N'-((5-bromothiophen-2-yl)methylene)nicotinohydrazide Schiff base was isolated and characterized as Z-isomer. Ethanoic reflux condensation of equivalent amount of nicotinohydrazideand with 5-bromothiophene-2-carbaldehyde produced the desired compound in good yield. The condensation reaction was monitored by FT-IR and UV-visible as well as DFT calculation. The structure of desired compound wasexperimentally analyzed based on: elemental analysis, EI-Ms, UV-visible, FT-IR spectral, TG/DTG and 1H-NMR.DFT-computational calculation supportedZ- isomer as favorited product over E one, good accordance between experimental and theoretical calculated were recorded. The antibacterial results obtained using the desired compound indicates a promising result against human pathogenic bacteria.