Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
NCCc1ccc(C(N)=O)cc1
InChiKey
MPKNQTCQZJHXNW-UHFFFAOYSA-N
Route Signature
354194083d8efdfb97fef974d670d7d101366aac5d51b545e1c9fed1a0c73450
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f31f6c97b02227df57236ea8",
"signature": "354194083d8efdfb97fef974d670d7d101366aac5d51b545e1c9fed1a0c73450",
"contentHash": "3c12fb80b8f07d71eb81b0d79483083e092b114cf088491cba581138cf904620",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_90531243ee0cc780b1af8ac7",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-09442",
"moleculeId": "sa_38bb2c15cef1f1ac5bf8ceda",
"smiles": "NCCc1ccc(C(N)=O)cc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_38bb2c15cef1f1ac5bf8ceda",
"inchikey": "MPKNQTCQZJHXNW-UHFFFAOYSA-N",
"smiles": "NCCc1ccc(C(N)=O)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8951",
"routeId": "sa_f31f6c97b02227df57236ea8",
"moleculeId": "sa_38bb2c15cef1f1ac5bf8ceda",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_38bb2c15cef1f1ac5bf8ceda",
"inchikey": "MPKNQTCQZJHXNW-UHFFFAOYSA-N",
"smiles": "NCCc1ccc(C(N)=O)cc1"
},
"smiles": "NCCc1ccc(C(N)=O)cc1",
"reactionStepId": "sa_7bb63fcf75e80c7057071f0c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050020591A1;0167;222653\",\"rsmi\":\"[N-]=[N+]=[N:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([NH2:9])=[O:10])[cH:11][cH:12]1>CCO.[H][H].[Pd]>[NH2:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([NH2:9])=[O:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"[N-]=[N+]=[N:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([NH2:9])=[O:10])[cH:11][cH:12]1>CCO.[H][H].[Pd]>[NH2:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([NH2:9])=[O:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_7bb63fcf75e80c7057071f0c",
"reactionHash": "6af475f9e23631affcedd450bcc742bea9c0c28f1ce8d8b0b658e0a3abc0d2aa"
},
"children": [
{
"id": "8952",
"routeId": "sa_f31f6c97b02227df57236ea8",
"moleculeId": "sa_47973939ca7436d6688d66c2",
"parentId": "8951",
"isLeaf": false,
"molecule": {
"id": "sa_47973939ca7436d6688d66c2",
"inchikey": "YTRQIUQNJDTSEJ-UHFFFAOYSA-N",
"smiles": "[N-]=[N+]=NCCc1ccc(C(N)=O)cc1"
},
"smiles": "[N-]=[N+]=NCCc1ccc(C(N)=O)cc1",
"reactionStepId": "sa_0de646d08b6846f24ee36f0c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050020591A1;0166;222652\",\"rsmi\":\"O[OH:12].[N-:1]=[N+:2]=[N:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10]#[N:11])[cH:13][cH:14]1>CO.O.O=C(O)O.[K+].[K+]>[N-:1]=[N+:2]=[N:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10]([NH2:11])=[O:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O[OH:12].[N-:1]=[N+:2]=[N:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10]#[N:11])[cH:13][cH:14]1>CO.O.O=C(O)O.[K+].[K+]>[N-:1]=[N+:2]=[N:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10]([NH2:11])=[O:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_0de646d08b6846f24ee36f0c",
"reactionHash": "20337e701377afb22886ca817d231569bb1e311db11a4590028c8c747720f28c"
},
"children": [
{
"id": "8953",
"routeId": "sa_f31f6c97b02227df57236ea8",
"moleculeId": "sa_886171b136774372840bc32a",
"parentId": "8952",
"isLeaf": false,
"molecule": {
"id": "sa_886171b136774372840bc32a",
"inchikey": "LWDKYDHPSRTUDR-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(CCN=[N+]=[N-])cc1"
},
"smiles": "N#Cc1ccc(CCN=[N+]=[N-])cc1",
"reactionStepId": "sa_af12f41e079120806806ff16",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050020591A1;0144;222642\",\"rsmi\":\"O[CH2:8][CH2:7][c:6]1[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:13][cH:12]1.[N-:9]=[N+:10]=[N-:11]>CCN(CC)CC.CCOC(C)=O.CS(=O)(=O)Cl.ClCCl.O.[Na+]>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][N:9]=[N+:10]=[N-:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O[CH2:8][CH2:7][c:6]1[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:13][cH:12]1.[N-:9]=[N+:10]=[N-:11]>CCN(CC)CC.CCOC(C)=O.CS(=O)(=O)Cl.ClCCl.O.[Na+]>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][CH2:8][N:9]=[N+:10]=[N-:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_af12f41e079120806806ff16",
"reactionHash": "f0a9f8a298369f69d374278746f591fd9bce00bc932707818f236a3fa01157d2"
},
"children": [
{
"id": "8954",
"routeId": "sa_f31f6c97b02227df57236ea8",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "8953",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8955",
"routeId": "sa_f31f6c97b02227df57236ea8",
"moleculeId": "sa_762b1c1596fa2762cde22696",
"parentId": "8953",
"isLeaf": true,
"molecule": {
"id": "sa_762b1c1596fa2762cde22696",
"inchikey": "RBSJBNYPTGMZIH-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(CCO)cc1"
},
"smiles": "N#Cc1ccc(CCO)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8956",
"routeId": "sa_f31f6c97b02227df57236ea8",
"moleculeId": "sa_4dba68d938224067da688ab5",
"parentId": "8952",
"isLeaf": true,
"molecule": {
"id": "sa_4dba68d938224067da688ab5",
"inchikey": "MHAJPDPJQMAIIY-UHFFFAOYSA-N",
"smiles": "OO"
},
"smiles": "OO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}