Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cn1cnc2c(Cl)ncc(C(=O)N3CCOCC3)c21
InChiKey
DTPCOBYLDXMLDO-UHFFFAOYSA-N
Route Signature
3e7840f96f79cd36a855412db0a47c9941a517a283d8a3e74a101cbb9efd244f
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_23aec18f8436fc62eff4568b",
"signature": "3e7840f96f79cd36a855412db0a47c9941a517a283d8a3e74a101cbb9efd244f",
"contentHash": "5d3bdefd7dbc27be055576bf9e4918cef3139e132c0d80fc1b6fe00b09d2267e",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_db42358e66fc8d3165292fde",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03125",
"moleculeId": "sa_c27fc97c2cee39a0393caee1",
"smiles": "Cn1cnc2c(Cl)ncc(C(=O)N3CCOCC3)c21",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c27fc97c2cee39a0393caee1",
"inchikey": "DTPCOBYLDXMLDO-UHFFFAOYSA-N",
"smiles": "Cn1cnc2c(Cl)ncc(C(=O)N3CCOCC3)c21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15031",
"routeId": "sa_23aec18f8436fc62eff4568b",
"moleculeId": "sa_c27fc97c2cee39a0393caee1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c27fc97c2cee39a0393caee1",
"inchikey": "DTPCOBYLDXMLDO-UHFFFAOYSA-N",
"smiles": "Cn1cnc2c(Cl)ncc(C(=O)N3CCOCC3)c21"
},
"smiles": "Cn1cnc2c(Cl)ncc(C(=O)N3CCOCC3)c21",
"reactionStepId": "sa_0e88bd51e0e95bf895c5ab75",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221097A1;0296;609270\",\"rsmi\":\"O[C:8]([c:7]1[c:6]2[n:2]([CH3:1])[cH:3][n:4][c:5]2[c:18]([Cl:19])[n:17][cH:16]1)=[O:9].[NH:10]1[CH2:11][CH2:12][O:13][CH2:14][CH2:15]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F.O>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]1[c:7]([C:8](=[O:9])[N:10]1[CH2:11][CH2:12][O:13][CH2:14][CH2:15]1)[cH:16][n:17][c:18]2[Cl:19]\"},\"mapped_reaction_smiles\":\"O[C:8]([c:7]1[c:6]2[n:2]([CH3:1])[cH:3][n:4][c:5]2[c:18]([Cl:19])[n:17][cH:16]1)=[O:9].[NH:10]1[CH2:11][CH2:12][O:13][CH2:14][CH2:15]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F.O>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]1[c:7]([C:8](=[O:9])[N:10]1[CH2:11][CH2:12][O:13][CH2:14][CH2:15]1)[cH:16][n:17][c:18]2[Cl:19]\"}",
"reactionStep": {
"id": "sa_0e88bd51e0e95bf895c5ab75",
"reactionHash": "efb8c96570e2e15ecc9e0071586c16e2164b01eee0f5db2e46428810257c746e"
},
"children": [
{
"id": "15032",
"routeId": "sa_23aec18f8436fc62eff4568b",
"moleculeId": "sa_506632357f5ee26b40b65fb5",
"parentId": "15031",
"isLeaf": false,
"molecule": {
"id": "sa_506632357f5ee26b40b65fb5",
"inchikey": "AXBQMRPXHUCGFF-UHFFFAOYSA-N",
"smiles": "Cn1cnc2c(Cl)ncc(C(=O)O)c21"
},
"smiles": "Cn1cnc2c(Cl)ncc(C(=O)O)c21",
"reactionStepId": "sa_55e6d58445cddff2540d5266",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221097A1;0293;609269\",\"rsmi\":\"CC[O:10][C:8]([c:7]1[c:6]2[n:2]([CH3:1])[cH:3][n:4][c:5]2[c:13]([Cl:14])[n:12][cH:11]1)=[O:9]>CO.Cl.[Na+].O>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]1[c:7]([C:8](=[O:9])[OH:10])[cH:11][n:12][c:13]2[Cl:14]\"},\"mapped_reaction_smiles\":\"CC[O:10][C:8]([c:7]1[c:6]2[n:2]([CH3:1])[cH:3][n:4][c:5]2[c:13]([Cl:14])[n:12][cH:11]1)=[O:9]>CO.Cl.[Na+].O>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]1[c:7]([C:8](=[O:9])[OH:10])[cH:11][n:12][c:13]2[Cl:14]\"}",
"reactionStep": {
"id": "sa_55e6d58445cddff2540d5266",
"reactionHash": "95c649f7f0ab4193baa912d827143bd545dcba7ddefdcb67ed2b5c9067ce4f0b"
},
"children": [
{
"id": "15033",
"routeId": "sa_23aec18f8436fc62eff4568b",
"moleculeId": "sa_7f956797e753f661a58a3af6",
"parentId": "15032",
"isLeaf": false,
"molecule": {
"id": "sa_7f956797e753f661a58a3af6",
"inchikey": "PGMRNWAAHFDBRJ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c2ncn(C)c12"
},
"smiles": "CCOC(=O)c1cnc(Cl)c2ncn(C)c12",
"reactionStepId": "sa_697ffe3a10e772f68c2390d6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221097A1;0262;609260\",\"rsmi\":\"CCO[CH:15](OCC)OCC.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]([NH2:16])[c:12]1[NH:13][CH3:14]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[n:13]([CH3:14])[cH:15][n:16]2\"},\"mapped_reaction_smiles\":\"CCO[CH:15](OCC)OCC.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]([NH2:16])[c:12]1[NH:13][CH3:14]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8][c:9]([Cl:10])[c:11]2[c:12]1[n:13]([CH3:14])[cH:15][n:16]2\"}",
"reactionStep": {
"id": "sa_697ffe3a10e772f68c2390d6",
"reactionHash": "a02915d532c323d28769888ce6375dfa894ed904b33eceb7a17de3846b6dd48a"
},
"children": [
{
"id": "15034",
"routeId": "sa_23aec18f8436fc62eff4568b",
"moleculeId": "sa_dc98236d967ab0cdbd0fcd04",
"parentId": "15033",
"isLeaf": true,
"molecule": {
"id": "sa_dc98236d967ab0cdbd0fcd04",
"inchikey": "GKASDNZWUGIAMG-UHFFFAOYSA-N",
"smiles": "CCOC(OCC)OCC"
},
"smiles": "CCOC(OCC)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15035",
"routeId": "sa_23aec18f8436fc62eff4568b",
"moleculeId": "sa_7570c1eb10195b42417d700e",
"parentId": "15033",
"isLeaf": false,
"molecule": {
"id": "sa_7570c1eb10195b42417d700e",
"inchikey": "LNJFEZBSTJTQOB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c(N)c1NC"
},
"smiles": "CCOC(=O)c1cnc(Cl)c(N)c1NC",
"reactionStepId": "sa_bd8e850c94053fa5a9d45aaa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221097A1;0258;609258\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[c:7]([NH:8][CH3:9])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:15][n:14][c:12]1[Cl:13]>CCCCCC.CCO.[Ni]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][CH3:9])[c:10]([NH2:11])[c:12]([Cl:13])[n:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[c:7]([NH:8][CH3:9])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:15][n:14][c:12]1[Cl:13]>CCCCCC.CCO.[Ni]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][CH3:9])[c:10]([NH2:11])[c:12]([Cl:13])[n:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_bd8e850c94053fa5a9d45aaa",
"reactionHash": "320231841313899dee67d4efbdaabf69fc48a19d8bf1a32e468ed5ee62893272"
},
"children": [
{
"id": "15036",
"routeId": "sa_23aec18f8436fc62eff4568b",
"moleculeId": "sa_6216e48f0c41ad87c4d7d889",
"parentId": "15035",
"isLeaf": false,
"molecule": {
"id": "sa_6216e48f0c41ad87c4d7d889",
"inchikey": "ZSKQGDAGYNBORF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c([N+](=O)[O-])c1NC"
},
"smiles": "CCOC(=O)c1cnc(Cl)c([N+](=O)[O-])c1NC",
"reactionStepId": "sa_91a4f8d7c33f5eb544185daa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221097A1;0253;609256\",\"rsmi\":\"Cl[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:17][n:16][c:14]([Cl:15])[c:10]1[N+:11](=[O:12])[O-:13].[NH2:8][CH3:9]>CCN(CC)CC.CCO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][CH3:9])[c:10]([N+:11](=[O:12])[O-:13])[c:14]([Cl:15])[n:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:17][n:16][c:14]([Cl:15])[c:10]1[N+:11](=[O:12])[O-:13].[NH2:8][CH3:9]>CCN(CC)CC.CCO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][CH3:9])[c:10]([N+:11](=[O:12])[O-:13])[c:14]([Cl:15])[n:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_91a4f8d7c33f5eb544185daa",
"reactionHash": "5fde7e95bf33de85c480e07eb98684bb8dea479ad0007c7a1cfe798574071c54"
},
"children": [
{
"id": "15037",
"routeId": "sa_23aec18f8436fc62eff4568b",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "15036",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15038",
"routeId": "sa_23aec18f8436fc62eff4568b",
"moleculeId": "sa_8f52e363d9150484a7c9f523",
"parentId": "15036",
"isLeaf": true,
"molecule": {
"id": "sa_8f52e363d9150484a7c9f523",
"inchikey": "VMNMZVKEDHEOEJ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnc(Cl)c([N+](=O)[O-])c1Cl"
},
"smiles": "CCOC(=O)c1cnc(Cl)c([N+](=O)[O-])c1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "15039",
"routeId": "sa_23aec18f8436fc62eff4568b",
"moleculeId": "sa_39d71c291f7fdf13918cc969",
"parentId": "15031",
"isLeaf": true,
"molecule": {
"id": "sa_39d71c291f7fdf13918cc969",
"inchikey": "YNAVUWVOSKDBBP-UHFFFAOYSA-N",
"smiles": "C1COCCN1"
},
"smiles": "C1COCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}