Title

An Orally Bioavailable Oxime Ether Capsid Binder with Potent Activity against Human Rhinovirus

Document Type

Article

Journal/Book Title/Conference

Journal of Medicinal Chemistry

Volume

46

Issue

15

Publisher

American Chemical Society

Publication Date

2003

First Page

3181

Last Page

3184

DOI

10.1021/jm0202876

Abstract

A series of capsid-binding compounds was screened against human rhinovirus (HRV) using a CPE based assay. The ethyl oxime ether 14 was found to have outstanding anti-HRV activity (median IC50 4.75 ng/mL), and unlike the equivalent ethyl ester compound 3 (Pirodavir), it has good oral bioavailability, making it a promising development candidate. Compound 14 illustrates that an oxime ether group can act as a metabolically stable bioisostere for an ester functionality.