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Index
Cover Series Title Page Copyright List of Contributors Preface A Personal Foreword Section I
Chapter 1: The Binding Thermodynamics of Drug Candidates
1.1 Affinity Optimization 1.2 The Binding Affinity 1.3 The Enthalpy Change 1.4 The Entropy Change 1.5 Engineering Binding Contributions 1.6 Lipophilic Efficiency and Binding Enthalpy Acknowledgments References
Chapter 2: van't Hoff Based Thermodynamics
2.1 Relevance of Thermodynamics to Pharmacology 2.2 Affinity Constant Determination 2.3 The Origin of van't Hoff Equation 2.4 From van't Hoff toward Thermodynamic Discrimination 2.5 Representation of ΔG°, ΔH°, and ΔS° Data 2.6 The Adenosine Receptors Binding Thermodynamics Story 2.7 Binding Thermodynamics of G-Protein Coupled Receptors 2.8 Binding Thermodynamics of Ligand-Gated Ion Channel Receptors 2.9 Discussion Abbreviations References
Chapter 3: Computation of Drug-Binding Thermodynamics
3.1 Introduction 3.2 Potential of Mean Force Calculations 3.3 Alchemical Transformations 3.4 Nonequilibrium Methods 3.5 MM-PBSA 3.6 Linear Interaction Energy 3.7 Scoring Functions 3.8 Free-energy Components 3.9 Summary References
Chapter 4: Thermodynamics-Guided Optimizations in Medicinal Chemistry
4.1 Introduction 4.2 The Thermodynamics of Medicinal Chemistry Optimizations 4.3 Selection of Suitable Starting Points 4.4 Thermodynamics Based Optimization Strategies References
Chapter 5: From Molecular Understanding to Structure–Thermodynamic Relationships, the Case of Acetylcholine Binding Proteins
5.1 Introduction 5.2 Acetylcholine Binding Proteins (AChBPs) 5.3 Thermodynamics of Small Molecule Binding at AChBPs 5.4 Concluding Remarks and Outlook References
Chapter 6: Thermodynamics in Lead Optimization
6.1 Introduction to Lead Optimization in Drug Discovery 6.2 Measurement of Thermodynamic Parameters in Lead Optimization 6.3 Advantages during Lead Optimization for Thermodynamic Measurements 6.4 Exploitation of Measured Thermodynamics in Lead Optimization 6.5 Lead Optimization beyond Affinity 6.6 Exemplary Case Studies 6.7 Potential Complicating Factors in Exploiting Thermodynamics in Lead Optimization 6.8 Summary References
Chapter 7: Thermodynamic Profiling of Carbonic Anhydrase Inhibitors
7.1 Introduction 7.2 Thermodynamic Profiles of Fragment Inhibitors 7.3 Thermodynamics of Fragment Growing 7.4 Conclusions Acknowledgments References
Section II
Chapter 8: Drug–Target Residence Time
8.1 Introduction 8.2 Open and Closed Systems in Biology 8.3 Mechanisms of Drug–Target Interactions 8.4 Impact of Residence Time on Cellular Activity 8.5 Impact on Efficacy and Duration In vivo 8.6 Limitations of Drug–Target Residence Time 8.7 Summary References
Chapter 9: Experimental Methods to Determine Binding Kinetics
9.1 Introduction 9.2 Definitions 9.3 Experimental Strategy 9.4 Experimental Methodologies 9.5 Specific Issues 9.6 Conclusion Acknowledgment References
Chapter 10: Challenges in the Medicinal Chemical Optimizationof Binding Kinetics
10.1 Introduction 10.2 Challenges 10.3 Optimization in Practice 10.4 Summary and Conclusions References
Chapter 11: Computational Approaches for Studying Drug Binding Kinetics
11.1 Introduction 11.2 Theoretical Background 11.3 Model Types and Force Fields 11.4 Application Examples 11.5 Summary and Future Directions Acknowledgments References
Chapter 12: The Use of Structural Information to Understand Binding Kinetics
12.1 Introduction 12.2 Binding Kinetics 12.3 Methods to Obtain Structural Information to Understand Binding Kinetics 12.4 Literature on Structure Kinetic Relationships 12.5 Current Thinking on the Structural Factors That Influence Binding Kinetics 12.6 Concluding Remarks References
Chapter 13: Importance of Drug–Target Residence Time at G Protein-Coupled Receptors – a Case for the Adenosine Receptors
13.1 Introduction 13.2 The Adenosine Receptors 13.3 Mathematical Definitions of Drug–Target Residence Time 13.4 Current Kinetic Radioligand Assays 13.5 Dual-Point Competition Association Assay: a Fast and High-Throughput Kinetic Screening Method 13.6 Drug–Target Residence Time: an Often Overlooked Key Aspect for a Drug's Mechanism of Action 13.7 Conclusions Acknowledgments References
Chapter 14: Case Study: Angiotensin Receptor Blockers (ARBs)
14.1 Introduction 14.2 Insurmountable Antagonism 14.3 From Partial Insurmountability to an Induced Fit-Binding Mechanism 14.4 Sartan Rebinding Contributes to Long-Lasting AT1-Receptor Blockade 14.5 Summary and Final Considerations References
Chapter 15: The Kinetics and Thermodynamics of Staphylococcus aureus FabI Inhibition
15.1 Introduction 15.2 Fatty Acid Biosynthesis as a Novel Antibacterial Target 15.3 Inhibition of saFabI 15.4 Computer-Aided Enzyme Kinetics to Characterize saFabI Inhibition 15.5 Orthogonal Methods to Measure Drug–Target Residence Time 15.6 Mechanism-Dependent Slow-Binding Kinetics 15.7 Mechanistic Basis for Binary Complex Selectivity 15.8 Rational Design of Long Residence Time Inhibition 15.9 Summary References
Section III
Chapter 16: Thermodynamics and Binding Kinetics in Drug Discovery
16.1 Introduction 16.2 Reaction Coordinate 16.3 Competing Rates 16.4 Thermodynamic Controlled Process – Competing Rates under Equilibrium Conditions 16.5 Kinetics Controlled Processes – Competing Rates under Non-equilibrium Conditions 16.6 Conformational Controlled Process – Kinetics as a Diagnostic for Conformational Change 16.7 The Value of Thermodynamics Measurements to Drug Discovery 16.8 Complementarity of Binding Kinetics and Thermodynamic to Discover Safer Medicines References
Index End User License Agreement
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