Hinge Binder Scaffold Hopping Identifies Potent Calcium/Calmodulin-Dependent Protein Kinase Kinase 2

Eduful, Benjamin J.; O?Byrne, Sean N.; Temme, Louisa; Asquith, Christopher R.M.; Liang, Yi; Picado, Alfredo; Pilotte, Joseph R.; Hossain, Mohammad Anwar; Wells, Carrow I.; Zuercher, William J.; Catta-Preta, Carolina M.C.; Ramos, Priscila Zonzini; de S. Santiago, Andre; Cou?ago, Rafael M.; Langendorf, Christopher G.; Nay, Kevin; Oakhill, Jonathan S.; Pulliam, Thomas L.; Lin, Chenchu; Awad, Dominik; Willson, Timothy M.; Frigo, Daniel E.; Scott, John W.; Drewry, David H.

doi:10.1021/acs.jmedchem.0c02274

Hinge Binder Scaffold Hopping Identifies Potent Calcium/Calmodulin-Dependent Protein Kinase Kinase 2

Journal Article · 01 July 2021 · J. Med. Chem.

DOI:https://doi.org/10.1021/acs.jmedchem.0c02274· OSTI ID:1900712

Eduful, Benjamin J.; O?Byrne, Sean N.; Temme, Louisa; Asquith, Christopher R.M.; Liang, Yi; Picado, Alfredo; Pilotte, Joseph R.; Hossain, Mohammad Anwar; Wells, Carrow I.; Zuercher, William J.; Catta-Preta, Carolina M.C.; Ramos, Priscila Zonzini; de S. Santiago, Andre; Cou?ago, Rafael M.; Langendorf, Christopher G.; Nay, Kevin; Oakhill, Jonathan S.; Pulliam, Thomas L.; Lin, Chenchu; Awad, Dominik more »

Research Organization:: Argonne National Lab. (ANL), Argonne, IL (United States). Advanced Photon Source (APS)

Sponsoring Organization:: DOE - Office Of Science; National Institutes of Health (NIH)

OSTI ID:: 1900712

Journal Information:: J. Med. Chem., Vol. 64, Issue (15)

Country of Publication:: United States

Language:: ENGLISH

References (67)

Ca ²⁺ /CaM-D EPENDENT K INASES : From Activation to Function No authors listed Annual Review of Pharmacology and Toxicology https://doi.org/10.1146/annurev.pharmtox.41.1.471		April 2001
Calmodulin-binding proteins: A journey of 40 years No authors listed Cell Calcium https://doi.org/10.1016/j.ceca.2018.09.002		November 2018
Calcium Signaling No authors listed Cell https://doi.org/10.1016/j.cell.2007.11.028		December 2007
Calcium/Calmodulin-dependent Protein Kinase Kinase 2: Roles in Signaling and Pathophysiology No authors listed Journal of Biological Chemistry https://doi.org/10.1074/jbc.r112.356485		September 2012
Components of a Calmodulin-dependent Protein Kinase Cascade No authors listed Journal of Biological Chemistry https://doi.org/10.1074/jbc.273.48.31880		November 1998
Calmodulin-dependent protein kinase kinase-β is an alternative upstream kinase for AMP-activated protein kinase No authors listed Cell Metabolism https://doi.org/10.1016/j.cmet.2005.05.009		July 2005
A Regulatory Feedback Loop Between Ca2+/Calmodulin-dependent Protein Kinase Kinase 2 (CaMKK2) and the Androgen Receptor in Prostate Cancer Progression No authors listed Journal of Biological Chemistry https://doi.org/10.1074/jbc.m112.370783		July 2012
The camKK2/camKIV relay is an essential regulator of hepatic cancer No authors listed Hepatology https://doi.org/10.1002/hep.27832		May 2015
CAMKK2, Regulated by Promoter Methylation, is a Prognostic Marker in Diffuse Gliomas No authors listed CNS Neuroscience & Therapeutics https://doi.org/10.1111/cns.12531		March 2016
The androgen receptor fuels prostate cancer by regulating central metabolism and biosynthesis: AR coordinates anabolic program in prostate cancer No authors listed The EMBO Journal https://doi.org/10.1038/emboj.2011.158		May 2011
Calcium/Calmodulin-Dependent Kinase I and Calcium/Calmodulin-Dependent Kinase Kinase Participate in the Control of Cell Cycle Progression in MCF-7 Human Breast Cancer Cells No authors listed Cancer Research https://doi.org/10.1158/0008-5472.can-05-0271		June 2005
Down-regulation of calcium/calmodulin-dependent protein kinase kinase 2 by androgen deprivation induces castration-resistant prostate cancer: Repression of CAMKK2 Induces Androgen-Hypersensitivity No authors listed The Prostate https://doi.org/10.1002/pros.22533		May 2012
Calcium calmodulin dependent kinase kinase 2 - a novel therapeutic target for gastric adenocarcinoma No authors listed Cancer Biology & Therapy https://doi.org/10.4161/15384047.2014.972264		February 2015
Calcium promotes cell survival through CaM-K kinase activation of the protein-kinase-B pathway No authors listed Nature https://doi.org/10.1038/25147		December 1998
Protein kinase A negatively regulates VEGF-induced AMPK activation by phosphorylating CaMKK2 at serine 495 No authors listed Biochemical Journal https://doi.org/10.1042/bcj20200555		September 2020
Akt activation by Ca2+/calmodulin-dependent protein kinase kinase 2 (CaMKK2) in ovarian cancer cells No authors listed Journal of Biological Chemistry https://doi.org/10.1074/jbc.m117.778464		August 2017
ERK activation and cell growth require CaM kinases in MCF-7 breast cancer cells No authors listed Molecular and Cellular Biochemistry https://doi.org/10.1007/s11010-009-0252-9		September 2009
CaM Kinase Kinase β-Mediated Activation of the Growth Regulatory Kinase AMPK Is Required for Androgen-Dependent Migration of Prostate Cancer Cells No authors listed Cancer Research https://doi.org/10.1158/0008-5472.can-10-2581		January 2011
MicroRNA-224 and its target CAMKK2 synergistically influence tumor progression and patient prognosis in prostate cancer No authors listed Tumor Biology https://doi.org/10.1007/s13277-014-2805-0		November 2014
GLUT12 promotes prostate cancer cell growth and is regulated by androgens and CaMKK2 signaling No authors listed Endocrine-Related Cancer https://doi.org/10.1530/erc-17-0051		April 2018
Characteristics of Patients With Nonalcoholic Steatohepatitis Who Develop Hepatocellular Carcinoma No authors listed Clinical Gastroenterology and Hepatology https://doi.org/10.1016/j.cgh.2011.01.023		May 2011
Nonalcoholic steatohepatitis-associated hepatocellular carcinoma: Our case series and literature review No authors listed World Journal of Gastroenterology https://doi.org/10.3748/wjg.v16.i12.1436		January 2010
Pharmacological inhibition of CaMKK2 with the selective antagonist STO-609 regresses NAFLD No authors listed Scientific Reports https://doi.org/10.1038/s41598-017-12139-3		September 2017
An orally available, brain-penetrant CAMKK2 inhibitor reduces food intake in rodent model No authors listed Bioorganic & Medicinal Chemistry Letters https://doi.org/10.1016/j.bmcl.2018.03.034		June 2018
Hypothalamic CaMKK2 Contributes to the Regulation of Energy Balance No authors listed Cell Metabolism https://doi.org/10.1016/j.cmet.2008.02.011		May 2008
CaMKK2 is inactivated by cAMP-PKA signaling and 14-3-3 adaptor proteins No authors listed Journal of Biological Chemistry https://doi.org/10.1074/jbc.ra120.013756		November 2020
Inhibition of Ca ²⁺ /Calmodulin-Dependent Protein Kinase Kinase 2 Stimulates Osteoblast Formation and Inhibits Osteoclast Differentiation: CAMKK2 REGULATES BONE REMODELING No authors listed Journal of Bone and Mineral Research https://doi.org/10.1002/jbmr.1890		June 2013
Inhibition of CaMKK2 reverses age-associated decline in bone mass No authors listed Bone https://doi.org/10.1016/j.bone.2015.01.021		June 2015
The Ca ²⁺ /Calmodulin-Dependent Protein Kinase Kinase, CaMKK2, Inhibits Preadipocyte Differentiation No authors listed Endocrinology https://doi.org/10.1210/en.2011-1107		October 2011
CAMKs support development of acute myeloid leukemia No authors listed Journal of Hematology & Oncology https://doi.org/10.1186/s13045-018-0574-8		February 2018
In Depth Analysis of Kinase Cross Screening Data to Identify CAMKK2 Inhibitory Scaffolds No authors listed Molecules https://doi.org/10.3390/molecules25020325		January 2020
CDKL2 promotes epithelial-mesenchymal transition and breast cancer progression No authors listed Oncotarget https://doi.org/10.18632/oncotarget.2535		October 2014
G Protein Coupled Receptor Kinase 3 Regulates Breast Cancer Migration, Invasion, and Metastasis No authors listed PLOS ONE https://doi.org/10.1371/journal.pone.0152856		April 2016
Protein kinase CK2 in mammary gland tumorigenesis No authors listed Oncogene https://doi.org/10.1038/sj.onc.1204411		May 2001
Activation of the Aryl Hydrocarbon Receptor by the Calcium/Calmodulin-Dependent Protein Kinase Kinase Inhibitor 7-Oxo-7 H -benzimidazo[2,1- a ]benz[de]isoquinoline-3-carboxylic Acid (STO-609) No authors listed Drug Metabolism and Disposition https://doi.org/10.1124/dmd.108.023333		August 2008
1,2,6-Thiadiazinones as Novel Narrow Spectrum Calcium/Calmodulin-Dependent Protein Kinase Kinase 2 (CaMKK2) Inhibitors No authors listed Molecules https://doi.org/10.3390/molecules23051221		May 2018
Knowledge Based Prediction of Ligand Binding Modes and Rational Inhibitor Design for Kinase Drug Discovery No authors listed Journal of Medicinal Chemistry https://doi.org/10.1021/jm800475y		August 2008
Toward a Pharmacophore for Kinase Frequent Hitters No authors listed Journal of Medicinal Chemistry https://doi.org/10.1021/jm049793g		October 2004
Kinase hinge binding scaffolds and their hydrogen bond patterns No authors listed Bioorganic & Medicinal Chemistry https://doi.org/10.1016/j.bmc.2015.08.006		October 2015
7-Azaindole: A Versatile Scaffold for Developing Kinase Inhibitors No authors listed CHEMICAL & PHARMACEUTICAL BULLETIN https://doi.org/10.1248/cpb.c17-00380		January 2018
Palladium(0)-Catalyzed Cross-Coupling Reaction of Alkoxydiboron with Haloarenes: A Direct Procedure for Arylboronic Esters No authors listed The Journal of Organic Chemistry https://doi.org/10.1021/jo00128a024		November 1995
Synthesis and Reactivity of 7-Azaindoles (1H-Pyrrolo(2,3-b)pyridine) No authors listed Current Organic Chemistry https://doi.org/10.2174/1385272013375427		May 2001
Furopyridines. VI. Preparation and reactions of 2- and 3-substituted furo[2,3- b ]pyridines No authors listed Journal of Heterocyclic Chemistry https://doi.org/10.1002/jhet.5570230542		September 1986
Trifluoromethyl triflate: synthesis and reactions. No authors listed The Journal of Organic Chemistry https://doi.org/10.1021/jo00228a001		September 1987
Structural Analysis of Inhibitor Binding to CAMKK1 Identifies Features Necessary for Design of Specific Inhibitors No authors listed Scientific Reports https://doi.org/10.1038/s41598-018-33043-4		October 2018
Comprehensive analysis of kinase inhibitor selectivity No authors listed Nature Biotechnology https://doi.org/10.1038/nbt.1990		October 2011
Binding and structural analyses of potent inhibitors of the human Ca2+/calmodulin dependent protein kinase kinase 2 (CAMKK2) identified from a collection of commercially-available kinase inhibitors No authors listed Scientific Reports https://doi.org/10.1038/s41598-019-52795-1		November 2019
Glide: A New Approach for Rapid, Accurate Docking and Scoring. 2. Enrichment Factors in Database Screening No authors listed Journal of Medicinal Chemistry https://doi.org/10.1021/jm030644s		March 2004
A Survey of the Role of Noncovalent Sulfur Interactions in Drug Design No authors listed Journal of Medicinal Chemistry https://doi.org/10.1021/jm501853m		March 2015
Intermolecular Sulfur···Oxygen Interactions: Theoretical and Statistical Investigations No authors listed Journal of Chemical Information and Modeling https://doi.org/10.1021/acs.jcim.5b00177		September 2015
A Single Amino Acid Difference between α and β Ca2+/Calmodulin-dependent Protein Kinase Kinase Dictates Sensitivity to the Specific Inhibitor, STO-609 No authors listed Journal of Biological Chemistry https://doi.org/10.1074/jbc.m213183200		March 2003
High throughput solubility measurement in drug discovery and development No authors listed Advanced Drug Delivery Reviews https://doi.org/10.1016/j.addr.2007.05.007		July 2007
Getting physical in drug discovery: a contemporary perspective on solubility and hydrophobicity No authors listed Drug Discovery Today https://doi.org/10.1016/j.drudis.2010.05.016		August 2010
Present drug-likeness filters in medicinal chemistry during the hit and lead optimization process: how far can they be simplified? No authors listed Drug Discovery Today https://doi.org/10.1016/j.drudis.2018.01.010		March 2018
The role of ligand efficiency metrics in drug discovery No authors listed Nature Reviews Drug Discovery https://doi.org/10.1038/nrd4163		January 2014
Optimizing solubility: Kinetic versus thermodynamic solubility temptations and risks No authors listed European Journal of Pharmaceutical Sciences https://doi.org/10.1016/j.ejps.2012.07.019		October 2012
Quantitative, Wide-Spectrum Kinase Profiling in Live Cells for Assessing the Effect of Cellular ATP on Target Engagement No authors listed Cell Chemical Biology https://doi.org/10.1016/j.chembiol.2017.10.010		February 2018
Characterization of the CaMKKβ–AMPK signaling complex No authors listed Cellular Signalling https://doi.org/10.1016/j.cellsig.2011.07.014		December 2011
The use of differential scanning fluorimetry to detect ligand interactions that promote protein stability No authors listed Nature Protocols https://doi.org/10.1038/nprot.2007.321		September 2007
Functional analysis of an R311C variant of Ca ²⁺ ‐calmodulin‐dependent protein kinase kinase‐2 (CaMKK2) found as a de novo mutation in a patient with bipolar disorder No authors listed Bipolar Disorders https://doi.org/10.1111/bdi.12901		April 2020
Novel buffer systems for macromolecular crystallization No authors listed Acta Crystallographica Section D Biological Crystallography https://doi.org/10.1107/s0907444903029640		February 2004
XDS No authors listed Acta Crystallographica Section D Biological Crystallography https://doi.org/10.1107/s0907444909047337		January 2010
Overview of the CCP 4 suite and current developments No authors listed Acta Crystallographica Section D Biological Crystallography https://doi.org/10.1107/s0907444910045749		March 2011
Phaser crystallographic software No authors listed Journal of Applied Crystallography https://doi.org/10.1107/s0021889807021206		July 2007
REFMAC 5 for the refinement of macromolecular crystal structures No authors listed Acta Crystallographica Section D Biological Crystallography https://doi.org/10.1107/s0907444911001314		March 2011
Features and development of Coot No authors listed Acta Crystallographica Section D Biological Crystallography https://doi.org/10.1107/s0907444910007493		March 2010
MolProbity : all-atom structure validation for macromolecular crystallography No authors listed Acta Crystallographica Section D Biological Crystallography https://doi.org/10.1107/s0907444909042073		December 2009

Similar Records

Hinge Binder Scaffold Hopping Identifies Potent Calcium/Calmodulin-Dependent Protein Kinase Kinase 2

Journal Article · 2021 · J. Med. Chem. · OSTI ID:1879689

Eduful, Benjamin J.; O?Byrne, Sean N.; Temme, Louisa; +21 more

Phosphorylation and activation of nuclear Ca{sup 2+}/calmodulin-dependent protein kinase phosphatase (CaMKP-N/PPM1E) by Ca{sup 2+}/calmodulin-dependent protein kinase I (CaMKI)

Journal Article · 2012 · Biochemical and Biophysical Research Communications · OSTI ID:22207895

Onouchi, Takashi; Sueyoshi, Noriyuki; Ishida, Atsuhiko; +1 more

2,5-hexanedione (HD) treatment alters calmodulin, Ca{sup 2+}/calmodulin-dependent protein kinase II, and protein kinase C in rats' nerve tissues

Journal Article · 2008 · Toxicology and Applied Pharmacology · OSTI ID:21144121

Liyan, Hou; Cuili, Zhang; Xiulan, Zhao; +2 more

Hinge Binder Scaffold Hopping Identifies Potent Calcium/Calmodulin-Dependent Protein Kinase Kinase 2

Citation Formats

References (67)

Similar Records

Related Subjects