Professional Experience Associate Principal Scientist (2021–), Merck Data-Rich Experimentation Group, Enabling Technologies Senior Scientist (2019–2021), Merck NMR spectroscopy, Structural Elucidation Group Fellowships Research Fellow (2018), MGH Center for Cancer Research cancer genomics Harvard College Fellow (2010–2012) Lecturer/Postdoctoral Fellow (2012–2018) Harvard University mechanistic analysis of organic reactions with Eric N. Jacobsen Education Graduate Studies (2004–2010) Harvard University organic synthesis with David A. Evans Undergraduate Studies (2000–2004) University of Toronto NMR spectroscopy with William F. Reynolds

I am broadly interested in the application of computational methods, data science, and machine learning to chemical and biological problems. At Merck, my work focuses on the design of new experimental methods for the collection of large chemical datasets, the development of a microfluidic platform for ultra-high-throughput protein engineering, and the study of reaction mechanisms through quantum chemistry and kinetic isotope effects. Below, I summarize some completed projects. Screening for Generality in Asymmetric Catalysis Nucleophilic Aromatic Substitutions Ultrasensitive Measurement of Kinetic Isotope Effects NMR Chemical Shift Prediction

Screening for Generality in Asymmetric Catalysis. Wagen. C.C.† McMinn, S.E.† Kwan, E.E.*; Jacobsen, E.N.* Nature 2022 Enantioselective Aryl-Iodide-Catalyzed Wagner-Meerwein Rearrangements. Sharma, H.A.; Mennie, K.M.; Kwan, E.E.; Jacobsen, E.N.* J. Am. Chem. Soc. 2020, 142, 16090–ß16096. Matching Glycosyl Donor Reactivity to Sulfonate Leaving Group Ability Permits SN2 Glycosylations. Zhuo, M.-H.; Wilbur, D.J.; Kwan, E.E.*; Bennett, C.S.* J. Am. Chem. Soc. 2019, 141, 16743–16754. Passenger Hotspot Mutations in Cancer Driven by APOBEC3A and Mesoscale Genomic Features. Buisson, R.; Langenbucher, A.; Bowen, D.; Kwan, E.E.; Benes, C.H.; Zou, L.*; Lawrence, M.S.* Science. 2019, 364, eeaw2872. Extending the Lifetime of Organic Flow Batteries via Redox State Management. Goulet, M.-A.; Tong, L.; Pollack D.A.; Tabor, D.P.; Odom, S.A.; Aspuru-Guzik, A.; Kwan, E.E.*; Gordon, R.G.*; Aziz, M.J.* J. Am. Chem. Soc. 2019, 141, 8014–8019. CRISPR-suppressor scanning reveals a non-enzymatic role of LSD1 in AML. Vinyard, M.E.; Su, C.; Siegenfeld, A.P.; Waterbury, A.L.; Freedy, A.M.; Gosavi, P.M.; Park, Y.; Kwan, E.E.; Senzer, B.D.; Doench, J.G.; Bauer, D.E.; Pinello, L.; Liau, B.B.* Nature Chem. Biol. 2019, 15, 529–539. Concerted Nucleophilic Aromatic Substitutions. Kwan, E.E.; Zeng, Y.; Besser, H.A.; Jacobsen, E.N.* Nature Chem. 2018, 10, 917–923. Macrocyclic Bis-Thioureas Catalyze Stereospecific Glycosylation Reactions. Park, Y.; Harper, K.; Kuhl, N.; Kwan, E.E.; Liu, R.Y.; Jacobsen, E.N.* Science. 2017, 355, 162–166. Sensitive and Accurate 13C Kinetic Isotope Effect Measurements Enabled by Polarization Transfer. Kwan, E.E.*; Park. Y.; Besser, H.A.; Anderson, T.L.; Jacobsen, E.N.* J. Am. Chem. Soc. 2017, 139, 43–46. Mechanistic studies and radiofluorination of structurally diverse pharmaceuticals with spirocyclic iodonium(III) ylides. Rotstein, B.H.; Wang, L.; Liu, R.Y.; Patteson, J.; Kwan, E.E.; Vasdev, N.*; and Liang, S.H.* Chem. Sci. 2016, 7, 4407–4417. Enhancing NMR Prediction for Organic Compounds Using Molecular Dynamics. Kwan, E.E.*; Liu, R.Y. J. Chem. Theor. Comput. 2015, 11, 5083–5089. A Computer Search for Planar Substitution Tilings with n-Fold Rotational Symmetry. Gähler, F.; Kwan, E.E.; and Maloney, G.R.* Discrete Comput. Geom. 2015, 53, 445–465. The Stereochemical Course of Intramolecular Michael Reactions. Kwan, E.E.; Scheerer, J.R.; Evans, D.A.* J. Org. Chem. 2013, 78, 175–203. Entropic Intermediates and Hidden Rate-Limiting Steps in Seemingly Concerted Cycloadditions. Observation, Prediction, and Origin of an Isotope Effect on Recrossing. Gonzalez-James, O.M.; Kwan, E.E.; Singleton, D.A.* J. Am. Chem. Soc. 2012, 134, 1914–1917. Progress Towards the Syntheses of (+)-GB 13, (+)-Himgaline, and Himandridine. New Insights Into Intramolecular Imine/Enamine Aldol Cyclizations. Evans, D.A.*; Adams, D.J.; Kwan, E.E. J. Am. Chem. Soc. 2012, 134, 8162–8170. Intermolecular Michael Reactions: A Computational Investigation. Kwan, E.E.*; Evans, D.A. Org. Lett. 2010, 12, 5124–­5127. Lithol Red Salts: Characterization and Deterioration. Stenger, J.*; Kwan, E.E.; Eremin, K.; Speakman, S.; Kirby, D.; Stewart, H.; Huang, S.G.; Kennedy, A.R.; Newman, R.; and Khandekar, N. ePreservation Science 2010, 7, 147–157. Factors Affecting the Relative Efficiency of General Acid Catalysis. Kwan, E.E.* J. Chem. Educ. 2005, 82, 1026­–1030. Competitive Transport and Percolation in Disordered Arrays of Molecularly-Linked Au Nanoparticles. Trudeau, P.-E.; Orozco, A.; Kwan, E.E.; Dhirani, A.-A.* J. Chem. Phys. 2002, 117, 3978–3981. ACD/Spectrus Processor Review. Kwan, E.E.* J. Chem. Inf. Model. 2012, 52, 1898–1900. (software review) Structural Elucidation with NMR Spectroscopy: Practical Strategies for Organic Chemists. Kwan, E.E.*; Huang, S. G. Eur. J. Org. Chem. 2008, 2671–2688. (review article) The Rate of Proton Transfer. Kwan, E.E.* J. Chem. Educ. 2007, 84, 39. (letter to the editor)