Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC(CC)Nc1ccc(C(=O)OC)cc1NC(=O)Cn1cccn1
InChiKey
MPFDGCWFSSGUHC-UHFFFAOYSA-N
Route Signature
d6d2b67941d2cf5560df2f11792946b00b502c3d5ae0a379f4fd465619df837e
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_11d4b28350f353554c644d06",
"signature": "d6d2b67941d2cf5560df2f11792946b00b502c3d5ae0a379f4fd465619df837e",
"contentHash": "4c94343f8512a2187964ae96b422ed1a8a03d5b21656abbaf37039a83d57d0ef",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_8a9619467cba7a836b7016d3",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-06654",
"moleculeId": "sa_6161fb4e2b00518ceb63f7b6",
"smiles": "CCC(CC)Nc1ccc(C(=O)OC)cc1NC(=O)Cn1cccn1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_6161fb4e2b00518ceb63f7b6",
"inchikey": "MPFDGCWFSSGUHC-UHFFFAOYSA-N",
"smiles": "CCC(CC)Nc1ccc(C(=O)OC)cc1NC(=O)Cn1cccn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "8049",
"routeId": "sa_11d4b28350f353554c644d06",
"moleculeId": "sa_6161fb4e2b00518ceb63f7b6",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6161fb4e2b00518ceb63f7b6",
"inchikey": "MPFDGCWFSSGUHC-UHFFFAOYSA-N",
"smiles": "CCC(CC)Nc1ccc(C(=O)OC)cc1NC(=O)Cn1cccn1"
},
"smiles": "CCC(CC)Nc1ccc(C(=O)OC)cc1NC(=O)Cn1cccn1",
"reactionStepId": "sa_807aa3b6eea5478948402687",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140094450A1;2029;1510222\",\"rsmi\":\"O[C:10](=[O:11])[CH2:12][n:13]1[cH:14][cH:15][cH:16][n:17]1.[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[NH:6][c:7]1[c:8]([NH2:9])[cH:18][c:19]([C:20](=[O:21])[O:22][CH3:23])[cH:24][cH:25]1>CCN(C(C)C)C(C)C.CN(C)C=O.ClCCCl.O.On1nnc2cccnc21>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[NH:6][c:7]1[c:8]([NH:9][C:10](=[O:11])[CH2:12][n:13]2[cH:14][cH:15][cH:16][n:17]2)[cH:18][c:19]([C:20](=[O:21])[O:22][CH3:23])[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"O[C:10](=[O:11])[CH2:12][n:13]1[cH:14][cH:15][cH:16][n:17]1.[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[NH:6][c:7]1[c:8]([NH2:9])[cH:18][c:19]([C:20](=[O:21])[O:22][CH3:23])[cH:24][cH:25]1>CCN(C(C)C)C(C)C.CN(C)C=O.ClCCCl.O.On1nnc2cccnc21>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[NH:6][c:7]1[c:8]([NH:9][C:10](=[O:11])[CH2:12][n:13]2[cH:14][cH:15][cH:16][n:17]2)[cH:18][c:19]([C:20](=[O:21])[O:22][CH3:23])[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_807aa3b6eea5478948402687",
"reactionHash": "c7794bcd47b825fa90cb5b7c390315191d5d8a9071a3616327c405d35cdc1489"
},
"children": [
{
"id": "8050",
"routeId": "sa_11d4b28350f353554c644d06",
"moleculeId": "sa_068752f7974911cb071c7e65",
"parentId": "8049",
"isLeaf": false,
"molecule": {
"id": "sa_068752f7974911cb071c7e65",
"inchikey": "ADEGGSDEYFUBJH-UHFFFAOYSA-N",
"smiles": "CCC(CC)Nc1ccc(C(=O)OC)cc1N"
},
"smiles": "CCC(CC)Nc1ccc(C(=O)OC)cc1N",
"reactionStepId": "sa_19f274ce89c0aba79f434be6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140094450A1;1945;1510198\",\"rsmi\":\"O=[N+:9]([O-])[c:8]1[c:7]([NH:6][CH:3]([CH2:2][CH3:1])[CH2:4][CH3:5])[cH:17][cH:16][c:11]([C:12](=[O:13])[O:14][CH3:15])[cH:10]1>CCO.[Pd]>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[NH:6][c:7]1[c:8]([NH2:9])[cH:10][c:11]([C:12](=[O:13])[O:14][CH3:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"O=[N+:9]([O-])[c:8]1[c:7]([NH:6][CH:3]([CH2:2][CH3:1])[CH2:4][CH3:5])[cH:17][cH:16][c:11]([C:12](=[O:13])[O:14][CH3:15])[cH:10]1>CCO.[Pd]>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[NH:6][c:7]1[c:8]([NH2:9])[cH:10][c:11]([C:12](=[O:13])[O:14][CH3:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_19f274ce89c0aba79f434be6",
"reactionHash": "462ed9e7727c3fbdfea5b7ed1e77e9a0ee2b5d17aacb109c659822854f1ef2ea"
},
"children": [
{
"id": "8051",
"routeId": "sa_11d4b28350f353554c644d06",
"moleculeId": "sa_73a7186ca5cb01ea1d4594ce",
"parentId": "8050",
"isLeaf": false,
"molecule": {
"id": "sa_73a7186ca5cb01ea1d4594ce",
"inchikey": "ONPCMJPZCKPJMV-UHFFFAOYSA-N",
"smiles": "CCC(CC)Nc1ccc(C(=O)OC)cc1[N+](=O)[O-]"
},
"smiles": "CCC(CC)Nc1ccc(C(=O)OC)cc1[N+](=O)[O-]",
"reactionStepId": "sa_e646b88daa08a464e1867afd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140094450A1;1942;1510197\",\"rsmi\":\"F[c:7]1[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14](=[O:15])[O:16][CH3:17])[cH:18][cH:19]1.[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[NH2:6]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[NH:6][c:7]1[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14](=[O:15])[O:16][CH3:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"F[c:7]1[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14](=[O:15])[O:16][CH3:17])[cH:18][cH:19]1.[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[NH2:6]>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[NH:6][c:7]1[c:8]([N+:9](=[O:10])[O-:11])[cH:12][c:13]([C:14](=[O:15])[O:16][CH3:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_e646b88daa08a464e1867afd",
"reactionHash": "24fe9fb081917bd925fbde6f92af3f3141117ff5700ea1741688fe54fc61aa53"
},
"children": [
{
"id": "8052",
"routeId": "sa_11d4b28350f353554c644d06",
"moleculeId": "sa_27e97f015c77194be3ad8182",
"parentId": "8051",
"isLeaf": false,
"molecule": {
"id": "sa_27e97f015c77194be3ad8182",
"inchikey": "CNJJSTPBUHAEFH-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(F)c([N+](=O)[O-])c1"
},
"smiles": "COC(=O)c1ccc(F)c([N+](=O)[O-])c1",
"reactionStepId": "sa_b4bb980aae6b3d57820202b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140094450A1;1939;1510196\",\"rsmi\":\"O[C:3](=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([F:12])[cH:13][cH:14]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([F:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O[C:3](=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([F:12])[cH:13][cH:14]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([F:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_b4bb980aae6b3d57820202b9",
"reactionHash": "9eb184df1ed2e1e12f6b91d91df94dd5509189984a4f5caf7a4f20f3c1b93861"
},
"children": [
{
"id": "8053",
"routeId": "sa_11d4b28350f353554c644d06",
"moleculeId": "sa_167059e59e35808a730b2175",
"parentId": "8052",
"isLeaf": true,
"molecule": {
"id": "sa_167059e59e35808a730b2175",
"inchikey": "BOJWTAQWPVBIPG-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(F)c([N+](=O)[O-])c1"
},
"smiles": "O=C(O)c1ccc(F)c([N+](=O)[O-])c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8054",
"routeId": "sa_11d4b28350f353554c644d06",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "8052",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8055",
"routeId": "sa_11d4b28350f353554c644d06",
"moleculeId": "sa_0d01ec1d05903a54a929ca29",
"parentId": "8051",
"isLeaf": true,
"molecule": {
"id": "sa_0d01ec1d05903a54a929ca29",
"inchikey": "PQPFFKCJENSZKL-UHFFFAOYSA-N",
"smiles": "CCC(N)CC"
},
"smiles": "CCC(N)CC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "8056",
"routeId": "sa_11d4b28350f353554c644d06",
"moleculeId": "sa_5e7807c566c386087a97d8c0",
"parentId": "8049",
"isLeaf": true,
"molecule": {
"id": "sa_5e7807c566c386087a97d8c0",
"inchikey": "LOSKNFQZTWYZHI-UHFFFAOYSA-N",
"smiles": "O=C(O)Cn1cccn1"
},
"smiles": "O=C(O)Cn1cccn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}