text: Non-classical bioisosteres may differ in a multitude of ways from classical bioisosteres, but retain the focus on providing similar sterics and electronic profile to the original functional group. Whereas classical bioisosteres commonly conserve much of the same structural properties, nonclassical bioisosteres are much more dependent on the specific binding needs of the ligand in question and may substitute a linear functional group for a cyclic moiety, an alkyl group for a complex heteroatom moiety, or other changes that go far beyond a simple atom-for-atom switch.
  For example, a chloride -Cl group may often be replaced by a trifluoromethyl -CF group or by a cyano -C≡N group. Depending on the particular molecule used, the substitution may result in little change in activity, or either increased or decreased affinity or efficacy - depending on what factors are important for ligand binding to the target protein. Another example is aromatic rings, where a phenyl -CH ring can often be replaced by a different aromatic ring such as thiophene or naphthalene which may improve efficacy, change specificity of binding or reduce metabolically labile sites on the molecule, resulting in better pharmacokinetic properties.
  *Alloxanthine is an inhibitor of xanthine oxidase. It is also an isostere of xanthine, the normal substrate for the enzyme. Alloxanthine is considered a non-classical bioisostere because of the scaffold change.
  *Silafluofen is an organosilicon analogue of pyrethroid insecticide Etofenprox, wherein a carbon center has been replaced by isosteric silicon, and in addition, one hydrogen atom is replaced by isosteric fluorine atom.