Moulay Driss Mellaoui, Alejandro Morales-Bayuelo, Abdallah Imjjad, Haydar Mohammad-Salim, Zainab M. Almarhoon, Khalid Abbiche, Aaziz Jmiai, Souad El Issami, Hanane Zejli, Mohammad Shahidul Islam, Mahboob Alam
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引用次数: 0
Abstract
The present study explores the [2π + 4π] cycloaddition reaction with the participation of a buta-1,3-diene series with sulfur dioxide. This investigation employs the molecular electron density theory (MEDT), using the 6-311G(d,p) basis set coupled with the MPWB1K method. Analysis of SO2 reactivity reveals a predominance of the monosynaptic basin V(S2) with a population of 3.14 e and asymmetric NBO charges, where sulfur (1.597) acts as an electrophilic site. The study of chemical potentials shows that SO2 (μ = 5.37 eV) reacts with dienes via polar interactions, primarily targeting the nucleophilic carbons C1 and C7. The activation energies, ranging from 10.44 to 14.95 kcal.mol−1, indicate high barriers, with thermodynamically stable products (∆G range from − 7.35 to − 10.45 kcal.mol−1). The ELF and QTAIM results reveal complex electronic reorganizations without covalent bonds at the transition states, highlighting significant non-covalent interactions. Among the products, P3 stands out for its high binding affinity (− 6.6 kcal.mol−1) and promising ADMET profile, suggesting potential applications in molecular modeling and protein interaction, despite CYP1A2 inhibition.
期刊介绍:
Structural Chemistry is an international forum for the publication of peer-reviewed original research papers that cover the condensed and gaseous states of matter and involve numerous techniques for the determination of structure and energetics, their results, and the conclusions derived from these studies. The journal overcomes the unnatural separation in the current literature among the areas of structure determination, energetics, and applications, as well as builds a bridge to other chemical disciplines. Ist comprehensive coverage encompasses broad discussion of results, observation of relationships among various properties, and the description and application of structure and energy information in all domains of chemistry.
We welcome the broadest range of accounts of research in structural chemistry involving the discussion of methodologies and structures,experimental, theoretical, and computational, and their combinations. We encourage discussions of structural information collected for their chemicaland biological significance.