CHEBI:70707 - vilazodone

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ChEBI Name vilazodone
ChEBI ID CHEBI:70707
Definition A 1-benzofuran that is 5-(piperazin-1-yl}-1-benzofuran-2-carboxamide having a (5-cyanoindol-3-yl)butyl group attached at position N-4 on the piperazine ring. Used for the treatment of major depressive disorder.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C26H27N5O2
Net Charge 0
Average Mass 441.52490
Monoisotopic Mass 441.21648
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)
InChIKey SGEGOXDYSFKCPT-UHFFFAOYSA-N
SMILES NC(=O)c1cc2cc(ccc2o1)N1CCN(CCCCc2c[nH]c3ccc(cc23)C#N)CC1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): serotonergic agonist
An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
serotonin uptake inhibitor
A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
Application(s): antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
serotonergic agonist
An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
serotonin uptake inhibitor
A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
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ChEBI Ontology
Outgoing vilazodone (CHEBI:70707) has role antidepressant (CHEBI:35469)
vilazodone (CHEBI:70707) has role serotonergic agonist (CHEBI:35941)
vilazodone (CHEBI:70707) has role serotonin uptake inhibitor (CHEBI:50949)
vilazodone (CHEBI:70707) is a 1-benzofurans (CHEBI:38830)
vilazodone (CHEBI:70707) is a N-alkylpiperazine (CHEBI:46845)
vilazodone (CHEBI:70707) is a N-arylpiperazine (CHEBI:46848)
vilazodone (CHEBI:70707) is a indoles (CHEBI:24828)
vilazodone (CHEBI:70707) is a monocarboxylic acid amide (CHEBI:29347)
vilazodone (CHEBI:70707) is a nitrile (CHEBI:18379)
vilazodone (CHEBI:70707) is conjugate base of vilazodone(1+) (CHEBI:70706)
Incoming vilazodone(1+) (CHEBI:70706) is conjugate acid of vilazodone (CHEBI:70707)
IUPAC Name
5-{4-[4-(5-cyano-1H-indol-3-yl)butyl]piperazin-1-yl}-1-benzofuran-2-carboxamide
INNs Sources
vilazodona WHO MedNet
vilazodone KEGG DRUG
vilazodone WHO MedNet
vilazodonum WHO MedNet
Manual Xrefs Databases
4223 DrugCentral
D09698 KEGG DRUG
DB06684 DrugBank
HMDB0015637 HMDB
US5532241 Patent
US6531503 Patent
Vilazodone Wikipedia
WO2004113326 Patent
WO2005018676 Patent
WO2005023243 Patent
WO2005056056 Patent
View more database links
Registry Numbers Types Sources
163521-12-8 CAS Registry Number KEGG DRUG
163521-12-8 CAS Registry Number ChemIDplus
9830698 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017