Synthesis, structure elucidation, Hirshfeld surface analysis, DFT, molecular docking and Monte Carlo simulation of new quinoline-4-carboxylate derivatives.

• Four quinoline-4-carboxylate derivatives (2b, 3c, 4a, and 4d) have been synthesized. • They are characterized using NMR spectroscopy and X-ray crystallography. • Intercontacts between crystal units are identified by Hirshfeld surface analysis. • Docking study expects potent inhibition of quinoline-4-carboxylates vis EGFR kinase. • MD simulation expects potent corrosion inhibition of 3c and 4d derivatives. Herein, new 2-oxo-1,2-dihydroquinoline-4-carboxylate derivatives (2a-5d) have been synthesized based on a developed systematic approach, only by esterification reactions of 2-oxo-1,2-dihydroquinoline-4-carboxylic acid with various kinds of alcohols, followed by an alkylation reactions using a different alkylating agents. All the generated compounds are characterized by NMR spectroscopy (1H and 13C). The structures of compounds (2b, 3c, 4a, and 4d) were confirmed using monocrystalline X-ray crystallography. The docking study of the developed derivatives and targets of protein database inhibitors (PDB: 1M17 -EGFR kinase) showed useful information on possible interactions. The experimental results and the expected spectral data using the DFT method at the B3LYP/6-31G(d,p) level of theory were compared. Bi- and three-dimensions Hirshfeld surface examinations have been realized to reveal the non-bond interactions in solid-phase crystal packing and to identify the neighboring inter-molecular contacts for the three molecules 3c, 4a, and 4d. Monte Carlo simulations in the aqueous phase were used to expect the affinity of these derivatives toward mitigation of iron and copper corrosion in acidic and neutral solutions. A proper protection property is anticipated for compounds 3c and 4d. [Display omitted] Interactions for of the newly synthesized compounds 2b, 3c, 4a and 4d docked into the macromolecule 1M17 [ABSTRACT FROM AUTHOR]