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Volumn 52, Issue 3, 2009, Pages 779-797

Discovery of highly potent and selective inhibitors of neuronal nitric oxide synthase by fragment hopping

Author keywords

[No Author keywords available]

Indexed keywords

ISOENZYME; NEURONAL NITRIC OXIDE SYNTHASE; NITRIC OXIDE SYNTHASE INHIBITOR; AMINOPYRIDINE DERIVATIVE; ENDOTHELIAL NITRIC OXIDE SYNTHASE; ENZYME INHIBITOR; INDUCIBLE NITRIC OXIDE SYNTHASE; NOS2 PROTEIN, MOUSE; PYRROLIDINE DERIVATIVE;

EID: 61449263657     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm801220a     Document Type: Article
Times cited : (83)

References (73)
  • 1
    • 3042689621 scopus 로고    scopus 로고
    • Fragment-based drug discovery
    • (a) Erlanson, D. A.; McDowell, R. S.; O'Brien, T. Fragment-based drug discovery. J. Med. Chem. 2004, 47 (14), 3463-3482.
    • (2004) J. Med. Chem , vol.47 , Issue.14 , pp. 3463-3482
    • Erlanson, D.A.1    McDowell, R.S.2    O'Brien, T.3
  • 3
    • 33751204422 scopus 로고    scopus 로고
    • Fragment-based lead discovery: A chemical update
    • (c)Erlanson, D. A. Fragment-based lead discovery: a chemical update. Curr. Opin. Biotechnol. 2006, 17 (6), 643-652.
    • (2006) Curr. Opin. Biotechnol , vol.17 , Issue.6 , pp. 643-652
    • Erlanson, D.A.1
  • 4
    • 46849089254 scopus 로고    scopus 로고
    • Recent developments in fragment-based drug discovery
    • (d)Congreve, M.; Chessari, G.; Tisi, D.; Woodhead, A. J. Recent developments in fragment-based drug discovery. J. Med. Chem. 2008, 51 (13), 3661-3680.
    • (2008) J. Med. Chem , vol.51 , Issue.13 , pp. 3661-3680
    • Congreve, M.1    Chessari, G.2    Tisi, D.3    Woodhead, A.J.4
  • 5
    • 33847381100 scopus 로고    scopus 로고
    • A decade of fragment-based drug design: Strategic advances and lessons learned
    • Hajduk, P. J.; Greer, J. A decade of fragment-based drug design: strategic advances and lessons learned. Nat. Rev. Drug Discovery 2007, 6 (3), 211-219.
    • (2007) Nat. Rev. Drug Discovery , vol.6 , Issue.3 , pp. 211-219
    • Hajduk, P.J.1    Greer, J.2
  • 6
    • 42449095567 scopus 로고    scopus 로고
    • Recent developments in de novo design and scaffold hopping
    • (a) Mauser, H.; Guba, W. Recent developments in de novo design and scaffold hopping. Curr. Opin. Drug Discovery Dev. 2008, 11 (3), 365-374.
    • (2008) Curr. Opin. Drug Discovery Dev , vol.11 , Issue.3 , pp. 365-374
    • Mauser, H.1    Guba, W.2
  • 7
    • 23844449940 scopus 로고    scopus 로고
    • Computer-based de novo design of drug-like molecules
    • (b) Schneider, G; Fechner, U. Computer-based de novo design of drug-like molecules. Nat. Rev. Drug Discovery 2005, 4 (8), 649-663.
    • (2005) Nat. Rev. Drug Discovery , vol.4 , Issue.8 , pp. 649-663
    • Schneider, G.1    Fechner, U.2
  • 8
    • 41149145121 scopus 로고    scopus 로고
    • Minimal pharmacophoric elements and fragment hopping, an approach directed at molecular diversity and isozyme selectivity. Design of selective neuronal nitric oxide synthase inhibitors
    • Ji, H.; Stanton, B. Z.; Igarashi, J.; Li, H.; Martasek, P.; Roman, L. J.; Poulos, T. L.; Silverman, R. B. Minimal pharmacophoric elements and fragment hopping, an approach directed at molecular diversity and isozyme selectivity. Design of selective neuronal nitric oxide synthase inhibitors. J. Am. Chem. Soc. 2008, 130 (12), 3900-3914.
    • (2008) J. Am. Chem. Soc , vol.130 , Issue.12 , pp. 3900-3914
    • Ji, H.1    Stanton, B.Z.2    Igarashi, J.3    Li, H.4    Martasek, P.5    Roman, L.J.6    Poulos, T.L.7    Silverman, R.B.8
  • 9
    • 0027975453 scopus 로고
    • Nitric oxide: A physiologic messenger molecule
    • (a) Bredt, D. S.; Snyder, S. H. Nitric oxide: a physiologic messenger molecule. Annu. Rev. Biochem. 1994, 63, 175-195.
    • (1994) Annu. Rev. Biochem , vol.63 , pp. 175-195
    • Bredt, D.S.1    Snyder, S.H.2
  • 10
    • 0028815563 scopus 로고
    • Nitric oxide: A new paradigm for second messengers
    • 22
    • (b) Kerwin, J. F., Jr.; Lancaster, J. R., Jr.; Feldman, P. L. Nitric oxide: a new paradigm for second messengers. J. Med. Chem. 1995, 38 (22), 4343-4362.
    • (1995) J. Med. Chem , vol.38 , pp. 4343-4362
    • Kerwin Jr., J.F.1    Lancaster Jr., J.R.2    Feldman, P.L.3
  • 13
    • 0025883342 scopus 로고
    • Nitric oxide: Physiology, pathophysiology, and pharmacology
    • Moncada, S.; Palmer, R. M.; Higgs, E. A. Nitric oxide: physiology, pathophysiology, and pharmacology. Pharmacol. Rev. 1991, 43 (2), 109-142.
    • (1991) Pharmacol. Rev , vol.43 , Issue.2 , pp. 109-142
    • Moncada, S.1    Palmer, R.M.2    Higgs, E.A.3
  • 14
    • 2342430696 scopus 로고    scopus 로고
    • Pharmacology of nitric oxide: Molecular mechanisms and therapeutic strategies
    • Domenico, R. Pharmacology of nitric oxide: molecular mechanisms and therapeutic strategies. Curr. Pharm. Des. 2004, 10 (14), 1667-1676.
    • (2004) Curr. Pharm. Des , vol.10 , Issue.14 , pp. 1667-1676
    • Domenico, R.1
  • 15
    • 0036550216 scopus 로고    scopus 로고
    • Mechanism of free-radical generation by nitric oxide synthase
    • Rosen, G. M.; Tsai, P.; Pou, S. Mechanism of free-radical generation by nitric oxide synthase. Chem. Rev. 2002, 102 (4), 1191-1199.
    • (2002) Chem. Rev , vol.102 , Issue.4 , pp. 1191-1199
    • Rosen, G.M.1    Tsai, P.2    Pou, S.3
  • 16
    • 0028349156 scopus 로고
    • Nitric oxide synthases in mammals
    • Knowles, R. G.; Moncada, S. Nitric oxide synthases in mammals. Biochem. J. 1994, 298 (2), 249-258.
    • (1994) Biochem. J , vol.298 , Issue.2 , pp. 249-258
    • Knowles, R.G.1    Moncada, S.2
  • 17
    • 0035425503 scopus 로고    scopus 로고
    • Nitric oxide synthases: Structure, function and inhibition
    • Alderton, W. K.; Cooper, C. E.; Knowles, R. G. Nitric oxide synthases: structure, function and inhibition. Biochem. J. 2001, 357 (3), 593-615.
    • (2001) Biochem. J , vol.357 , Issue.3 , pp. 593-615
    • Alderton, W.K.1    Cooper, C.E.2    Knowles, R.G.3
  • 18
    • 0036548323 scopus 로고    scopus 로고
    • Intrinsic and extrinsic modulation of nitric oxide synthase activity
    • Roman, L. J.; Martásek, P.; Masters, B. S. S. Intrinsic and extrinsic modulation of nitric oxide synthase activity. Chem. Rev. 2002, 102 (4), 1179-1189.
    • (2002) Chem. Rev , vol.102 , Issue.4 , pp. 1179-1189
    • Roman, L.J.1    Martásek, P.2    Masters, B.S.S.3
  • 19
    • 0027945658 scopus 로고
    • Effects of cerebral ischemia in mice deficient in neuronal nitric oxide synthase
    • Huang, Z.; Huang, P. L.; Panahian, N.; Dalkara, T.; Fishman, M. C.; Moskowitz, M. A. Effects of cerebral ischemia in mice deficient in neuronal nitric oxide synthase. Science 1994, 265 (5180), 1883-1885.
    • (1994) Science , vol.265 , Issue.5180 , pp. 1883-1885
    • Huang, Z.1    Huang, P.L.2    Panahian, N.3    Dalkara, T.4    Fishman, M.C.5    Moskowitz, M.A.6
  • 20
    • 0029984860 scopus 로고    scopus 로고
    • Przedborski, S.; Jackson-Lewis, V.; Yokoyama, R.; Shibata, T.; Dawson, V. L.; Dawson, T. M. Role of neuronal nitric oxide in 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-induced dopam - inergic neurotoxicity. Proc. Natl. Acad. Sci. U.S.A. 1996, 93 (10), 4565-4571.
    • (a) Przedborski, S.; Jackson-Lewis, V.; Yokoyama, R.; Shibata, T.; Dawson, V. L.; Dawson, T. M. Role of neuronal nitric oxide in 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-induced dopam - inergic neurotoxicity. Proc. Natl. Acad. Sci. U.S.A. 1996, 93 (10), 4565-4571.
  • 21
    • 0029844003 scopus 로고    scopus 로고
    • Inhibition of neuronal nitric oxide synthase prevents MPTP-induced Parkinsonism in baboons
    • (b) Hantraye, P.; Brouillet, E.; Ferrante, R.; Palfi, S.; Dolan, R.; Matthews, R. T.; Beal, M. F. Inhibition of neuronal nitric oxide synthase prevents MPTP-induced Parkinsonism in baboons. Nat. Med. 1996, 2 (9), 1017-1021.
    • (1996) Nat. Med , vol.2 , Issue.9 , pp. 1017-1021
    • Hantraye, P.1    Brouillet, E.2    Ferrante, R.3    Palfi, S.4    Dolan, R.5    Matthews, R.T.6    Beal, M.F.7
  • 22
    • 33745315287 scopus 로고    scopus 로고
    • S-Nitrosylated protein-disulphide isomerase links protein misfolding to neurodegeneration
    • Uehara, T.; Nakamura, T.; Yao, D.; Shi, Z. Q.; Gu, Z.; Ma, Y.; Masliah, E.; Nomura, Y.; Lipton, S. A. S-Nitrosylated protein-disulphide isomerase links protein misfolding to neurodegeneration. Nature 2006, 441 (7092), 513-517.
    • (2006) Nature , vol.441 , Issue.7092 , pp. 513-517
    • Uehara, T.1    Nakamura, T.2    Yao, D.3    Shi, Z.Q.4    Gu, Z.5    Ma, Y.6    Masliah, E.7    Nomura, Y.8    Lipton, S.A.9
  • 23
    • 29344465714 scopus 로고    scopus 로고
    • Inducible nitric oxide synthase binds, S-nitrosylates, and activates cyclooxygenase-2
    • Kim, S. F.; Huri, D. A.; Snyder, S. H. Inducible nitric oxide synthase binds, S-nitrosylates, and activates cyclooxygenase-2. Science 2005, 310 (5756), 1966-1970.
    • (2005) Science , vol.310 , Issue.5756 , pp. 1966-1970
    • Kim, S.F.1    Huri, D.A.2    Snyder, S.H.3
  • 24
    • 0029021148 scopus 로고
    • Hypertension in mice lacking the gene for endothelial nitric oxide synthase
    • (a) Huang, P. L.; Huang, Z.; Mashimo, H.; Bloch, K. D.; Moskowitz, M. A.; Bevan, J. A.; Fishman, M. C. Hypertension in mice lacking the gene for endothelial nitric oxide synthase. Nature 1995, 377 (6546),239-242.
    • (1995) Nature , vol.377 , Issue.6546 , pp. 239-242
    • Huang, P.L.1    Huang, Z.2    Mashimo, H.3    Bloch, K.D.4    Moskowitz, M.A.5    Bevan, J.A.6    Fishman, M.C.7
  • 26
    • 34250827108 scopus 로고    scopus 로고
    • Understanding eNOS for pharmacological modulation of endothelial function: A translational view
    • (c) Braam, B.; Verhaar, M. C. Understanding eNOS for pharmacological modulation of endothelial function: a translational view. Curr. Pharm. Des. 2007, 13 (17), 1727-1740.
    • (2007) Curr. Pharm. Des , vol.13 , Issue.17 , pp. 1727-1740
    • Braam, B.1    Verhaar, M.C.2
  • 27
    • 0036242431 scopus 로고    scopus 로고
    • Progress in the development of selective nitric oxide synthase (NOS) inhibitors
    • (a) Salerno, L.; Sorrenti, V.; Di Giacomo, C.; Romeo, G.; Siracusa, M. A. Progress in the development of selective nitric oxide synthase (NOS) inhibitors. Curr. Pharm. Des. 2002, 8 (3), 177-200.
    • (2002) Curr. Pharm. Des , vol.8 , Issue.3 , pp. 177-200
    • Salerno, L.1    Sorrenti, V.2    Di Giacomo, C.3    Romeo, G.4    Siracusa, M.A.5
  • 29
    • 33745740989 scopus 로고    scopus 로고
    • Computational studies of competitive inhibitors of nitric oxide synthase (NOS) enzymes: Towards the development of powerful and isoform-selective inhibitors
    • (c) Tafi, A.; Angeli, L.; Venturini, G.; Travagli, M.; Corelli, F.; Botta, M. Computational studies of competitive inhibitors of nitric oxide synthase (NOS) enzymes: towards the development of powerful and isoform-selective inhibitors. Curr. Med. Chem. 2006, 13 (16), 1929-1946.
    • (2006) Curr. Med. Chem , vol.13 , Issue.16 , pp. 1929-1946
    • Tafi, A.1    Angeli, L.2    Venturini, G.3    Travagli, M.4    Corelli, F.5    Botta, M.6
  • 30
    • 0036883907 scopus 로고    scopus 로고
    • Blocking NO Synthesis: How, where and why?
    • Vallance, P.; Leiper, J. Blocking NO Synthesis: how, where and why? Nat. Rev. Drug Discovery 2002, 1 (12), 939-950.
    • (2002) Nat. Rev. Drug Discovery , vol.1 , Issue.12 , pp. 939-950
    • Vallance, P.1    Leiper, J.2
  • 31
    • 0030773013 scopus 로고    scopus 로고
    • ω- nitroargi - nine-and phenylalanine-containing dipeptides and dipeptide esters
    • ω- nitroargi - nine-and phenylalanine-containing dipeptides and dipeptide esters. J. Med. Chem. 1997, 40 (18), 2813-2817.
    • (1997) J. Med. Chem , vol.40 , Issue.18 , pp. 2813-2817
    • Silverman, R.B.1    Huang, H.2    Marletta, M.A.3    Martásek, P.4
  • 33
    • 0032571411 scopus 로고    scopus 로고
    • Structure of nitric oxide synthase oxygenase dimer with pterin and substrate
    • (a) Crane, B. R.; Arvai, A. S.; Ghosh, D. K.; Wu, C.; Getzoff, E. D.; Stuehr, D. J.; Tainer, J. A. Structure of nitric oxide synthase oxygenase dimer with pterin and substrate. Science 1998, 279 (5359), 2121-2126.
    • (1998) Science , vol.279 , Issue.5359 , pp. 2121-2126
    • Crane, B.R.1    Arvai, A.S.2    Ghosh, D.K.3    Wu, C.4    Getzoff, E.D.5    Stuehr, D.J.6    Tainer, J.A.7
  • 34
    • 0032416666 scopus 로고    scopus 로고
    • Crystal structure of constitutive endothelial nitric oxide synthase: A paradigm for pterin function involving a novel metal center
    • (b) Raman, C. S.; Li, H.; Martásek, P.; Kral, V.; Masters, B. S.; Poulos, T. L. Crystal structure of constitutive endothelial nitric oxide synthase: a paradigm for pterin function involving a novel metal center. Cell 1998, 95 (7), 939-950.
    • (1998) Cell , vol.95 , Issue.7 , pp. 939-950
    • Raman, C.S.1    Li, H.2    Martásek, P.3    Kral, V.4    Masters, B.S.5    Poulos, T.L.6
  • 36
    • 18744415136 scopus 로고    scopus 로고
    • The novel binding mode ofN-alkyl - N'-hydroxyguanidine to neuronal nitric oxide synthase provides mechanistic insights into NO biosynthesis
    • (d) Li, H.; Shimizu, H.; Flinspach, M.; Jamal, J.; Yang, W.; Xian, M.; Cai, T.; Wen, E. Z.; Jia, Q.; Wang, P. G.; Poulos, T. L. The novel binding mode ofN-alkyl - N'-hydroxyguanidine to neuronal nitric oxide synthase provides mechanistic insights into NO biosynthesis. Biochemistry 2002, 41 (47),13868-13875.
    • (2002) Biochemistry , vol.41 , Issue.47 , pp. 13868-13875
    • Li, H.1    Shimizu, H.2    Flinspach, M.3    Jamal, J.4    Yang, W.5    Xian, M.6    Cai, T.7    Wen, E.Z.8    Jia, Q.9    Wang, P.G.10    Poulos, T.L.11
  • 38
    • 0033549862 scopus 로고    scopus 로고
    • ω-Nitroarginine-containing dipeptide amides. Potent and highly selective inhibitors of neuronal nitric oxide synthase
    • ω-Nitroarginine-containing dipeptide amides. Potent and highly selective inhibitors of neuronal nitric oxide synthase. J. Med. Chem. 1999, 42 (16), 3147-3153.
    • (1999) J. Med. Chem , vol.42 , Issue.16 , pp. 3147-3153
    • Huang, H.1    Martásek, P.2    Roman, L.J.3    Masters, B.S.4    Silverman, R.B.5
  • 39
    • 1642458673 scopus 로고    scopus 로고
    • Potent and selective conformationally restricted neuronal nitric oxide synthase inhibitors
    • Gómez-Vidal, J. A.; Martásek, P.; Roman, L. J.; Silverman, R. B. Potent and selective conformationally restricted neuronal nitric oxide synthase inhibitors. J. Med. Chem. 2004, 47 (3), 703-710.
    • (2004) J. Med. Chem , vol.47 , Issue.3 , pp. 703-710
    • Gómez-Vidal, J.A.1    Martásek, P.2    Roman, L.J.3    Silverman, R.B.4
  • 40
    • 33750121507 scopus 로고    scopus 로고
    • Confomationally restricted dipeptide amide as potent and selective neuronal nitric oxide synthase inhibitors
    • Ji, H.; Gómez-Vidal, J. A.; Martásek, P.; Roman, L. J.; Silverman, R. B. Confomationally restricted dipeptide amide as potent and selective neuronal nitric oxide synthase inhibitors. J. Med. Chem. 2006, 49 (21), 6254-6263.
    • (2006) J. Med. Chem , vol.49 , Issue.21 , pp. 6254-6263
    • Ji, H.1    Gómez-Vidal, J.A.2    Martásek, P.3    Roman, L.J.4    Silverman, R.B.5
  • 41
    • 0035797359 scopus 로고    scopus 로고
    • Reduced amide bond peptidomimetics. (4S)-N-(4-Amino-5-[aminoakyl]amino - pentyl)-N'-nitroguanidines, potent and highly selective inhibitors of neuronal nitric oxide synthase
    • Hah, J.-M.; Roman, L. J.; Martásek, P.; Silverman, R. B. Reduced amide bond peptidomimetics. (4S)-N-(4-Amino-5-[aminoakyl]amino - pentyl)-N'-nitroguanidines, potent and highly selective inhibitors of neuronal nitric oxide synthase. J. Med. Chem. 2001, 44 (16), 2667-2670.
    • (2001) J. Med. Chem , vol.44 , Issue.16 , pp. 2667-2670
    • Hah, J.-M.1    Roman, L.J.2    Martásek, P.3    Silverman, R.B.4
  • 42
    • 0344088452 scopus 로고    scopus 로고
    • Aromatic reduced amide bond peptidomimetics as selective inhibitors of neuronal nitric oxide synthase
    • Hah, J.-M.; Martásek, P.; Roman, L. J.; Silverman, R. B. Aromatic reduced amide bond peptidomimetics as selective inhibitors of neuronal nitric oxide synthase. J. Med. Chem. 2003, 46 (9), 1661-1669.
    • (2003) J. Med. Chem , vol.46 , Issue.9 , pp. 1661-1669
    • Hah, J.-M.1    Martásek, P.2    Roman, L.J.3    Silverman, R.B.4
  • 44
    • 2442599325 scopus 로고    scopus 로고
    • Structures of the neuronal and endothelial nitric oxide synthase heme domain with D-nitroarginine - containing dipeptide inhibitors bound
    • (b) Flinspach, M.; Li, H.; Jamal, J.; Yang, W.; Huang, H.; Silverman, R. B.; Poulos, T. L. Structures of the neuronal and endothelial nitric oxide synthase heme domain with D-nitroarginine - containing dipeptide inhibitors bound. Biochemistry 2004, 43 (18), 5181-5187.
    • (2004) Biochemistry , vol.43 , Issue.18 , pp. 5181-5187
    • Flinspach, M.1    Li, H.2    Jamal, J.3    Yang, W.4    Huang, H.5    Silverman, R.B.6    Poulos, T.L.7
  • 46
    • 0347626255 scopus 로고    scopus 로고
    • Computer modeling of selective regions in the active site of nitric oxide synthases: Implication for the design of isoform-selective inhibitors
    • Ji, H.; Li, H.; Flinspach, M.; Poulos, T. L.; Silverman, R. B. Computer modeling of selective regions in the active site of nitric oxide synthases: implication for the design of isoform-selective inhibitors. J. Med. Chem. 2003, 46 (26), 5700-5711.
    • (2003) J. Med. Chem , vol.46 , Issue.26 , pp. 5700-5711
    • Ji, H.1    Li, H.2    Flinspach, M.3    Poulos, T.L.4    Silverman, R.B.5
  • 47
    • 0027439587 scopus 로고
    • Further development of hydrogen bond functions for use in determining energetically favorable binding sites on molecules of known structure. 1. Ligand and probe groups with the ability to form two hydrogen bonds
    • (a) Wade, R. C.; Goodford, P. J. Further development of hydrogen bond functions for use in determining energetically favorable binding sites on molecules of known structure. 1. Ligand and probe groups with the ability to form two hydrogen bonds. J. Med. Chem. 1993, 36 (1), 140-147.
    • (1993) J. Med. Chem , vol.36 , Issue.1 , pp. 140-147
    • Wade, R.C.1    Goodford, P.J.2
  • 48
    • 0027510004 scopus 로고
    • Further development of hydrogen bond functions for use in determining energetically favorable binding sites on molecules of known structure. 2. Ligand and probe groups with the ability to form more than two hydrogen bonds
    • (b) Wade, R. C.; Goodford, P. J. Further development of hydrogen bond functions for use in determining energetically favorable binding sites on molecules of known structure. 2. Ligand and probe groups with the ability to form more than two hydrogen bonds. J. Med. Chem. 1993, 36 (1), 148-156.
    • (1993) J. Med. Chem , vol.36 , Issue.1 , pp. 148-156
    • Wade, R.C.1    Goodford, P.J.2
  • 49
    • 0025916872 scopus 로고
    • Functionality maps of binding sites: A multiple copy simultaneous search method
    • Miranker, A.; Karplus, M. Functionality maps of binding sites: a multiple copy simultaneous search method. Proteins 1991, 11 (1), 29-34.
    • (1991) Proteins , vol.11 , Issue.1 , pp. 29-34
    • Miranker, A.1    Karplus, M.2
  • 50
    • 0026813925 scopus 로고
    • The computer program LUDI: A new method for the de novo design of enzyme inhibitors
    • (a) Böhm, H.-J. The computer program LUDI: a new method for the de novo design of enzyme inhibitors. J. Comput.-Aided Mol. Des. 1992, 6 (1), 61-78.
    • (1992) J. Comput.-Aided Mol. Des , vol.6 , Issue.1 , pp. 61-78
    • Böhm, H.-J.1
  • 51
    • 0027027467 scopus 로고
    • LUDI: Rule-based automatic design of new substitutents for enzyme inhibitor leads
    • (b) Böhm, H.-J. LUDI: rule-based automatic design of new substitutents for enzyme inhibitor leads. J. Comput.-Aided Mol. Des. 1992, 6 (6), 593-606.
    • (1992) J. Comput.-Aided Mol. Des , vol.6 , Issue.6 , pp. 593-606
    • Böhm, H.-J.1
  • 52
    • 33746023969 scopus 로고    scopus 로고
    • Remote protection prevents unwanted cyclizations with 2-aminopyridines
    • Lawton, G. R.; Ji, H.; Silverman, R. B. Remote protection prevents unwanted cyclizations with 2-aminopyridines. Tetrahedron Lett. 2006, 47 (34), 6113-6115.
    • (2006) Tetrahedron Lett , vol.47 , Issue.34 , pp. 6113-6115
    • Lawton, G.R.1    Ji, H.2    Silverman, R.B.3
  • 53
    • 64349122601 scopus 로고    scopus 로고
    • Crystal structures of constitutive nitric oxide synthases in complex with de novo designed inhibitors
    • submitted
    • Igarashi, J.; Li, H.; Jamal, J.; Ji, H.; Fang J.; Silverman, R. B.; Poulos, T. L. Crystal structures of constitutive nitric oxide synthases in complex with de novo designed inhibitors. J. Med. Chem., submitted.
    • J. Med. Chem
    • Igarashi, J.1    Li, H.2    Jamal, J.3    Ji, H.4    Fang, J.5    Silverman, R.B.6    Poulos, T.L.7
  • 54
    • 0034609833 scopus 로고    scopus 로고
    • Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties
    • Ertl, P.; Rohde, B.; Selzer, P. Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties. J. Med. Chem. 2000, 43 (20), 3714-3717.
    • (2000) J. Med. Chem , vol.43 , Issue.20 , pp. 3714-3717
    • Ertl, P.1    Rohde, B.2    Selzer, P.3
  • 55
    • 64349084328 scopus 로고    scopus 로고
    • BioByte Corp., 201 W. Fourth Street, Suite 204, Claremont, CA 91711 (http://www.biobyte.com/).
    • BioByte Corp., 201 W. Fourth Street, Suite 204, Claremont, CA 91711 (http://www.biobyte.com/).
  • 56
    • 64349123960 scopus 로고    scopus 로고
    • ACD/log D Suite: Advanced Chemistry Development Inc., 110 Yonge Street, 14th floor, Toronto, Ontario, Canada M5C 1T4 (http:// www.acdlabs.com).
    • ACD/log D Suite: Advanced Chemistry Development Inc., 110 Yonge Street, 14th floor, Toronto, Ontario, Canada M5C 1T4 (http:// www.acdlabs.com).
  • 57
    • 27444434892 scopus 로고    scopus 로고
    • MetaSite: Understanding metabolism in human cytochromes from the perspective of the chemist
    • Cruciani, G.; Carosati, E.; De Boeck, B.; Ethirajulu, K.; Mackie, C.; Howe, T.; Vianello, R.; MetaSite: understanding metabolism in human cytochromes from the perspective of the chemist. J. Med. Chem. 2005, 48 (22), 6970-6979.
    • (2005) J. Med. Chem , vol.48 , Issue.22 , pp. 6970-6979
    • Cruciani, G.1    Carosati, E.2    De Boeck, B.3    Ethirajulu, K.4    Mackie, C.5    Howe, T.6    Vianello, R.7
  • 59
    • 65249163408 scopus 로고    scopus 로고
    • Design of selective neuronal nitric oxide synthase inhibitors for the prevention and treatment of neurodegenerative diseases
    • in press
    • Silverman, R. B. Design of selective neuronal nitric oxide synthase inhibitors for the prevention and treatment of neurodegenerative diseases. Acc. Chem. Res., in press.
    • Acc. Chem. Res
    • Silverman, R.B.1
  • 60
    • 64349093339 scopus 로고    scopus 로고
    • Insight II 2000: Accelrys Inc., 10188 Telesis Court, Suite 100, San Diego, CA 92121. Phone: (858) 799-5000. Fax: (858) 799-5100. Web site: http://www.accelrys.com/.
    • Insight II 2000: Accelrys Inc., 10188 Telesis Court, Suite 100, San Diego, CA 92121. Phone: (858) 799-5000. Fax: (858) 799-5100. Web site: http://www.accelrys.com/.
  • 61
    • 64349103475 scopus 로고    scopus 로고
    • SYBYL 6.8: Tripos, Inc., 1699 South Hanley Road, St. Louis, MO 63144-2319. Phone: (800) 323-2960. Fax: (314) 647-9241. Web site: http://www.tripos.com/.
    • SYBYL 6.8: Tripos, Inc., 1699 South Hanley Road, St. Louis, MO 63144-2319. Phone: (800) 323-2960. Fax: (314) 647-9241. Web site: http://www.tripos.com/.
  • 62
    • 64349105096 scopus 로고    scopus 로고
    • GRID 22: Molecular Discovery, Via Stoppani, 38, 06087, Ponte San Giovanni, Italy. Telephone and fax: +39-075-397411. Web site: http://www.moldiscovery.com/.
    • GRID 22: Molecular Discovery, Via Stoppani, 38, 06087, Ponte San Giovanni, PG, Italy. Telephone and fax: +39-075-397411. Web site: http://www.moldiscovery.com/.
  • 63
    • 64349084568 scopus 로고    scopus 로고
    • Evensen, E. R, Joseph-McCarthy, D, Karplus, M. MCSS, version 2.1; Harvard University: Cambridge, MA, 1997
    • Evensen, E. R.; Joseph-McCarthy, D.; Karplus, M. MCSS, version 2.1; Harvard University: Cambridge, MA, 1997.
  • 64
    • 0028454828 scopus 로고
    • The development of a simple empirical scoring function to estimate the binding constant for a protein-ligand complex of known three-dimensional structure
    • Böhm, H.-J. The development of a simple empirical scoring function to estimate the binding constant for a protein-ligand complex of known three-dimensional structure. J. Comput -Aided Mol. Des.1994,8(3),243-256
    • (1994) J. Comput -Aided Mol. Des , vol.8 , Issue.3 , pp. 243-256
    • Böhm, H.-J.1
  • 65
    • 11644261806 scopus 로고    scopus 로고
    • Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function
    • Morris, G. M. Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function. J. Comput. Chem. 1998, 19 (14), 1639-1662.
    • (1998) J. Comput. Chem , vol.19 , Issue.14 , pp. 1639-1662
    • Morris, G.M.1
  • 67
    • 49149147973 scopus 로고
    • Iterative paratial equalization of orbital electronegativity, a rapid access to atomic charges
    • Gasteiger, J.; Marsili, M. Iterative paratial equalization of orbital electronegativity, a rapid access to atomic charges. Tetrahedron 1980, 36 (22), 3219-3228.
    • (1980) Tetrahedron , vol.36 , Issue.22 , pp. 3219-3228
    • Gasteiger, J.1    Marsili, M.2
  • 68
    • 0026323665 scopus 로고
    • A purification of the inducible murine macrophage nitric oxide synthase
    • Hevel, J. M.; White, K. A.; Marletta, M. A purification of the inducible murine macrophage nitric oxide synthase. J. Biol. Chem. 1991, 266 (34), 22789-22791.
    • (1991) J. Biol. Chem , vol.266 , Issue.34 , pp. 22789-22791
    • Hevel, J.M.1    White, K.A.2    Marletta, M.3
  • 69
    • 0029114645 scopus 로고
    • High-level expression of functional rat neuronal nitric oxide synthase in escherichia coli
    • Roman, L. J.; Sheta, E. A.; Martásek, P.; Gross, S. S.; Liu, Q.; Masters, B. S. S. High-level expression of functional rat neuronal nitric oxide synthase in escherichia coli. Proc.Natl. Acad. Sci. U.S.A. 1995, 92 (18), 8428-8432.
    • (1995) Proc.Natl. Acad. Sci. U.S.A , vol.92 , Issue.18 , pp. 8428-8432
    • Roman, L.J.1    Sheta, E.A.2    Martásek, P.3    Gross, S.S.4    Liu, Q.5    Masters, B.S.S.6
  • 70
    • 0029048347 scopus 로고
    • Neuronal nitric oxide synthase: Expression in Escherichia coli, irreversible inhibition by phenyldiazene, and active site topology
    • Gerber, N. C.; Ortiz de Montellano, P. R. Neuronal nitric oxide synthase: expression in Escherichia coli, irreversible inhibition by phenyldiazene, and active site topology. J. Biol. Chem. 1995, 270 (30), 17791-17796.
    • (1995) J. Biol. Chem , vol.270 , Issue.30 , pp. 17791-17796
    • Gerber, N.C.1    Ortiz de Montellano, P.R.2
  • 72
    • 0028245391 scopus 로고
    • Nitric oxide synthase assays
    • Hevel, J. M.; Marletta, M. A. Nitric oxide synthase assays. Methods Enzymol. 1994, 233, 250-258.
    • (1994) Methods Enzymol , vol.233 , pp. 250-258
    • Hevel, J.M.1    Marletta, M.A.2
  • 73
    • 0003518480 scopus 로고
    • John Wiley and Sons: NewYork
    • Segel, I. H. Enzyme Kinetics; John Wiley and Sons: NewYork, 1975; p 105.
    • (1975) Enzyme Kinetics , pp. 105
    • Segel, I.H.1


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