title: The prediction of the lipophilicity of peptidomimetics. A comparison between experimental and theoretical lipophilicity values of renin inhibitors and their building blocks.
abstract: In order to test how well the lipophilicity of large and flexible molecules can be predicted by theoretical approaches, renin inhibitors and their building blocks have been investigated. Different experimental methods have been used for the determination of lipophilicity of the selected compounds, including RP-HPLC and a new pH-metric or two-phase titration method. This latter method appears to be well-suited for the log P measurement of lipophilic compounds. The experimental results have been compared to computer-assisted log P calculations (CLOGP and PrologP). Different correction terms have been introduced to correlate the experimental to the calculated results. Finally, in view of the poor oral bioavailability of most renin inhibitors, we have investigated the correlation between aqueous solubility data and their log P values.
authors.affiliation: University of Berne, Institute of Pharmacy, Switzerland.
authors.forename: H
authors.initials: H
authors.lastname: Karajiannis
authors.forename: H
authors.initials: H
authors.lastname: van de Waterbeemd
mesh_terms: D008055:Lipids; D008956:Models, Chemical; D015394:Molecular Structure; D012995:Solubility; D000092502:Renin Inhibitors
chemical_list: D008055:Lipids; D000092502:Renin Inhibitors