Vilazodone hydrochlorideProduct ingredient for Vilazodone

Name
Vilazodone hydrochloride
Drug Entry
Vilazodone

Vilazodone is a novel compound with combined high affinity and selectivity for the 5-hydroxytryptamine (5-HT) transporter and 5-HT(1A) receptorsLabel,2. Vilazodone may also be associated with less sexual dysfunction and weight gain3. Vilazodone was given FDA approval on January 21, 20115,2.

Accession Number
DBSALT000187
Structure
Thumb
Synonyms
Vilazodone HCl
UNII
U8HTX2GK8J
CAS Number
163521-08-2
Weight
Average: 477.986
Monoisotopic: 477.193152872
Chemical Formula
C26H28ClN5O2
InChI Key
RPZBRGFNBNQSOP-UHFFFAOYSA-N
InChI
InChI=1S/C26H27N5O2.ClH/c27-16-18-4-6-23-22(13-18)19(17-29-23)3-1-2-8-30-9-11-31(12-10-30)21-5-7-24-20(14-21)15-25(33-24)26(28)32;/h4-7,13-15,17,29H,1-3,8-12H2,(H2,28,32);1H
IUPAC Name
5-{4-[4-(5-cyano-1H-indol-3-yl)butyl]piperazin-1-yl}-1-benzofuran-2-carboxamide hydrochloride
SMILES
Cl.NC(=O)C1=CC2=CC(=CC=C2O1)N1CCN(CCCCC2=CNC3=C2C=C(C=C3)C#N)CC1
PubChem Compound
6918313
ChemSpider
5293517
ChEBI
70705
ChEMBL
CHEMBL1615374
Wikipedia
Vilazodone
Predicted Properties
PropertyValueSource
Water Solubility0.123 mg/mLALOGPS
logP4.21ALOGPS
logP3.72ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)14.19ChemAxon
pKa (Strongest Basic)8.6ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area102.29 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity129.71 m3·mol-1ChemAxon
Polarizability49.91 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon