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Bioorganic and Medicinal Chemistry Letters

Volumn 23, Issue 11, 2013, Pages 3262-3266

Conformation constraint of anilides enabling the discovery of tricyclic lactams as potent MK2 non-ATP competitive inhibitors

(14) Xiao, Dong a Palani, Anandan a Huang, Xianhai a Sofolarides, Michael a Zhou, Wei a Chen, Xiao a Aslanian, Robert a Guo, Zhuyan a Fossetta, James a Tian, Fang a Trivedi, Prashant a Spacciapoli, Peter a Whitehurst, Charles E a Lundell, Daniel a

a MERCK RESEARCH LABORATORIES (United States)

Author keywords

Alkyl anilide conformation; Conformation constraint; Non ATP competitive MK2 inhibitors

Indexed keywords

ADALIMUMAB; ADENOSINE TRIPHOSPHATE; ANILIDE; ETANERCEPT; INFLIXIMAB; LACTAM DERIVATIVE; MITOGEN ACTIVATED PROTEIN KINASE P38; MITOGEN ACTIVATED PROTEIN KINASE P38 ACTIVATED PROTEIN KINASE 2; MITOGEN ACTIVATED PROTEIN KINASE P38 ACTIVATED PROTEIN KINASE 2 INHIBITOR; MITOGEN ACTIVATED PROTEIN KINASE P38 INHIBITOR; TUMOR NECROSIS FACTOR ALPHA; TUMOR NECROSIS FACTOR ALPHA INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; COMPETITIVE INHIBITION; CONFORMATION CONSTRAINT; CONFORMATIONAL TRANSITION; CYTOKINE PRODUCTION; CYTOPATHOGENIC EFFECT; DRUG BINDING SITE; DRUG DESIGN; DRUG IDENTIFICATION; DRUG POTENCY; DRUG SELECTIVITY; DRUG SYNTHESIS; ENZYME ASSAY; ENZYME INHIBITION; ENZYME SPECIFICITY; HUMAN; HUMAN CELL; IC 50; PROCESS OPTIMIZATION; REPRODUCIBILITY; STRUCTURE ACTIVITY RELATION;

ADENOSINE TRIPHOSPHATE; ANILIDES; BINDING, COMPETITIVE; DRUG EVALUATION, PRECLINICAL; HUMANS; INTRACELLULAR SIGNALING PEPTIDES AND PROTEINS; LACTAMS; PROTEIN BINDING; PROTEIN KINASE INHIBITORS; PROTEIN-SERINE-THREONINE KINASES; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84877583945 PISSN: 0960894X EISSN: 14643405 Source Type: Journal
DOI: 10.1016/j.bmcl.2013.03.109 Document Type: Article

Times cited : (22)

References (24)

1
- 34248204640
- S.A. Mousa, O. Goncharuk, and D. Miller Expert Opin. Biol. Ther. 7 2007 617
- (2007) Expert Opin. Biol. Ther. , vol.7 , pp. 617
- Mousa, S.A.¹ Goncharuk, O.² Miller, D.³

2
- 84891486698
- M.A. Palladino, F.R. Bahjat, E.A. Theodorakis, and L.L. Moldawer Nat. Rev. Drug Disc. 2 2003 717
- (2003) Nat. Rev. Drug Disc. , vol.2 , pp. 717
- Palladino, M.A.¹ Bahjat, F.R.² Theodorakis, E.A.³ Moldawer, L.L.⁴

3
- 0142072978
- A.M. Reimold Curr. Drug Targets Inflammation Allergy 1 2002 377
- (2002) Curr. Drug Targets Inflammation Allergy , vol.1 , pp. 377
- Reimold, A.M.¹

4
- 34548800403
- J.F. Schindler, J.B. Monahan, and W.G. Smith J. Dent. Res. 86 2007 800
- (2007) J. Dent. Res. , vol.86 , pp. 800
- Schindler, J.F.¹ Monahan, J.B.² Smith, W.G.³

5
- 3342918498
- J. Saklatvala Curr. Opin. Pharmacol. 4 2004 372
- (2004) Curr. Opin. Pharmacol. , vol.4 , pp. 372
- Saklatvala, J.¹

6
- 0142026209
- S. Kumar, J. Boehm, and J.C. Lee Nat. Rev. Drug Disc. 2 2003 717
- (2003) Nat. Rev. Drug Disc. , vol.2 , pp. 717
- Kumar, S.¹ Boehm, J.² Lee, J.C.³

7
- 70350512823
- S.E. Sweeney Nat. Rev. Rheumatol. 5 2009 475
- (2009) Nat. Rev. Rheumatol. , vol.5 , pp. 475
- Sweeney, S.E.¹

8
- 46849108130
- G. Schett, J. Zwerina, and G. Firestein Ann. Rheum. Dis. 67 2008 909
- (2008) Ann. Rheum. Dis. , vol.67 , pp. 909
- Schett, G.¹ Zwerina, J.² Firestein, G.³

9
- 33644753147
- E. Hitti, T. Iakovleva, M. Brook, S. Deppenmeier, A.D. Gruber, D. Radzioch, A.R. Clark, P.J. Blackshear, A. Kotlyarov, and M. Gaestel Mol. Cell. Biol. 26 2006 2399
- (2006) Mol. Cell. Biol. , vol.26 , pp. 2399
- Hitti, E.¹ Iakovleva, T.² Brook, M.³ Deppenmeier, S.⁴ Gruber, A.D.⁵ Radzioch, D.⁶ Clark, A.R.⁷ Blackshear, P.J.⁸ Kotlyarov, A.⁹ Gaestel, M.¹⁰

10
- 35348907987
- M. Gaestel, A. Mengel, U. Bothe, and K. Asadullah Curr. Med. Chem. 14 2007 2214
- (2007) Curr. Med. Chem. , vol.14 , pp. 2214
- Gaestel, M.¹ Mengel, A.² Bothe, U.³ Asadullah, K.⁴

11
- 3142546235
- J.L. Dean, G. Sully, A.R. Clark, and J. Saklatvala Cell. Signal. 16 2004 1113
- (2004) Cell. Signal. , vol.16 , pp. 1113
- Dean, J.L.¹ Sully, G.² Clark, A.R.³ Saklatvala, J.⁴

12
- 33646887783
- A.B. Tietz, A. Malo, J. Diebold, A. Kotlyarov, A. Herbst, F.T. Kolligs, B. Brandt-Nedelev, W. Halangk, M. Gaestel, B. Goeke, and C. Schaefer Am. J. Physiol. 290 2006 G1298
- (2006) Am. J. Physiol. , vol.290 , pp. 1298
- Tietz, A.B.¹ Malo, A.² Diebold, J.³ Kotlyarov, A.⁴ Herbst, A.⁵ Kolligs, F.T.⁶ Brandt-Nedelev, B.⁷ Halangk, W.⁸ Gaestel, M.⁹ Goeke, B.¹⁰ Schaefer, C.¹¹

13
- 33746214777
- M. Hegen, M. Gaestel, C.L. Nickerson-Nutter, L.-L. Lin, and J.-B. Telliez J. Immunol. 177 2006 1913
- (2006) J. Immunol. , vol.177 , pp. 1913
- Hegen, M.¹ Gaestel, M.² Nickerson-Nutter, C.L.³ Lin, L.-L.⁴ Telliez, J.-B.⁵

14
- 77953397222
- For recent reviews on MK2 inhibitors: A. Schlapbach, and C. Huppertz Future Med. Chem. 1 2009 1243
- (2009) Future Med. Chem. , vol.1 , pp. 1243
- Schlapbach, A.¹ Huppertz, C.²

15
- 48449083636
- S. Duraisamy, M. Bajpai, U. Bughani, S.G. Dastidar, A. Ray, and P. Chopra Expert Opin. Ther. Targets 12 2008 921
- (2008) Expert Opin. Ther. Targets , vol.12 , pp. 921
- Duraisamy, S.¹ Bajpai, M.² Bughani, U.³ Dastidar, S.G.⁴ Ray, A.⁵ Chopra, P.⁶

16
- 80051744356
- X. Huang, G.W. Shipps, C.C. Cheng, P. Spacciapoli, X. Zhang, M.A. McCoy, D.F. Wyss, X. Yang, A. Achab, K. Soucy, D.K. Montavon, D.M. Murphy, and C.E. Whitehurst ACS Med. Chem. Lett. 2 2011 632
- (2011) ACS Med. Chem. Lett. , vol.2 , pp. 632
- Huang, X.¹ Shipps, G.W.² Cheng, C.C.³ Spacciapoli, P.⁴ Zhang, X.⁵ McCoy, M.A.⁶ Wyss, D.F.⁷ Yang, X.⁸ Achab, A.⁹ Soucy, K.¹⁰ Montavon, D.K.¹¹ Murphy, D.M.¹² Whitehurst, C.E.¹³

17
- 35348832312
- D.A. Annis, E. Nickbarg, X. Yang, M.R. Ziebelland, and C.E. Whitehurst Curr. Opin. Chem. Biol. 11 2007 518
- (2007) Curr. Opin. Chem. Biol. , vol.11 , pp. 518
- Annis, D.A.¹ Nickbarg, E.² Yang, X.³ Ziebelland, M.R.⁴ Whitehurst, C.E.⁵

18
- 77952334511
- R.J. Mourey, B.L. Burnette, S.J. Brustkern, J.S. Daniels, J.L. Hirsch, W.F. Hood, M.J. Meyers, S.J. Mnich, B.S. Pierce, M.J. Saabye, J.F. Schindler, S.A. South, E.G. Webb, J. Zhang, and D.R. Anderson J. Pharmacol. Exp. Ther. 333 2010 797
- (2010) J. Pharmacol. Exp. Ther. , vol.333 , pp. 797
- Mourey, R.J.¹ Burnette, B.L.² Brustkern, S.J.³ Daniels, J.S.⁴ Hirsch, J.L.⁵ Hood, W.F.⁶ Meyers, M.J.⁷ Mnich, S.J.⁸ Pierce, B.S.⁹ Saabye, M.J.¹⁰ Schindler, J.F.¹¹ South, S.A.¹² Webb, E.G.¹³ Zhang, J.¹⁴ Anderson, D.R.¹⁵

19
- 0000768284
- A. Itai, Y. Toriumi, S. Saito, Kagechika Hiroyuki, and K. Shudo J. Am. Chem. Soc. 114 1992 10649
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 10649
- Itai, A.¹ Toriumi, Y.² Saito, S.³ Hiroyuki, K.⁴ Shudo, K.⁵

20
- 0026778110
- MULTICASE software 11, 176. Multicase Inc.: MULTICASE simulation predicted 2a to be Ames positive in one out of three models, whereas 3a to be negative in all three models
- MULTICASE software: Klopman, G. Quant. Struct.-Act. Relat. 1992, 11, 176. Multicase Inc.: http://www.multicase.com MULTICASE simulation predicted 2a to be Ames positive in one out of three models, whereas 3a to be negative in all three models.
- (1992) Quant. Struct.-Act. Relat.
- Klopman, G.¹

21
- 33746216322
- A. Krasovskiy, V. Krasovskaya, and P. Knochel Angew. Chem., Int. Ed. 45 2006 2958
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 2958
- Krasovskiy, A.¹ Krasovskaya, V.² Knochel, P.³

22
- 0000286170
- L. Deloux, E. Skrzypczak-Jankun, B.V. Cheesman, M. Srebnik, and M. Sabat J. Am. Chem. Soc. 116 1994 10302
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 10302
- Deloux, L.¹ Skrzypczak-Jankun, E.² Cheesman, B.V.³ Srebnik, M.⁴ Sabat, M.⁵

23
- 84655163968
- X. Huang, X. Zhu, X. Chen, W. Zhou, D. Xiao, S. Degrado, R. Aslanian, J. Fossetta, D. Lundell, F. Tian, P. Trivedi, and A. Palani Bioorg. Med. Chem. Lett. 22 2012 65
- (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 65
- Huang, X.¹ Zhu, X.² Chen, X.³ Zhou, W.⁴ Xiao, D.⁵ Degrado, S.⁶ Aslanian, R.⁷ Fossetta, J.⁸ Lundell, D.⁹ Tian, F.¹⁰ Trivedi, P.¹¹ Palani, A.¹²

24
- 27444434892
- Metabolism simulation of compound 2a predicted that the methylene bridge was a major metabolic hot spot. Simulation software: MetaSite 4.0.2 (, Molecular Discovery Ltd.) Also see
- Metabolism simulation of compound 2a predicted that the methylene bridge was a major metabolic hot spot. Simulation software: MetaSite 4.0.2 (http://www.moldiscovery.com/index.php, Molecular Discovery Ltd.) Also see: G. Cruciani, E. Carosati, B. De Boeck, K. Ethirajulu, C. Mackie, T. Howe, and R. Vianello J. Med. Chem. 48 2005 6970
- (2005) J. Med. Chem. , vol.48 , pp. 6970
- Cruciani, G.¹ Carosati, E.² De Boeck, B.³ Ethirajulu, K.⁴ Mackie, C.⁵ Howe, T.⁶ Vianello, R.⁷

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