Flutriafol ve Triflorlanmış Analoğunun HOMO-LUMO, ESP, NBO ve Lipofilik Karakter Analizleri

Year 2023, Volume: 13 Issue: 1, 24 - 36, 30.06.2023

Sümeyya Serin

https://doi.org/10.54370/ordubtd.1210285

Abstract

Bu mevcut çalışma, hesaplamalı kimya yöntemleri kullanılarak OH/F izosterik yer değiştirmesinin etkilerinin araştırılmasına odaklanmaktadır. Bu amaçla, geniş spektrumlu bir fungisit olan flutriafol ve triflorlanmış analoğu üzerinde B3LYP/6-311++G (d, p) teori düzeyinde Yoğunluk Fonksiyonel Teori (YFT) hesaplamaları yapılmıştır. OH/F izosterik yer değiştirmesinin sınır moleküler orbital enerjilerine, reaktivite davranışlarına, elektrostatik yüzey özelliklerine ve moleküliçi etkileşimlerine yansımaları incelenmiştir. Ayrıca izosterik ve biyoizosterik sübstitüsyonların önemli sonuçlarından biri de birçok açıdan dikkate değer bir parametre olan lipofilik karakterdeki değişimdir. Bu nedenle, söz konusu moleküller için SwissADME ve Molinspiration yazılımı kullanılarak lipofilik karakter değerlendirmeleri yapılmıştır.

Keywords

YFT, flutriafol, izosterizm, lipofilisite

HOMO-LUMO, ESP, NBO, and Lipophilic Character Analyses of Flutriafol and Its Trifluorinated Analogue

Abstract

This current study focuses on the exploration of the impacts of OH/F isosteric replacement using computational chemistry methods. To this end, Density Functional Theory (DFT) calculations at B3LYP/6-311++G (d, p) level of theory were carried out on flutriafol, a broad-spectrum fungicide, and its trifluorinated analogue. The reflections of OH/F isosteric replacement on frontier molecular orbital energies, reactivity behaviors, electrostatic surface properties, and intramolecular interactions were investigated. Also, one of the important consequences of isosteric and bioisosteric replacements is the modification in lipophilic character, which is a remarkable parameter in many respects. Therefore, lipophilic character evaluations were performed for mentioned molecules using SwissADME and Molinspiration software.

Keywords

DFT, flutriafol, isosterism, lipophilicity

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