Protein conformational flexibility modulates kinetics and thermodynamics of drug binding

被引:200
作者
Amaral, M. [1 ,2 ,10 ]
Kokh, D. B. [3 ]
Bomke, J. [4 ]
Wegener, A. [2 ]
Buchstaller, H. P. [5 ]
Eggenweiler, H. M. [5 ]
Matias, P. [1 ,6 ]
Sirrenberg, C. [7 ]
Wade, R. C. [3 ,8 ,9 ]
Frech, M. [2 ]
机构
[1] iBET, P-2780157 Oeiras, Portugal
[2] Merck KGaA, Mol Interact & Biophys, D-64293 Darmstadt, Germany
[3] Heidelberg Inst Theoret Studies, Mol & Cellular Modeling Grp, D-69118 Heidelberg, Germany
[4] Merck KGaA, Mol Pharmacol, D-64293 Darmstadt, Germany
[5] Merck KGaA, Med Chem, D-64293 Darmstadt, Germany
[6] Univ Nova Lisboa, ITQB Inst Tecnol Quim & Biol Antonio Xavier, P-2780157 Oeiras, Portugal
[7] Merck KGaA, Cellular Pharmacol Oncol, D-64293 Darmstadt, Germany
[8] Heidelberg Univ, DKFZ ZMBH Alliance, Zentrum Mol Biol, D-69120 Heidelberg, Germany
[9] Heidelberg Univ, Interdisciplinary Ctr Sci Comp, D-69120 Heidelberg, Germany
[10] Sanofi Aventis Deutschland GmbH, R&D, Biol Res Prot Therapeut, D-65926 Frankfurt, Germany
关键词
ENTHALPY-ENTROPY COMPENSATION; RESIDENCE TIME; MOLECULAR CHAPERONE; INDUCED FIT; HSP90; INHIBITION; ACTIVATION; SELECTION; INSIGHTS; DOMAIN;
D O I
10.1038/s41467-017-02258-w
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Structure-based drug design has often been restricted by the rather static picture of protein-ligand complexes presented by crystal structures, despite the widely accepted importance of protein flexibility in biomolecular recognition. Here we report a detailed experimental and computational study of the drug target, human heat shock protein 90, to explore the contribution of protein dynamics to the binding thermodynamics and kinetics of drug-like compounds. We observe that their binding properties depend on whether the protein has a loop or a helical conformation in the binding site of the ligand-bound state. Compounds bound to the helical conformation display slow association and dissociation rates, high-affinity and high cellular efficacy, and predominantly entropically driven binding. An important entropic contribution comes from the greater flexibility of the helical relative to the loop conformation in the ligand-bound state. This unusual mechanism suggests increasing target flexibility in the bound state by ligand design as a new strategy for drug discovery.
引用
收藏
页数:14
相关论文
共 68 条
[1]   Gromacs: High performance molecular simulations through multi-level parallelism from laptops to supercomputers [J].
Abraham, Mark James ;
Murtola, Teemu ;
Schulz, Roland ;
Páll, Szilárd ;
Smith, Jeremy C. ;
Hess, Berk ;
Lindah, Erik .
SoftwareX, 2015, 1-2 :19-25
[2]   Entropy-driven binding of opioid peptides induces a large domain motion in human dipeptidyl peptidase III [J].
Bezerra, Gustavo A. ;
Dobrovetsky, Elena ;
Viertlmayr, Roland ;
Dong, Aiping ;
Binter, Alexandra ;
Abramic, Marija ;
Macheroux, Peter ;
Dhe-Paganon, Sirano ;
Gruber, Karl .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2012, 109 (17) :6525-6530
[3]  
Bricogne G., 2016, BUSTER V 2 11 6
[4]  
Case DA, 2015, AMBER
[5]   Evaluating the accuracy of the quasiharmonic approximation [J].
Chang, CE ;
Chen, W ;
Gilson, MK .
JOURNAL OF CHEMICAL THEORY AND COMPUTATION, 2005, 1 (05) :1017-1028
[6]  
Copeland RA, 2013, EVALUATION OF ENZYME INHIBITORS IN DRUG DISCOVERY: A GUIDE FOR MEDICINAL CHEMISTS AND PHARMACOLOGISTS, 2ND EDITION, P1, DOI 10.1002/9781118540398
[7]   Opinion - Drug-target residence time and its implications for lead optimization [J].
Copeland, Robert A. ;
Pompliano, David L. ;
Meek, Thomas D. .
NATURE REVIEWS DRUG DISCOVERY, 2006, 5 (09) :730-739
[8]  
Copeland RA, 2011, FUTURE MED CHEM, V3, P1491, DOI [10.4155/FMC.11.112, 10.4155/fmc.11.112]
[9]   The 90-kDa molecular chaperone family:: Structure, function, and clinical applications.: A comprehensive review [J].
Csermely, P ;
Schnaider, T ;
Soti, C ;
Prohászka, Z ;
Nardai, G .
PHARMACOLOGY & THERAPEUTICS, 1998, 79 (02) :129-168
[10]   Hsp90 structure and function studied by NMR spectroscopy [J].
Didenko, Tatiana ;
Duarte, Afonso M. S. ;
Karagoz, G. Elif ;
Rudiger, Stefan G. D. .
BIOCHIMICA ET BIOPHYSICA ACTA-MOLECULAR CELL RESEARCH, 2012, 1823 (03) :636-647