Chlorfenson

Identification

Name
Chlorfenson
Accession Number
DB05377
Type
Small Molecule
Groups
Investigational
Description

Chlorfenson is developed by Moberg Derma for the treatment of onychomycosis (nail fungus) as the primary indication.

Structure
Thumb
Synonyms
  • 4-Chlorophenyl 4-chlorobenzenesulfonate
  • Ester sulfonate
External IDs
K-101 / K101
Categories
UNII
LW65NJ3YWV
CAS number
80-33-1
Weight
Average: 303.161
Monoisotopic: 301.957120226
Chemical Formula
C12H8Cl2O3S
InChI Key
RZXLPPRPEOUENN-UHFFFAOYSA-N
InChI
InChI=1S/C12H8Cl2O3S/c13-9-1-5-11(6-2-9)17-18(15,16)12-7-3-10(14)4-8-12/h1-8H
IUPAC Name
4-chlorophenyl 4-chlorobenzene-1-sulfonate
SMILES
ClC1=CC=C(OS(=O)(=O)C2=CC=C(Cl)C=C2)C=C1

Pharmacology

Indication

Investigated for use/treatment in fungal infections.

Pharmacodynamics
Not Available
Mechanism of action

Chlorfenson is a topical solution applied once-daily on affected nails during treatment periods of 3-6 months. In pilot studies, Chlorfenson has shown promising results and provides important benefits compared to existing treatment alternatives. There is a significant need for more efficacious topical treatments. For more severe cases of the disease where more than 50% of the nail is affected, the only available options are oral anti-fungals which are associated with a certain risk for severe side effects.

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
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.
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C19024
PubChem Compound
6635
PubChem Substance
175426986
ChemSpider
6383
ChEBI
82155
ChEMBL
CHEMBL499017
ZINC
ZINC000001687057

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

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

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0079 mg/mLALOGPS
logP3.5ALOGPS
logP4.4ChemAxon
logS-4.6ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity70.55 m3·mol-1ChemAxon
Polarizability28.27 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9972
Blood Brain Barrier+0.9299
Caco-2 permeable-0.5725
P-glycoprotein substrateNon-substrate0.8546
P-glycoprotein inhibitor INon-inhibitor0.5869
P-glycoprotein inhibitor IINon-inhibitor0.9479
Renal organic cation transporterNon-inhibitor0.8245
CYP450 2C9 substrateNon-substrate0.7722
CYP450 2D6 substrateNon-substrate0.7774
CYP450 3A4 substrateNon-substrate0.5496
CYP450 1A2 substrateInhibitor0.7088
CYP450 2C9 inhibitorInhibitor0.5368
CYP450 2D6 inhibitorNon-inhibitor0.9031
CYP450 2C19 inhibitorInhibitor0.6912
CYP450 3A4 inhibitorNon-inhibitor0.8338
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5794
Ames testNon AMES toxic0.7203
CarcinogenicityCarcinogens 0.7705
BiodegradationNot ready biodegradable0.5426
Rat acute toxicity2.2681 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7591
hERG inhibition (predictor II)Non-inhibitor0.8301
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
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 benzenesulfonate esters. These are arenesulfonate esters that result from the formal condensation of the hydroxy group of an alcohol, enol, phenol or heteroarenol with benzenesulfonic acid.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonic acids and derivatives
Direct Parent
Benzenesulfonate esters
Alternative Parents
Benzenesulfonyl compounds / Arylsulfonic acids and derivatives / Phenoxy compounds / Chlorobenzenes / Organosulfonic acid esters / Aryl chlorides / Sulfonyls / Organooxygen compounds / Organochlorides / Organic oxides
show 1 more
Substituents
Benzenesulfonate ester / Arylsulfonic acid or derivatives / Benzenesulfonyl group / Phenoxy compound / Chlorobenzene / Halobenzene / Organosulfonic acid ester / Aryl chloride / Aryl halide / Sulfonyl
show 10 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
arenesulfonic acid (CHEBI:82155) / Acaricides (C19024)

Drug created on November 18, 2007 11:24 / Updated on March 01, 2020 19:32

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