Flibanserin hydrochlorideProduct ingredient for Flibanserin
- Name
- Flibanserin hydrochloride
- Drug Entry
- Flibanserin
Flibanserin is the first drug to be approved for hypoactive sexual desire disorder (HSDD) in premenopausal women by the FDA in August 2015. It was originally developed as an antidepressant medication by Boehringer Ingelheim, but showed lack of efficacy in trials and was further developed as a hypoactive sexual disorder drug by Sprout Pharmaceuticals. Flibanserin's mechanism of action is attributed to its high affinity for 5-HTA1 and 5-HTA2 receptors, displaying agonist activity on 5-HTA1 and antagonist on 5-HTA2, resulting in lowering of serotonin in the brain as well as an effect on increasing norepinephrine and dopamine neurotransmitters.
- Accession Number
- DBSALT001321
- Structure
- Synonyms
- Flibanserin HCl
- UNII
- 96XTC36K1B
- CAS Number
- 147359-76-0
- Weight
- Average: 426.87
Monoisotopic: 426.1434235 - Chemical Formula
- C20H22ClF3N4O
- InChI Key
- XGAGFLQFMFCIHZ-UHFFFAOYSA-N
- InChI
- InChI=1S/C20H21F3N4O.ClH/c21-20(22,23)15-4-3-5-16(14-15)26-11-8-25(9-12-26)10-13-27-18-7-2-1-6-17(18)24-19(27)28;/h1-7,14H,8-13H2,(H,24,28);1H
- IUPAC Name
- 1-(2-{4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}ethyl)-2,3-dihydro-1H-1,3-benzodiazol-2-one hydrochloride
- SMILES
- Cl.FC(F)(F)C1=CC(=CC=C1)N1CCN(CCN2C(=O)NC3=CC=CC=C23)CC1
- External Links
- ChemSpider
- 8021107
- Predicted Properties
Property Value Source Water Solubility 0.178 mg/mL ALOGPS logP 3.32 ALOGPS logP 3.83 Chemaxon logS -3.3 ALOGPS pKa (Strongest Acidic) 12.91 Chemaxon pKa (Strongest Basic) 7.03 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 38.82 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 103.65 m3·mol-1 Chemaxon Polarizability 39.22 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon