11,721
Views
0
CrossRef citations to date
0
Altmetric
Editorial

Lipophilic Efficiency: The Most Important Efficiency Metric in Medicinal Chemistry

, &
Pages 113-115 | Published online: 30 Jan 2013

References

  • Lipinski CA , LombardoF, DominyBW, FeeneyPJ. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings.Adv. Drug Deliv. Rev.23(1–3), 3–25 (1997).
  • Zhang M -Q, Wilkinson B. Drug discovery beyond the ‘rule-of-five‘. Curr. Opin. Biotechnol.18(6), 478–488 (2007).
  • Leeson PD , SpringthorpeB. The influence of drug-like concepts on decision-making in medicinal chemistry.Nat. Rev. Drug Discov.6(11), 881–890 (2007).
  • Hughes JD , BlaggJ, PriceDA, BaileySet al. Physicochemical drug properties associated with in vivo toxicological outcomes. Bioorg. Med. Chem. Lett. 18(17), 4872–4875 (2008).
  • Waring MJ . Lipophilicity in drug discovery.Expert Opin. Drug Discov.5(3), 235–248 (2010).
  • van de Waterbeemd H . Physicochemical approaches to drug absorption. In: Drug bioavailability: estimation of solubility, permeability, absorption and bioavailability, Volume 40, 2nd Edition. van de Waterbeemd H, Testa B (Eds). Wiley-VCH Verlag GmbH and Co., Weinheim, Germany, 71–99 (2009).
  • Arnott JA , PlaneySL. The influence of lipophilicity in drug discovery and design.Expert Opin. Drug Discov.7(10), 863–875 (2012).
  • Kramer C , TilmannH, FliggeT, BeckB, ClarkT. A consistent dataset of kinetic solubilities for early-phase drug discovery.ChemMedChem4(9), 1529–1536 (2009).
  • Waring MJ . Defining optimum lipophilicity and molecular weight ranges for drug candidates-molecular weight dependent lower log D limits based on permeability.Bioorg. Med. Chem. Lett.19(10), 2844–2851 (2009).
  • Johnson TW , DressKR, EdwardsM. Using the golden triangle to optimize clearance and oral absorption.Bioorg. Med. Chem. Lett.19(19), 5560–5564 (2009).
  • Peters J -U, Schnider P, Mattei P, Kansy M. Pharmacological promiscuity: dependence on compound properties and target specificity in a set of recent Roche compounds. ChemMedChem4(4), 680–686 (2009).
  • Leeson PD , DavisAM. Time-related differences in the physical property profiles of oral drugs.J. Med. Chem.47(25), 6338–6348 (2004).
  • Edwards MP , PriceDA. Role of physicochemical properties and ligand lipophilicity efficiency in addressing drug safety risks.Ann. Reports Med. Chem.45, 381–391 (2010).

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.