Development Research
Resume:
Philip F. Hughes, PhD
Chapel Hill, NC 27514
*******@*****.***
Summary:
Experienced medicinal chemist with an excellent track record of accomplishment and
innovation in biotechnology and pharmaceutical discovery.
WORK EXPERIENCE:
8/10- present Senior Research Associate, Duke University, Pharmacology and Cancer Biology. Provide
chemistry support for malaria and dengue fever drug discovery.
9/10-10/11 Medicinal Chemistry Consultant for Synereca Pharmaceuticals, Inc.
2/10- 12/10 Scientific Review Officer (part-time) SRA Inc. Run scientific review panels for research
grants submitted to CDMRP for breast cancer research. CDBRP is administered by the
US Army.
1/10-12/11 Retained Consultant for King & Spalding LLP. Atlanta, Ga. on rapamycin analogs
4/06-9/08 Staff Scientist, Serenex, Inc. Durham, NC. Medicinal chemist in Hsp90 program. Serenex
was acquired by Pfizer and closed 9/30/08. SNX-5422, from the Hsp90 program, is
currently in late-stage Phase I clinical studies.
4/05-4/06 Research Investigator, Scynexis, Inc. RTP, NC Lead Generation group
3/04-present Founder and President, InnovaSyn, LLC, Chapel Hill, NC - InnovaSyn provides products
for high throughput chemical synthesis and experimentation.
1/98-3/04 Senior Research Scientist, Lilly Research Triangle Park Laboratories, Eli Lilly and Co.,
RTP, NC - Responsible as a Medicinal Chemist for the development and application of
synthetic technologies for lead generation and optimization. Directed the analytical
chemistry group. Drove development of new technologies for rapid parallel synthesis and
analytical data delivery and storage.
9/94-12/97 Research Scientist, Sphinx Laboratories, Eli Lilly and Co., RTP, NC - Responsible for
development and implementation of high throughput synthesis technology and
methodology at Sphinx in Durham. Responsible for the invention, development and
delivery of content and technology associated with three technology transfers to Japanese
partners. Managed a group (seniors and associates) involved in lead generation, lead
optimization and technology development.
9/94 Sphinx acquired by Lilly
2/91-9/94 Senior Scientist I, Sphinx Pharmaceuticals, Responsible for establishing and developing
combinatorial chemistry efforts at Sphinx Durham. Medicinal Chemist in research related
to Protein Kinase C. including the total synthesis of -Balanol and numerous analogues.
Management of scientists at the BS/MS and PhD level. Set up and management of
molecular modeling system.
Philip F. Hughes, PhD
1/88-2/91 Research Scientist, Wyeth-Ayerst Research, Princeton, NJ
11/83-1/88 Senior Scientist, Wyeth-Ayerst Research, Princeton, NJ - Medicinal Chemist in
antiinflammatory and immunomodulator therapeutic areas including NSAIDS, bradykinin
inhibitors, PLA2 inhibitors and rapamycin analogs. Responsible for the design and
synthesis of novel compounds as potential drug candidates. This includes writing
proposals to define new approaches, developing new synthetic methods, developing
improved processes and training and managing other scientists.
5/83-11/83 Ayerst Postdoctoral Fellow, Department of Chemistry, Cornell University, Ithaca, NY -
Isolated and determined the structure of an antibiotic from Erwinia herbicola.
6/76-8/78 Chemist II, Chemistry and Life Sciences, Research Triangle Institute, Research Triangle
Park, NC worked under Bob Jeffcoat - Carried out the isolation, structural elucidation and
synthesis of xenobiotic metabolites. Synthesized radio-labeled compounds.
EDUCATION:
Ph.D. Cornell University, Ithaca, N.Y. 1983, Advisor: Jon Clardy
Major field: Organic Chemistry Minor fields: Analytical and Biological Chemistry
Thesis: Total Synthesis of Some Unusual Amino Acids.
NIH Predoctoral Fellow.
B.S. Chemistry, University of North Carolina at Chapel Hill 1976.
ACCOMPLISHMENTS:
Contributed to Serenex Hsp90 program resulting in a clinical candidate and eventual purchase of
the company by Pfizer.
Founded InnovaSyn, LLC, a company which provides elegant high throughput organic synthesis
solutions for practicing Medicinal Chemists.
Faculty member of the Drew University Residential School on Medicinal Chemistry from 1998-
2005.
Conceived of and managed the development of LINEA, a web-based program for archiving and
distributing analytical data (LC/MS, NMR, MS, images, documents). LINEA enabled Lilly
scientists world wide to quickly access analytical data with spectral manipulation capabilities and
structural display.
Developed world class parallel synthesis technology and methods. Automation, robotics, apparatus
and software offer functionality, flexibility and ease of use unmatched in commercial offerings.
One compound discovered using this technology is currently in Phase 1 clinical trials and numerous
others are in advanced pre-clinical development.
Managed analytical chemistry group delivering routine high throughput NMR and LC/MS with
paperless archiving and delivery of high quality analytical data. Throughput per instrument was
generally > 10-fold other company groups.
Developed a novel piperidone chemical library that led to a 3.7 nM competitive inhibitor of
Philip F. Hughes, PhD
farnasyltransferase.
Primarily responsible for invention and delivery of parallel synthesis technology in 3 technology
transfers to Japanese partners, resulting in multi-million dollar (~$70M) income for Eli Lilly.
Total synthesis of Balanol, a potent natural product inhibitor of Protein Kinase C.
Contributed to the development of rapamycin and analogs, currently on the market for transplant
and cancer indications.
RELATED EXPERIENCE:
Strong organic synthesis and medicinal chemistry skill set. Conversant in analytical chemistry,
liquid handling robotics, CAD for equipment design, molecular modeling and chemistry database
programs. Extensive experience in chromatography, especially preparative HPLC. Experience
with radiochemical methods and peptide and amino acid synthesis. Member of the Apple
Computer Pharmaceutical Advisory Council. Organized registration for the 1990 Princeton ACS
Fall Organic Symposium (attendance >500). Received the Lilly Research Labs President's
Recognition Award in 1995 and 1997. Extensive programming experience in Visual Basic 6.0.
Experience with JavaScript, PHP/MySQL, XHTML/CSS, SQL and Java.
PUBLICATIONS:
Application of Chemoproteomics to Drug Discovery: Identification of a Clinical Candidate
Targeting Hsp90, Patrick Fadden, Kenneth H. Huang, James M. Veal, Paul M. Steed, Amy F.
Barabasz, Briana Foley, Mei Hu, Jeffrey M. Partridge, John Rice, Anisa Scott, Laura G. Dubois,
Tiffany A. Freed, Melanie A. Rehder Silinski, Thomas E. Barta, Philip F. Hughes, Andy Ommen,
Wei Ma, Emilie D. Smith, Angela Woodward Spangenberg, Jeron Eaves, Gunnar J. Hanson,
Lindsay Hinkley, Matthew Jenks, Meredith Lewis, James Otto, Gijsbertus J. Pronk, Katleen
Verleysen, Timothy A. Haystead and Steven E. Hall. Chemistry & Biology, 2010, 17, 686-694.
Discovery of Novel 2-Aminobenzamide Inhibitors of Heat Shock Protein 90 as Potent, Selective
and Orally Active Antitumor Agents, Kenneth H. Huang,* James M. Veal, R. Patrick Fadden, John
W. Rice, Jeron Eaves, Jon-Paul Strachan, Amy F. Barabasz, Briana E. Foley, Thomas E. Barta, Wei
Ma, Melanie A. Silinski, Mei Hu, Jeffrey M. Partridge, Anisa Scott, Laura G. DuBois, Tiffany
Freed, Paul M. Steed, Andy J. Ommen, Emilie D. Smith, Philip F. Hughes, Angela R. Woodward,
Gunnar J. Hanson, W. Stephen McCall, Christopher J. Markworth, Lindsay Hinkley, Matthew
Jenks, Lifeng Geng, Meredith Lewis, James Otto, Bert Pronk, Katleen Verleysen, and Steven E.
Hall. J. Med. Chem.; 2009, 52, 4288-4305.
High throughput evaluation of the production of substituted acetylenes by the Sonogashira reaction
followed by the Mizoroki Heck reaction in ionic liquids, in situ, using a novel array reactor, Md.
Taifur Rahman, Takahide Fukuyama, Ilhyong Ryu, Kanae Suzuki, Koichi Yonemura, Philip F.
Hughes and Kiyoshi Nokihara, Tet. Lett. 2006, 47, 2703 2706.
Novel Array Reactors for Parallel Synthesis. Philip F. Hughes, Thomas H. Graham and Jose S.
Mendoza. J. Comb. Chem.; 2004, 6, 308-311.
Discovery and Structure-Activity Relationships of Novel Piperidine Inhibitors of
Farnesyltransferase. Shinji Nara, Rieko Tanaka, Jun Eishima, Mitsunobu Hara, Yuichi Takahashi,
Shizuo Otaki, Robert J. Foglesong, Philip F. Hughes, Shelley Turkington, and Yutaka Kanda. J.
Philip F. Hughes, PhD
Med. Chem.; 2003, 46, 2467-2473.
Synthesis and Protein Kinase Inhibitory Activity of Balanol Analogues with Modified
Benzophenone Subunits. John W. Lampe, Christopher K. Biggers, Jean M. Defauw, Robert J.
Foglesong, Steven E. Hall, Julia M. Heerding, Sean P. Hollinshead, Hong Hu, Philip F. Hughes, G.
Erik Jagdmann, Jr., Mary George Johnson, Yen-Shi Lai, Christopher T. Lowden, Michael P. Lynch,
Jos S. Mendoza, Marcia M. Murphy, Joseph W. Wilson, Lawrence M. Ballas, Kiyomi Carter,
James W. Darges, Jefferson E. Davis, Frederick R. Hubbard, and Mark L. Stamper. J. Med. Chem.;
2002; 45-12-262*-****.
Total Synthesis of - and -Balanol. John W. Lampe, Philip F. Hughes, Christopher K. Biggers,
Shelley H. Smith and Hong Hu. J. Org. Chem. 1996, 61, 4572.
Two Efficient Synthesis of -anti-N-Benzyl-3-amino-4-hydroxyhexahydroazepine. Hong Hu, G.
Erik Jagdmann, Philip F. Hughes and Jeffrey B. Nichols. Tet. Lett., 1995, 3659.
Two Chiral Syntheses of Threo-3-Hydroxylysine. Philip F. Hughes, Shelley H. Smith and John
Olson. J. Org. Chem. 1994, 59, 5799.
Total Synthesis of -Balanol, John W. Lampe, Philip F. Hughes, Christopher K. Biggers, Shelley
H. Smith and Hong Hu. J. Org. Chem. 1994, 59, 5147.
The Isolation, Synthesis and Characterization of an Isomeric Form of Rapamycin. Philip Hughes,
John Musser, Mary Conklin and Ralph Russo. Tet. Lett., 1992, 4739.
Synthetic Entries to 6-Fluoro-7-substituted Indole Derivatives. Brian McKittrick, Amedeo Failli,
Robert J. Steffan, Richard. M.Soll, Philip Hughes, Jean Schmid, Andre A. Asselin, C. C. Shaw, R.
Noureldin, and G. Gavin. Journal of Heterocyclic Chemistry, 1990, 32, 4213.
The Synthesis and Biological Evaluation of 4,6-Diethyl-1,3,4,5-tetrahydropyrano- [4,3-b]indole-4-
acetic acid, an Isomer of Etodolac. Philip Hughes, J. DeVirgilio, L. Humber, T. Chau, B.
Weichman and G. Neuman. J. Med. Chem. 1989, 32, 2134.
The Synthesis of 3(S)-Carboxy-4(S)-hydroxy-2,3,4,5- tetrahydropyridazine, a Novel Amino Acid
Constituent of the Antitumor Agent, Luzopeptin. Philip Hughes and Jon Clardy. J. Org. Chem.
1989, 54, 3260.
The Total Synthesis of Amino Acids from Atelia herbert smithii. Philip Hughes and Jon Clardy. J.
Org. Chem. 1988, 53, 4793.
Etodolac, A Novel Anti-inflammatory Agent. The Synthesis and Biological Evaluation of its
Metabolites. L. G. Humber, E. Ferdinandi, C. A. Demerson, S. Ahmed, U. Shah, D. Mobilio, J.
Sabatucci, B. DeLange, F. Labbadia, P. Hughes, J. DeVirgilio, G. Neuman, T. Chau and B.
Weichman. J. Med. Chem. 1988, 31, 1712.
Structure-Activity Relationships Among Analogs of Pemedolac, cis-1-Ethyl-1,3,4,9-tetrahydro-4-
(phenylmethyl- pyrano[3,4-b]indole-1-acetic Acid, a Potent Analgesic Agent. D. Mobilio, L. G.
Humber, A. H. Katz, C. A. Demerson, P. Hughes, R. Brigance, K. Conway, U. Shah, G. Williams,
F. Labbadia, B. DeLange, J. Schmidt, J. Newburger, N. P. Jensen, B. Weichman, T. Chau, G.
Neuman, D. D. Wood, D. Van Engen and N. Taylor. J. Med. Chem. 1988,31, 2211.
Philip F. Hughes, PhD
Conformational Properties of 2,4-Methanoproline (2-Carboxy-2,4-Methanopyrrolidine) in Peptides:
Determination of Preferred Peptide Bond Conformation in Aqueous Solution by Proton Overhauser
Measurements. G.T. Montelione, P.F. Hughes, J. Clardy and H.A. Sheraga. J. Am. Chem. Soc.
1986, 108, 6765.
2-Amino-4-acetylaminobutyric acid, 2,4-diaminobutyric acid and 2-amino-6N-
oxalylureidopropionic acid (oxalylalbizziine) in seeds of Acacia angustissima. C.A. Evans, J.
Clardy, P.F. Hughes and E.A. Bell. Phytochemistry, 1985, 24, 2273.
Zinc Pyridinethione: Serum Metabolites of Zinc Pyridinethione in Rabbits, Rats, Monkeys and
Dogs after Oral Dosing. W.B. Gibson, R.A. Jeffcoat, P.A. T.S. Turan, R.H. Wendt, P.F. Hughes
and M.T. Twine. Toxicol. Appl. Pharmacol., 1982, 62(1), 237-250.
Synthesis of 2,4-Methanoproline. Philip Hughes, Michael Martin and Jon Clardy. Tet. Lett., 1980,
4579.
Zinc pyridinethione: Urinary Metabolites of Zinc Pyridinethione in Rabbits, Rats, Monkeys and
Dogs after Oral Dosing. R.A. Jeffcoat, W.B. Gibson, P.A. Rodriguez, T.S. Turan, P.F. Hughes and
M.T. Twine. Toxicol. Appl. Pharmacol., 1980, 56(1), 141-154.
Structural Studies of Organosulfur Compounds. D.M. Frieze, P.F. Hughes, R.L. Merrill Jr., and
S.A. Evans. J. Org. Chem., 1977, 42, 2206.
PATENTS:
Kenneth He Huang, Andy J. Ommen, Thomas E. Barta, Philip F. Hughes, James Veal, Wei Ma,
Emilie D. Smith, Angela R. Woodward and W. Stephen McCall "Tetrahydroindole And
Tetrahydroindazole Derivatives" WO/2008/130879A2 October 30, 2008.
Kenneth H. Huang, John Mangette, Thomas Barta, Philip Hughes, Steve Hall and James Veal
Benzene, pyridine, and pyridazine derivatives WO/2008/024978 February 28, 2008.
Kenneth H. Huang, Philip Hughes, Wei Ma, Andy Ommen, Angela Woodward, James Veal and
Thomas Barta Benzene, pyridine, and pyridazine derivatives WO/2008/024970 February 28,
2008.
Kenneth H. Huang, Philip Hughes, Thomas Barta and James Veal Dihydropyridazine,
tetrahydropyridine, chromanone, and dihydronaphthalenone derivatives as heat-shock protein 90
inhibitors WO/2008/024961 February 28, 2008.
Sean P. Hollinshead, Michael A. Staszak, John S. Ward, Joseph W. Wilson, Bret E. Huff, Philip
F. Hughes, Jose S. Mendoza, and Charles H Mitch. Indane derivatives for antipsychotic
compositions . U. S. Patent 6,429,317 Aug. 6, 2002
Neil Alexander Castle, Sean Patrick Hollinshead, Philip Floyd Hughes, Jose Serafin Mendoza,
Joseph Wendell Wilson, George Salvatore Amato, Serge Beaudoin, Michael Gross Grant
McNaughton-Smith. Potassium channel inhibitors. U. S. Patent 6,083,986 July 4, 2000.
Sean P. Hollinshead, Philip F. Hughes, Jose S. Mendoza, Charles H. Mitch, John S. Ward and
Joseph W. Wilson Combinatorial process for preparing substituted indane libraries,
WO/1997/026300 July 24, 1997.
Philip F. Hughes, PhD
Steven Edward Hall, Lawrence M. Ballas, Palaniappan Kulanthaivel, Christie Boros, Jack B. Jiang,
Gunnar Erik Jagdmann, Yen-Shi Lai, Christopher K. Biggers, Hong Hu, Yali Hallock, Philip F.
Hughes, Jean Marie Defauw, Michael Patrick Lynch, John William Crossley Lampe, David Steven
Menaldino, Julia Marie Heerding, William P. Janzen and Sean Patrick Hollinshead Balanoids,
WO/1994/020062A2 September 15, 1994.
Philip F. Hughes, "Oxepane Isomers of Rapamycin Useful as Immunosupressive Agents," U. S.
Patents 5,221,740, Jun. 22, 1993 and 5,344,833, Sept. 6, 1994
Jack B. Jiang and Philip F. Hughes, Polyhydroxylated dibenz (c,e) azepines as protein kinase C
inhibitors WO/1993/020695, October 28, 1993.
Philip F. Hughes, "Rapamycin Alkoxyesters," U. S. Patent 5,233,036, Aug. 3, 1993.
Philip F. Hughes, John H. Musser Rapamycin analog as immunosuppressant, U. S. Patent
5,202,332, April 13, 1993
Philip F. Hughes, John H. Musser Rapamycin analog as immunosuppressant and antifungals, U.
S. Patents 5,138,051, Aug. 11, 1992 and 5,169,851 Dec. 8, 1992.
Philip F. Hughes, Dominick Mobilio and Leslie G. Humber, "Process for the Production of
Substituted 2-Oxocyclohexaneacetic Acid Esters," U.S. Patents 4,861,910, 1989 and 4,898,967,
Feb. 6, 1990.
Philip F. Hughes, Dominick Mobilio and Leslie G. Humber, "Substituted 2-Oxocyclohexaneacetic
Acid Esters," U.S. Patent 4,748,266, 1988.
Philip F. Hughes, Dominick Mobilio and Leslie G. Humber, "New 1-Alkyl-3-halo-4- substituted-2-
oxocyclohexanacetic Acid Compounds Used in the Preparation of 1-Alkyl-4-substituted-2-
oxocyclohexaneacetic Acid Intermediates to Analgesic and Anti-inflammatory Agents," EP 247-
779-A, 1987.
PRESENTATIONS:
A Simple Approach to Liquid Handling Robotics in Parallel Synthesis. Philip F. Hughes, Matthew
S. Clapham and Thomas H. Graham, The 56th Southeast Regional ACS Meeting, November
2004.
Faculty member at Drew University Residential School of Medicinal Chemistry, Lectured on
Chemical Diversity 1998-2005.
High-throughput Analytical Data Handling, Philip F. Hughes, PittCon 2003, March 2003.
Diverse Scaffolds for Lead Generation, Philip F. Hughes. 213th ACS National Meeting, Division
of Organic Chemistry, April 1997.
The Synthesis of Combinatorial Chemistry Libraries using the Pfau Enamine Alkylation Chemistry,
Philip F. Hughes. Lilly Expo '96.
Total Synthesis of -Balanol, Philip F. Hughes, John W. Lampe, Christopher K. Biggers, Shelley
Philip F. Hughes, PhD
H. Smith, Hong Hu and John Olson. 24th National Medicinal Chemistry Symposium, 1994.
The Isolation, Synthesis and Characterization of an Isomeric Form of Rapamycin. Philip Hughes,
John Musser, Mary Conklin and Ralph Russo. Gordon Conference on Natural Products, 1992.
Structural Studies of Organosulfur Compounds. D.M. Frieze, P.F. Hughes, R.L. Merrill Jr., and
S.A. Evans, ACS Meeting in Minature, NCSU Raleigh 1976.
Philip F. Hughes, PhD
REFERENCES:
Steve Hall Supervisor 1993-1998, 2006-9/30/08
formerly Sr. Vice President. R & D Serenex
currently Venture Partner
Lilly Ventures
115 W. Washington Street
South Tower, Suite 1680
Indianapolis, IN 46204
***********@*****.***
John Lampe Coworker 1993-2003
Merck Research Laboratories
Boston, MA
**********@*****.***
Ken Lewis Group member 1999-2003
President Opans, LLC
4134 S. Alston Ave. Suite 104
Durham, NC 27713
******@*****.***
Contact this candidate