VILAZODONE

Search structure
Synonyms:
Status: Approved (2011)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N06AX24
UNII: S239O2OOV3

Structure
InChI Key SGEGOXDYSFKCPT-UHFFFAOYSA-N
Smile N#Cc1ccc2[nH]cc(CCCCN3CCN(c4ccc5oc(C(N)=O)cc5c4)CC3)c2c1
InChI
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C26H27N5O2
Molecular Weight 441.54
AlogP 4.03
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 7.0
Polar Surface Area 102.29
Molecular species BASE
Aromatic Rings 4.0
Heavy Atoms 33.0

Pharmacology

Primary Target
5-HT1A receptor
SERT
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - - 14.4
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - - 51.3
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - - 49.2
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - - 29
Enzyme Hydrolase
- 21300-21300 - - -
Enzyme Transferase
- - - - 9.82
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -11.2--2.01
Ion channel Ligand-gated ion channel 5HT3 receptor
- 4300 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 5550-5600 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 1980 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 95-666 - 666 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
0.12-1.02 0.11-0.2 - 0.2-28 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 0.5-25 - 0.5-1.9 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Anxiety Disorders 3 D001008 ClinicalTrials
Memory Disorders 2 D008569 ClinicalTrials
Marijuana Abuse 2 D002189 ClinicalTrials

Related Entries

Salt

Cross References

Resources Reference
CAS NUMBER 163521-12-8
ChEBI 70707
ChEMBL CHEMBL439849
DrugBank DB06684
DrugCentral 4223
FDA SRS S239O2OOV3
Human Metabolome Database HMDB15637
Guide to Pharmacology 7427
PDB YG7
PubChem 6918314
SureChEMBL SCHEMBL650682
ZINC ZINC000001542113
CONTENTS