Comelli Nieves C, Duchowicz Pablo R, Lobayan Rosana M, Jubert Alicia H, Castro Eduardo A
INIFTA, Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas (CCT La Plata-CONICET), Diag. 113 y 64, C.C. 16, Sucursal 4, 1900 La Plata, Argentina tel.: (+54)(221)425-7430/(+54)(221)425-7291; fax: (+54) 221 425 4642.
Facultad de Ingeniería, Universidad de la Cuenca del Plata, Lavalle 50, 3400 Corrientes, Argentina.
Mol Inform. 2012 Feb;31(2):181-8. doi: 10.1002/minf.201100119. Epub 2012 Feb 8.
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 C8 O9 , C8 X10 , and the percentage of s-character of the natural hybrids forming the bonding σ orbitals of the O9 C8 X10 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.
这项工作建立了一种基于定量结构-性质关系(QSPR)的分析方法,目的是从与相关取代基有关的稳定分子内相互作用方面,解释丙戊酸及其衍生物极性区域的结构和电子性质。我们将十种不同的计算性质作为QSPR模型的因变量:键长C8O9、C8X10,以及形成O9C8X10区域成键σ轨道的自然杂化体的s-特征百分比。代表性描述符是在B3LYP/6-311++G**(6d,10f)理论水平下围绕该官能团的供体/受体相互作用过程中转移的电荷,和/或由此衍生的混合描述符。如此建立的模型结果简单、具有预测性且具有相当直接的物理意义。