Synthesis, DFT, topological, ADMET, and molecular docking studies of aryl substituted bis(6-amino uracil 5-yl)methane with promising anti-inflammatory activity

The development of multifunctional heterocycles combining optoelectronic and biological potential is of significant interest in modern materials and medicinal chemistry. In this study, an aryl substituted bis-aminouracil derivative 5,5-((2-bromophenyl)methylene) bis(6-amino-1,3-dimethylpyrimidine-2,4-dione) (BBDP) was synthesized under mild, green conditions and comprehensively analysed by DFT, ADMET, and molecular docking approaches. Frontier molecular orbital analysis revealed a HOMO–LUMO energy gap of 4.8768 eV, reflecting favourable thermodynamic stability and reactivity, supported by global reactivity descriptors such as ionization potential (5.8668 eV), electron affinity (0.9900 eV), and electrophilicity index (2.4101 eV). Excited-state investigations demonstrated efficient intramolecular charge transfer, while topological analyses (RDG, ELF, LOL) highlighted pronounced electronic delocalization. Notably, the compound exhibited 4.32 times increase in dipole moment, 9.95 times rise in mean polarizability, and a 16.44 times enhancement in first-order hyperpolarizability compared with urea, confirming its strong NLO response. ADMET predictions supported drug-likeness, and molecular docking against cyclooxygenase-2 (6COX) showed excellent binding affinity (-8.7 kcal/mol), stabilized by multiple hydrogen bonds, halogen interactions, and hydrophobic contacts. Collectively, these findings establish the compound as an electronically versatile, biologically promising as anti-inflammatory, and environmentally benign heterocyclic scaffold with potential dual applications in optoelectronic devices and therapeutic development.