当前位置： SCI文献检索 > JOURNAL OF MEDICINAL CHEMISTRY期刊下所有文献 > Discovery and early clinical evaluation of BMS-605339, a potent and orally efficacious tripeptidic acylsulfonamide NS3 protease inhibitor for the treatment of hepatitis C virus infection.

Discovery and early clinical evaluation of BMS-605339, a potent and orally efficacious tripeptidic acylsulfonamide NS3 protease inhibitor for the treatment of hepatitis C virus infection.

Abstract：

:The discovery of BMS-605339 (35), a tripeptidic inhibitor of the NS3/4A enzyme, is described. This compound incorporates a cyclopropylacylsulfonamide moiety that was designed to improve the potency of carboxylic acid prototypes through the introduction of favorable nonbonding interactions within the S1' site of the protease. The identification of 35 was enabled through the optimization and balance of critical properties including potency and pharmacokinetics (PK). This was achieved through modulation of the P2* subsite of the inhibitor which identified the isoquinoline ring system as a key template for improving PK properties with further optimization achieved through functionalization. A methoxy moiety at the C6 position of this isoquinoline ring system proved to be optimal with respect to potency and PK, thus providing the clinical compound 35 which demonstrated antiviral activity in HCV-infected patients.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Scola PM,Wang AX,Good AC,Sun LQ,Combrink KD,Campbell JA,Chen J,Tu Y,Sin N,Venables BL,Sit SY,Chen Y,Cocuzza A,Bilder DM,D'Andrea S,Zheng B,Hewawasam P,Ding M,Thuring J,Li J,Hernandez D,Yu F,Falk P,Zhai G,S

doi

10.1021/jm401840s

subject

Has Abstract

pub_date

2014-03-13 00:00:00

pages

1708-29

issue

5

eissn

0022-2623

issn

1520-4804

journal_volume

57

pub_type

杂志文章

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