Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#Cc1ccc2c(c1Br)CCC2=O
InChiKey
GDONYXQZICYUPZ-UHFFFAOYSA-N
Route Signature
0a531e5622d7157f8ee60c22f811c41587aa0dbe67218d58f793ec47be566a26
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_9339323cc155b9baa30e8b03",
"signature": "0a531e5622d7157f8ee60c22f811c41587aa0dbe67218d58f793ec47be566a26",
"contentHash": "65905d222552a0adcdb30e10dc5814b8968734f5642501fe773e289d6d659654",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_aa53099952e31f044faa1c0e",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03075",
"moleculeId": "sa_9d72f284f694a26bd266d9c4",
"smiles": "N#Cc1ccc2c(c1Br)CCC2=O",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_9d72f284f694a26bd266d9c4",
"inchikey": "GDONYXQZICYUPZ-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc2c(c1Br)CCC2=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6669",
"routeId": "sa_9339323cc155b9baa30e8b03",
"moleculeId": "sa_9d72f284f694a26bd266d9c4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9d72f284f694a26bd266d9c4",
"inchikey": "GDONYXQZICYUPZ-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc2c(c1Br)CCC2=O"
},
"smiles": "N#Cc1ccc2c(c1Br)CCC2=O",
"reactionStepId": "sa_7370e6f42df4c23d178d09d8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08633182B2;0516;1414974\",\"rsmi\":\"O=S(=O)(O[c:3]1[cH:4][cH:5][c:6]2[c:11]([c:12]1[Br:13])[CH2:10][CH2:9][C:7]2=[O:8])C(F)(F)F.[N:1]#[CH:2]>CCOC(C)=O.CN(C)C=O.O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.C#N.[Fe+2].[Pd].[Pd].[Zn+2]>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]2[c:11]([c:12]1[Br:13])[CH2:10][CH2:9][C:7]2=[O:8]\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[c:3]1[cH:4][cH:5][c:6]2[c:11]([c:12]1[Br:13])[CH2:10][CH2:9][C:7]2=[O:8])C(F)(F)F.[N:1]#[CH:2]>CCOC(C)=O.CN(C)C=O.O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.C#N.[Fe+2].[Pd].[Pd].[Zn+2]>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]2[c:11]([c:12]1[Br:13])[CH2:10][CH2:9][C:7]2=[O:8]\"}",
"reactionStep": {
"id": "sa_7370e6f42df4c23d178d09d8",
"reactionHash": "983a693d27fd657a06fc6d26cd83839cc33d40389aae729fc24fd4cde8bb644a"
},
"children": [
{
"id": "6670",
"routeId": "sa_9339323cc155b9baa30e8b03",
"moleculeId": "sa_6e3d2ad1c62d04deff627e25",
"parentId": "6669",
"isLeaf": false,
"molecule": {
"id": "sa_6e3d2ad1c62d04deff627e25",
"inchikey": "CPZDJYXAKHRXQU-UHFFFAOYSA-N",
"smiles": "O=C1CCc2c1ccc(OS(=O)(=O)C(F)(F)F)c2Br"
},
"smiles": "O=C1CCc2c1ccc(OS(=O)(=O)C(F)(F)F)c2Br",
"reactionStepId": "sa_873c7bcae2d33d95c8db5785",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08633182B2;0514;1414973\",\"rsmi\":\"O=S(=O)(O[S:10](=[O:11])(=[O:12])[C:13]([F:14])([F:15])[F:16])C(F)(F)F.[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[c:6]([Br:7])[c:8]([OH:9])[cH:17][cH:18][c:19]21>Cc1cccc(C)n1.ClCCl>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[c:6]([Br:7])[c:8]([O:9][S:10](=[O:11])(=[O:12])[C:13]([F:14])([F:15])[F:16])[cH:17][cH:18][c:19]21\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[S:10](=[O:11])(=[O:12])[C:13]([F:14])([F:15])[F:16])C(F)(F)F.[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[c:6]([Br:7])[c:8]([OH:9])[cH:17][cH:18][c:19]21>Cc1cccc(C)n1.ClCCl>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[c:6]([Br:7])[c:8]([O:9][S:10](=[O:11])(=[O:12])[C:13]([F:14])([F:15])[F:16])[cH:17][cH:18][c:19]21\"}",
"reactionStep": {
"id": "sa_873c7bcae2d33d95c8db5785",
"reactionHash": "8dd262e845451799e48e2a63a9d59ca4cf6de88fb1d0d7f98cd9902e93e910c9"
},
"children": [
{
"id": "6671",
"routeId": "sa_9339323cc155b9baa30e8b03",
"moleculeId": "sa_18c3d261d0da879c57e63c7c",
"parentId": "6670",
"isLeaf": false,
"molecule": {
"id": "sa_18c3d261d0da879c57e63c7c",
"inchikey": "PTPAIKGALUBHCW-UHFFFAOYSA-N",
"smiles": "O=C1CCc2c1ccc(O)c2Br"
},
"smiles": "O=C1CCc2c1ccc(O)c2Br",
"reactionStepId": "sa_a991b53053bd1257e05ec1fd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08633182B2;0512;1414972\",\"rsmi\":\"C[O:9][c:8]1[c:6]([Br:7])[c:5]2[c:12]([cH:11][cH:10]1)[C:2](=[O:1])[CH2:3][CH2:4]2>CN(C)C=O.CS.[Na+]>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[c:6]([Br:7])[c:8]([OH:9])[cH:10][cH:11][c:12]21\"},\"mapped_reaction_smiles\":\"C[O:9][c:8]1[c:6]([Br:7])[c:5]2[c:12]([cH:11][cH:10]1)[C:2](=[O:1])[CH2:3][CH2:4]2>CN(C)C=O.CS.[Na+]>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[c:6]([Br:7])[c:8]([OH:9])[cH:10][cH:11][c:12]21\"}",
"reactionStep": {
"id": "sa_a991b53053bd1257e05ec1fd",
"reactionHash": "d32e1a7c26a0daf5107d88cdd202e7e0671c89572fc3db08c58d74c83249c08b"
},
"children": [
{
"id": "6672",
"routeId": "sa_9339323cc155b9baa30e8b03",
"moleculeId": "sa_f1bbdfd69aa73f7bae3ebe9e",
"parentId": "6671",
"isLeaf": false,
"molecule": {
"id": "sa_f1bbdfd69aa73f7bae3ebe9e",
"inchikey": "ZVBMFHJZYVGNSX-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(c1Br)CCC2=O"
},
"smiles": "COc1ccc2c(c1Br)CCC2=O",
"reactionStepId": "sa_cf9651396b22d3e7f435490b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08633182B2;0510;1414971\",\"rsmi\":\"O=C1CCC(=O)N1[Br:13].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:11]([cH:12]1)[CH2:10][CH2:9][C:7]2=[O:8]>O.[Al]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:11]([c:12]1[Br:13])[CH2:10][CH2:9][C:7]2=[O:8]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:13].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:11]([cH:12]1)[CH2:10][CH2:9][C:7]2=[O:8]>O.[Al]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:11]([c:12]1[Br:13])[CH2:10][CH2:9][C:7]2=[O:8]\"}",
"reactionStep": {
"id": "sa_cf9651396b22d3e7f435490b",
"reactionHash": "b885824bfb1c1a0cd61ad055a5f7191ae603a96bdcc7a4ad3ffec585808e6190"
},
"children": [
{
"id": "6673",
"routeId": "sa_9339323cc155b9baa30e8b03",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "6672",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6674",
"routeId": "sa_9339323cc155b9baa30e8b03",
"moleculeId": "sa_523e20ba121eb1ccab26c667",
"parentId": "6672",
"isLeaf": true,
"molecule": {
"id": "sa_523e20ba121eb1ccab26c667",
"inchikey": "QOPRWBRNMPANKN-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(c1)CCC2=O"
},
"smiles": "COc1ccc2c(c1)CCC2=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6675",
"routeId": "sa_9339323cc155b9baa30e8b03",
"moleculeId": "sa_d8869d189c1f39359fac1c8b",
"parentId": "6670",
"isLeaf": true,
"molecule": {
"id": "sa_d8869d189c1f39359fac1c8b",
"inchikey": "WJKHJLXJJJATHN-UHFFFAOYSA-N",
"smiles": "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F"
},
"smiles": "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6676",
"routeId": "sa_9339323cc155b9baa30e8b03",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "6669",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}