Quantitative Structure-Activity Relationship

1
Quantitative Structure-Activity Relationship
The basic assumption of QSAR is that there are
some quantitative relationships between the
microscopic (molecular structure) and the
macroscopic (empirical) properties (particularly
biological activity) of a molecule
2
Physico-chemical descriptors

• General (Melting point, Boiling point, Vapour
  pressure, Dissociation constant (pKa), Activation
  energy, Heat of reaction, Reaction rate constant
  (k), Reduction potential)
• Hydrophobicity (Partition coefficient, P, Rm
  coefficient from reverse-phase chromatography,
  Solubility in water (S) )
• Quantum-chemical (Molecular orbital indices such
  as Electron density and Bond reactivity,
  Electron polarizability, Charge of atom)
• Steric (Molecular volume, Molecular shape,
  Molecular surface area, Molecular refractivity
  (MR), Substructure shape, Taft steric substituent
  constant (Es), Verloop STERIMOL constants (L B1
  - B5) )
• Electronic (Hammett constant, Taft polar
  substituent constant, Ionization potential,
  Dielectric constant, Dipole moments, H-bonding
  (HB))

3
Enade dkk., QSAR of Curcumin and Its Derivatives
as GST inhibitor
C2
C3
C1
C4
curcumin
C6
C5
Log 1/IC50 -2.238 17,326 qC2 1.876 qC4
9.200 qC6
GST glutathione S-transferase
4
Yuliana dkk., QSAR of benzalaceton and Its
derivatives as antimutagenic
2
3
1
1
4
3
6
2
5
benzalaceton
4
Log 1/IC50 82,579 31,061 qC1 3,636 qC2
0,567 qC3 0,761 qC4
1,967 qC5 26,025 qC6 27,396 qC1 457,342
qC3 108,727 qC4 160,925 qO