SCOPUS 정보 검색 플랫폼

Volumn 23, Issue 10, 2015, Pages 2310-2317

Identification of N-ethylmethylamine as a novel scaffold for inhibitors of soluble epoxide hydrolase by crystallographic fragment screening

(3) Amano, Yasushi a Tanabe, Eiki a Yamaguchi, Tomohiko a

a ASTELLAS PHARMA INC (Japan)

Author keywords

Arachidonic acid cascade; Fragment based drug discovery; Hypertension; Inflammation; Protein crystallography; Soluble epoxide hydrolase; Structure based drug design

Indexed keywords

ANTIHYPERTENSIVE AGENT; EPOXIDE HYDROLASE; METHYLAMINE; MOLECULAR LIBRARY; NONSTEROID ANTIINFLAMMATORY AGENT; PROTEIN BINDING; RECOMBINANT PROTEIN;

ANTAGONISTS AND INHIBITORS; CHEMICAL STRUCTURE; CHEMISTRY; DRUG DEVELOPMENT; ESCHERICHIA COLI; GENE EXPRESSION; GENETICS; HUMAN; HYDROGEN BOND; METABOLISM; MOLECULAR LIBRARY; PROTEIN SECONDARY STRUCTURE; PROTEIN TERTIARY STRUCTURE; SOLUBILITY; STRUCTURE ACTIVITY RELATION; X RAY CRYSTALLOGRAPHY;

ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; ANTIHYPERTENSIVE AGENTS; CRYSTALLOGRAPHY, X-RAY; DRUG DISCOVERY; EPOXIDE HYDROLASES; ESCHERICHIA COLI; GENE EXPRESSION; HUMANS; HYDROGEN BONDING; METHYLAMINES; MODELS, MOLECULAR; PROTEIN BINDING; PROTEIN STRUCTURE, SECONDARY; PROTEIN STRUCTURE, TERTIARY; RECOMBINANT PROTEINS; SMALL MOLECULE LIBRARIES; SOLUBILITY; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84937758241 PISSN: 09680896 EISSN: 14643391 Source Type: Journal
DOI: 10.1016/j.bmc.2015.03.083 Document Type: Article

Times cited : (17)

References (39)

1
- 84860511479
- C.W. Murray, M.L. Verdonk, and D.C. Rees Trends Pharmacol. Sci. 33 2012 224
- (2012) Trends Pharmacol. Sci. , vol.33 , pp. 224
- Murray, C.W.¹ Verdonk, M.L.² Rees, D.C.³

2
- 79952429629
- R.E. Hubbard, and J.B. Murray Methods Enzymol. 493 2011 509
- (2011) Methods Enzymol. , vol.493 , pp. 509
- Hubbard, R.E.¹ Murray, J.B.²

3
- 84874414338
- M. Baker Nat. Rev. Drug Disc. 12 2013 5
- (2013) Nat. Rev. Drug Disc. , vol.12 , pp. 5
- Baker, M.¹

4
- 84872254688
- C. Morisseau, and B.D. Hammock Annu. Rev. Pharmacol. Toxicol. 53 2013 37
- (2013) Annu. Rev. Pharmacol. Toxicol. , vol.53 , pp. 37
- Morisseau, C.¹ Hammock, B.D.²

5
- 84858032383
- H.C. Shen, and B.D. Hammock J. Med. Chem. 55 2012 1789
- (2012) J. Med. Chem. , vol.55 , pp. 1789
- Shen, H.C.¹ Hammock, B.D.²

6
- 0033529767
- C. Morisseau, M.H. Goodrow, D. Dowdy, J. Zheng, J.F. Greene, J.R. Sanborn, and B.D. Hammock Proc. Natl. Acad. Sci. U.S.A. 96 1999 8849
- (1999) Proc. Natl. Acad. Sci. U.S.A. , vol.96 , pp. 8849
- Morisseau, C.¹ Goodrow, M.H.² Dowdy, D.³ Zheng, J.⁴ Greene, J.F.⁵ Sanborn, J.R.⁶ Hammock, B.D.⁷

7
- 34548070313
- S.H. Hwang, H.J. Tsai, J.Y. Liu, C. Morisseau, and B.D. Hammock J. Med. Chem. 50 2007 3825
- (2007) J. Med. Chem. , vol.50 , pp. 3825
- Hwang, S.H.¹ Tsai, H.J.² Liu, J.Y.³ Morisseau, C.⁴ Hammock, B.D.⁵

8
- 78751648188
- S.K. Anandan, H.K. Webb, D. Chen, Y.X. Wang, B.R. Aavula, S. Cases, Y. Cheng, Z.N. Do, U. Mehra, V. Tran, J. Vincelette, J. Waszczuk, K. White, K.R. Wong, L.N. Zhang, P.D. Jones, B.D. Hammock, D.V. Patel, R. Whitcomb, D.E. MacIntyre, J. Sabry, and R. Gless Bioorg. Med. Chem. Lett. 21 2011 983
- (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 983
- Anandan, S.K.¹ Webb, H.K.² Chen, D.³ Wang, Y.X.⁴ Aavula, B.R.⁵ Cases, S.⁶ Cheng, Y.⁷ Do, Z.N.⁸ Mehra, U.⁹ Tran, V.¹⁰ Vincelette, J.¹¹ Waszczuk, J.¹² White, K.¹³ Wong, K.R.¹⁴ Zhang, L.N.¹⁵ Jones, P.D.¹⁶ Hammock, B.D.¹⁷ Patel, D.V.¹⁸ Whitcomb, R.¹⁹ Macintyre, D.E.²⁰ Sabry, J.²¹ Gless, R.²² more..

9
- 84876412416
- L.A. Morgan, A.R. Olzinski, J.J. Upson, S. Zhao, T. Wang, S.H. Eisennagel, B. Hoang, J.R. Tunstead, J.P. Marino Jr., R.N. Willette, B.M. Jucker, and D.J. Behm J. Cardiovasc. Pharmacol. 61 2013 291
- (2013) J. Cardiovasc. Pharmacol. , vol.61 , pp. 291
- Morgan, L.A.¹ Olzinski, A.R.² Upson, J.J.³ Zhao, S.⁴ Wang, T.⁵ Eisennagel, S.H.⁶ Hoang, B.⁷ Tunstead, J.R.⁸ Marino, Jr.J.P.⁹ Willette, R.N.¹⁰ Jucker, B.M.¹¹ Behm, D.J.¹²

10
- 84879690154
- P.L. Podolin, B.J. Bolognese, J.F. Foley, E. Long 3rd, B. Peck, S. Umbrecht, X. Zhang, P. Zhu, B. Schwartz, W. Xie, C. Quinn, H. Qi, S. Sweitzer, S. Chen, M. Galop, Y. Ding, S.L. Belyanskaya, D.I. Israel, B.A. Morgan, D.J. Behm, J.P. Marino Jr., E. Kurali, M.S. Barnette, R.J. Mayer, C.L. Booth-Genthe, and J.F. Callahan Prostaglandins Other Lipid Mediat. 104-105 2013 25
- (2013) Prostaglandins Other Lipid Mediat. , vol.104-105 , pp. 25
- Podolin, P.L.¹ Bolognese, B.J.² Foley, J.F.³ Long, E.⁴ Peck, B.⁵ Umbrecht, S.⁶ Zhang, X.⁷ Zhu, P.⁸ Schwartz, B.⁹ Xie, W.¹⁰ Quinn, C.¹¹ Qi, H.¹² Sweitzer, S.¹³ Chen, S.¹⁴ Galop, M.¹⁵ Ding, Y.¹⁶ Belyanskaya, S.L.¹⁷ Israel, D.I.¹⁸ Morgan, B.A.¹⁹ Behm, D.J.²⁰ more..

11
- 29344455172
- G.A. Gomez, C. Morisseau, B.D. Hammock, and D.W. Christianson Protein Sci. 15 2006 58
- (2006) Protein Sci. , vol.15 , pp. 58
- Gomez, G.A.¹ Morisseau, C.² Hammock, B.D.³ Christianson, D.W.⁴

12
- 70349645986
- A.B. Eldrup, F. Soleymanzadeh, S.J. Taylor, I. Muegge, N.A. Farrow, D. Joseph, K. McKellop, C.C. Man, A. Kukulka, and S. De Lombaert J. Med. Chem. 52 2009 5880
- (2009) J. Med. Chem. , vol.52 , pp. 5880
- Eldrup, A.B.¹ Soleymanzadeh, F.² Taylor, S.J.³ Muegge, I.⁴ Farrow, N.A.⁵ Joseph, D.⁶ McKellop, K.⁷ Man, C.C.⁸ Kukulka, A.⁹ De Lombaert, S.¹⁰

13
- 77958054164
- H.Y. Lo, C.C. Man, R.W. Fleck, N.A. Farrow, R.H. Ingraham, A. Kukulka, J.R. Proudfoot, R. Betageri, T. Kirrane, U. Patel, R. Sharma, M.A. Hoermann, A. Kabcenell, and S.D. Lombaert Bioorg. Med. Chem. Lett. 20 2010 6379
- (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 6379
- Lo, H.Y.¹ Man, C.C.² Fleck, R.W.³ Farrow, N.A.⁴ Ingraham, R.H.⁵ Kukulka, A.⁶ Proudfoot, J.R.⁷ Betageri, R.⁸ Kirrane, T.⁹ Patel, U.¹⁰ Sharma, R.¹¹ Hoermann, M.A.¹² Kabcenell, A.¹³ Lombaert, S.D.¹⁴

14
- 84906862150
- K.S. Lee, J.Y. Liu, K.M. Wagner, S. Pakhomova, H. Dong, C. Morisseau, S.H. Fu, J. Yang, P. Wang, A. Ulu, C.A. Mate, L.V. Nguyen, S.H. Hwang, M.L. Edin, A.A. Mara, H. Wulff, M.E. Newcomer, D.C. Zeldin, and B.D. Hammock J. Med. Chem. 57 2014 7016
- (2014) J. Med. Chem. , vol.57 , pp. 7016
- Lee, K.S.¹ Liu, J.Y.² Wagner, K.M.³ Pakhomova, S.⁴ Dong, H.⁵ Morisseau, C.⁶ Fu, S.H.⁷ Yang, J.⁸ Wang, P.⁹ Ulu, A.¹⁰ Mate, C.A.¹¹ Nguyen, L.V.¹² Hwang, S.H.¹³ Edin, M.L.¹⁴ Mara, A.A.¹⁵ Wulff, H.¹⁶ Newcomer, M.E.¹⁷ Zeldin, D.C.¹⁸ Hammock, B.D.¹⁹

15
- 72249121003
- A.B. Eldrup, F. Soleymanzadeh, N.A. Farrow, A. Kukulka, and S. De Lombaert Bioorg. Med. Chem. Lett. 20 2010 571
- (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 571
- Eldrup, A.B.¹ Soleymanzadeh, F.² Farrow, N.A.³ Kukulka, A.⁴ De Lombaert, S.⁵

16
- 79952254027
- L. Xing, J.J. McDonald, S.A. Kolodziej, R.G. Kurumbail, J.M. Williams, C.J. Warren, J.M. O'Neal, J.E. Skepner, and S.L. Roberds J. Med. Chem. 54 2011 1211
- (2011) J. Med. Chem. , vol.54 , pp. 1211
- Xing, L.¹ McDonald, J.J.² Kolodziej, S.A.³ Kurumbail, R.G.⁴ Williams, J.M.⁵ Warren, C.J.⁶ O'Neal, J.M.⁷ Skepner, J.E.⁸ Roberds, S.L.⁹

17
- 84871721627
- S. Pecic, S. Pakhomova, M.E. Newcomer, C. Morisseau, B.D. Hammock, Z. Zhu, A. Rinderspacher, and S.X. Deng Bioorg. Med. Chem. Lett. 23 2013 417
- (2013) Bioorg. Med. Chem. Lett. , vol.23 , pp. 417
- Pecic, S.¹ Pakhomova, S.² Newcomer, M.E.³ Morisseau, C.⁴ Hammock, B.D.⁵ Zhu, Z.⁶ Rinderspacher, A.⁷ Deng, S.X.⁸

18
- 84878114606
- R.K. Thalji, J.J. McAtee, S. Belyanskaya, M. Brandt, G.D. Brown, M.H. Costell, Y. Ding, J.W. Dodson, S.H. Eisennagel, R.E. Fries, J.W. Gross, M.R. Harpel, D.A. Holt, D.I. Israel, L.J. Jolivette, D. Krosky, H. Li, Q. Lu, T. Mandichak, T. Roethke, C.G. Schnackenberg, B. Schwartz, L.M. Shewchuk, W. Xie, D.J. Behm, S.A. Douglas, A.L. Shaw, and J.P. Marino Jr. Bioorg. Med. Chem. Lett. 23 2013 3584
- (2013) Bioorg. Med. Chem. Lett. , vol.23 , pp. 3584
- Thalji, R.K.¹ McAtee, J.J.² Belyanskaya, S.³ Brandt, M.⁴ Brown, G.D.⁵ Costell, M.H.⁶ Ding, Y.⁷ Dodson, J.W.⁸ Eisennagel, S.H.⁹ Fries, R.E.¹⁰ Gross, J.W.¹¹ Harpel, M.R.¹² Holt, D.A.¹³ Israel, D.I.¹⁴ Jolivette, L.J.¹⁵ Krosky, D.¹⁶ Li, H.¹⁷ Lu, Q.¹⁸ Mandichak, T.¹⁹ Roethke, T.²⁰ more..

19
- 84897972739
- Y. Amano, T. Yamaguchi, and E. Tanabe Bioorg. Med. Chem. 22 2014 2427
- (2014) Bioorg. Med. Chem. , vol.22 , pp. 2427
- Amano, Y.¹ Yamaguchi, T.² Tanabe, E.³

20
- 84890449949
- J. Achenbach, F.M. Klingler, R. Blocher, D. Moser, A.K. Hafner, C.B. Rodl, S. Kretschmer, B. Kruger, F. Lohr, H. Stark, B. Hofmann, D. Steinhilber, and E. Proschak ACS Med. Chem. Lett. 4 2013 1169
- (2013) ACS Med. Chem. Lett. , vol.4 , pp. 1169
- Achenbach, J.¹ Klingler, F.M.² Blocher, R.³ Moser, D.⁴ Hafner, A.K.⁵ Rodl, C.B.⁶ Kretschmer, S.⁷ Kruger, B.⁸ Lohr, F.⁹ Stark, H.¹⁰ Hofmann, B.¹¹ Steinhilber, D.¹² Proschak, E.¹³

21
- 0034991565
- M. Curran, and L. Wiseman Drugs 61 2001 807
- (2001) Drugs , vol.61 , pp. 807
- Curran, M.¹ Wiseman, L.²

22
- 84862243951
- Y. Liu, H. Dang, D. Li, W. Pang, B.D. Hammock, and Y. Zhu PLoS ONE 7 2012 e39165
- (2012) PLoS ONE , vol.7 , pp. e39165
- Liu, Y.¹ Dang, H.² Li, D.³ Pang, W.⁴ Hammock, B.D.⁵ Zhu, Y.⁶

23
- 84867581549
- D. Moser, J. Achenbach, F.-M. Klingler, B. Estel la, S. Hahn, and E. Proschak Bioorg. Med. Chem. Lett. 22 2012 6762
- (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 6762
- Moser, D.¹ Achenbach, J.² Klingler, F.-M.³ Estel La, B.⁴ Hahn, S.⁵ Proschak, E.⁶

24
- 84856883818
- D. Moser, J.M. Wisniewska, S. Hahn, J. Achenbach, E. Buscato, F.M. Klingler, B. Hofmann, D. Steinhilber, and E. Proschak ACS Med. Chem. Lett. 3 2012 155
- (2012) ACS Med. Chem. Lett. , vol.3 , pp. 155
- Moser, D.¹ Wisniewska, J.M.² Hahn, S.³ Achenbach, J.⁴ Buscato, E.⁵ Klingler, F.M.⁶ Hofmann, B.⁷ Steinhilber, D.⁸ Proschak, E.⁹

25
- 79960703301
- L. Xing, R. Goulet, and K. Johnson J. Chem. Inf. Model. 51 2011 1582
- (2011) J. Chem. Inf. Model. , vol.51 , pp. 1582
- Xing, L.¹ Goulet, R.² Johnson, K.³

26
- 78649520607
- A.C. Gibbs, M.C. Abad, X. Zhang, B.A. Tounge, F.A. Lewandowski, G.T. Struble, W. Sun, Z. Sui, and L.C. Kuo J. Med. Chem. 53 2010 7979
- (2010) J. Med. Chem. , vol.53 , pp. 7979
- Gibbs, A.C.¹ Abad, M.C.² Zhang, X.³ Tounge, B.A.⁴ Lewandowski, F.A.⁵ Struble, G.T.⁶ Sun, W.⁷ Sui, Z.⁸ Kuo, L.C.⁹

27
- 0033773899
- V.L. Nienaber, P.L. Richardson, V. Klighofer, J.J. Bouska, V.L. Giranda, and J. Greer Nat. Biotechnol. 18 2000 1105
- (2000) Nat. Biotechnol. , vol.18 , pp. 1105
- Nienaber, V.L.¹ Richardson, P.L.² Klighofer, V.³ Bouska, J.J.⁴ Giranda, V.L.⁵ Greer, J.⁶

28
- 77956645261
- N. Drinkwater, H. Vu, K.M. Lovell, K.R. Criscione, B.M. Collins, T.E. Prisinzano, S.A. Poulsen, M.J. McLeish, G.L. Grunewald, and J.L. Martin Biochem. J. 431 2010 51
- (2010) Biochem. J. , vol.431 , pp. 51
- Drinkwater, N.¹ Vu, H.² Lovell, K.M.³ Criscione, K.R.⁴ Collins, B.M.⁵ Prisinzano, T.E.⁶ Poulsen, S.A.⁷ McLeish, M.J.⁸ Grunewald, G.L.⁹ Martin, J.L.¹⁰

29
- 42949178113
- S.S. Antonysamy, B. Aubol, J. Blaney, M.F. Browner, A.M. Giannetti, S.F. Harris, N. Hebert, J. Hendle, S. Hopkins, E. Jefferson, C. Kissinger, V. Leveque, D. Marciano, E. McGee, I. Najera, B. Nolan, M. Tomimoto, E. Torres, and T. Wright Bioorg. Med. Chem. Lett. 18 2008 2990
- (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 2990
- Antonysamy, S.S.¹ Aubol, B.² Blaney, J.³ Browner, M.F.⁴ Giannetti, A.M.⁵ Harris, S.F.⁶ Hebert, N.⁷ Hendle, J.⁸ Hopkins, S.⁹ Jefferson, E.¹⁰ Kissinger, C.¹¹ Leveque, V.¹² Marciano, D.¹³ McGee, E.¹⁴ Najera, I.¹⁵ Nolan, B.¹⁶ Tomimoto, M.¹⁷ Torres, E.¹⁸ Wright, T.¹⁹

30
- 33947612966
- C.W. Murray, O. Callaghan, G. Chessari, A. Cleasby, M. Congreve, M. Frederickson, M.J. Hartshorn, R. McMenamin, S. Patel, and N. Wallis J. Med. Chem. 50 2007 1116
- (2007) J. Med. Chem. , vol.50 , pp. 1116
- Murray, C.W.¹ Callaghan, O.² Chessari, G.³ Cleasby, A.⁴ Congreve, M.⁵ Frederickson, M.⁶ Hartshorn, M.J.⁷ McMenamin, R.⁸ Patel, S.⁹ Wallis, N.¹⁰

31
- 50249083873
- P.G. Wyatt, A.J. Woodhead, V. Berdini, J.A. Boulstridge, M.G. Carr, D.M. Cross, D.J. Davis, L.A. Devine, T.R. Early, R.E. Feltell, E.J. Lewis, R.L. McMenamin, E.F. Navarro, M.A. O'Brien, M. O'Reilly, M. Reule, G. Saxty, L.C. Seavers, D.M. Smith, M.S. Squires, G. Trewartha, M.T. Walker, and A.J. Woolford J. Med. Chem. 51 2008 4986
- (2008) J. Med. Chem. , vol.51 , pp. 4986
- Wyatt, P.G.¹ Woodhead, A.J.² Berdini, V.³ Boulstridge, J.A.⁴ Carr, M.G.⁵ Cross, D.M.⁶ Davis, D.J.⁷ Devine, L.A.⁸ Early, T.R.⁹ Feltell, R.E.¹⁰ Lewis, E.J.¹¹ McMenamin, R.L.¹² Navarro, E.F.¹³ O'Brien, M.A.¹⁴ O'Reilly, M.¹⁵ Reule, M.¹⁶ Saxty, G.¹⁷ Seavers, L.C.¹⁸ Smith, D.M.¹⁹ Squires, M.S.²⁰ more..

32
- 1942438591
- G.A. Gomez, C. Morisseau, B.D. Hammock, and D.W. Christianson Biochemistry (Washington) 43 2004 4716
- (2004) Biochemistry (Washington) , vol.43 , pp. 4716
- Gomez, G.A.¹ Morisseau, C.² Hammock, B.D.³ Christianson, D.W.⁴

33
- 0032849109
- M.A. Argiriadi, C. Morisseau, B.D. Hammock, and D.W. Christianson Proc. Natl. Acad. Sci. U.S.A. 96 1999 10637
- (1999) Proc. Natl. Acad. Sci. U.S.A. , vol.96 , pp. 10637
- Argiriadi, M.A.¹ Morisseau, C.² Hammock, B.D.³ Christianson, D.W.⁴

34
- 0028856676
- B. Borhan, A.D. Jones, F. Pinot, D.F. Grant, M.J. Kurth, and B.D. Hammock J. Biol. Chem. 270 1995 26923
- (1995) J. Biol. Chem. , vol.270 , pp. 26923
- Borhan, B.¹ Jones, A.D.² Pinot, F.³ Grant, D.F.⁴ Kurth, M.J.⁵ Hammock, B.D.⁶

35
- 0031059866
- Z. Otwinowski, and W. Minor Methods Enzymol. 276 1997 307
- (1997) Methods Enzymol. , vol.276 , pp. 307
- Otwinowski, Z.¹ Minor, W.²

36
- 0035788101
- J. Navaza Acta Crystallogr., Sect. D Biol. Crystallogr. 57 2001 1367
- (2001) Acta Crystallogr., Sect. D Biol. Crystallogr. , vol.57 , pp. 1367
- Navaza, J.¹

37
- 0030924992
- G.N. Murshudov, A.A. Vagin, and E.J. Dodson Acta Crystallogr., Sect. D Biol. Crystallogr. 53 1997 240
- (1997) Acta Crystallogr., Sect. D Biol. Crystallogr. , vol.53 , pp. 240
- Murshudov, G.N.¹ Vagin, A.A.² Dodson, E.J.³

38
- 0028103275
- Collaborative Computational Project, Number 4
- Collaborative Computational Project, Number 4, Acta Crystallogr., Sect. D Biol. Crystallogr., 1994, 50, 760.
- (1994) Acta Crystallogr., Sect. D Biol. Crystallogr. , vol.50 , pp. 760

39
- 13244281317
- P. Emsley, and K. Cowtan Acta Crystallogr., Sect. D Biol. Crystallogr. 60 2004 2126
- (2004) Acta Crystallogr., Sect. D Biol. Crystallogr. , vol.60 , pp. 2126
- Emsley, P.¹ Cowtan, K.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.