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
SMILES
CC1=CC(C)=C(OC2=C(C=CC=C2)C3=CSC(N=C4NCCCN4)=N3)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)
| Molecular Formula | C21H22N4OS |
| Molecular Weight | 378.491 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18587237
Curator's Comment: # Bayer AG, Leverkusen, Germany
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: GO:0003838 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18587237 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
Sample Use Guides
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18587237
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 =16 mg/l, and only in rare instances was 32 mg/L required. At a low concentration (10 (–7) M ), a specific inhibition of ergosterol biosynthesis was found. At higher concentrations (10 (–4) M ), the drug caused lethal direct membrane damage.
| Substance Class |
Chemical
Created
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Mon Mar 31 18:24:40 GMT 2025
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Mon Mar 31 18:24:40 GMT 2025
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11DI31LWXF
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Validated (UNII)
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NCI_THESAURUS |
C514
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SUB07357MIG
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C72951
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ABAFUNGIN
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DB06395
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ACTIVE MOIETY |