Synthesis, X-ray diffraction study, analysis of inter­molecular inter­actions and mol­ecular docking of ethyl 1-(3-tosyl­quinolin-4-yl)piperidine-4-carboxyl­ate

The title compound, C(24)H(26)N(2)O(4)S, can be obtained via two synthetic routes. According to our investigations, the most suitable way is by the reaction of ethyl 2-bromo­acetate with sodium tosyl­sulfinate in dry DMF. It was crystallized from methanol into the monoclinic P2(1)/n space group with a single mol­ecule in the asymmetric unit. Hirshfeld surface analysis was performed to define the hydrogen bonds and analysis of the two-dimensional fingerprint plots was used to distinguish the different types of inter­actions. Two very weak non-classical C—H⋯O hydrogen bonds were found and the contributions of short contacts to the Hirshfeld surface were determined. Mol­ecules form an isotropic network of inter­molecular inter­actions according to an analysis of the pairwise inter­action energies. A mol­ecular docking study evaluated the inter­actions in the title compound with the active centers of macromolecules of bacterial targets (Staphylococcus aureus DNA Gyrase PDB ID: 2XCR, Mycobacterium tuberculosis topoisomerase II PDB ID: 5BTL, Streptococcus pneumoniae topoisomerase IV PDB ID: 4KPF) and revealed high affinity towards them that exceeded the reference anti­biotics of the fluoro­quinolone group.