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The combined spectroscopic and electronic analyses confirmed strong electron delocalization, stable molecular configuration, and favorable charge-transfer characteristics. Natural bond orbital and frontier molecular orbital studies revealed extensive hyperconjugation and high kinetic stability, while thermodynamic assessments indicated spontaneous and stable behavior across varying temperatures. Molecular docking with Hsp90 demonstrated strong binding affinity, stabilized by hydrogen bonding and Van der Waals interactions with key residues. These findings highlight Withaferin A\u2019s structural robustness, electronic versatility, and potent binding characteristics, supporting its promise as a therapeutic inhibitor. 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