Novel 2-oxoimidazolidine-4-carboxylic acid derivatives as Hepatitis C virus NS3-4A serine protease inhibitors: synthesis, activity, and X-ray crystal structure of an enzyme inhibitor complex

Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4-carboxylic acid derivatives are reported. X-ray structure of an inhibitor, 15c bound to the protease is presented. Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4...

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Published in	Bioorganic & medicinal chemistry letters Vol. 14; no. 23; pp. 5751 - 5755
Main Authors	Arasappan, Ashok, Njoroge, F. George, Parekh, Tejal N., Yang, Xiaozheng, Pichardo, John, Butkiewicz, Nancy, Prongay, Andrew, Yao, Nanhua, Girijavallabhan, Viyyoor
Format	Journal Article
Language	English
Published	Oxford Elsevier Ltd 06.12.2004 Elsevier
Subjects	Antibiotics. Antiinfectious agents. Antiparasitic agents Antiviral agents Biological and medical sciences Carboxylic Acids - chemical synthesis Carboxylic Acids - pharmacology CRYSTAL STRUCTURE Crystallography, X-Ray - methods ENZYME INHIBITORS Hepacivirus - drug effects Hepacivirus - enzymology HEPATITIS Imidazolidines - chemical synthesis Imidazolidines - pharmacology MATERIALS SCIENCE Medical sciences Pharmacology. Drug treatments Protein Conformation SERINE Serine Endopeptidases - metabolism Serine Proteinase Inhibitors - chemical synthesis Serine Proteinase Inhibitors - pharmacology SYNTHESIS Viral Nonstructural Proteins - antagonists & inhibitors Imidazole derivatives Serine endopeptidases Enzyme Inhibitor enzyme complex Biological activity Virus Peptidases Carboxylic acid Hydrolases Antiviral Ureas Flaviviridae Chemical synthesis Hepatitis C virus Hepacivirus Protease inhibitor Crystalline structure
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Abstract	Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4-carboxylic acid derivatives are reported. X-ray structure of an inhibitor, 15c bound to the protease is presented. Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4-carboxylic acid derivatives are reported. Inhibitors derived from this new P2 core exhibited activity in the low μM range. X-ray structure of an inhibitor, 15c bound to the protease is presented.
AbstractList	Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4-carboxylic acid derivatives are reported. X-ray structure of an inhibitor, 15c bound to the protease is presented. Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4-carboxylic acid derivatives are reported. Inhibitors derived from this new P2 core exhibited activity in the low μM range. X-ray structure of an inhibitor, 15c bound to the protease is presented. Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4-carboxylic acid derivatives are reported. Inhibitors derived from this new P2 core exhibited activity in the low microM range. X-ray structure of an inhibitor, 15c bound to the protease is presented.Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4-carboxylic acid derivatives are reported. Inhibitors derived from this new P2 core exhibited activity in the low microM range. X-ray structure of an inhibitor, 15c bound to the protease is presented. Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4-carboxylic acid derivatives are reported. Inhibitors derived from this new P2 core exhibited activity in the low microM range. X-ray structure of an inhibitor, 15c bound to the protease is presented. Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4-carboxylic acid derivatives are reported. Inhibitors derived from this new P2 core exhibited activity in the low {micro}M range. X-ray structure of an inhibitor, 15c bound to the protease is presented.
Author	Prongay, Andrew Pichardo, John Njoroge, F. George Yao, Nanhua Parekh, Tejal N. Yang, Xiaozheng Girijavallabhan, Viyyoor Arasappan, Ashok Butkiewicz, Nancy
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Keywords	Imidazole derivatives Serine endopeptidases Enzyme Inhibitor enzyme complex Biological activity Virus Peptidases Carboxylic acid Hydrolases Antiviral Ureas Flaviviridae Chemical synthesis Hepatitis C virus Hepacivirus Protease inhibitor Crystalline structure
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Snippet	Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4-carboxylic acid derivatives are reported. X-ray structure of an... Synthesis and HCV NS3 serine protease inhibitory activity of some novel 2-oxoimidazolidine-4-carboxylic acid derivatives are reported. Inhibitors derived from...
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SubjectTerms	Antibiotics. Antiinfectious agents. Antiparasitic agents Antiviral agents Biological and medical sciences Carboxylic Acids - chemical synthesis Carboxylic Acids - pharmacology CRYSTAL STRUCTURE Crystallography, X-Ray - methods ENZYME INHIBITORS Hepacivirus - drug effects Hepacivirus - enzymology HEPATITIS Imidazolidines - chemical synthesis Imidazolidines - pharmacology MATERIALS SCIENCE Medical sciences Pharmacology. Drug treatments Protein Conformation SERINE Serine Endopeptidases - metabolism Serine Proteinase Inhibitors - chemical synthesis Serine Proteinase Inhibitors - pharmacology SYNTHESIS Viral Nonstructural Proteins - antagonists & inhibitors
Title	Novel 2-oxoimidazolidine-4-carboxylic acid derivatives as Hepatitis C virus NS3-4A serine protease inhibitors: synthesis, activity, and X-ray crystal structure of an enzyme inhibitor complex
URI	https://dx.doi.org/10.1016/j.bmcl.2004.09.058 https://www.ncbi.nlm.nih.gov/pubmed/15501035 https://www.proquest.com/docview/67004071 https://www.osti.gov/biblio/1008759
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