QSPR STUDY OF VALPROIC ACID AND ITS FUNCTIONALIZED DERIVATIVES

NIEVES C. COMELLI; PABLO R.DUCHOWICZ; ROSANA M. LOBAYAN; ALICIA H. JUBERT ; EDUARDO A. CASTRO

Molecular Informatics

WILEY-VCH

Lugar: Verlag GmbH & Co. KGaA, Weinheim; Año: 2012 p. 181 - 188

1868-1751

This work establishes a Quantitative Structure-Property Relationships (QSPR) based analysis with the aim of interpreting both the structural and electronic properties of the polar region of valproic acid and its derivatives, in terms of stabilizing intramolecular interactions related to the involved substituents. We consider ten different calculated properties as dependent variables for the QSPR models: the bond lengths C8O9, C8X10, and the percentage of s-character of the natural hybrids forming the bonding ó orbitals of the O9C8X10 region. The representative descriptors are the charges transferred during donor/acceptor interactions around this function calculated at the B3LYP/6-311++G**(6d,10f) level of theory, and/or hybrid descriptors derived therefrom. The models so established result simple, predictive, and have a quite direct physical meaning.