The study on QSAR and relations between molecular descriptors of 5, 8-quinoline quinones derivatives

Abstract In this study, some electronic, hydrophobic and thermochemical parameters of 28 different 5,8-quinolinequinone derivatives having diverse substituents have been calculated by using DFT (B3LYP)/6-31G(d, p) method and basis set. Relationships between different molecular descriptors have been studied by using molecular polarizability (α), dipole moment (μ), EHOMO, ELUMO, molecular volume (Vm), ionization potential (IP), electron affinity (EA), electronegativity (χ), molecular hardness (η), molecular softness (S), electrophilic index (ω), molar refractivity (MR), octanol–water partition coefficient (log P), thermochemical properties (entropy (Se), capacity of heat (C)); as to investigate activity relationships with molecular structure. In addition, the QSAR/QSPR between molecular properties and biological activity (anti-proliferative and anti-inflammatory activity) has been investigated, where R, R2, F, P and RMSE have taken into account in order to find a statistically correct model in QSAR studies. The dependence of the electronegativity parameter on both electronic and thermochemical parameters is found to be the most correlated parameter.