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ID: ALA1149206

Journal: Bioorg Med Chem Lett

Title: P1 and P3 optimization of novel bicycloproline P2 bearing tetrapeptidyl alpha-ketoamide based HCV protease inhibitors.

Authors: Victor F, Lamar J, Snyder N, Yip Y, Guo D, Yumibe N, Johnson RB, Wang QM, Glass JI, Chen SH.

Abstract: With the aim of discovering potent and selective HCV protease inhibitors, we synthesized and evaluated a series of 1a based tetrapeptidyl ketoamides with additional modification(s) at P1', P1, and P3 positions. As a result of this effort, we found that replacement of the P3 valine with tert-leucine resulted in the discovery of a series of inhibitors (e.g., 3a, 3c, and 4c) endowed with improved enzyme and/or cellular activity relative to 1a. When dosed to F-344 rats orally at 50mg/kg, 3a achieved 2.5x higher liver and plasma exposure in comparison to that detected with 1a.

CiteXplore: 14684338

DOI: 10.1016/j.bmcl.2003.09.075