A Series of Novel (E)-8-fluoro-6-oxo-9-(piperazin-1-yl)-2-styryl-2,6-dihydro-1H-imidazo[4,5,1-ij]quinoline-5-carboxylic acid and its derivatives are synthesised by cyclisation of 3-chloro-4-fluoroaniline in high yield using green methodologies. The molecular structures of target compounds (7a-7i) were confirmed by 1H and 13C NMR spectroscopy and mass spectrometry.Newly synthesised compounds are screened for Anti-mycobacterial activity and MIC was determined.Majority of compounds (the compound 7c )shows better activity and the most active inhibitor of tuberculosis 5f exhibited a promising inhibition of m. tuberculosis with good MIC value. These compounds docked into the active site of nitrate reductase (PDB code, 3IVX) using autodock 4.2 software, which showed good affinity for the enzyme when compared with the kinetic energies of standard drugs such as amoxcillin (-34.28) and ciprofloxacin (-28.20). Among all the designed compounds, the compound 7g shows highest binding energy with interactions of ARG200, THR85 and GLU189.