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Details

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
Structure of AN-2718

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

HIDE SMILES / InChI

Molecular Formula C7H6BClO2
Molecular Weight 168.385
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Targets

Primary TargetPharmacologyConditionPotency
4.2 µM [IC50]
PubMed

PubMed

TitleDatePubMed
Patents

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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 06:50:19 GMT 2023
Edited
by admin
on Sat Dec 16 06:50:19 GMT 2023
Record UNII
810U6C2DGG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AN-2718
Common Name English
2,1-BENZOXABOROLE, 5-CHLORO-1,3-DIHYDRO-1-HYDROXY-
Systematic Name English
AN2718
Common Name English
Code System Code Type Description
FDA UNII
810U6C2DGG
Created by admin on Sat Dec 16 06:50:19 GMT 2023 , Edited by admin on Sat Dec 16 06:50:19 GMT 2023
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EPA CompTox
DTXSID60169889
Created by admin on Sat Dec 16 06:50:19 GMT 2023 , Edited by admin on Sat Dec 16 06:50:19 GMT 2023
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DRUG BANK
DB12810
Created by admin on Sat Dec 16 06:50:19 GMT 2023 , Edited by admin on Sat Dec 16 06:50:19 GMT 2023
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CAS
174672-06-1
Created by admin on Sat Dec 16 06:50:19 GMT 2023 , Edited by admin on Sat Dec 16 06:50:19 GMT 2023
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PUBCHEM
11845944
Created by admin on Sat Dec 16 06:50:19 GMT 2023 , Edited by admin on Sat Dec 16 06:50:19 GMT 2023
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