Ethyl 4-(4-fluorophenylamino)-2,6-bis(4-(trifluoromethyl)phenyl)-1-(4-fluoro-phenyl)-1,2,5,6-tetrahydropyridine-3-carboxylate
(
FTEAA
) has been synthesized efficiently in an iodine-catalyzed
five-component reaction of 4-fluoroaniline, 4-trifluoromethyl benzaldehyde,
and ethyl acetoacetate in methanol at 55 °C for 12 h. Various
spectro-analytical techniques such as
1
H and
13
C NMR and Fourier-transform infrared spectroscopy have validated
the structure of
FTEAA
. Further confirmation of the structure
of
FTEAA
has been established on the basis of single-crystal
X-ray diffraction analysis. The supramolecular assembly of
FTEAA
in terms of strong and comparatively weak noncovalent interactions
is fully investigated by Hirshfeld surface analysis, the interaction
energy between pairs of molecules, and energy frameworks. The void
analysis is conducted to explore the strength and stability of the
crystal structure. Furthermore, molecular docking analysis was computationally
performed to see the potential intermolecular interactions between
the selected proteins and
FTEAA
. The binding interaction
energies are found to be −8.8 and −9.6 kcal/mol for
the proteins MAO-B (PDB ID:
2V5Z
) and MAO-A (PDB ID:
2Z5X
), respectively. These reasonably good
binding energies (more negative values) indicate the efficient associations
between the
FTEAA
and target proteins. The proteins and
FTEAA
were also analyzed for intermolecular interactions.
FTEAA
and proteins interact in a variety of ways, like conventional
hydrogen bonds, carbon–hydrogen bonds, alkyl, π-alkyl,
and halide interactions.