The acid-base dissociation constant (pKa) is a fundamental parameter influencing drug development, impacting lipophilicity, solubility, protein binding, permeability, and stability under different physiological conditions . Understanding the pKa aids in predicting a drug's behaviour in different pH environments within the body, guiding the formulation of dosage forms suitable for conditions like the acidic stomach or alkaline intestines . The pKa value of a substance influences its acidity, higher values indicating weaker acids and resulting in elevated pH. This property directly impacts ionization state of a drug, correlating with pharmacological characteristics like lipophilicity, solubility, protein affinity (both on and off-targets), and membrane permeability. The pH plays a pivotal role in determining ionization states across diverse physiological conditions, from MESP of the leaving proton is directly proportional to the molecular acidity and hence MESP can be considered as a linear predictor of the pKa of the acid .