title: New developments in hydrogen bonding acidity and basicity of small organic molecules for the prediction of physical and ADMET properties. Part 2. The universal solvation equation.
abstract: Theoretical quantifications of hydrogen bonding (HB) basicities and acidities, originally developed for aliphatic systems (J. Chem. Inf. Comput. Sci. 2004, 44, 1042-1055), are now extended to cover aromatic, heterocyclic, anionic, cationic and zwitter-ionic molecular fragments, thus encompassing a majority of druggable chemical space. The addition of terms accounting for cavity formation, polarity, hydrophobicity, and resonance allowed us to derive a new equation able to predict accurately free energies of solvation of diverse solutes, interphase transfers, and aqueous solubilities (log S(w)). We thus provide a "universal solvation equation" (USE) available for the accurate estimation of desolvation energies in protein-ligand docking, for the prediction of many physical and ADMET properties, and for studying fluid phase equilibria.
authors.affiliation: Department of Chemistry, Moscow State University, Moscow, 119992 Russia.
authors.forename: Polina V
authors.initials: PV
authors.lastname: Oliferenko
authors.forename: Alexander A
authors.initials: AA
authors.lastname: Oliferenko
authors.forename: Gennadiy
authors.initials: G
authors.lastname: Poda
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Palyulin
authors.forename: Nikolay S
authors.initials: NS
authors.lastname: Zefirov
authors.forename: Alan R
authors.initials: AR
authors.lastname: Katritzky
mesh_terms: D002412:Cations; D006860:Hydrogen Bonding; D006863:Hydrogen-Ion Concentration; D012997:Solvents / Q000737:chemistry*
chemical_list: D002412:Cations; D012997:Solvents