| Trade Names: | |
| Synonyms: | |
| Status: | Approved (1991) |
| Entry Type: | Small molecule |
| Molecule Category: | UNKNOWN |
| ATC: | V03AB25 |
| UNII: | 40P7XK9392 |
Structure
| InChI Key | OFBIFZUFASYYRE-UHFFFAOYSA-N |
|---|---|
| Smile | |
| InChI |
|
Physicochemical Descriptors
| Property Name | Value |
|---|---|
| Molecular Formula | C15H14FN3O3 |
| Molecular Weight | 303.29 |
| AlogP | 1.77 |
| Hydrogen Bond Acceptor | 5.0 |
| Hydrogen Bond Donor | 0.0 |
| Number of Rotational Bond | 2.0 |
| Polar Surface Area | 64.43 |
| Molecular species | NEUTRAL |
| Aromatic Rings | 2.0 |
| Heavy Atoms | 22.0 |
Pharmacology
| Action | Mechanism of Action | Reference |
|---|---|---|
| ALLOSTERIC ANTAGONIST | GABA-A receptor; anion channel allosteric antagonist | FDA |
| Primary Target | |
|---|---|
| GABAA receptor α1 subunit | |
| GABAA receptor α2 subunit | |
| GABAA receptor α3 subunit | |
| GABAA receptor α5 subunit |
| Targets | EC50(nM) | IC50(nM) | Kd(nM) | Ki(nM) | Inhibition(%) | |
|---|---|---|---|---|---|---|
|
Ion channel
Ligand-gated ion channel
GABA-A receptor
|
- | 2-4 | 1 | 1-58 | 15 | |
|
Ion channel
Voltage-gated ion channel
Voltage-gated sodium channel
|
- | - | - | - | 7-8 |
Indications
| Mesh Heading | Maximum Phase | Mesh ID | Reference |
|---|---|---|---|
| Substance-Related Disorders | 2 | D019966 | ClinicalTrials |
| Obsessive-Compulsive Disorder | 2 | D009771 | ClinicalTrials |
| Alcoholism | 2 | D000437 | ClinicalTrials |
| Narcolepsy | 1 | D009290 | ClinicalTrials |
| Fragile X Syndrome | 1 | D005600 | ClinicalTrials |
| Sleep Initiation and Maintenance Disorders | 1 | D007319 | ClinicalTrials |
| Idiopathic Hypersomnia | 1 | D020177 | ClinicalTrials |
| Anxiety | 1 | D001007 | ClinicalTrials |
| Parkinson Disease | 1 | D010300 | ClinicalTrials |
Related Entries
MCS
Scaffolds
Side Effects from Label
Side Effects (PT)
| Side effects | Relative Frequency (%) | Labels | |
|---|---|---|---|
| Gastrointestinal disorders Vomiting | 11.0 |
Adverse Reactions
Cross References
| Resources | Reference |
|---|---|
| CAS NUMBER | 78755-81-4 |
| ChEBI | 5103 |
| ChEMBL | CHEMBL407 |
| DrugBank | DB01205 |
| DrugCentral | 1195 |
| EPA CompTox | DTXSID2023064 |
| FDA SRS | 40P7XK9392 |
| Human Metabolome Database | HMDB0015336 |
| Guide to Pharmacology | 4367 |
| KEGG | C07825 |
| PDB | FYP |
| PharmGKB | PA449659 |
| PubChem | 3373 |
| SureChEMBL | SCHEMBL79030 |
| ZINC | ZINC000000001464 |
CONTENTS