Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=[N+]([O-])c1ccc(CCN2CCOCC2)cc1F
InChiKey
SZDISTLSIHDOGU-UHFFFAOYSA-N
Route Signature
dac2bd04b52ffd7138b1d0b3c5c7750d5e639d5743b3b0f0e1480e9e7743b972
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0b683ae71c01d38d30a26f2a",
"signature": "dac2bd04b52ffd7138b1d0b3c5c7750d5e639d5743b3b0f0e1480e9e7743b972",
"contentHash": "1caf6b5fd9b3a9b19b1abcd0fd3607986bdebdb12b006183b19c8f3537c8a794",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_31292608c0e2ce0096188b1a",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-06089",
"moleculeId": "sa_7c3b350a369888fa0962ceab",
"smiles": "O=[N+]([O-])c1ccc(CCN2CCOCC2)cc1F",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7c3b350a369888fa0962ceab",
"inchikey": "SZDISTLSIHDOGU-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(CCN2CCOCC2)cc1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "7904",
"routeId": "sa_0b683ae71c01d38d30a26f2a",
"moleculeId": "sa_7c3b350a369888fa0962ceab",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7c3b350a369888fa0962ceab",
"inchikey": "SZDISTLSIHDOGU-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(CCN2CCOCC2)cc1F"
},
"smiles": "O=[N+]([O-])c1ccc(CCN2CCOCC2)cc1F",
"reactionStepId": "sa_651a98fd63c00b6903e935fe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090093476A1;0160;687159\",\"rsmi\":\"O=[C:10]([CH2:9][c:8]1[cH:7][c:5]([F:6])[c:4]([N+:2](=[O:1])[O-:3])[cH:18][cH:17]1)[N:11]1[CH2:12][CH2:13][O:14][CH2:15][CH2:16]1>C1CCOC1.Cl>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([F:6])[cH:7][c:8]([CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][O:14][CH2:15][CH2:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=[C:10]([CH2:9][c:8]1[cH:7][c:5]([F:6])[c:4]([N+:2](=[O:1])[O-:3])[cH:18][cH:17]1)[N:11]1[CH2:12][CH2:13][O:14][CH2:15][CH2:16]1>C1CCOC1.Cl>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([F:6])[cH:7][c:8]([CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][O:14][CH2:15][CH2:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_651a98fd63c00b6903e935fe",
"reactionHash": "f5030a092eda8d29b383b9cce46a7186f482f31e9f643c4ff1d5b3bf81199e73"
},
"children": [
{
"id": "7905",
"routeId": "sa_0b683ae71c01d38d30a26f2a",
"moleculeId": "sa_4e0d6ba00ecb0d1132e7a6c6",
"parentId": "7904",
"isLeaf": false,
"molecule": {
"id": "sa_4e0d6ba00ecb0d1132e7a6c6",
"inchikey": "ZEJFLOBZALDTFT-UHFFFAOYSA-N",
"smiles": "O=C(Cc1ccc([N+](=O)[O-])c(F)c1)N1CCOCC1"
},
"smiles": "O=C(Cc1ccc([N+](=O)[O-])c(F)c1)N1CCOCC1",
"reactionStepId": "sa_c1fa706811d6b448cfcde8fa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090093476A1;0156;687158\",\"rsmi\":\"O[C:2](=[O:1])[CH2:3][c:4]1[cH:5][c:6]([F:7])[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13]1.[NH:14]1[CH2:15][CH2:16][O:17][CH2:18][CH2:19]1>CCOC(C)=O.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F.c1ccncc1>[O:1]=[C:2]([CH2:3][c:4]1[cH:5][c:6]([F:7])[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13]1)[N:14]1[CH2:15][CH2:16][O:17][CH2:18][CH2:19]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[CH2:3][c:4]1[cH:5][c:6]([F:7])[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13]1.[NH:14]1[CH2:15][CH2:16][O:17][CH2:18][CH2:19]1>CCOC(C)=O.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F.c1ccncc1>[O:1]=[C:2]([CH2:3][c:4]1[cH:5][c:6]([F:7])[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13]1)[N:14]1[CH2:15][CH2:16][O:17][CH2:18][CH2:19]1\"}",
"reactionStep": {
"id": "sa_c1fa706811d6b448cfcde8fa",
"reactionHash": "c292c21ede620d9d3306d621d38b6695cc230e29660cb09822e65f33b611545c"
},
"children": [
{
"id": "7906",
"routeId": "sa_0b683ae71c01d38d30a26f2a",
"moleculeId": "sa_97a0ff086067201993d005ed",
"parentId": "7905",
"isLeaf": false,
"molecule": {
"id": "sa_97a0ff086067201993d005ed",
"inchikey": "BRWLAOKLDCMHIC-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1ccc([N+](=O)[O-])c(F)c1"
},
"smiles": "O=C(O)Cc1ccc([N+](=O)[O-])c(F)c1",
"reactionStepId": "sa_67ff604d2255ae1678238ace",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090093476A1;0152;687157\",\"rsmi\":\"C[O:3][C:2](=[O:1])[CH2:4][c:5]1[cH:6][c:7]([F:8])[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]1>Cl>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[cH:6][c:7]([F:8])[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[CH2:4][c:5]1[cH:6][c:7]([F:8])[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]1>Cl>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[cH:6][c:7]([F:8])[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_67ff604d2255ae1678238ace",
"reactionHash": "c7385636cb866c37d159db2dbc9fb18d200c3c40e9931d543e9499461bff1ff9"
},
"children": [
{
"id": "7907",
"routeId": "sa_0b683ae71c01d38d30a26f2a",
"moleculeId": "sa_62fedc60260463a82ebe8575",
"parentId": "7906",
"isLeaf": false,
"molecule": {
"id": "sa_62fedc60260463a82ebe8575",
"inchikey": "RUUXLCCTIXFRER-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1ccc([N+](=O)[O-])c(F)c1"
},
"smiles": "COC(=O)Cc1ccc([N+](=O)[O-])c(F)c1",
"reactionStepId": "sa_af7ccce4009fd1d5c752807d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090093476A1;0149;687156\",\"rsmi\":\"O[N+:11](=[O:12])[O-:13].[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([F:9])[cH:10][cH:14][cH:15]1>O.O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([F:9])[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O[N+:11](=[O:12])[O-:13].[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([F:9])[cH:10][cH:14][cH:15]1>O.O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([F:9])[c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_af7ccce4009fd1d5c752807d",
"reactionHash": "152a491005323dcd1de427a220ea02c77e2e43bdbbb6ec6cae036f839410adaa"
},
"children": [
{
"id": "7908",
"routeId": "sa_0b683ae71c01d38d30a26f2a",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "7907",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7909",
"routeId": "sa_0b683ae71c01d38d30a26f2a",
"moleculeId": "sa_2b8d59f4c85988b78aeba0c7",
"parentId": "7907",
"isLeaf": true,
"molecule": {
"id": "sa_2b8d59f4c85988b78aeba0c7",
"inchikey": "OXYLCGRXCQARQV-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1cccc(F)c1"
},
"smiles": "COC(=O)Cc1cccc(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "7910",
"routeId": "sa_0b683ae71c01d38d30a26f2a",
"moleculeId": "sa_39d71c291f7fdf13918cc969",
"parentId": "7905",
"isLeaf": true,
"molecule": {
"id": "sa_39d71c291f7fdf13918cc969",
"inchikey": "YNAVUWVOSKDBBP-UHFFFAOYSA-N",
"smiles": "C1COCCN1"
},
"smiles": "C1COCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}