DAVID ALLEN WHIPPLE

**** ***** **** 785-***-****

Lawrence, KS 66049 acqcws@r.postjobfree.com

SUMMARY and CAREER GOAL

Successful synthetic organic/medicinal chemist with extensive research experience in the pharmaceutical industry. Solved technical and chemical problems, developed synthetic procedures and synthesized thousands of high quality products on time. Excellent laboratory, computer and communication skills. Dedicated professional, great team player, flexible, results-oriented and self-motivated. Great lab safety record. Set up new labs. Increased productivity of others. Impacted discovery and development of medications with potential to improve people’s lives.

Performed initial synthesis of Xeljanz which is approved for rheumatoid arthritis treatment.

My goal is to continue using chemistry skills to help people.

PROFESSIONAL EXPERIENCE

Specialized Chemistry Center, University of Kansas, Lawrence, KS, 2009-2013, 2014-Present

Senior Research Assistant

Individual contributor under minimal supervision. Designed and synthesized compounds to gain structure activity relationship information for seven research projects that could increase understanding of drug addiction, cancer and malaria.

Synthesized immobilized analogs to potentially discover biomolecular target for anti-melanomia agents.

Coauthored four publications describing kappa opioid receptor, PfM18AAP enzyme or SUMO protein research.

Pfizer, Inc., Groton, CT, 1994-2009

Scientist, 2000-2009

Provided potential antibacterial drugs and immune system suppressants for biological evaluation in support of four research projects. Scaled up synthesis of more interesting compounds for further preclinical testing.

Synthesized chemical libraries and hundreds of targeted single analogs resulting in drug candidates for clinical development.

Synthesized compounds with complex structures (macrolides and monocarbams).

Scaled up preparation of potential drug candidate which was unstable to a wide variety of conditions by developing and implementing methods.

Solved synthetic problem by developing and implementing convenient synthesis of heterocyclic intermediates without which important targeted analogs could not be obtained.

Impacted the productivity of other synthetic chemists by synthesizing large amounts of several critical intermediates used by other chemists to synthesize hundreds of targeted analogs.

Raised the awareness of value in technologies by organizing and leading a team of research associates to evaluate the potential of technologies to increase the efficiency of synthesis.

Increased the productivity of new research associates by mentoring and training them.

Associate Scientist, 1994-2000

Supported three research projects by synthesizing hundreds of targeted analogs including pyrrolopyrimidines, imidazolidinones and cyclic peptides for biological evaluation.

Impacted major drug discovery by being first chemist to synthesize Xeljanz (Tofacitinib) which was approved by the FDA for treating rheumatoid arthritis.

Made improvements over initial synthesis of Xeljanz and synthesized 100 g for preclinical testing.

Sterling Winthrop, Inc., Rensselaer, NY and Collegeville, PA, 1990-1994

Research Scientist

Synthesized peptide mimetics as potential anti-inflammatory drugs for two research projects. Supported another research project by synthesizing peptides to discover novel protease substrates.

Synthesized combinatorial libraries containing thousands of peptides by using solid phase reactions and robotic equipment.

Impacted the work of all other chemists on peptide library project team. Validated development of synthetic procedures and final peptide libraries by amino acid analysis of synthetic intermediates and products.

Analyzed peptide library for potential protease substrates by sequencing enzymatic products to determine enzymatic cleavage sites.

EDUCATION

MS, Master of Science, Medicinal Chemistry, 1990

Medical College of Virginia, Virginia Commonwealth University, Richmond, VA

Thesis: Synthesis and Evaluation of Potential Mechanism-based Inhibitors of Dihydroxy Acid

Dehydratase. Research Advisor: Dr. Richard B. Westkaemper

BS, Bachelor of Science, Chemistry, 1984, minors in Biology and Mathematics

James Madison University, Harrisonburg, VA

PROFESSIONAL AWARDS and AFFILIATION

Safest Lab in Department Recognition, Pfizer Individual Performance Awards 2008 (2), 2006

Pfizer Team Award 2008, Pfizer Department Teamwork Award 2004-2005

Sterling Winthrop Vision and Accomplishment Award 1992

American Chemical Society Member since 1983

LABORATORY SKILLS

Multi-step synthesis, moisture and air sensitive reagents, 5 mg-200 g reactions, heterocyles, sugars, peptides, stereoselective reactions, microwave reactors, Biotage and Isco flash chromatography, Shimadzu preparative HPLC, Genevac evaporator, lyophilizer, NMR, LCMS, GCMS, IR, analytical HPLC, polarimeter, amino acid analyzer and protein sequencer

COMPUTER SKILLS

E-Notebook for Chemistry, Inventory, ChemDraw, Isis, SciFinder, CrossFire Beilstein, PubChem, Outlook, Excel, Word and PowerPoint

SCIENTIFIC COMMUNICATION SKILLS

Presented and hosted seminars, wrote internal chemistry papers and reports, assisted with preparation of publications and patent applications, presented posters, organized research project chemistry meetings and discussed organic chemistry with consultants and contracted synthetic chemists

PUBLICATIONS and PATENTS

Alontaga, A. Y.; et al. Design of High Throughput Screening Assays and Identification of SUMO-1 Specific Small Molecule Chemotype Targeting the SUMO-Interacting Motif-Binding Surface. ACS Combinatorial Science 2015, Just Accepted Manuscript, available at http://pubs.acs.org, DOI:10.1021/co5001816.

Frankowski, K. J.; et al. Potency Enhancement of the -Opioid Receptor Antagonist Probe ML140 through Sulfonamide Constraint Utilizing a Tetrahydraisoquinoline Motif. Bioorg. Med. Chem. 2015, http://dx.doi.org/10.1016/j.bmc.2014.12.033.

Spicer, T.; et al. Identification of Potent and Selective Inhibitors of the Plasmodium falciparum M18

Aspartyl Aminopeptidase (PfM18AAP) of Human Malaria via High-Throughput Screening. J. Biomol.

Screen. 2014, 19, 1107-1115.

Frankowski, K. J.; et al. Discovery of Small Molecule Kappa Opioid Receptor Agonist and Antagonist

Chemotypes through a HTS and Hit Refinement Strategy. ACS Chem. Neurosci. 2012, 3, 221-236.

Flanagan, M. E.; et al. Preparation, Gram-Negative Antibacterial Activity and Hydrolytic Stability of

Novel Siderophore-Conjugated Monocarbam Diols. ACS Med. Chem. Lett. 2011, 2, 385-390.

Flanagan, M. E.; et al. Discovery of CP-690550: A Potent and Selective Janus Kinase (JAK) Inhibitor

for the Treatment of Autoimmune Diseases and Organ Transplant Rejection. J. Med. Chem. 2010, 53,

8468-8484.

Magee, T. V.; et al. Discovery of Azetidinyl Ketolides for the Treatment of Susceptible and Multidrug

Resistant Community-Acquired Respiratory Tract Infections. J. Med. Chem. 2009, 52, 7446-7457.

Changelian, P. S.; et al. The Specificty of JAK3 Kinase Inhibitors. Blood 2008, 111, 2155-2157.

Changelian, P. S.; et al. Prevention of Organ Allograft Rejection by a Specific Janus Kinase 3

Inhibitor. Science 2003, 302, 875-878.

Ripin, D. H. B.; et al. Development of a Scaleable Route for the Production of cis-N-Benzyl-3-

methylamino-4-methylpiperidine. Org. Process Res. Dev. 2003, 7, 115-120.

Linde, R. G., II; et al. Cyclic Homopentapeptides. 3. Synthetic Modifications to the Capreomycins and

Tuberactinomycins: Compounds with Activity Against Methicillin-Resistant Staphylococcus

Aureus and Vancomycin-Resistant Enterococci. Bioorg. Med. Chem. Lett. 1997, 7, 1149-1152.

Dirlam, J. P.; et al. Cyclic Homopentapeptides. 1. Analogs of Tuberactinomycins and Capreomycin

with Activity Against Vancomycin-Resistant Enterococci and Pasteurella. Bioorg. Med. Chem. Lett.

1997, 7, 1139-1144.

Dolle, R. E.; et al. Preparation of Peptidyl Heteroaryloxymethyl Ketones as Interleukin-1

Converting Enzyme Inhibitors. U. S. Patent 5585357, 1996.

Singh, J.; et al. Application of Genetic Algorithms to Combinatorial Synthesis: A Computational

Approach to Lead Identification and Lead Optimization. J. Am. Chem. Soc. 1996, 118, 1669-1676.

Dolle, R. E.; et al. Aspartyl Diphenylphosphinyl)oxy)methyl Ketones as Novel Inhibitors of

Interleukin-1 Converting Enzyme. Utility of the Diphenylphosphinic Acid Leaving Group for the

Inhibition of Cysteine Proteases. J. Med. Chem. 1995, 38, 220-222.

Singh, J.; et al. Validation of Screening Immobilized Peptide Libraries for Discovery of Protease

Substrates. J. Med. Chem. 1995, 38, 217-219.

Dolle, R. E.; et al. Preparation of -Heteroaryloxymethyl Ketone Peptide Derivatives as Interleukin-1

Converting Enzyme Inhibitors. Eur. Patent 0644198 A1, 1995.

Singh, J.; et al. Relationship between Structure and Bioavailability in a Series of Hydroxamate Based

Metalloprotease Inhibitors. Bioorg. Med. Chem. Lett. 1995, 5, 337-342.

KEY WORDS

Lead Generation Non-Clinical Development Senior Associate Scientist

Complex Projects Complex Scientific Data Multidisciplinary Project Team

Laboratory Projects Complex Experiments Synthetic Organic Chemistry

Synthesis Design Mechanistic Chemistry Structure Activity Determination

Scientific Data Industrial Experience Synthesis Development

Submission Synthetic Route Design Method Development

Report Medicinal Chemistry Synthetic Methodology

Interpret Synthetic Chemistry Lead Optimization

Purification Organic Chemistry New Chemical Entities

Characterization Chemical Identification Synthesis Discovery

Analogs Parallel Synthesis Process Development

Targets Chemical Libraries Biologically Active Compounds

Small Molecules Targeted Products Develop methodology

Novel Products Organic Molecules Mechanistic Organic Chemistry

Scale-up Organic Compounds Proton Nuclear Magnetic Resonance

Purification Process Chemistry Carbon Nuclear Magnetic Resonance

Biochemistry Laboratory Automation Reverse Phase Chromatography

Drug Discovery Laboratory Instruments Flash Chromatography

Drug Design Laboratory Equipment Analytical Chromatography

Lab Safety Chemical Processes Preparative Chromatography

Mechanism Mass Spectrometer Thin Layer Chromatography

Flexible Lead compounds Column Chromatography

Spectroscopy Recrystallization Normal Phase Chromatography

New Leads Distillation Reaction Optimization

Hits Gas Chromatography Separation Methods

Infrared Drug Substances Synthetic Organic Chemist

Drug-like Synthetic Problems Method Validation

Application Analytical Techniques Experimental Protocols

Staff Chemist Biological Testing Instrumental Techniques

Bench Chemist Research Chemist Heteroaromatic Compounds

Problem Solver Chemistry Associate Active Pharmaceutical Intermediates

Expert Synthetic Chemist Physical Organic Chemistry

Process Problems Medicinal Chemist Biophysical Properties

Implementation Research Assistant Lead Optimization

Characterization Synthetic Reactions Continuous Improvement

Isolate Products Monitor Reactions Interdisciplinary Team

Bench Experience Research Associate Laboratory Experience

Research Scientist Laboratory Techniques Automation Techniques

Research Team Aromatic Compounds Combinatorial Libraries

Input Synthetic Techniques Chemical Library Design

Target Design Target Molecules Cross-referenced Data Files

Efficacy Physical Properties State-of-the-art Techniques

Collaboration Target Compounds Microwave-assisted Synthesis

Adaptable Compound Design Written Communication

Innovative Lead Identification Verbal Communication

Propose Scientific Reports High-throughput Screening

Document Patent Applications Laboratory Experiments

FTIR Literature Searching Scientific Publications

Collaborate Experimental Data Electronic Library Resources

Contribute Problem-solving Safe Laboratory Environment

Independent Research Program Statistical Data Analysis

Team oriented Conduct Reactions Industrial Setting

Expertise Set up Reactions Execute Experiments

Hands-on Plan Synthesis Team Environment

Prepare Self Starter Strong Work Ethic

Integrity Committed Interpersonal Skills

Honest Responsible Knowledgeable

Performs Experienced Understanding

Efficient Confident Laboratory Notebook

Planning Multi-tasking Novel Inhibitors

Modify Performance Pharmaceuticals

Results Technology Nutritional Supplements

Ideas Hypotheses Synthetic Pathway Design

SAR Sub-libraries Project Goals

DMPK Inventions Milligram Scale

API Research Team Multigram Scale

UV Organized Robotic Equipment

LC-MS Analytical Data Pharmaceutical Industry R&D

Oral Reports Isolating Products Carry Out Synthetic Reactions

Group Meetings Characterize Products Standard Practices of Lab Safety

Library Searches Submit Compounds Written Progress Reports

Novel Analogs Biological Evaluation Plan Efficient Use of Time

Strong Ethics e-Library Resources Follow Established Priorities

Research-driven Designing Synthesis Interpret Analytical Data

Biology Executing Synthesis Cross-Referenced Files of Data

Knowledge Proprietary Analogs Diversified Experiences

New Analogs Pharmaceutical Company Improving Human Health

New Molecules Exploratory Chemistry Identify Synthetic Pathways

Lead Op Chemical Tools Formulation Requirements

IP Documents Process Robustness Strategic Process Development

Pharm R&D Cost Effectiveness New Drug Products

GC-MS Chemical Development Active Pharmaceutical Ingredient

Process Safety Pharmaceutical Division New Synthetic Methodologies

Product Quality Solid-phase Synthesis Solution-phase Synthesis

Sub-libraries Elemental Analysis Mass Spectroscopy

Discipline Crystallization Efficient Synthesis Routes

TLC Microwave Synthesis Target Molecules

Plan Techniques Structure-activity Relationship Studies

Conceive Characterizing Structure-activity Relationships

Isolating Synthetic Methods Design Laboratory Experiments

Develop Record of Ideas Detailed Laboratory Notebooks

Maintain Pharmacokinetics Specified Therapy Targets

Apply Chemistry Literature Effective Synthesis Routes

Utilize Achieve Molecule Design Goals

Water-soluble Highly Motivated Established Drug Discovery Team

Operation Routine Maintenance Organic Chemistry Techniques

Carbohydrates Reaction Mechanisms Laboratory Instrumentation

Record Keeping Troubleshooting Discovery Chemistry

Portfolio Lead Identification Novel Chemical Entities

Document Preclinical Candidates Metabolite Synthesis

Pharmacology Presentation Skills Improved Synthetic Strategies

Biochemistry Literature Searches Fundamental Concepts

NMR Analytical Chemistry Search

Scientific Literature LC

LCMS Automated Column

Motivated Talented Team-oriented

Key contributor Independently Minimal Supervision

Present Reaction mechanisms Pharmacologically active

Multi-step Total synthesis Database searching

Literature Reaction precedents Structural identification

Methods External visibility Peer reviewed journals

Publications Presentations External chemistry conferences

Patents External chemistry Internal chemistry meetings

IR Science community Spectral interpretation

MS Assign structure Spectroscopic

Solve Execute Computer searching

Peptide chemistry Bioconjugation Solid-phase synthesis

Proteins Mass spectrometry Hydrophilic polymers

Molecular modeling Process research Process development

Novel routes Practical routes Therapeutic targets

Enthusiastic Productive Spectral interpretation

Functional Spectral analysis Chemical literature

Ascertain Viable approaches New reaction discovery

Total synthesis Reaction Mechanism Synthetic method development

Goal-oriented Scientific accomplishment Peer-reviewed publications

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