Conformational preferences in a benzodiazepine series of potent nonpeptide fibrinogen receptor antagonists

…, JF Callahan, JM Samanen, WE Bondinell…

Index: Keenan, Richard M.; Callahan, James F.; Samanen, James M.; Bondinell, William E.; Calvo, Raul R.; Chen, Lichong; DeBrosse, Charles; Eggleston, Drake S.; Haltiwanger, R. Curtis; Hwang, Shing Mei; Jakas, Dalia R.; Ku, Thomas W.; Miller, William H.; Newlander, Kenneth A.; Nichols, Andrew; Parker, Michael F.; Southhall, Linda S.; Uzinskas, Irene; Vasko-Moser, Janice A.; Venslavsky, Joseph W.; Wong, Angela S.; Huffman, William F. Journal of Medicinal Chemistry, 1999 , vol. 42, # 4 p. 545 - 559

Full Text: HTML

Citation Number: 58

Abstract

Previously, we reported the direct design of highly potent nonpeptide 3-oxo-1, 4- benzodiazepine fibrinogen receptor antagonists from a constrained, RGD-containing cyclic semipeptide. The critical features incorporated into the design of these nonpeptides were the exocyclic amide at the 8-position which overlaid the Arg carbonyl, the phenyl ring which maintained an extended Gly conformation, and the diazepine ring which mimicked the γ- ...