drug structure

Drug-receptor geometry {drug structure} is a physico-chemical property and can be quantitative.

structure-activity relationships

Drugs have structure-activity relationships (SAR), which can be quantitative (QSAR). Drugs have property-activity relationships.

activity

Drug activity equals physicochemical-variable function. Drug activity relates to concentration, partition coefficient, or product formation. Stages have probabilities. Drug activity is proportional to concentration product, complexing probability, changing probability, and partitioning probability.

activity: complex formation

Drugs form complexes with receptors {intrinsic activity, complex}. Drugs {chemotherapeutic drug} can cause chemical reactions or conformational changes. Drugs {pharmacodynamic drug, complexes} can make complexes but do not change conformation or cause reactions.

Complex-formation probability is formation-reaction equilibrium constant. Equilibrium constant depends on both equilibrium type and substituent electronic influence on reaction center. log(K) = k1 * sigma + k2 {linear free energy equation, structure} (LFE). log(1 / concentration) = k1 * sigma + k2. Electronic influences are universal and have tables of values. Equilibrium type results from multiple regression analysis of simultaneous equations.

activity: partitioning

If hydrophobicity affects drug structure, partition coefficient affects activity. log(K) = k3 * pi + k1 * sigma + k2 and log(1 / concentration) = k3 * pi + k1 * sigma + k2. Partition coefficients are universal and have tables of values.

activity: transport

Drugs have to get to target site. Drug transport involves diffusion, active transport, adsorption, binding to serum proteins, or membrane interactions. Mechanisms that oppose drug transport are excretion, metabolism, and localization in fat. Excretion is faster for hydrophilic. Metabolism is faster for hydrophobic. Localization in fat is faster for hydrophobic. Drug transport affects drug activity. log(K) = k3 * pi + k1 * sigma + k2 - k4 * pi^2. log(1 / concentration) = k3 * pi + k1 * sigma + k2 - k4 * pi^2. Drug transport factors are universal and have tables of values.

structure

Molecule structure depends on atom types, atom numbers, chemical bonds, spatial relations, and atom locations. Features are either present or absent, with no interactions.

structure: molecular connectivity indices

Kier and Hall used features such as electrotopologic state index, valence, molecular shape and flexibility {kappa index, structure}, branching, unsaturation, cyclization, and heteroatom position. They found molecular connectivity indices, based on Randic's branching index, calculated from hydrogen-suppressed chemical graph or skeleton structure. For example, atoms can have number of sigma electrons contributed {simple delta index, structure} or number of valence electrons {valence delta}.

structure: molecular orbital

Quantum-mechanical structure description uses molecular orbital (MO) theory. Molecular orbitals depend on electron location and energy. Total conformation energy gives probability. MO typically ignores solvents.

Highest occupied molecular orbital gives the most-reactive electron for electron-rich nucleophilic molecules. Lowest unoccupied molecular orbital gives the most-reactive electron for electron-poor electrophilic molecules.

MO can test reaction paths and find thermodynamic information, by checking energies in different configurations.

Molecular orbitals can be linear combinations of atomic orbitals (LCAO). Atomic-orbital contribution probability is linear-coefficient squared, and point charge is probability sum.

structure: interactions

Comparative Molecular Field Analysis (CoMFA) uses partial least-squares to analyze grid around site atom and find grid-point hydrophobic, electrostatic, and steric interactions.

structure: ab initio

Ab initio analysis uses electron locations to find charges, electrostatic potentials, dipole moments, ionization energies, electron affinity, and activation energies. Semiempiric analysis uses only valence electrons and parameterizes core electrons. Modified neglect of differential overlap (MNDO) ignores overlaps. Perturbative configuration interaction using localized orbitals (PCILO) uses perturbations. Varying bond angles, bond lengths, and torsion angles can find minimum energy and preferred conformation.

structure: axial-equatorial configuration

Non-conjugated-ring substituent positions can be in ring plane {equatorial configuration} or perpendicular {axial configuration}.

structure: branching

Carbon chain can have fork {branching}.

structure: ionization degree

Molecule can have charge {degree of ionization} {ionization degree}.

structure: dipole moment

Opposite charges can separate by distance.

structure: electrostatic potential

Electric potential energy comes from electric field.

structure: molecular similarity

Molecules can be similar in 3D atomic configuration, atom pairs, chemical graphs, electron densities, field potentials, molecular fragments, molecular properties, molecular surfaces, steric volumes, or topological/information theory indexes.

structure: orientation

Molecule spatial alignment is at receptor site.

structure: radical

Atoms can have one electron in outer orbital.

structure: singlet or triplet state

Orbital state can have paired electrons {singlet state}. Orbital state can have unpaired electrons {triplet state}.

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Date Modified: 2022.0224