An efficient synthesis, characterization, DFT study and molecular docking of novel sulfonylcycloureas

ABSTRACT Sulfonylcycloureas derivatives (3a-3e) are novel heterocyclic compounds synthesized by condensation reaction of several sulfonamides derived from aminoesters (1a-1e) with ethyl bis(2-chloroethyl)carbamate 2b. Series of these desired products are obtained from good to excellent yields within 3-4 hours in all cases. All the synthesized compounds are characterized by 1H, 13C, NMR, and mass spectroscopy. Molecular docking are used to study the anticancer activity of the most active compounds. Molecular docking of the molecule 3 into the AKR1C1 crystal structure reveals the key interactions with the active site. The theoretical calculations for the compounds 3a-3e were performed using DFT/B3LYP/6-31 G (d,p) method. The optimized structural parameters, Frontier molecular orbitals (FMO's) and global reactivity descriptors were determined. The dipole moment (μ), polarizability (α) and first order hyperpolarizability (β) values of the title compound have been computed at the same level of theory on the finite field approach.