Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(-c2ccccc2NC(=O)C(O)c2ccc(C)cc2)cc1OC
InChiKey
YYOOTBRXGVNNQJ-UHFFFAOYSA-N
Route Signature
414fe4b9d62e5aa49c048b0c28eca1ac73700dee38b53bc8c241189c2dd6fee9
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_1813cc4110780cd78165778b",
"signature": "414fe4b9d62e5aa49c048b0c28eca1ac73700dee38b53bc8c241189c2dd6fee9",
"contentHash": "d3f7b477dd6b0fb27b51914370b753b15f8ddc1c1d76d476d75b4bfa5a370a40",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_a9a35bad829b5f8762b4de97",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07969",
"moleculeId": "sa_7f281502a4126102497bf33a",
"smiles": "COc1ccc(-c2ccccc2NC(=O)C(O)c2ccc(C)cc2)cc1OC",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7f281502a4126102497bf33a",
"inchikey": "YYOOTBRXGVNNQJ-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2ccccc2NC(=O)C(O)c2ccc(C)cc2)cc1OC"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16314",
"routeId": "sa_1813cc4110780cd78165778b",
"moleculeId": "sa_7f281502a4126102497bf33a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7f281502a4126102497bf33a",
"inchikey": "YYOOTBRXGVNNQJ-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2ccccc2NC(=O)C(O)c2ccc(C)cc2)cc1OC"
},
"smiles": "COc1ccc(-c2ccccc2NC(=O)C(O)c2ccc(C)cc2)cc1OC",
"reactionStepId": "sa_bf4cb5622d3ef57af15fa876",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050192359A1;0440;279870\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([NH:11][C:12](=[O:13])[C:14](=[O:15])[c:16]3[cH:17][cH:18][c:19]([CH3:20])[cH:21][cH:22]3)[cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1>CCO.B.[Na+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([NH:11][C:12](=[O:13])[CH:14]([OH:15])[c:16]3[cH:17][cH:18][c:19]([CH3:20])[cH:21][cH:22]3)[cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([NH:11][C:12](=[O:13])[C:14](=[O:15])[c:16]3[cH:17][cH:18][c:19]([CH3:20])[cH:21][cH:22]3)[cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1>CCO.B.[Na+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([NH:11][C:12](=[O:13])[CH:14]([OH:15])[c:16]3[cH:17][cH:18][c:19]([CH3:20])[cH:21][cH:22]3)[cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_bf4cb5622d3ef57af15fa876",
"reactionHash": "118bc494e1f0467de742b7b7f9e70d366b745185d5f5f2d86490cb180e205e9d"
},
"children": [
{
"id": "16315",
"routeId": "sa_1813cc4110780cd78165778b",
"moleculeId": "sa_db607cbb0825bec11bb8e862",
"parentId": "16314",
"isLeaf": false,
"molecule": {
"id": "sa_db607cbb0825bec11bb8e862",
"inchikey": "GUVLGQOWXRZUIZ-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2ccccc2NC(=O)C(=O)c2ccc(C)cc2)cc1OC"
},
"smiles": "COc1ccc(-c2ccccc2NC(=O)C(=O)c2ccc(C)cc2)cc1OC",
"reactionStepId": "sa_a6c07e3b263cf8276dd2530e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050192359A1;0438;279869\",\"rsmi\":\"Cl[C:12](=[O:13])[C:14](=[O:15])[c:16]1[cH:17][cH:18][c:19]([CH3:20])[cH:21][cH:22]1.[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([NH2:11])[cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1>C1CCOC1.CCN(CC)CC.O>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([NH:11][C:12](=[O:13])[C:14](=[O:15])[c:16]3[cH:17][cH:18][c:19]([CH3:20])[cH:21][cH:22]3)[cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"Cl[C:12](=[O:13])[C:14](=[O:15])[c:16]1[cH:17][cH:18][c:19]([CH3:20])[cH:21][cH:22]1.[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([NH2:11])[cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1>C1CCOC1.CCN(CC)CC.O>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([NH:11][C:12](=[O:13])[C:14](=[O:15])[c:16]3[cH:17][cH:18][c:19]([CH3:20])[cH:21][cH:22]3)[cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_a6c07e3b263cf8276dd2530e",
"reactionHash": "aaab2c31217c74a85112c8a7b625767dbcc89fdd49d742ac68204330b84bfbcb"
},
"children": [
{
"id": "16316",
"routeId": "sa_1813cc4110780cd78165778b",
"moleculeId": "sa_dc2e18a4f16d2c8902ac759d",
"parentId": "16315",
"isLeaf": false,
"molecule": {
"id": "sa_dc2e18a4f16d2c8902ac759d",
"inchikey": "JSGCFAJCBRHKFO-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2ccccc2N)cc1OC"
},
"smiles": "COc1ccc(-c2ccccc2N)cc1OC",
"reactionStepId": "sa_2749241245faf8149649fde4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050192359A1;0458;279879\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[c:9](-[c:8]2[cH:7][c:4]([O:5][CH3:6])[c:3]([O:2][CH3:1])[cH:17][cH:16]2)[cH:15][cH:14][cH:13][cH:12]1>Cc1ccccc1.NN.O.[Pt]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([NH2:11])[cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[c:9](-[c:8]2[cH:7][c:4]([O:5][CH3:6])[c:3]([O:2][CH3:1])[cH:17][cH:16]2)[cH:15][cH:14][cH:13][cH:12]1>Cc1ccccc1.NN.O.[Pt]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([NH2:11])[cH:12][cH:13][cH:14][cH:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_2749241245faf8149649fde4",
"reactionHash": "fc59dad1da4d13c43c60755da04fc69a5e7ed65c1e5905289a896a4411f88f1a"
},
"children": [
{
"id": "16317",
"routeId": "sa_1813cc4110780cd78165778b",
"moleculeId": "sa_0cae01bb7e55428a31a31bb6",
"parentId": "16316",
"isLeaf": false,
"molecule": {
"id": "sa_0cae01bb7e55428a31a31bb6",
"inchikey": "VWVLNZIZYFAJCA-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2ccccc2[N+](=O)[O-])cc1OC"
},
"smiles": "COc1ccc(-c2ccccc2[N+](=O)[O-])cc1OC",
"reactionStepId": "sa_453508c88ede56d214f6dca3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050192359A1;0456;279878\",\"rsmi\":\"Br[c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15][cH:16][cH:17]1.OB(O)O[c:8]1[cH:7][c:4]([O:5][CH3:6])[c:3]([O:2][CH3:1])[cH:19][cH:18]1>COCCOC.O.O=P(O)(O)O.[K+].[K+].[K+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"Br[c:9]1[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15][cH:16][cH:17]1.OB(O)O[c:8]1[cH:7][c:4]([O:5][CH3:6])[c:3]([O:2][CH3:1])[cH:19][cH:18]1>COCCOC.O.O=P(O)(O)O.[K+].[K+].[K+]>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8](-[c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_453508c88ede56d214f6dca3",
"reactionHash": "5de5af291b82bdc2a08ecfab609ff1242086b37c0502e4c521c8aae72b409c62"
},
"children": [
{
"id": "16318",
"routeId": "sa_1813cc4110780cd78165778b",
"moleculeId": "sa_78e69ba1d721f586a67aca27",
"parentId": "16317",
"isLeaf": true,
"molecule": {
"id": "sa_78e69ba1d721f586a67aca27",
"inchikey": "ORPVVAKYSXQCJI-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccccc1Br"
},
"smiles": "O=[N+]([O-])c1ccccc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16319",
"routeId": "sa_1813cc4110780cd78165778b",
"moleculeId": "sa_f5aa941a25aa9001822eba7a",
"parentId": "16317",
"isLeaf": true,
"molecule": {
"id": "sa_f5aa941a25aa9001822eba7a",
"inchikey": "YXLFYBXQEZHFDD-UHFFFAOYSA-N",
"smiles": "COc1ccc(OB(O)O)cc1OC"
},
"smiles": "COc1ccc(OB(O)O)cc1OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "16320",
"routeId": "sa_1813cc4110780cd78165778b",
"moleculeId": "sa_17eab29b5eef1aa0afe8d223",
"parentId": "16315",
"isLeaf": true,
"molecule": {
"id": "sa_17eab29b5eef1aa0afe8d223",
"inchikey": "RGXFIUMDEHFGIK-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)C(=O)Cl)cc1"
},
"smiles": "Cc1ccc(C(=O)C(=O)Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}