{"title":"Modeling Carbon Basicity.","authors":"Robert Fraczkiewicz, Marvin Waldman","doi":"10.1002/minf.202400296","DOIUrl":null,"url":null,"abstract":"<p><p>This work presents a predictive model of aqueous ionization constants (pK<sub>a</sub>) 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<sub>a</sub> value. Both models were incorporated into our global (i. e., taking all ionizable groups into account) S+pKa model.[1-2].</p>","PeriodicalId":18853,"journal":{"name":"Molecular Informatics","volume":"44 3","pages":"e202400296"},"PeriodicalIF":3.1000,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Molecular Informatics","FirstCategoryId":"3","ListUrlMain":"https://doi.org/10.1002/minf.202400296","RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0
Abstract
This work presents a predictive model of aqueous ionization constants (pKa) 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 pKa value. Both models were incorporated into our global (i. e., taking all ionizable groups into account) S+pKa model.[1-2].
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.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
