Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCCOc1ccc(COc2ccccc2-c2cccc(-n3ncc(C(=O)O)c3C(F)(F)F)n2)cc1
InChiKey
FEJSFUZVOYAGAH-UHFFFAOYSA-N
Route Signature
1db8ec6478ea70fa8d11701a33e9f9be530e8819781b172e5290ba2cfc276eeb
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_84a0e97daaa9fd4b3035cfe8",
"signature": "1db8ec6478ea70fa8d11701a33e9f9be530e8819781b172e5290ba2cfc276eeb",
"contentHash": "0df0a9c1c03fa9b3aad2b3f0bcc4fbf84c4046459593aaaf4ec04b8ef8eae48a",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_98fe63aef8e2783cf84d140f",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00340",
"moleculeId": "sa_a1780673a8bbe04d3e307ab4",
"smiles": "COCCOc1ccc(COc2ccccc2-c2cccc(-n3ncc(C(=O)O)c3C(F)(F)F)n2)cc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a1780673a8bbe04d3e307ab4",
"inchikey": "FEJSFUZVOYAGAH-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc(COc2ccccc2-c2cccc(-n3ncc(C(=O)O)c3C(F)(F)F)n2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13105",
"routeId": "sa_84a0e97daaa9fd4b3035cfe8",
"moleculeId": "sa_a1780673a8bbe04d3e307ab4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a1780673a8bbe04d3e307ab4",
"inchikey": "FEJSFUZVOYAGAH-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc(COc2ccccc2-c2cccc(-n3ncc(C(=O)O)c3C(F)(F)F)n2)cc1"
},
"smiles": "COCCOc1ccc(COc2ccccc2-c2cccc(-n3ncc(C(=O)O)c3C(F)(F)F)n2)cc1",
"reactionStepId": "sa_77bb99ddb607a986b6f01576",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160214956A1;0164;1911205\",\"rsmi\":\"CC[O:25][C:23]([c:22]1[cH:21][n:20][n:19](-[c:18]2[cH:17][cH:16][cH:15][c:14](-[c:13]3[c:12]([O:11][CH2:10][c:9]4[cH:8][cH:7][c:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])[cH:37][cH:36]4)[cH:35][cH:34][cH:33][cH:32]3)[n:31]2)[c:26]1[C:27]([F:28])([F:29])[F:30])=[O:24]>CCO.[Na+].O>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([CH2:10][O:11][c:12]2[c:13](-[c:14]3[cH:15][cH:16][cH:17][c:18](-[n:19]4[n:20][cH:21][c:22]([C:23](=[O:24])[OH:25])[c:26]4[C:27]([F:28])([F:29])[F:30])[n:31]3)[cH:32][cH:33][cH:34][cH:35]2)[cH:36][cH:37]1\"},\"mapped_reaction_smiles\":\"CC[O:25][C:23]([c:22]1[cH:21][n:20][n:19](-[c:18]2[cH:17][cH:16][cH:15][c:14](-[c:13]3[c:12]([O:11][CH2:10][c:9]4[cH:8][cH:7][c:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])[cH:37][cH:36]4)[cH:35][cH:34][cH:33][cH:32]3)[n:31]2)[c:26]1[C:27]([F:28])([F:29])[F:30])=[O:24]>CCO.[Na+].O>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([CH2:10][O:11][c:12]2[c:13](-[c:14]3[cH:15][cH:16][cH:17][c:18](-[n:19]4[n:20][cH:21][c:22]([C:23](=[O:24])[OH:25])[c:26]4[C:27]([F:28])([F:29])[F:30])[n:31]3)[cH:32][cH:33][cH:34][cH:35]2)[cH:36][cH:37]1\"}",
"reactionStep": {
"id": "sa_77bb99ddb607a986b6f01576",
"reactionHash": "c555bfe59f6b511a4a4fcba67b9451f9af74620189add32ae1e1444f4424fd7e"
},
"children": [
{
"id": "13106",
"routeId": "sa_84a0e97daaa9fd4b3035cfe8",
"moleculeId": "sa_401a0440a6b629c684dd07d1",
"parentId": "13105",
"isLeaf": false,
"molecule": {
"id": "sa_401a0440a6b629c684dd07d1",
"inchikey": "TUOHYQFQQPXJHG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnn(-c2cccc(-c3ccccc3OCc3ccc(OCCOC)cc3)n2)c1C(F)(F)F"
},
"smiles": "CCOC(=O)c1cnn(-c2cccc(-c3ccccc3OCc3ccc(OCCOC)cc3)n2)c1C(F)(F)F",
"reactionStepId": "sa_4197e293145ba9ea1859a1e3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160214956A1;0162;1911204\",\"rsmi\":\"Br[CH2:19][c:20]1[cH:21][cH:22][c:23]([O:24][CH2:25][CH2:26][O:27][CH3:28])[cH:29][cH:30]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([C:8]([F:9])([F:10])[F:11])[n:12](-[c:13]2[n:14][c:15](-[c:16]3[c:17]([OH:18])[cH:31][cH:32][cH:33][cH:34]3)[cH:35][cH:36][cH:37]2)[n:38][cH:39]1>CC(C)=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([C:8]([F:9])([F:10])[F:11])[n:12](-[c:13]2[n:14][c:15](-[c:16]3[c:17]([O:18][CH2:19][c:20]4[cH:21][cH:22][c:23]([O:24][CH2:25][CH2:26][O:27][CH3:28])[cH:29][cH:30]4)[cH:31][cH:32][cH:33][cH:34]3)[cH:35][cH:36][cH:37]2)[n:38][cH:39]1\"},\"mapped_reaction_smiles\":\"Br[CH2:19][c:20]1[cH:21][cH:22][c:23]([O:24][CH2:25][CH2:26][O:27][CH3:28])[cH:29][cH:30]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([C:8]([F:9])([F:10])[F:11])[n:12](-[c:13]2[n:14][c:15](-[c:16]3[c:17]([OH:18])[cH:31][cH:32][cH:33][cH:34]3)[cH:35][cH:36][cH:37]2)[n:38][cH:39]1>CC(C)=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([C:8]([F:9])([F:10])[F:11])[n:12](-[c:13]2[n:14][c:15](-[c:16]3[c:17]([O:18][CH2:19][c:20]4[cH:21][cH:22][c:23]([O:24][CH2:25][CH2:26][O:27][CH3:28])[cH:29][cH:30]4)[cH:31][cH:32][cH:33][cH:34]3)[cH:35][cH:36][cH:37]2)[n:38][cH:39]1\"}",
"reactionStep": {
"id": "sa_4197e293145ba9ea1859a1e3",
"reactionHash": "12bc67206e353b886e9a9f7ed6ed89f509216ceda64d5ffab55f39f051707e78"
},
"children": [
{
"id": "13107",
"routeId": "sa_84a0e97daaa9fd4b3035cfe8",
"moleculeId": "sa_ba3214729df669272ba756b5",
"parentId": "13106",
"isLeaf": false,
"molecule": {
"id": "sa_ba3214729df669272ba756b5",
"inchikey": "APWWUOJJCZDCRP-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc(CBr)cc1"
},
"smiles": "COCCOc1ccc(CBr)cc1",
"reactionStepId": "sa_1f4190e51563560a01e85654",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160214956A1;0160;1911203\",\"rsmi\":\"BrP(Br)[Br:11].O[CH2:10][c:9]1[cH:8][cH:7][c:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])[cH:13][cH:12]1>ClCCl.O=C(O)O.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([CH2:10][Br:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"BrP(Br)[Br:11].O[CH2:10][c:9]1[cH:8][cH:7][c:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])[cH:13][cH:12]1>ClCCl.O=C(O)O.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([CH2:10][Br:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_1f4190e51563560a01e85654",
"reactionHash": "425b9bb4674acfd5255412dfa2fb630ec5e77928a4184a2231b7700afe24bb86"
},
"children": [
{
"id": "13108",
"routeId": "sa_84a0e97daaa9fd4b3035cfe8",
"moleculeId": "sa_dffdccbce5a44ffb8b04e1d2",
"parentId": "13107",
"isLeaf": true,
"molecule": {
"id": "sa_dffdccbce5a44ffb8b04e1d2",
"inchikey": "IPNPIHIZVLFAFP-UHFFFAOYSA-N",
"smiles": "BrP(Br)Br"
},
"smiles": "BrP(Br)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13109",
"routeId": "sa_84a0e97daaa9fd4b3035cfe8",
"moleculeId": "sa_730e813626e7b0e1b0986862",
"parentId": "13107",
"isLeaf": false,
"molecule": {
"id": "sa_730e813626e7b0e1b0986862",
"inchikey": "VLHXZVIRFQPRCT-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc(CO)cc1"
},
"smiles": "COCCOc1ccc(CO)cc1",
"reactionStepId": "sa_98df92245bd3fcacf70aef70",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160214956A1;0158;1911202\",\"rsmi\":\"[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([CH:10]=[O:11])[cH:12][cH:13]1>CCO.Cl.O.B.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([CH2:10][OH:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([CH:10]=[O:11])[cH:12][cH:13]1>CCO.Cl.O.B.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([CH2:10][OH:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_98df92245bd3fcacf70aef70",
"reactionHash": "3bbe50bc4f6c7c3d64f06b155eed5ea5e3b5c6de19d67e8cab8e67ead1d5b7eb"
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"children": [
{
"id": "13110",
"routeId": "sa_84a0e97daaa9fd4b3035cfe8",
"moleculeId": "sa_95e1177959b5971038858467",
"parentId": "13109",
"isLeaf": false,
"molecule": {
"id": "sa_95e1177959b5971038858467",
"inchikey": "IQCSLVHAFGNDGO-UHFFFAOYSA-N",
"smiles": "COCCOc1ccc(C=O)cc1"
},
"smiles": "COCCOc1ccc(C=O)cc1",
"reactionStepId": "sa_99a312cda7bfb4e33895b926",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160214956A1;0156;1911201\",\"rsmi\":\"Br[CH2:4][CH2:3][O:2][CH3:1].[OH:5][c:6]1[cH:7][cH:8][c:9]([CH:10]=[O:11])[cH:12][cH:13]1>CC(C)=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([CH:10]=[O:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"Br[CH2:4][CH2:3][O:2][CH3:1].[OH:5][c:6]1[cH:7][cH:8][c:9]([CH:10]=[O:11])[cH:12][cH:13]1>CC(C)=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][CH2:3][CH2:4][O:5][c:6]1[cH:7][cH:8][c:9]([CH:10]=[O:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_99a312cda7bfb4e33895b926",
"reactionHash": "112e5aa2ebe008ee3a4dfebe421650c08f6db25e529b9202fd958ae607cfa1a4"
},
"children": [
{
"id": "13111",
"routeId": "sa_84a0e97daaa9fd4b3035cfe8",
"moleculeId": "sa_00a5d8a82b6fa118bd064bb9",
"parentId": "13110",
"isLeaf": true,
"molecule": {
"id": "sa_00a5d8a82b6fa118bd064bb9",
"inchikey": "RGHHSNMVTDWUBI-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(O)cc1"
},
"smiles": "O=Cc1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13112",
"routeId": "sa_84a0e97daaa9fd4b3035cfe8",
"moleculeId": "sa_1d500dd023c3a4d81d60b398",
"parentId": "13110",
"isLeaf": true,
"molecule": {
"id": "sa_1d500dd023c3a4d81d60b398",
"inchikey": "YZUPZGFPHUVJKC-UHFFFAOYSA-N",
"smiles": "COCCBr"
},
"smiles": "COCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "13113",
"routeId": "sa_84a0e97daaa9fd4b3035cfe8",
"moleculeId": "sa_e98843b9d0673b1790164e74",
"parentId": "13106",
"isLeaf": true,
"molecule": {
"id": "sa_e98843b9d0673b1790164e74",
"inchikey": "JOEUJHOGCSBXGP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnn(-c2cccc(-c3ccccc3O)n2)c1C(F)(F)F"
},
"smiles": "CCOC(=O)c1cnn(-c2cccc(-c3ccccc3O)n2)c1C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
}