Frontiers in Drug Discovery · 2024 · 11 citations · 22 references
PharmacyChemistryMedicinal ChemistryDrug DesignDrug DiscoveryStructure-activity RelationshipsChemical Space ExplorationLigand BindingMolecular DescriptorsQuantitative Structure-activity RelationshipsStructure-activity Relationship AnalysisDrug LipophilicityHighest Occupied Molecular OrbitalLowest Unoccupied Molecular OrbitalPhysicochemical PropertiesRational DesignSolubilityTopological DescriptorsTopological Indices
Quantitative structure activity relationship (QSAR) is a widely used tool in rational drug design that establishes relationships between the physicochemical and topological descriptors of ligands and their biological activities. Obtained QSAR models help identify descriptors that play pivotal roles in the biological activity of ligands. This not only helps the prediction of new compounds with desirable biological activities but also helps with the design of new compounds with better activities and low toxicities. QSAR commonly uses lipophilicity (logP), hydrophobicity (logD), water solubility (logS), the acid–base dissociation constant (pKa), the dipole moment, the highest occupied molecular orbital (HOMO), the lowest unoccupied molecular orbital (LUMO), molecular weight (MW), molar volume (MV), molar refractivity (MR), and the kappa index as physicochemical parameters. Some commonly used topological indices in QSAR are the Wiener index, Platt index, Hosoya index, Zagreb indices, Balaban index, and E-state index. This review presents a brief description of the significance of the most extensively used physicochemical and topological parameters in drug design.
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Arup K. Ghose, Gordon M. Crippen · Journal of Chemical Information and Computer Sciences · 1987 · 808 citations
Calculation of hydrophobic constant (log P) from .pi. and f constants
Albert J. Leo, P. Y. C. JOW, C Silipo et al. · Journal of Medicinal Chemistry · 1975 · 296 citations