The insurgence in microbial resistance has led to urgent requirement of new and upgraded antimicrobial agents with new biological targets, higher potency, cost-effectiveness and low toxicity. The present work describes the synthesis and antimicrobial screening of some pyrrole 1,2,3-triazole hybrids bearing chalcone and amide scaffolds. The antimicrobial screening results revealed that all the synthesized pyrrole 1,2,3-triazoles (5a–5n) exhibited higher efficacy than the pyrrole-chalcones (2a–2b) towards the tested strains. Compounds 5k (MIC = 1.56 µg/mL) and 5l (MIC = 1.56 µg/mL) displayed highest potency toward E. coli which is equivalent to standard ciprofloxacin (MIC = 1.56 µg/mL). The docking of 5k within the active sites of E. coli DNA gyrase (PDB: 1KZN) and C. albicans sterol 14α-demethylase (PDB: 5TZ1) exhibited good interaction with binding energy of – 123.224 and – 114.278 kcal/mol, respectively

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