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Details

Stereochemistry ACHIRAL
Molecular Formula C26H27N5O2
Molecular Weight 441.5249
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VILAZODONE

SMILES

NC(=O)C1=CC2=C(O1)C=CC(=C2)N3CCN(CCCCC4=CNC5=CC=C(C=C45)C#N)CC3

InChI

InChIKey=SGEGOXDYSFKCPT-UHFFFAOYSA-N
InChI=1S/C26H27N5O2/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)

HIDE SMILES / InChI

Molecular Formula C26H27N5O2
Molecular Weight 441.5249
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Vilazodone is a serotonergic antidepressant. The mechanism of the antidepressant effect of vilazodone is not fully understood but is thought to be related to its inhancement of serotonergic activity in the CNS through selective inhibition of serotonin reuptake. Vilazodone is also a partial agonist at serotonergic 5-HT1A receptors; however, the net result of this action on serotonergic transmission and its role in vilazodone’s antidepressant effect are unknown. The side effects include activation of mania/hypomania in patients with bipolar disorder, seizures can occur with treatment in patients with a seizure disorder.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.5 nM [IC50]
0.2 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
VIIBRYD

Cmax

ValueDoseCo-administeredAnalytePopulation
156 ng/mL
40 mg 1 times / day steady-state, oral
VILAZODONE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
1645 ng × h/mL
40 mg 1 times / day steady-state, oral
VILAZODONE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
25 h
40 mg 1 times / day steady-state, oral
VILAZODONE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
1%
40 mg 1 times / day steady-state, oral
VILAZODONE plasma
Homo sapiens

Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Recommended target dosage: 20 mg to 40 mg once daily with food. To titrate: start with initial dosage of 10 mg once daily for 7 days, followed by 20 mg once daily. The dose may be increased up to 40 mg once daily after a minimum of 7 days between dosage increases. Prior to initiating VIIBRYD, screen for bipolar disorder.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
S239O2OOV3
Record Status Validated (UNII)
Record Version