Modeling Carbon Basicity.

IF 2.8 4区医学 Q3 CHEMISTRY, MEDICINAL

Molecular Informatics Pub Date : 2025-03-01 DOI:10.1002/minf.202400296

Robert Fraczkiewicz, Marvin Waldman

引用次数: 0

Abstract

This work presents a predictive model of aqueous ionization constants (pK_a) of protonatable carbons in certain aromatic rings. The phenomenon of carbon atoms sometimes acting as a stable and reversible base accepting a proton in water solution is surprisingly little recognized in medicinal chemistry, although known to general chemists for the past 60+years. We present the development and results for two predictive models: 1) identifying the most basic carbon in a ring, and 2) calculating the resulting microscopic pK_a value. Both models were incorporated into our global (i. e., taking all ionizable groups into account) S+pKa model.[1-2].

查看原文本刊更多论文

求助全文

约1分钟内获得全文求助全文

来源期刊

Molecular Informatics CHEMISTRY, MEDICINAL-MATHEMATICAL & COMPUTATIONAL BIOLOGY

CiteScore

7.30

自引率

2.80%

发文量

审稿时长

3 months

期刊介绍： Molecular Informatics is a peer-reviewed, international forum for publication of high-quality, interdisciplinary research on all molecular aspects of bio/cheminformatics and computer-assisted molecular design. Molecular Informatics succeeded QSAR & Combinatorial Science in 2010. Molecular Informatics presents methodological innovations that will lead to a deeper understanding of ligand-receptor interactions, macromolecular complexes, molecular networks, design concepts and processes that demonstrate how ideas and design concepts lead to molecules with a desired structure or function, preferably including experimental validation. The journal''s scope includes but is not limited to the fields of drug discovery and chemical biology, protein and nucleic acid engineering and design, the design of nanomolecular structures, strategies for modeling of macromolecular assemblies, molecular networks and systems, pharmaco- and chemogenomics, computer-assisted screening strategies, as well as novel technologies for the de novo design of biologically active molecules. As a unique feature Molecular Informatics publishes so-called "Methods Corner" review-type articles which feature important technological concepts and advances within the scope of the journal.