Modeling Carbon Basicity
Year: 2025
Type: article
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]
Source: Molecular Informatics
Authors: Robert Fraczkiewicz, Marvin Waldman
Institution: Simulations Plus (United States)
Language: English
Subfield: Computational Theory and Mathematics
Field: Computer Science
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W4408724962