Alternative variables in drug discovery: promises and challenges

被引:13
作者
Abad-Zapatero, Cele [1 ]
Champness, Edmund J. [2 ]
Segall, Matthew D. [2 ]
机构
[1] Univ Illinois, Ctr Pharmaceut Biotechnol, Chicago, IL 60607 USA
[2] Optibrium Ltd, Cambridge CB25 9TL, England
关键词
LIGAND EFFICIENCY INDEXES; MULTIPARAMETER OPTIMIZATION; LIPOPHILIC EFFICIENCY; DATABASE; IMPACT; GUIDE; LEADS; RULE;
D O I
10.4155/fmc.14.16
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A number of alternative variables have appeared in the medicinal chemistry literature trying to provide a more rigorous formulation of the guidelines proposed by Lipinski to exclude chemical entities with poor pharmacokinetic properties early in the discovery process. Typically, these variables combine the affinity towards the target with physicochemical properties of the ligand and are named efficiencies or ligand efficiencies. Several formulations have been defined and used by different laboratories with different degrees of success. A unified formulation, ligand efficiency indices, was proposed that included efficiency in two complementary variables (i.e., size and polarity) to map and monitor the drug-discovery process (AtlasCBS). The use of this formulation in combination with an extended multiparameter optimization is presented, with examples, as a promising methodology to optimize the drug-discovery process in the future. Future perspectives and challenges for this approach are also discussed.
引用
收藏
页码:577 / 593
页数:17
相关论文
共 38 条
[1]   Ligand efficiency indices as guideposts for drug discovery [J].
Abad-Zapatero, C ;
Metz, JT .
DRUG DISCOVERY TODAY, 2005, 10 (07) :464-469
[2]   Ligand efficiency indices for effective drug discovery [J].
Abad-Zapatero, Cele .
EXPERT OPINION ON DRUG DISCOVERY, 2007, 2 (04) :469-488
[3]   A Sorcerer's apprentice and the rule of five: from rule-of-thumb to commandment and beyond [J].
Abad-Zapatero, Cele .
DRUG DISCOVERY TODAY, 2007, 12 (23-24) :995-997
[4]   Ligand Efficiency Indices (LEIs): More than a Simple Efficiency Yardstick [J].
Abad-Zapatero, Cele ;
Blasi, Daniel .
MOLECULAR INFORMATICS, 2011, 30 (2-3) :122-132
[5]   Ligand efficiency indices for an effective mapping of chemico-biological space: the concept of an atlas-like representation [J].
Abad-Zapatero, Cele ;
Perisic, Ognjen ;
Wass, John ;
Bento, A. Patricia ;
Overington, John ;
Al-Lazikani, Bissan ;
Johnson, Michael E. .
DRUG DISCOVERY TODAY, 2010, 15 (19-20) :804-811
[6]  
[Anonymous], 2013, LIGAND EFFICIENCY IN
[7]   Predicting synthetic accessibility: Application in drug discovery and development [J].
Baber, JC ;
Feher, M .
MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2004, 4 (06) :681-692
[8]   Ligand efficiency and fragment-based drug discovery [J].
Bembenek, Scott D. ;
Tounge, Brett A. ;
Reynolds, Chades H. .
DRUG DISCOVERY TODAY, 2009, 14 (5-6) :278-283
[9]   Random forests [J].
Breiman, L .
MACHINE LEARNING, 2001, 45 (01) :5-32
[10]  
Cortes-Cabrera A, 2012, J COMP AIDED MOL DES