A Web Tool for Calculating Substituent Descriptors Compatible with Hammett Sigma Constants. Issue 12 (30th August 2022)

• Record Type: Journal Article
• Authors: Ertl, Peter
• Is Part Of: Chemistry methods. Volume 2:Issue 12(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-08-30
• Subjects: cheminformatics -- Hammett sigma constants -- Hansch π hydrophobicity constants -- organic substituents -- web tools; Chemistry, Analytic -- Periodicals; 543
• DOI: 10.1002/cmtd.202200041
• Languages: English
• ISSNs: 2628-9725

Abstract

Abstract: The electron‐donating and ‐accepting power of organic substituents is an important parameter affecting many properties of parent molecules, most notably their reactivity and p K a of ionisable groups. These substituent properties are described by Hammett σ constants obtained by measuring ionization constants of substituted benzoic acids. Although values of the Hammett σ constants have been measured for the most common functional groups, data for many important substituents are not available. In the present study, a method to calculate substituent descriptors compatible with the Hammett σ constants using quantum‐chemically derived parameters is described. On this basis, a free web tool allowing to calculate electronic and hydrophobic substituent descriptors is made available at https://bitly.com/getsigmas . Abstract : A method to calculate substituent descriptors compatible with the Hammett σ constants using quantum chemical parameters is described, and a free web tool allowing to calculate electronic and hydrophobic substituent descriptors is made available at https://bitly.com/getsigmas .