Oxadiazole isomers : all bioisosteres are not created equal

• Two series of amino-substituted 1,2,4- and 1,3,4-oxadiazole matched compounds were evaluated and found to have significant differences in their various physical and pharmaceutical properties. Experimental and computational techniques suggested that variation in hydrogen bond acceptor and donor strength were responsible for these effects.

Subject headings

NATURVETENSKAP  -- Biologi -- Biokemi och molekylärbiologi (hsv//swe)

NATURAL SCIENCES  -- Biological Sciences -- Biochemistry and Molecular Biology (hsv//eng)

Keyword

article

drug half life

drug protein binding

drug solubility

drug stability

drug structure

drug synthesis

human

hydrogen bond

isomer

lipophilicity

mouse

nonhuman

plasma protein binding

priority journal

rat

structure analysis

substitution reaction

Publication and Content Type

ref (subject category)

art (subject category)