FLUMAZENIL

Search structure
Trade Names:
Synonyms:
Status: Approved (1991)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: V03AB25
UNII: 40P7XK9392

Structure
InChI Key OFBIFZUFASYYRE-UHFFFAOYSA-N
Smile CCOC(=O)c1ncn2c1CN(C)C(=O)c1cc(F)ccc1-2
InChI
InChI=1S/C15H14FN3O3/c1-3-22-15(21)13-12-7-18(2)14(20)10-6-9(16)4-5-11(10)19(12)8-17-13/h4-6,8H,3,7H2,1-2H3

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
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(%)
Enzyme Hydrolase
- - - - 0.3892
Enzyme Transferase
- - - - 7.66-19.53
Enzyme
- - - - 7.66-19.53
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -17.63--5.33
Ion channel Ligand-gated ion channel GABA-A receptor
- 1.82-3.8 0.45 0.8-58 15
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- - - - 6.9-7.7

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Obsessive-Compulsive Disorder 2 D009771 ClinicalTrials
Substance-Related Disorders 2 D019966 ClinicalTrials
Alcoholism 2 D000437 ClinicalTrials
Idiopathic Hypersomnia 1 D020177 ClinicalTrials
Parkinson Disease 1 D010300 ClinicalTrials
Fragile X Syndrome 1 D005600 ClinicalTrials
Dental Anxiety 1 D016854 ClinicalTrials
Sleep Initiation and Maintenance Disorders 1 D007319 ClinicalTrials
Disorders of Excessive Somnolence 1 D006970 ClinicalTrials
Anxiety 1 D001007 ClinicalTrials
Narcolepsy 1 D009290 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Vomiting 11.0

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Injury, poisoning and procedural complications
41.62
Nervous system disorders
18.23
Psychiatric disorders
15.47
General disorders and administration site conditions
11.79
Cardiac disorders
2.58
Respiratory, thoracic and mediastinal disorders
2.39
Vascular disorders
2.03

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 HMDB15336
Guide to Pharmacology 4367
KEGG C07825
PDB FYP
PharmGKB PA449659
PubChem 3373
SureChEMBL SCHEMBL79030
ZINC ZINC000000001464
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