DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Computationally Driven Discovery of a BCR-ABL1 Kinase Inhibitor with Activity in Multidrug-Resistant Chronic Myeloid Leukemia

Journal Article · · Journal of Medicinal Chemistry
ORCiD logo [1];  [2];  [3];  [4];  [3];  [3]; ORCiD logo [2]; ORCiD logo [5]
  1. Department of Pharmaceutical and Biomedical Sciences, University of Georgia, 250 West Green Street, Athens, Georgia 30602, United States, Department of Chemistry, University of Georgia, 302 East Campus Road, Athens, Georgia 30602, United States
  2. Department of Chemistry, University of Georgia, 302 East Campus Road, Athens, Georgia 30602, United States, Center for Computational Quantum Chemistry, University of Georgia, 1004 Cedar Street, Athens, Georgia 30602, United States
  3. Department of Pharmaceutical and Biomedical Sciences, University of Georgia, 250 West Green Street, Athens, Georgia 30602, United States
  4. Independent consultant, P.O. Box 568, Oakley, Utah 84055-0568, United States
  5. Department of Pharmaceutical and Biomedical Sciences, University of Georgia, 250 West Green Street, Athens, Georgia 30602, United States, Department of Chemistry, University of Georgia, 302 East Campus Road, Athens, Georgia 30602, United States, Complex Carbohydrate Research Center, University of Georgia, 315 Riverbend Road, Athens, Georgia 30602, United States

Not Available

Sponsoring Organization:
USDOE
Grant/Contract Number:
SC0018412
OSTI ID:
2447489
Journal Information:
Journal of Medicinal Chemistry, Journal Name: Journal of Medicinal Chemistry Journal Issue: 19 Vol. 67; ISSN 0022-2623
Publisher:
American Chemical SocietyCopyright Statement
Country of Publication:
United States
Language:
English

References (55)

The role of databases in support of computational chemistry calculations journal October 1996
Substituent effects on the physical properties and pKa of aniline journal January 2000
Structural Studies of Crystalline Enamines journal December 1978
Overexpression of P‐glycoprotein and resistance to Imatinib in chronic myeloid leukemia patients journal July 2020
Jaguar: A high-performance quantum chemistry software program with strengths in life and materials sciences journal July 2013
Constitutive Overexpression of P-glycoprotein, Rather than Breast Cancer Resistance Protein or Organic Cation Transporter 1, Contributes to Acquisition of Imatinib-Resistance in K562 Cells journal October 2007
A surface glycoprotein modulating drug permeability in Chinese hamster ovary cell mutants journal November 1976
Preferential cytotoxicity for multidrug-resistant K562 cells using the combination of a photosensitizer and a cyanine dye journal February 2000
New heterocyclic analogues of 4-(2-chloro-5-methoxyanilino)quinazolines as potent and selective c-Src kinase inhibitors journal December 2005
Discovery of TAK-960: An orally available small molecule inhibitor of polo-like kinase 1 (PLK1) journal June 2013
Bond stability of the “undesirable” heteroatom–heteroatom molecular moieties for high-throughput screening libraries journal December 2011
Weighted Averaging Scheme and Local Atomic Descriptor for pKa Prediction Based on Density Functional Theory journal February 2018
New Basis Set Exchange: An Open, Up-to-Date Resource for the Molecular Sciences Community journal October 2019
Multiconformation, Density Functional Theory-Based p K a Prediction in Application to Large, Flexible Organic Molecules with Diverse Functional Groups journal November 2016
Discovery and Evaluation of Clinical Candidate AZD3759, a Potent, Oral Active, Central Nervous System-Penetrant, Epidermal Growth Factor Receptor Tyrosine Kinase Inhibitor journal October 2015
Synthesis of Trialkylhydroxylamines by Stepwise Reduction of O-Acyl N,N-Disubstituted Hydroxylamines: Substituent Effects on the Reduction of O-(1-Acyloxyalkyl)hydroxylamines and on the Conformational Dynamics of N-Alkoxypiperidines journal May 2017
Synthesis of O-tert-Butyl-N,N-disubstituted Hydroxylamines by N–O Bond Formation journal July 2021
Basis Set Exchange:  A Community Database for Computational Sciences journal March 2007
Synthesis and Evaluation of Di- and Trimeric Hydroxylamine-Based β-(1→3)-Glucan Mimetics journal October 2014
Diversity-Oriented Synthesis of N,N,O-Trisubstituted Hydroxylamines from Alcohols and Amines by N–O Bond Formation journal August 2020
7-Alkoxy-4-phenylamino-3-quinolinecar-bonitriles as Dual Inhibitors of Src and Abl Kinases journal February 2004
Synthesis and Src Kinase Inhibitory Activity of 2-Phenyl- and 2-Thienyl-7-phenylaminothieno[3,2-b]pyridine-6-carbonitriles journal May 2005
Design and Synthesis of β-Site Amyloid Precursor Protein Cleaving Enzyme (BACE1) Inhibitors with in Vivo Brain Reduction of β-Amyloid Peptides journal September 2012
Rules for Identifying Potentially Reactive or Promiscuous Compounds journal October 2012
Rapid chromatographic technique for preparative separations with moderate resolution journal July 1978
An NMR Method for the Quantitative Assessment of Intramolecular Hydrogen Bonding; Application to Physicochemical, Environmental, and Biochemical Properties journal November 2014
Accurate Prediction of Acidity Constants in Aqueous Solution via Density Functional Theory and Self-Consistent Reaction Field Methods journal February 2002
Intramolecular Hydrogen Bonding in ortho-Substituted Arylamide Oligomers: A Computational and Experimental Study of ortho-Fluoro- and ortho-Chloro-N-methylbenzamides journal September 2009
Potent Vinblastine C20′ Ureas Displaying Additionally Improved Activity Against a Vinblastine-Resistant Cancer Cell Line journal September 2013
Global target profile of the kinase inhibitor bosutinib in primary chronic myeloid leukemia cells journal November 2008
The clinical significance of ABCB1 overexpression in predicting outcome of CML patients undergoing first-line imatinib treatment journal June 2016
Comprehensive analysis of kinase inhibitor selectivity journal October 2011
Cancer drug resistance: an evolving paradigm journal September 2013
Multidrug resistance in cancer: role of ATP–dependent transporters journal January 2002
Targeting multidrug resistance in cancer journal March 2006
Targeted inhibitors of P-glycoprotein increase chemotherapeutic-induced mortality of multidrug resistant tumor cells journal January 2018
P-glycoprotein-mediated drug efflux is a resistance mechanism of chronic myelogenous leukemia cells to treatment with imatinib mesylate journal January 2004
Multidrug resistance mediated by the breast cancer resistance protein BCRP (ABCG2) journal October 2003
Organic Fluorine as a Hydrogen-Bond Acceptor: Recent Examples and Applications journal November 2014
Gaussian basis sets for use in correlated molecular calculations. I. The atoms boron through neon and hydrogen journal January 1989
Gaussian basis sets for use in correlated molecular calculations. V. Core‐valence basis sets for boron through neon journal September 1995
A multidrug resistance transporter from human MCF-7 breast cancer cells journal December 1998
Effects of Orally Active Taxanes on P-Glycoprotein Modulation and Colon and Breast Carcinoma Drug Resistance journal August 2001
The Conduct of in Vitro Studies to Address Time-Dependent Inhibition of Drug-Metabolizing Enzymes: A Perspective of the Pharmaceutical Research and Manufacturers of America journal April 2009
Interaction of Imatinib Mesilate with Human P-Glycoprotein journal September 2003
Dasatinib Cellular Uptake and Efflux in Chronic Myeloid Leukemia Cells: Therapeutic Implications journal June 2008
The Novel BCR-ABL and FLT3 Inhibitor Ponatinib Is a Potent Inhibitor of the MDR-Associated ATP-Binding Cassette Transporter ABCG2 journal September 2012
Mechanisms of Resistance to Cabazitaxel journal January 2015
Cyclosporine inhibition of P-glycoprotein in chronic myeloid leukemia blast phase journal September 2002
MDR1 gene overexpression confers resistance to imatinib mesylate in leukemia cell line models journal March 2003
Tumor heterogeneity and drug resistance. journal February 1986
The Role of ABC Transporters in Clinical Practice journal October 2003
The new allosteric inhibitor asciminib is susceptible to resistance mediated by ABCB1 and ABCG2 overexpression in vitro journal February 2018
Topological Polar Surface Area: A Useful Descriptor in 2D-QSAR journal January 2009
Three Decades of P-gp Inhibitors: Skimming Through Several Generations and Scaffolds journal March 2012