Hydration of Aromatic Heterocycles as an Adversary of π-Stacking.

ABSTRACT: Hydration is one of the key players in the protein-ligand binding process. It not only influences the binding process per se, but also the drug's absorption, distribution, metabolism, and excretion properties. To gain insights into the hydration of aromatic cores, the solvation thermodynamics of 40 aromatic mono- and bicyclic systems, frequently occurring in medicinal chemistry, are investigated. Thermodynamics is analyzed with two different methods: grid inhomogeneous solvation theory (GIST) and thermodynamic integration (TI). Our results agree well with previously published experimental and computational solvation free energies. The influence of adding heteroatoms to aromatic systems and how the position of these heteroatoms impacts the compound's interactions with water is studie

SUBMITTER: Loeffler JR 

PROVIDER: S-EPMC7032848 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature