Lipophilicity Modulations by Fluorination Correlate with Membrane Partitioning.

ABSTRACT: Bioactive compounds generally need to cross membranes to arrive at their site of action. The octanol-water partition coefficient (lipophilicity, logP_OW ) has proven to be an excellent proxy for membrane permeability. In modern drug discovery, logP_OW and bioactivity are optimized simultaneously, for which fluorination is one of the relevant strategies. The question arises as to which extent the often subtle logP modifications resulting from different aliphatic fluorine-motif introductions also lead to concomitant membrane permeability changes, given the difference in molecular environment between octanol and (anisotropic) membranes. It was found that for a given compound class, there is excellent correlation between logP_OW values with the corresponding membr

SUBMITTER: Wang Z 

PROVIDER: S-EPMC10946813 | biostudies-literature | 2023 May

REPOSITORIES: biostudies-literature