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We determined the conformational ensembles populated by the antiviral drugs asunaprevir, simeprevir, atazanavir and daclatasvir in polar (DMSO\u2010\n                    <jats:italic>d<\/jats:italic>\n                    <jats:sub>6<\/jats:sub>\n                    ) and non\u2010polar (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 DMSO\u2010\n                    <jats:italic>d<\/jats:italic>\n                    <jats:sub>6<\/jats:sub>\n                    and chloroform ensembles of these three drugs. We propose that such flexible compounds are characterized as \u201cpartial molecular chameleons\u201d and hypothesize that their ability to adopt conformations with low polar surface area contributes to their membrane permeability and oral absorption.\n                  <\/jats:p>","DOI":"10.1002\/chem.202202798","type":"journal-article","created":{"date-parts":[[2022,10,26]],"date-time":"2022-10-26T08:04:26Z","timestamp":1666771466000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":29,"title":["Going Viral: An Investigation into the Chameleonic Behaviour of Antiviral Compounds"],"prefix":"10.1002","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4617-7605","authenticated-orcid":false,"given":"Lianne H. 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