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Herein, we show that chalcogen replacement modulates physicochemical and ADME properties without introducing intrinsic liabilities. The SCF<jats:sub>3<\/jats:sub> and SeCF<jats:sub>3<\/jats:sub> groups are more lipophilic than their oxygen counterpart; however, microsomal stability is unchanged, indicating that these molecular changes may be beneficial for in\u2005vivo half\u2010life. Enabled by modern synthetic methods, we present the chalcogen\u2010CF<jats:sub>3<\/jats:sub> groups as potential key players for future fluorinated pharmaceuticals.<\/jats:p>","DOI":"10.1002\/cmdc.201900452","type":"journal-article","created":{"date-parts":[[2019,7,31]],"date-time":"2019-07-31T04:04:58Z","timestamp":1564545898000},"page":"1586-1589","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":56,"title":["Chalcogen OCF<sub>3<\/sub> Isosteres Modulate Drug Properties without Introducing Inherent Liabilities"],"prefix":"10.1002","volume":"14","author":[{"given":"Cl\u00e9ment","family":"Ghiazza","sequence":"first","affiliation":[{"name":"Institute of Chemistry and Biochemistry (ICBMS-UMR CNRS 5246) Universit\u00e9 Lyon 1, CNRS, CPE-Lyon, INSA  43 Boulevard du 11 Novembre 1918 69622 Villeurbanne 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