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N-[(13-CYCLOHEXYL-6,7-DIHYDROINDOLO[1,2-D][1,4]BENZOXAZEPIN-10-YL)CARBONYL]-2-METHYL-L-ALANINE is an experimental small molecule non-nucleoside inhibitor (NNI) of the Hepatitis C Virus (HCV) NS5B RNA-dependent RNA polymerase. Developed by Bristol Myers Squibb, it served as a key lead compound in the indolo-benzoxazepine series that eventually produced the clinical candidate beclabuvir (BMS-791325). The compound binds to the allosteric thumb site 1 of the NS5B polymerase, inducing conformational changes that inhibit the initiation of viral RNA synthesis. It has been extensively utilized in structural biology research, including X-ray crystallography studies (e.g., PDB 3SKE), to elucidate the binding mechanisms and structure-activity relationships of this chemical class against various HCV genotypes.
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