This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Eplivanserin
- DrugBank Accession Number
- DB12177
- Background
Eplivanserin has been used in trials studying the treatment of Sleep, Insomnia, Chronic Pain, Fibromyalgia, and Primary Insomnia, among others.
- Type
- Small Molecule
- Groups
- Investigational
- Structure
- Weight
- Average: 328.387
Monoisotopic: 328.158706087 - Chemical Formula
- C19H21FN2O2
- Synonyms
- Eplivanserin
- Eplivanserine
- External IDs
- SR 46349
- SR-46349
- SR46349
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
- Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.
- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U5-hydroxytryptamine receptor 2A Not Available Humans U5-hydroxytryptamine receptor 2C Not Available Humans - 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
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your software1,2-Benzodiazepine The risk or severity of adverse effects can be increased when Eplivanserin is combined with 1,2-Benzodiazepine. Acenocoumarol The risk or severity of adverse effects can be increased when Eplivanserin is combined with Acenocoumarol. Acetazolamide The risk or severity of adverse effects can be increased when Acetazolamide is combined with Eplivanserin. Acetophenazine The risk or severity of adverse effects can be increased when Acetophenazine is combined with Eplivanserin. Aclidinium Eplivanserin may increase the central nervous system depressant (CNS depressant) activities of Aclidinium. Agomelatine The risk or severity of adverse effects can be increased when Agomelatine is combined with Eplivanserin. Alfentanil The risk or severity of adverse effects can be increased when Alfentanil is combined with Eplivanserin. Alimemazine The risk or severity of adverse effects can be increased when Alimemazine is combined with Eplivanserin. Almotriptan The risk or severity of adverse effects can be increased when Almotriptan is combined with Eplivanserin. Alosetron The risk or severity of adverse effects can be increased when Alosetron is combined with Eplivanserin. Identify potential medication risksEasily compare up to 40 drugs with our drug interaction checker.Get severity rating, description, and management advice.Learn more - Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- 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
- 1-hydroxy-2-unsubstituted benzenoid / Amine / Aromatic homomonocyclic compound / Aryl fluoride / Aryl halide / Benzenoid / Cinnamylphenol / Fluorobenzene / Halobenzene / Hydrocarbon derivative
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 3CO94WO6DJ
- CAS number
- 130579-75-8
- 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
References
- General References
- Not Available
- External Links
- PubChem Compound
- 5486684
- PubChem Substance
- 347828464
- ChemSpider
- 13267837
- ChEMBL
- CHEMBL257704
- ZINC
- ZINC000001886642
- Wikipedia
- Eplivanserin
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 3 Completed Treatment Insomnia / Sleep Initiation and Maintenance Disorders 3 3 Completed Treatment Primary Insomnia 1 3 Completed Treatment Sleep Initiation and Maintenance Disorders 1 2 Completed Treatment Fibromyalgia / Pain, Chronic / Sleep 1 1 Completed Treatment Sleep Initiation and Maintenance Disorders 1
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
Property Value Source Water Solubility 0.00672 mg/mL ALOGPS logP 3.48 ALOGPS logP 3.98 Chemaxon logS -4.7 ALOGPS pKa (Strongest Acidic) 9.47 Chemaxon pKa (Strongest Basic) 7.81 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 45.06 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 95.4 m3·mol-1 Chemaxon Polarizability 36.1 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets

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1. Details5-hydroxytryptamine receptor 2A
- Kind
- Protein
- Organism
- Humans
- 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
2. Details5-hydroxytryptamine receptor 2C
- Kind
- Protein
- Organism
- Humans
- 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 at October 20, 2016 21:33 / Updated at February 21, 2021 18:53