Original scientific paper

Ab Initio Electronic Structure Calculations of Molecular Similarity: A Case Study of 4-Aminobutyric Acid and Its Agonists

Jerzy Cioslowski ; Department of Chemistry and Supercomputer Computations Research Institute, Florida State University, Tallahassee, FL 32306-3006, USA
Eugene D. Fleischmann ; Department of Chemistry and Supercomputer Computations Research Institute, Florida State University, Tallahassee, FL 32306-3006, USA

Abstract

A new quantum mechanical measure of molecular similarity, based on the overlap between the first-order density matrices is applied in studies of the structure-activity relationships in the GABAA agonists: /rans-4-amino- crotonic acid, 5-aminomethylisoxazul-3-ol, and 3-aminomethylisoxazol-5-ol. The geometries of these molecules are optimized at the HF/6-31G** level and their electronic structures compared to that of 4-aminobutyric acid. Factors affecting the GABAergic activity of these substances are discussed. The present study demonstrates that ab initio electronic structure calculations of molecular similarity are feasible for medium-sized molecules of biological interest.

Keywords

Hrčak ID:

137097

URI

https://hrcak.srce.hr/137097

Publication date:

1.6.1993.

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