Polar surface area

Polar surface area (in red) of paracetamol

The polar surface area (PSA) of a molecule is defined as the surface sum over all polar atoms, primarily oxygen and nitrogen, also including their attached hydrogens.

PSA is a commonly used medicinal chemistry metric for the optimisation of a drug's ability to permeate cells. Molecules with a polar surface area of greater than 140 angstroms squared tend to be poor at permeating cell membranes. [1] For molecules to penetrate the blood–brain barrier (and thus act on receptors in the central nervous system), a PSA less than 90 angstroms squared is usually needed.[2]

See also

References

  1. Pajouhesh H, Lenz GR (Oct 2005). "Medicinal Chemical Properties of Successful Central Nervous System Drugs.". NeuroRx. 2 (4): 541–553. doi:10.1602/neurorx.2.4.541.
  2. Hitchcock SA, Pennington LD (May 2006). "Structure - Brain Exposure Relationships". J Med. Chem. 49 (26): 7559–7583. doi:10.1021/jm060642i.

External links


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