Eplivanserin

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Eplivanserin
Accession Number
DB12177  (DB06392)
Type
Small Molecule
Groups
Investigational
Description

Eplivanserin has been used in trials studying the treatment of Sleep, Insomnia, Chronic Pain, Fibromyalgia, and Primary Insomnia, among others.

Structure
Thumb
Synonyms
  • Eplivanserine
External IDs
SR 46349 / SR-46349 / SR46349
Categories
UNII
3CO94WO6DJ
CAS number
130579-75-8
Weight
Average: 328.387
Monoisotopic: 328.158706087
Chemical Formula
C19H21FN2O2
InChI Key
VAIOZOCLKVMIMN-PRJWTAEASA-N
InChI
InChI=1S/C19H21FN2O2/c1-22(2)13-14-24-21-19(17-5-3-4-6-18(17)20)12-9-15-7-10-16(23)11-8-15/h3-12,23H,13-14H2,1-2H3/b12-9+,21-19-
IUPAC Name
4-[(1E,3Z)-3-{[2-(dimethylamino)ethoxy]imino}-3-(2-fluorophenyl)prop-1-en-1-yl]phenol
SMILES
CN(C)CCO\N=C(\C=C\C1=CC=C(O)C=C1)/C1=CC=CC=C1F

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U5-hydroxytryptamine receptor 2ANot AvailableHuman
U5-hydroxytryptamine receptor 2CNot AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
AcetazolamideThe risk or severity of adverse effects can be increased when Acetazolamide is combined with Eplivanserin.
AlfentanilThe risk or severity of adverse effects can be increased when Alfentanil is combined with Eplivanserin.
AlimemazineThe risk or severity of adverse effects can be increased when Alimemazine is combined with Eplivanserin.
AlmotriptanThe risk or severity of adverse effects can be increased when Almotriptan is combined with Eplivanserin.
AlosetronThe risk or severity of adverse effects can be increased when Alosetron is combined with Eplivanserin.
AloxiprinThe risk or severity of adverse effects can be increased when Eplivanserin is combined with Aloxiprin.
AlprazolamThe risk or severity of adverse effects can be increased when Alprazolam is combined with Eplivanserin.
AmikacinThe risk or severity of adverse effects can be increased when Amikacin is combined with Eplivanserin.
AmitriptylineThe risk or severity of adverse effects can be increased when Amitriptyline is combined with Eplivanserin.
AmoxapineThe risk or severity of adverse effects can be increased when Amoxapine is combined with Eplivanserin.
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
5486684
PubChem Substance
347828464
ChemSpider
13267837
ChEMBL
CHEMBL257704
Wikipedia
Eplivanserin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedTreatmentSleep Initiation and Maintenance Disorders1
2CompletedTreatmentFibromyalgia / Pain, Chronic / Sleep1
3CompletedTreatmentPrimary Insomnia1
3CompletedTreatmentSleep Initiation and Maintenance Disorders1
3CompletedTreatmentSleep Initiation and Maintenance Disorders / Sleeplessness3

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00672 mg/mLALOGPS
logP3.48ALOGPS
logP3.98ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)9.47ChemAxon
pKa (Strongest Basic)7.81ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area45.06 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity95.4 m3·mol-1ChemAxon
Polarizability36.1 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as cinnamylphenols. These are organic compounds containing the 1,3-diphenylpropene moiety with one benzene ring bearing one or more hydroxyl groups.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Linear 1,3-diarylpropanoids
Sub Class
Cinnamylphenols
Direct Parent
Cinnamylphenols
Alternative Parents
Styrenes / Fluorobenzenes / 1-hydroxy-2-unsubstituted benzenoids / Aryl fluorides / Trialkylamines / Organooxygen compounds / Organofluorides / Hydrocarbon derivatives
Substituents
Cinnamylphenol / Styrene / Fluorobenzene / Halobenzene / Phenol / 1-hydroxy-2-unsubstituted benzenoid / Aryl fluoride / Monocyclic benzene moiety / Aryl halide / Benzenoid
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Virus receptor activity
Specific Function
G-protein coupled receptor for 5-hydroxytryptamine (serotonin). Also functions as a receptor for various drugs and psychoactive substances, including mescaline, psilocybin, 1-(2,5-dimethoxy-4-iodop...
Gene Name
HTR2A
Uniprot ID
P28223
Uniprot Name
5-hydroxytryptamine receptor 2A
Molecular Weight
52602.58 Da
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Serotonin receptor activity
Specific Function
G-protein coupled receptor for 5-hydroxytryptamine (serotonin). Also functions as a receptor for various drugs and psychoactive substances, including ergot alkaloid derivatives, 1-2,5,-dimethoxy-4-...
Gene Name
HTR2C
Uniprot ID
P28335
Uniprot Name
5-hydroxytryptamine receptor 2C
Molecular Weight
51820.705 Da

Drug created on October 20, 2016 15:33 / Updated on October 01, 2018 15:10