Reich, Siegfried H. published the artcileSubstituted Benzamide Inhibitors of Human Rhinovirus 3C Protease: Structure-Based Design, Synthesis, and Biological Evaluation, Related Products of nitriles-buliding-blocks, the main research area is unsaturated cinnamate ester benzamide preparation rhinovirus protease inhibitor; library unsaturated cinnamate ester benzamide preparation rhinovirus protease inhibitor; structure benzamide rhinovirus protease inhibition; crystal structure rhinovirus 3C protease benzamide unsaturated cinnamate ester.
A series of nonpeptide benzamide-containing inhibitors of human rhinovirus (HRV) 3C protease (3CP) was identified using structure-based design. The design, synthesis, and biol. evaluation of these inhibitors are reported. A Michael acceptor was combined with a benzamide core mimicking the P1 recognition element of the natural 3CP substrate. α,β-Unsaturated cinnamate esters such as I irreversibly inhibited the 3CP and displayed antiviral activity (EC50 0.60 μM, HRV-16 infected H1-HeLa cells). On the basis of cocrystal structure information, a library of substituted benzamide derivatives was prepared using parallel synthesis on solid support. A 1.9 Å cocrystal structure of a benzamide inhibitor II in a complex with 3CP revealed a binding mode similar to that initially modeled wherein covalent attachment of the nucleophilic cysteine residue is observed Benzamide-containing unsaturated ketone inhibitors displayed potent reversible inhibition but were inactive in the cellular antiviral assay and were found to react with nucleophilic thiols such as DTT.
Journal of Medicinal Chemistry published new progress about Combinatorial library. 269411-71-4 belongs to class nitriles-buliding-blocks, name is 3-Amino-5-methoxybenzonitrile, and the molecular formula is C8H8N2O, Related Products of nitriles-buliding-blocks.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts