RESOURCES
Below are references mentioned during the roundtable discussion. These items include scientific articles, abbreviations, news articles, panelists affiliations and graphical representations of chemical structures.
ARTICLES
Orally Active Macrocyclic Peptide: Cyclosporine
Choc
Bioavailability and pharmacokinetics of cyclosporine formulations: Neoral® vs Sandimmune®
Int. T. Dermatol. 1997, 36 (Suppl. 1), 1-6
http://onlinelibrary.wiley.com/doi/10.1046/j.1365-4362.36.s1.2.x/pdf
Orally Active Peptide: Ozempic (semaglutide)
Davies et al.
Effect of Oral Semaglutide Compared with Placebo and Subcutaneous Semaglutide on Glycemic Control in Patients with Type 2 Diabetes. A Randomized Clinical Trial
JAMA 2017, 318(15), 1460-1470
DOI:10.1001/jama.2017.14752
https://jamanetwork.com/journals/jama/fullarticle/2657376
Design of Orally Bioavailable Macrocyclic Peptides
Boehm et al.
Discovery of Potent and Orally Bioavailable Macrocyclic Peptide–Peptoid Hybrid CXCR7 Modulators
J. Med. Chem. 2017, 60(23), 9653-9663
DOI: 10.1021/acs.jmedchem.7b01028
https://pubs.acs.org/doi/abs/10.1021/acs.jmedchem.7b01028
Enhancing Oral Drug Absorption
Alani and Robinson
Mechanistic understanding of oral drug absorption enhancement of cromolyn sodium by an amino acid derivative
Pharm. Res. 2008, 25(1), 48-54
DOI: 10.1007/s11095-007-9438-6
https://link.springer.com/article/10.1007%2Fs11095-007-9438-6
Size of Drug Space
Reymond
The Chemical Space Project
Accts. Chem. Res. 2015 48(3), 722-730
DOI: 10.1021/ar500432k
https://pubs.acs.org/doi/10.1021/ar500432k
Top 100 Drugs by Sales and Number of Prescriptions
https://www.rxlist.com/script/main/art.asp?articlekey=190064
Combinatorial Chemistry Perspective
Moos et al.
Combinatorial chemistry: Oh what a decade or two can do
Mol. Divers. 2009, 13, 241–245
DOI 10.1007/s11030-009-9127-y
https://link.springer.com/content/pdf/10.1007/s11030-009-9127-y.pdf
Lipinski’s Rule of Five
Lipinski et al.
Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
Adv. Drug Delivery Rev. 1997, 23, 3−25
https://www.sciencedirect.com/science/article/pii/S0169409X00001290?via%3Dihub
Beyond the Rule of Five
Doak et al.
How Beyond Rule of 5 Drugs and Clinical Candidates Bind to Their Targets
J. Med. Chem. 2016, 59(6), 2312-2327
DOI: 10.1021/acs.jmedchem.5b01286
https://pubs.acs.org/doi/abs/10.1021/acs.jmedchem.5b01286
Drug Discovery Book
Miller et al.
Managing the Drug Discovery Process
Elsevier 2017
https://www.elsevier.com/books/managing-the-drug-discovery-process/moos/978-0-08-100625-2
Fragment-Based Drug Discovery
Erlanson et al.
Twenty years on: the impact of fragments on drug discovery
Nat. Rev. Drug Discov. 2016, 15, 605-619
DOI: 10.1038/nrd.2016.109
https://www.nature.com/articles/nrd.2016.109
DNA-Encoded Libraries
Goodnow et al.
DNA-encoded chemistry: enabling the deeper sampling of chemical space
Nat. Rev. Drug Discov. 2017, 16, 131-147
DOI: 10.1038/nrd.2016.213
https://www.nature.com/articles/nrd.2016.213
Covalent Drugs
De Cesco et al.
Covalent inhibitors design and discovery
Eur. J. Med. Chem. 2017, 138, 96-114
DOI: 10.1016/j.ejmech.2017.06.019
https://www.sciencedirect.com/science/article/pii/S0223523417304658
ARTICLES MENTIONED DURING THE Q&A SESSION
Whitesides
Complex Organic Synthesis: Structure, Properties, and/or Function?
Isr J Chem 2018, 58, 142-150
DOI: 10.1002/ijch.201800016
https://onlinelibrary.wiley.com/doi/abs/10.1002/ijch.201800016
Baran
Natural Product Total Synthesis: As Exciting as Ever and Here To Stay
J Am Chem Soc 2018, 140, 4751−4755
DOI: 10.1021/jacs.8b02266
https://pubs.acs.org/doi/10.1021/jacs.8b02266
Betzer and Ardisson
Discodermolide: Total Synthesis of Natural Product and Analogues
Strategies and Tactics in Organic Synthesis, Vol 11, Chapter 3, 51-84DOI: 10.1016/B978-0-08-100023-6.00003-8
https://www.sciencedirect.com/bookseries/strategies-and-tactics-in-organic-synthesis/vol/11
New Drugs Article
https://cen.acs.org/articles/96/i4/the-year-in-new-drugs-2018.html#introduction
WSJ Article
https://www.eyesopen.com/molecular-modeling-fastrocs)
First Approved Antibody: Orthoclone OKT3 in 1986
http://www.actip.org/products/monoclonal-antibodies-approved-by-the-ema-and-fda-for-therapeutic-use/
Approved CAR-T Therapies
Kymriah (tisagenlecleucel)
Yescarta (axicabtagene ciloleucel)
ABBREVIATIONS
ADC, Antibody Drug Conjugate
BTK, Bruton’s Tyrosine Kinase
CAR-T, Chimeric Antigen Receptor T-Cell Therapy
c-kit, a Human Tumor Biomarker, Mast Cell/Stem Cell Growth Factor Receptor, Proto-Oncogene Tyrosine Protein Kinase, or CD117
CRO, Contract Research Organization
CYP3A4, Cytochrome P-450 3A4, an enzyme (found mainly in liver and intestines) that oxidizes small foreign organic chemicals—xenobiotics, including drugs and toxins—to remove them from the body
DEL, DNA-Encoded Library
DNA, Deoxyribonucleic Acid
RNA, Ribonucleic Acid
ROCS, Rapid Overlay of Chemical Structures
SAR, Structure-Activity Relationship(s)
CHEMICAL STRUCTURES
AFFILIATIONS OF PARTICIPANTS
https://www.keystonesymposia.org
