N, N'-Di(acylamino)-2,5-diketopiperazines: Strategic Incorporation of Reciprocal n → π* Interactions in a Druglike Scaffold.

The incorporation of the recently discovered reciprocal n → π* interactions in 2,5-diketopiperazines (DKPs) is reported to design a novel N, N'-di(acylamino)-2,5-diketopiperazine (daa-DKP) scaffold. The design, synthesis, and structural features of daa-DKPs and the effect of reciprocal n → π* interactions in their structural rigidity is discussed.