A brief review and table of semiempirical parameters used in the Hueckel molecular orbital method

Abstract

The application of the Huckel Molecular Orbital (HMO) method to the interpretation of experimental results in biochemistry and biology is discussed. Several methods of derivation and application of the semiempirical parameters used in the HMO technique are given, and a table listing the parameter values is included. I N VIEW of the growing interest in the possibility of correlating Hiickel Molecular Orbital (HMO) calculations (38) with biochemical and biological activities (72, 75, 79, 941, and the application of quantum chemistry to drug design (89), the authors have calculated electron charge distributions of selected cholinesterase inhibitors (80) and are in the process of applying quantum chemistry to our search for effective antimalarials. Two restrictions became apparent a t the onset of these calculations: Parameters were assigned to a limited number of heteroatoms only, and the choice of parameters for a specific heteroatom was dependent upon the method of derivation. With this in mind, the authors decided that a useful contribution to the field would be the publication of a table of the currently available semiempirical parameters and their corresponding derivations and applications, so that other workers would not find it necessary to duplicate this relatively tedious search for the "right" parameter. BACKGROUND

Hydrolysis of Angiotensin II Receptor Blocker Prodrug Olmesartan Medoxomil by Human Serum Albumin and Identification of Its Catalytic Active Sites

“…The AMBER 7 charges (Cornell et al, 1995) were used as the atomic charges for HSA. The Gasteiger-Hückel charges (Purcel and Singer, 1967;Gasteiger and Marsili, 1980;Gasteiger, 1980, 1981) were used as the charges for CS-866. The cut-off distance for the nonbonded interactions was 10 Å.…”

The Electroreduction of Substituted Benzofurazans

“…The standard rate constant and transfer coefficient were calculated from the abscissa intercept and slope, respectively, of the best straight line through the points. The HMO calculations for the substituted molecules were carried out using the parameters listed in Table 3, the parameters for -C1, -CH3, and -CH30 being taken from the tabulation of Purcell and Singer (14). The -NO2 parameters were based on those used by Brodskii et al (15) but were modified in order to obtain a better fit with the experimental data.…”

Synthesis and 3D-QSARs Analyses of Herbicidal O,O-Dialkyl-1-phenoxyacetoxy-1-methylphosphonate Analogues as a New Class of Potent Inhibitors of Pyruvate Dehydrogenase

“…25 All modeling operations were carried out under the same conditions 26 (alignments: the atom based fit (AF) 27 & the field fit (FF); number of components: 1-5; grid: 1-3 Å; field: the comparative molecular field analysis (CoMFA) fields: standard, indicator and H-bond; the comparative molecular similarity indeces analysis (CoMSIA) fields: the electrostatic, the steric, the hydrophobic (logP), the H-bond acceptor and the H-bond donor). The Gästeiger-Hückel charge 28 was used as the partial charge of a particular atom and the AF and FF alignment 29 methods were respectively used as the spatial alignment of substrate molecules in three-dimensional space. AF alignment of the potent energy minimized substrate structures shown in Figure 1.…”