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A series of novel indolo[3,2-c]isoquinoline hybrids derivatives were synthesized. On the basis of spectroscopic and analytical data, the structures of newly synthesized compounds were determined. They were further evaluated for their  in vitro  antimicrobial, antioxidant anticancer and anti-TB activities. Results reveal that compounds  4a  and  5a  displayed better potency against all bacterial strains and compound  3b  showed significant antifungal action against all fungi tested. Compound  4b  display excellent antioxidant capability. Compounds  3a ,  4a , and  5a  bearing chloro on indolo[3,2-c]isoquinoline ring were found have higher potency against all cancer cell lines. Compound  5b  displayed potent antitubercular activity against  Mycobacterium tuberculosis  H37Rv strain with MIC 0.12 μg/mL. Consequently, a five-point e-pharmacophore model (AADDR) was built. Docking studies displayed that compounds  2a ,  2b ,  3a ,  4b , and  4c  exhibited stronger interactions and higher binding affinity toward Glu 166 , Gln 189 , and His 41 , which are critical amino acid residues that play a significant role in PDB: 7D1M (SARS-CoV-2 M pro ) through hydrogen bonding, hydrophobic and π-π interactions. Further, frontier molecular orbitals studies were executed to understand their orbital energies and HOMO-LUMO lowest energy gap is 8.39 eV shown by compound  5a .

polycyclic aromatic compounds

Synthesis, E-pharmacophore, Molecular Docking Studies with SARS-CoV-2 Protease, Their Biological Properties and DFT Calculation of Some New Indolo[3,2-c]Isoquinoiline Hybrids