Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cn1c(=O)oc2ccc(I)cc21
InChiKey
BJDBOSULOVAJMC-UHFFFAOYSA-N
Route Signature
eb87baa4db4bd774524736896fc2912ca36b708a34ee784c4256d612267a4e72
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_91432fff5aa9ffb6bb72302e",
"signature": "eb87baa4db4bd774524736896fc2912ca36b708a34ee784c4256d612267a4e72",
"contentHash": "1b145430afb9c287962db7e2b06bfd92f1870c453372f019a81176045d0eae9e",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_e0cfbac3862eb294798d6e6f",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03865",
"moleculeId": "sa_f21c644b52d6eaecccc61054",
"smiles": "Cn1c(=O)oc2ccc(I)cc21",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f21c644b52d6eaecccc61054",
"inchikey": "BJDBOSULOVAJMC-UHFFFAOYSA-N",
"smiles": "Cn1c(=O)oc2ccc(I)cc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "7021",
"routeId": "sa_91432fff5aa9ffb6bb72302e",
"moleculeId": "sa_f21c644b52d6eaecccc61054",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f21c644b52d6eaecccc61054",
"inchikey": "BJDBOSULOVAJMC-UHFFFAOYSA-N",
"smiles": "Cn1c(=O)oc2ccc(I)cc21"
},
"smiles": "Cn1c(=O)oc2ccc(I)cc21",
"reactionStepId": "sa_3e0866e777ab737ab79c5739",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120232071A1;0740;1270077\",\"rsmi\":\"N[c:9]1[cH:8][c:7]2[n:2]([CH3:1])[c:3](=[O:4])[o:5][c:6]2[cH:12][cH:11]1.[IH:10]>CC(=O)O.O.O=NO.O=S(O)S(=O)(=O)O.[K+].[Na+].[Na+].[Na+]>[CH3:1][n:2]1[c:3](=[O:4])[o:5][c:6]2[c:7]1[cH:8][c:9]([I:10])[cH:11][cH:12]2\"},\"mapped_reaction_smiles\":\"N[c:9]1[cH:8][c:7]2[n:2]([CH3:1])[c:3](=[O:4])[o:5][c:6]2[cH:12][cH:11]1.[IH:10]>CC(=O)O.O.O=NO.O=S(O)S(=O)(=O)O.[K+].[Na+].[Na+].[Na+]>[CH3:1][n:2]1[c:3](=[O:4])[o:5][c:6]2[c:7]1[cH:8][c:9]([I:10])[cH:11][cH:12]2\"}",
"reactionStep": {
"id": "sa_3e0866e777ab737ab79c5739",
"reactionHash": "195ac7e0268befcd028ea2b9eb75c9cf4e625b05c6797993c96f9c1bb95d1438"
},
"children": [
{
"id": "7022",
"routeId": "sa_91432fff5aa9ffb6bb72302e",
"moleculeId": "sa_155450eee1b3c456a6aecb31",
"parentId": "7021",
"isLeaf": false,
"molecule": {
"id": "sa_155450eee1b3c456a6aecb31",
"inchikey": "JQPPHIWSRUYRAL-UHFFFAOYSA-N",
"smiles": "Cn1c(=O)oc2ccc(N)cc21"
},
"smiles": "Cn1c(=O)oc2ccc(N)cc21",
"reactionStepId": "sa_5914f0bb43f6ec82a8d87f46",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120232071A1;0739;1270076\",\"rsmi\":\"O=[N+:10]([O-])[c:9]1[cH:8][c:7]2[n:2]([CH3:1])[c:3](=[O:4])[o:5][c:6]2[cH:12][cH:11]1>CC(=O)O.[H][H].[Pd]>[CH3:1][n:2]1[c:3](=[O:4])[o:5][c:6]2[c:7]1[cH:8][c:9]([NH2:10])[cH:11][cH:12]2\"},\"mapped_reaction_smiles\":\"O=[N+:10]([O-])[c:9]1[cH:8][c:7]2[n:2]([CH3:1])[c:3](=[O:4])[o:5][c:6]2[cH:12][cH:11]1>CC(=O)O.[H][H].[Pd]>[CH3:1][n:2]1[c:3](=[O:4])[o:5][c:6]2[c:7]1[cH:8][c:9]([NH2:10])[cH:11][cH:12]2\"}",
"reactionStep": {
"id": "sa_5914f0bb43f6ec82a8d87f46",
"reactionHash": "7099627f150c40a27a42f880caad97bdbfd0e9b89e188173c4e0b421060a0cfa"
},
"children": [
{
"id": "7023",
"routeId": "sa_91432fff5aa9ffb6bb72302e",
"moleculeId": "sa_c5c7cb4df66446d55875a923",
"parentId": "7022",
"isLeaf": false,
"molecule": {
"id": "sa_c5c7cb4df66446d55875a923",
"inchikey": "NEUIGIUWAYOYAM-UHFFFAOYSA-N",
"smiles": "Cn1c(=O)oc2ccc([N+](=O)[O-])cc21"
},
"smiles": "Cn1c(=O)oc2ccc([N+](=O)[O-])cc21",
"reactionStepId": "sa_b3e443113f8063260037ef56",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120232071A1;0738;1270075\",\"rsmi\":\"I[CH3:1].[nH:2]1[c:3](=[O:4])[o:5][c:6]2[c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]2>CN(C)C=O.[HH].[Na+]>[CH3:1][n:2]1[c:3](=[O:4])[o:5][c:6]2[c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]2\"},\"mapped_reaction_smiles\":\"I[CH3:1].[nH:2]1[c:3](=[O:4])[o:5][c:6]2[c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]2>CN(C)C=O.[HH].[Na+]>[CH3:1][n:2]1[c:3](=[O:4])[o:5][c:6]2[c:7]1[cH:8][c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]2\"}",
"reactionStep": {
"id": "sa_b3e443113f8063260037ef56",
"reactionHash": "f416b4ddc1a4033402bfe93e40492e4fd30951e9017993e139f662e37d92fa0d"
},
"children": [
{
"id": "7024",
"routeId": "sa_91432fff5aa9ffb6bb72302e",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "7023",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7025",
"routeId": "sa_91432fff5aa9ffb6bb72302e",
"moleculeId": "sa_219f537ecd2ab26b2018cd25",
"parentId": "7023",
"isLeaf": false,
"molecule": {
"id": "sa_219f537ecd2ab26b2018cd25",
"inchikey": "UTQPEXLRBRAERQ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc2oc(O)nc2c1"
},
"smiles": "O=c1[nH]c2cc([N+](=O)[O-])ccc2o1",
"reactionStepId": "sa_8d26513f3247b6219fad12e0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120232071A1;0737;1270074\",\"rsmi\":\"[NH2:3][c:4]1[c:5]([OH:13])[cH:6][cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12]1.c1cn([C:2](n2ccnc2)=[O:1])cn1>C1CCOC1.Cl>[O:1]=[c:2]1[nH:3][c:4]2[c:5]([cH:6][cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12]2)[o:13]1\"},\"mapped_reaction_smiles\":\"[NH2:3][c:4]1[c:5]([OH:13])[cH:6][cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12]1.c1cn([C:2](n2ccnc2)=[O:1])cn1>C1CCOC1.Cl>[O:1]=[c:2]1[nH:3][c:4]2[c:5]([cH:6][cH:7][c:8]([N+:9](=[O:10])[O-:11])[cH:12]2)[o:13]1\"}",
"reactionStep": {
"id": "sa_8d26513f3247b6219fad12e0",
"reactionHash": "59347ae80074900cc31ee6458f4b85a8ed3fa505d4a4e874d06b24f18cc5786d"
},
"children": [
{
"id": "7026",
"routeId": "sa_91432fff5aa9ffb6bb72302e",
"moleculeId": "sa_0b30a91a54f3198f02aa887d",
"parentId": "7025",
"isLeaf": true,
"molecule": {
"id": "sa_0b30a91a54f3198f02aa887d",
"inchikey": "PFKFTWBEEFSNDU-UHFFFAOYSA-N",
"smiles": "O=C(n1ccnc1)n1ccnc1"
},
"smiles": "O=C(n1ccnc1)n1ccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7027",
"routeId": "sa_91432fff5aa9ffb6bb72302e",
"moleculeId": "sa_9160a313899e5e1924df7fe8",
"parentId": "7025",
"isLeaf": true,
"molecule": {
"id": "sa_9160a313899e5e1924df7fe8",
"inchikey": "VLZVIIYRNMWPSN-UHFFFAOYSA-N",
"smiles": "Nc1cc([N+](=O)[O-])ccc1O"
},
"smiles": "Nc1cc([N+](=O)[O-])ccc1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "7028",
"routeId": "sa_91432fff5aa9ffb6bb72302e",
"moleculeId": "sa_bc906e425e53d363266dfe60",
"parentId": "7021",
"isLeaf": true,
"molecule": {
"id": "sa_bc906e425e53d363266dfe60",
"inchikey": "XMBWDFGMSWQBCA-UHFFFAOYSA-N",
"smiles": "I"
},
"smiles": "I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}