Compound Detail

CHEMBL1615374

VILAZODONE HYDROCHLORIDE

💊 Approved Drug

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💊 Approved Drug

Cl.N#Cc1ccc2[nH]cc(CCCCN3CCN(c4ccc5oc(C(N)=O)cc5c4)CC3)c2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1615374
Name	VILAZODONE HYDROCHLORIDE
Phase	Approved
Structure Type	MOL
InChI Key	RPZBRGFNBNQSOP-UHFFFAOYSA-N
Therapeutic	✓ Yes
Parent Compound	CHEMBL439849
Active Moiety	CHEMBL439849

Known Names

EMD 68 843 EMD-68843 SB-659746-A SB659746-A Viibryd Vilazodone hcl Vilazodone hydrochloride

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

441.5

MW (Da)

4.03

ALogP

HBA

HBD

102.3

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2011
Availability	Prescription
Chirality	Achiral

Routes of Administration

Oral

Flags

Black Box Warning

USAN Year

2009

Extended Properties

Molecular Formula	C26H28ClN5O2
MW	478.00
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-1.20

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Serotonin transporter inhibitor	INHIBITOR	Sodium-dependent serotonin transporter	✓	✓
Serotonin 1a (5-HT1a) receptor partial agonist	PARTIAL AGONIST	5-hydroxytryptamine receptor 1A	✓	✓

Indications

Depressive Disorder, Major Stress Disorders, Post-Traumatic

Drug Warnings

Black Box Warning

psychiatric toxicity

Country: United States

Activity Summary

Ki 22 meas. best 9.33

IC50 2 meas. best 5.43

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sodium-dependent serotonin transporter CHEMBL228	Ki	9.33	9.33	0.5	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	7.85	7.85	14.2	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	7.81	7.81	15.5	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	7.66	7.66	21.8	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	7.5	7.5	31.6	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	7.19	7.19	65.0	1
D(3) dopamine receptor CHEMBL234	Ki	6.88	6.88	133.3	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.56	6.56	278.1	1
Histamine H1 receptor CHEMBL231	Ki	6.44	6.44	364.5	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	6.43	6.43	368.6	1
D(2) dopamine receptor CHEMBL217	Ki	6.26	6.26	552.7	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	6.14	6.14	716.3	1
Mu-type opioid receptor CHEMBL233	Ki	6.14	6.14	729.6	1
5-hydroxytryptamine receptor 7 CHEMBL3155	Ki	6.1	6.1	793.8	1
D(4) dopamine receptor CHEMBL219	Ki	6.08	6.08	823.8	1
5-hydroxytryptamine receptor 6 CHEMBL3371	Ki	6.02	6.02	960.1	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	5.96	5.96	1089.0	1
5-hydroxytryptamine receptor 1B CHEMBL1898	Ki	5.91	5.91	1244.8	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	5.86	5.86	1378.3	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.6	5.6	2494.4	1
Beta-2 adrenergic receptor CHEMBL210	Ki	5.6	5.6	2490.3	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.54	5.54	2902.7	1
G-protein coupled receptor 183 CHEMBL3259470	IC50	5.43	5.43	3672.2	1
N-formyl peptide receptor 3 CHEMBL5646	IC50	5.12	5.12	7557.7	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sodium-dependent serotonin transporter	Ki	=	0.4705	nM	9.33	PDSP Secondary Binding target: SLC6A4 - Compounds are tested at 10 uM concentrat...	-
Sigma non-opioid intracellular receptor 1	Ki	=	14.21	nM	7.85	PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra...	-
Sodium-dependent noradrenaline transporter	Ki	=	15.48	nM	7.81	PDSP Secondary Binding target: SLC6A2 - Compounds are tested at 10 uM concentrat...	-
Sodium-dependent dopamine transporter	Ki	=	21.81	nM	7.66	PDSP Secondary Binding target: SLC6A3 - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 1A	Ki	=	31.64	nM	7.5	PDSP Secondary Binding target: HTR1A - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 2B	Ki	=	65.01	nM	7.19	PDSP Secondary Binding target: HTR2B - Compounds are tested at 10 uM concentrati...	-
D(3) dopamine receptor	Ki	=	133.28	nM	6.88	PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio...	-
Alpha-1A adrenergic receptor	Ki	=	278.07	nM	6.56	PDSP Secondary Binding target: ADRA1A - Compounds are tested at 10 uM concentrat...	-
Histamine H1 receptor	Ki	=	364.46	nM	6.44	PDSP Secondary Binding target: HRH1 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 1D	Ki	=	368.59	nM	6.43	PDSP Secondary Binding target: HTR1D - Compounds are tested at 10 uM concentrati...	-
D(2) dopamine receptor	Ki	=	552.71	nM	6.26	PDSP Secondary Binding target: DRD2 - Compounds are tested at 10 uM concentratio...	-
Alpha-1D adrenergic receptor	Ki	=	716.31	nM	6.14	PDSP Secondary Binding target: ADRA1D - Compounds are tested at 10 uM concentrat...	-
Mu-type opioid receptor	Ki	=	729.62	nM	6.14	PDSP Secondary Binding target: OPRM1 - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 7	Ki	=	793.78	nM	6.1	PDSP Secondary Binding target: HTR7 - Compounds are tested at 10 uM concentratio...	-
D(4) dopamine receptor	Ki	=	823.76	nM	6.08	PDSP Secondary Binding target: DRD4 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 6	Ki	=	960.06	nM	6.02	PDSP Secondary Binding target: HTR6 - Compounds are tested at 10 uM concentratio...	-
Sigma intracellular receptor 2	Ki	=	1089.05	nM	5.96	PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat...	-
5-hydroxytryptamine receptor 1B	Ki	=	1244.8	nM	5.91	PDSP Secondary Binding target: HTR1B - Compounds are tested at 10 uM concentrati...	-
Alpha-2C adrenergic receptor	Ki	=	1378.32	nM	5.86	PDSP Secondary Binding target: ADRA2C - Compounds are tested at 10 uM concentrat...	-
Alpha-2A adrenergic receptor	Ki	=	2494.41	nM	5.6	PDSP Secondary Binding target: ADRA2A - Compounds are tested at 10 uM concentrat...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	HEK-293T	346
-	10.6019/CHEMBL4689842	U2OS	345
-	10.6019/CHEMBL4689842	Fibroblast	344
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	5
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	5
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	5
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	5
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	5
-	10.6019/CHEMBL5209801	N-formyl peptide receptor 2	5
-	10.6019/CHEMBL5209801	C5a anaphylatoxin chemotactic receptor 1	5
-	10.6019/CHEMBL5209801	Apelin receptor	5
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	5
-	10.6019/CHEMBL5209801	Type-1 angiotensin II receptor	5
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	5
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	5
-	10.6019/CHEMBL5209801	G-protein coupled receptor 35	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL5665443	Uracil-DNA glycosylase	1
-	10.6019/CHEMBL5060014	Fibroblast growth factor receptor 3	1
-	10.6019/CHEMBL5060014	Casein kinase I isoform delta	1

Data from ChEMBL 36 via Core Engine