Stereochemistry | ACHIRAL |
Molecular Formula | C7H6BClO2 |
Molecular Weight | 168.385 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OB1OCC2=C1C=CC(Cl)=C2
InChI
InChIKey=HMAFTPZYFJFEHK-UHFFFAOYSA-N
InChI=1S/C7H6BClO2/c9-6-1-2-7-5(3-6)4-11-8(7)10/h1-3,10H,4H2
AN-2718 is a member of a new class of antifungals, benzoxaboroles, which inhibit fungal growth by blocking protein synthesis. AN-2718 is being developed for the topical treatment of tinea pedis including the hard to treat mocassin-type, which at present is only treatable with oral antifungals. AN-2718 inhibits an essential protein synthesis enzyme, leucyl-transfer RNA synthetase, or LeuRS. AN-2718 Inhibits LeuRS by the OBORT mechanism of trapping tRNALEU in the editing site of LeuRS. AN-2718 has good MIC90 activity against the dermatophytes, T. rubrum and T. mentagrophytes, which supports its use as a topical agent to treat tinea pedis. AN-2718 has been used in trials studying Tinea Pedis, but its development has been discontinued.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
4.2 µM [IC50] |
PubMed
Sample Use Guides
AN-2718 has a broad-spectrum of antifungal activity with MIC90 of 1 ug/mL, 0.25 ug/mL, 1 ug/mL, 0.5 ug/mL for C. albicans (n=100), C. glabrata (n=100), Trichophyton mentagrophytes (n=100) and T. rubrum respectively (n=100). AN-2718 inhibits cytoplasmic LeuRS from molds, A. fumigatus, and from yeasts, C. albicans, with an IC50 of 2 uM and 4.2 uM, respectively.