NAV

Abafungin

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

Identification

Generic Name
Abafungin
DrugBank Accession Number
DB06395
Background

Not Available

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 378.49
Monoisotopic: 378.151432518
Chemical Formula
C21H22N4OS
Synonyms
  • Abafungin
  • Abafungina
  • Abafungine
  • Abafunginum
External IDs
  • BAY W 6341
  • BAY-W-6341
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Pharmacology

Indication

Investigated for use/treatment in fungal infections, bacterial infection, skin infections/disorders, and onychomycosis.

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action

Abafungin has been shown to have fungicidal and fungistatic effects on a wide variety of pathogens, including dermatophytes, yeasts (Candida) and moulds. The drug acts on the infecting organisms in two ways: by interfering with the formation of a vital sterol in the fungal cell membrane, thereby preventing cell growth, and also by direct interaction with another membrane component resulting in membrane disruption, leakage of cellular contents and death of the cell and independent of whether it is in a non-metabolising (`resting') phase of development or actively growing. These features of abafungin, combined with the attainment of microbicidal concentrations in the skin from a 1% preparation, its long residence at the site of dermal application and the lack of significant systemic absorption, mean that Abasol(tm) is particularly attractive for the topical treatment of dermatomycoses, which is the first indication under review for marketing approval.

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
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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.
DrugInteraction
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interactions in your software
AcenocoumarolThe therapeutic efficacy of Acenocoumarol can be increased when used in combination with Abafungin.
AlmasilateAlmasilate can cause a decrease in the absorption of Abafungin resulting in a reduced serum concentration and potentially a decrease in efficacy.
Aluminium phosphateAluminium phosphate can cause a decrease in the absorption of Abafungin resulting in a reduced serum concentration and potentially a decrease in efficacy.
Aluminum hydroxideAluminum hydroxide can cause a decrease in the absorption of Abafungin resulting in a reduced serum concentration and potentially a decrease in efficacy.
AmiodaroneThe therapeutic efficacy of Abafungin can be increased when used in combination with Amiodarone.
Food Interactions
Not Available

Products

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International/Other Brands
Abasol

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Diphenylethers
Direct Parent
Diphenylethers
Alternative Parents
Diarylethers / m-Xylenes / Phenoxy compounds / Phenol ethers / 2,4-disubstituted thiazoles / Hydropyrimidines / 2-amino-1,3-thiazoles / Heteroaromatic compounds / Guanidines / Propargyl-type 1,3-dipolar organic compounds
show 4 more
Substituents
1,3-thiazol-2-amine / 1,4,5,6-tetrahydropyrimidine / 2,4-disubstituted 1,3-thiazole / Aromatic heteromonocyclic compound / Azacycle / Azole / Carboximidamide / Diaryl ether / Diphenylether / Ether
show 17 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
aromatic ether, guanidines, 1,3-thiazole (CHEBI:76005)
Affected organisms
Not Available

Chemical Identifiers

UNII
11DI31LWXF
CAS number
129639-79-8
InChI Key
TYBHXIFFPVFXQW-UHFFFAOYSA-N
InChI
InChI=1S/C21H22N4OS/c1-14-8-9-18(15(2)12-14)26-19-7-4-3-6-16(19)17-13-27-21(24-17)25-20-22-10-5-11-23-20/h3-4,6-9,12-13H,5,10-11H2,1-2H3,(H2,22,23,24,25)
IUPAC Name
N-{4-[2-(2,4-dimethylphenoxy)phenyl]-1,3-thiazol-2-yl}-1,3-diazinan-2-imine
SMILES
CC1=CC(C)=C(OC2=CC=CC=C2C2=CSC(N=C3NCCCN3)=N2)C=C1

References

General References
  1. Borelli C, Schaller M, Niewerth M, Nocker K, Baasner B, Berg D, Tiemann R, Tietjen K, Fugmann B, Lang-Fugmann S, Korting HC: Modes of action of the new arylguanidine abafungin beyond interference with ergosterol biosynthesis and in vitro activity against medically important fungi. Chemotherapy. 2008;54(4):245-59. doi: 10.1159/000142334. Epub 2008 Jun 30. [Article]
PubChem Compound
159326
PubChem Substance
347827768
ChemSpider
140124
ChEBI
76005
ChEMBL
CHEMBL3989547
ZINC
ZINC000003938976
Wikipedia
Abafungin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.00354 mg/mLALOGPS
logP4.55ALOGPS
logP4.79Chemaxon
logS-5ALOGPS
pKa (Strongest Acidic)19.86Chemaxon
pKa (Strongest Basic)6.54Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area58.54 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity110.35 m3·mol-1Chemaxon
Polarizability41.12 Å3Chemaxon
Number of Rings4Chemaxon
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0009000000-d60ed3e056aea2eaaa9a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0109000000-c5759d09160c29ef1a3a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0119000000-b3d1ce855d3cd38348e9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0593000000-1c0980d203e494657015
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pbc-6498000000-98b4200abacce9f1ccca
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0fk9-1694000000-3fc60cec5f177913f666
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-185.9102
predicted
DeepCCS 1.0 (2019)
[M+H]+188.2682
predicted
DeepCCS 1.0 (2019)
[M+Na]+195.40263
predicted
DeepCCS 1.0 (2019)

Drug created at March 19, 2008 16:28 / Updated at February 21, 2021 18:52