Lipinski’s Rule, so called “Rule of Five”, is published by Christopher A. Lipinski et al. in Pfizer Central Research (Groton, NJ,USA). They selected a subset of 2245 compounds from WDI (World Drug Index) database and defined drug-like character through this subset. The results are the followings: [ Lipinski,C.A. et al. Adv. Drug Deliv. Rev. 1997, 23, 3. ]
- No. hydrogen bond donors ≤ 5 ( The sum of OHs and NHs )
- No. hydrogen bond acceptor ≤ 10 ( The sum of Os and Ns )
- Molecular weight ≤ 500
- CLogP ≤ 5 ( MlogP ≤ 4.5 )
About 90 % of the above subset is included in defined rage with better solubility and permeability.