Drug Design and Discovery

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Drug Design and Discovery the most fruitful basis for the discovery of a new drug is to start with an old drug. James Black (Nobel Prize for Medicine, 1988)

Big Pharma Pharma spends > $50 billion/yr on R&D Mergers & acquisitions Licensing deals with biotech and small pharmaceutical companies Targeting chronic conditions, not acute Drug pipeline

Drugs with expected sales of over $1 billion ~50% of new drugs => vulnerability when patent protection expires ~ $1 billion to develop, test, and obtain approval for new drug 99.9% of compounds wash out R&D expenditures not matched to NCE Blockbuster Drugs

Overview of Drug Discovery >21,000 drug products Only 1,357 unique drugs 1204 small-molecule drugs 166 biological drugs Punta, Y. et al. (2005) DDT 10: 1475-1482.

Approaches to Drug Discovery Combinatorial chemistry High throughput screening - but high affinity compounds not necessarily better (often high MW) Genomics & proteomics (but target validation challenging) Computational approaches Structure-based, rational drug design Virtual screening QSAR etc.

Combi Chem and HTS Proteins are inherently sticky molecules. There may well be a danger that the binding reactions used in HTS in conjunction with combinatorial chemistry will select-in nonspecific molecules. Black, J. (1999) Future perspectives in pharmaceutical research. Pharm. Policy Law 1: 85-92.

Steps in Drug Discovery Identify target (usually a protein) Target validation Identify initial hits Improve potency (hit -> lead) Optimize lead to candidate drug Large-scale production and preclinical animal safety studies Clinical trials Phase I - small study on healthy subjects to confirm safety Phase II - slightly larger study to confirm efficacy Phase III - large study for safety and efficacy

Target Identification Targets of current drugs Compete for binding site of endogenous small molecule Druggability Presence of protein folds that favor interaction with drug-like compounds Ability of protein binding pocket to bind lead molecules with high affinity

How Many Drug Targets are There? Drew & Reiser (1996) - 483 Golden (2003) - 273 Wishart (2006) - 6,000 to 14,000 Zheng et al. (2006) - 268 Overington et al. (2006) - 324 (266 human); remainder bacterial, viral, etc. Lower numbers usually obtained by requiring clear identification of target and assays to demonstrate interaction with target and efficacy. How extrapolate to total number of targets? Based on close homologs of 324 known targets => 1048 genes (3.5% of genome)

Privileged Druggable Domains Domains for which significant number of family members are drug targets Overington et al. (2006) Nature Rev. Drug Disc. 5: 993-996.

Promiscuity Polypharmacology - promiscuous modulation of several targets by a small molecule drug e.g., protein kinase inhibitors not as selective as initially thought Also have promiscuous proteins that bind diverse range of ligands Nuclear hormone receptors Cytochrome P450s (CYP3A4)

Target Validation Proving that target is directly involved in disease process Knock-out gene of interest Use RNA antisense technology to inactivate the gene Use known small molecule inhibitor

Hit Identification High-throughput screening Virtual screening Lipinski s Rule of 5 MW < 500 ClogP < 5 H-bond donors < 5 H-bond acceptors < 10 Extensions Polar surface area < 140 Å 2 Rotatable bonds < 10

Lead Identification Structural similarity to other compounds (e.g., QSAR) => ligand-based design Pharmacophore identification Docking and scoring => structure-based design

Lead Optimization Structure-based refinement ADMET experiment and modeling Cytochrome P450 can affect half-life and cause drug-related side effects and toxicity Modification of compound as needed Anti-targeting Identify proteins to which you do not want drug to bind Human serum albumin can prevent drug from reaching target site

ADMET Absorption, distribution, metabolism, excretion, toxicity ~50% of drugs in development fail due to ADMET deficiencies and ~50% of drugs that make it to market have some ADMET problem e.g., calcium-channel blocker, mibefradil (Posicor) - user to treat hypertension and angina But potent inhibitor of liver metabolism Withdrawn within year of launch (1997-98) Efforts to develop computational predictive models of ADMET

Why Drug Candidates Fail Hodgson, J. (2001) Nature Biotech. 19: 722-726.