cH:11][c:10]2[c:35]([cH:34][cH:33]1)[C@H:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:8][CH2:9]2.[OH:17][c:18]1[c:19]([O:20][CH3:21])[cH:22][c:23](-[c:24]2[n:25][c:26]([CH2:27][CH3:28])[cH:29][o:30]2)[cH:31][cH:32]1>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23](-[c:24]4[n:25][c:26]([CH2:27][CH3:28])[cH:29][o:30]4)[cH:31][cH:32]3)[cH:33][cH:34][c:35]21\"},\"mapped_reaction_smiles\":\"Br[CH2:16][CH2:15][CH2:14][O:13][c:12]1[cH:11][c:10]2[c:35]([cH:34][cH:33]1)[C@H:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:8][CH2:9]2.[OH:17][c:18]1[c:19]([O:20][CH3:21])[cH:22][c:23](-[c:24]2[n:25][c:26]([CH2:27][CH3:28])[cH:29][o:30]2)[cH:31][cH:32]1>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][O:17][c:18]3[c:19]([O:20][CH3:21])[cH:22][c:23](-[c:24]4[n:25][c:26]([CH2:27][CH3:28])[cH:29][o:30]4)[cH:31][cH:32]3)[cH:33][cH:34][c:35]21\"}",
"reactionStep": {
"id": "sa_a1492cd179c0f6fdc733a4a5",
"reactionHash": "247d46c39b7b867d4cd43baba35132592323ef48feba96da73c78f66ea19ba42"
},
"children": [
{
"id": "10025",
"routeId": "sa_791cb124aa25585b70262282",
"moleculeId": "sa_23aa22b43913a5935fde62c7",
"parentId": "10024",
"isLeaf": false,
"molecule": {
"id": "sa_23aa22b43913a5935fde62c7",
"inchikey": "PKMMNSUQTUVRBO-UHFFFAOYSA-N",
"smiles": "CCc1coc(-c2ccc(O)c(OC)c2)n1"
},
"smiles": "CCc1coc(-c2ccc(O)c(OC)c2)n1",
"reactionStepId": "sa_8b99dec23180fbdc45c26961",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060084680A1;0497;343450\",\"rsmi\":\"O=[C:3]([CH2:2][CH3:1])[CH2:4]Br.[O:5]=[C:6]([c:7]1[cH:8][c:9]([O:10][CH3:11])[c:12]([OH:13])[cH:14][cH:15]1)[NH2:16]>C1COCCO1.Cc1ccccc1>[CH3:1][CH2:2][c:3]1[cH:4][o:5][c:6](-[c:7]2[cH:8][c:9]([O:10][CH3:11])[c:12]([OH:13])[cH:14][cH:15]2)[n:16]1\"},\"mapped_reaction_smiles\":\"O=[C:3]([CH2:2][CH3:1])[CH2:4]Br.[O:5]=[C:6]([c:7]1[cH:8][c:9]([O:10][CH3:11])[c:12]([OH:13])[cH:14][cH:15]1)[NH2:16]>C1COCCO1.Cc1ccccc1>[CH3:1][CH2:2][c:3]1[cH:4][o:5][c:6](-[c:7]2[cH:8][c:9]([O:10][CH3:11])[c:12]([OH:13])[cH:14][cH:15]2)[n:16]1\"}",
"reactionStep": {
"id": "sa_8b99dec23180fbdc45c26961",
"reactionHash": "67745d88322a3d19c5fdc3ea0f685a69abe4fdf1339e85700f5d66d0e40936df"
},
"children": [
{
"id": "10026",
"routeId": "sa_791cb124aa25585b70262282",
"moleculeId": "sa_306a8297dc3b014a4ec534ff",
"parentId": "10025",
"isLeaf": true,
"molecule": {
"id": "sa_306a8297dc3b014a4ec534ff",
"inchikey": "CCXQVBSQUQCEEO-UHFFFAOYSA-N",
"smiles": "CCC(=O)CBr"
},
"smiles": "CCC(=O)CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10027",
"routeId": "sa_791cb124aa25585b70262282",
"moleculeId": "sa_0535c7110f4d41bd2b09d3e8",
"parentId": "10025",
"isLeaf": true,
"molecule": {
"id": "sa_0535c7110f4d41bd2b09d3e8",
"inchikey": "TZZAKSLHHIJRLL-UHFFFAOYSA-N",
"smiles": "COc1cc(C(N)=O)ccc1O"
},
"smiles": "COc1cc(C(N)=O)ccc1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10028",
"routeId": "sa_791cb124aa25585b70262282",
"moleculeId": "sa_ae3dc6b723e29097d7695b18",
"parentId": "10024",
"isLeaf": false,
"molecule": {
"id": "sa_ae3dc6b723e29097d7695b18",
"inchikey": "UMJWTDFEXILUNE-ZDUSSCGKSA-N",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCBr)ccc21"
},
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OCCCBr)ccc21",
"reactionStepId": "sa_8a595869f98ed7d105d1f556",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060084680A1;0341;343413\",\"rsmi\":\"Br[CH2:14][CH2:15][CH2:16][Br:17].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([OH:13])[cH:18][cH:19][c:20]21>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][Br:17])[cH:18][cH:19][c:20]21\"},\"mapped_reaction_smiles\":\"Br[CH2:14][CH2:15][CH2:16][Br:17].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([OH:13])[cH:18][cH:19][c:20]21>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([O:13][CH2:14][CH2:15][CH2:16][Br:17])[cH:18][cH:19][c:20]21\"}",
"reactionStep": {
"id": "sa_8a595869f98ed7d105d1f556",
"reactionHash": "e578dcc2332fae31778f78ab4d9eb2ef9942a9b542d592c896a4b03aa88d3631"
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"children": [
{
"id": "10029",
"routeId": "sa_791cb124aa25585b70262282",
"moleculeId": "sa_15c5fa181e6be9e5f9b3e2ff",
"parentId": "10028",
"isLeaf": false,
"molecule": {
"id": "sa_15c5fa181e6be9e5f9b3e2ff",
"inchikey": "KCIMHLFQVFKWQS-JTQLQIEISA-N",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(O)ccc21"
},
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(O)ccc21",
"reactionStepId": "sa_0c8fc4e9e581672634cf2c0e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060084680A1;0272;343389\",\"rsmi\":\"C[O:13][c:12]1[cH:11][c:10]2[c:16]([cH:15][cH:14]1)[C@H:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:8][CH2:9]2>CCS.ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([OH:13])[cH:14][cH:15][c:16]21\"},\"mapped_reaction_smiles\":\"C[O:13][c:12]1[cH:11][c:10]2[c:16]([cH:15][cH:14]1)[C@H:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:8][CH2:9]2>CCS.ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C@@H:7]1[CH2:8][CH2:9][c:10]2[cH:11][c:12]([OH:13])[cH:14][cH:15][c:16]21\"}",
"reactionStep": {
"id": "sa_0c8fc4e9e581672634cf2c0e",
"reactionHash": "6c3d06b8d6cc5b123b92339c87cb66152d0b3cd1b7e37a87a32197ada8a7d7ba"
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"children": [
{
"id": "10030",
"routeId": "sa_791cb124aa25585b70262282",
"moleculeId": "sa_05fe079d86ad7d5200feb8b1",
"parentId": "10029",
"isLeaf": true,
"molecule": {
"id": "sa_05fe079d86ad7d5200feb8b1",
"inchikey": "OBJUZSOKYJHLAB-NSHDSACASA-N",
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OC)ccc21"
},
"smiles": "CCOC(=O)C[C@@H]1CCc2cc(OC)ccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10031",
"routeId": "sa_791cb124aa25585b70262282",
"moleculeId": "sa_e7a0e2a8bae1aa2177d1b502",
"parentId": "10028",
"isLeaf": true,
"molecule": {
"id": "sa_e7a0e2a8bae1aa2177d1b502",
"inchikey": "VEFLKXRACNJHOV-UHFFFAOYSA-N",
"smiles": "BrCCCBr"
},
"smiles": "BrCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}