Going Viral: An Investigation into the Chameleonic Behaviour of Antiviral Compounds.

ABSTRACT: The ability to adjust conformations in response to the polarity of the environment, i.e. molecular chameleonicity, is considered to be important for conferring both high aqueous solubility and high cell permeability to drugs in chemical space beyond Lipinski's rule of 5. We determined the conformational ensembles populated by the antiviral drugs asunaprevir, simeprevir, atazanavir and daclatasvir in polar (DMSO-d₆ ) and non-polar (chloroform) environments with NMR spectroscopy. Daclatasvir was fairly rigid, whereas the first three showed large flexibility in both environments, that translated into major differences in solvent accessible 3D polar surface area within each conformational ensemble. No significant differences in size and polar surface area were observed between the D

SUBMITTER: Wieske LHE 

PROVIDER: S-EPMC10107787 | biostudies-literature | 2023 Feb

REPOSITORIES: biostudies-literature