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Details

Stereochemistry ACHIRAL
Molecular Formula C21H22N4OS
Molecular Weight 378.491
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ABAFUNGIN

SMILES

CC1=CC=C(OC2=CC=CC=C2C3=CSC(N=C4NCCCN4)=N3)C(C)=C1

InChI

InChIKey=TYBHXIFFPVFXQW-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Molecular Formula C21H22N4OS
Molecular Weight 378.491
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Abafungin is a broad-spectrum antifungal agent with a novel mechanism of action for the treatment of dermatomycoses and onychomycosis. Abafungin acts through inhibition of transmethylation at the C-24 position of the sterol side chain, catalyzed by the enzyme sterol-C-24-methyltransferase. Abasol is a topical cream formulation of abafungin seeking approval in 2008 in European markets.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
In formulated creams and gels, abafungin 1% to 30%, applied once daily for 1 to 3 months
Route of Administration: Topical
In Vitro Use Guide
MICs were determined using Kimmig’s and T3 media for dermatophytes, and YNB glucose and T3 medium for yeast-like fungi in physiological saline or in demineralized water. MIC's between 0.06 ug/mL and 1.0 ug/mL depending on species. The non-growing dermatophytes and yeastlike fungi were killed with Abafungin concentrations
Substance Class Chemical
Record UNII
11DI31LWXF
Record Status Validated (UNII)
Record Version