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Volumn 47, Issue 11, 2004, Pages 2768-2775

BREED: Generating novel inhibitors through hybridization of known ligands. Application to CDK2, P38, and HIV protease

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIN DEPENDENT KINASE 2; LIGAND; PROTEIN; PROTEINASE INHIBITOR; SYNAPTOPHYSIN; UNCLASSIFIED DRUG;

EID: 2442647742     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm030543u     Document Type: Article
Times cited : (175)

References (36)
  • 1
    • 0001391169 scopus 로고
    • SPLICE: A program to assemble partial query solutions from three-dimensional database searches into novel ligands
    • Ho, C. M. W.; Marshall, G. R. SPLICE: A program to assemble partial query solutions from three-dimensional database searches into novel ligands. J. Comput.-Aided Mol. Des. 1993, 7, 623-647.
    • (1993) J. Comput.-Aided Mol. Des. , vol.7 , pp. 623-647
    • Ho, C.M.W.1    Marshall, G.R.2
  • 2
    • 0036406643 scopus 로고    scopus 로고
    • A new method to detect related function among proteins independent of sequence fold homology
    • Schmitt, S.; Kuhn, D.; Klebe, G. A New Method to Detect Related Function Among Proteins Independent of Sequence and Fold Homology. J. Mol. Biol. 2002, 323, 387-406.
    • (2002) J. Mol. Biol. , vol.323 , pp. 387-406
    • Schmitt, S.1    Kuhn, D.2    Klebe, G.3
  • 3
    • 0027943157 scopus 로고
    • Crystal structure at 1.9-A resolution of human immunodeficiency virus (HIV) II protease complexed with L-735,524, an orally bioavailable inhibitor of the HIV proteases
    • Chen, Z.; Li, Y.; Chen, E.; Hall, D. L.; Darke, P. L. et al. Crystal structure at 1.9-A resolution of human immunodeficiency virus (HIV) II protease complexed with L-735,524, an orally bioavailable inhibitor of the HIV proteases. J. Biol. Chem. 1994, 269, 26344-26348.
    • (1994) J. Biol. Chem. , vol.269 , pp. 26344-26348
    • Chen, Z.1    Li, Y.2    Chen, E.3    Hall, D.L.4    Darke, P.L.5
  • 4
    • 0001708959 scopus 로고
    • Description of several chemical structure file formats used by computer programs developed at molecular design limited
    • Dalby, A.; Nourse, J. G.; Hounshell, W. D.; Gushurst, A. K. I.; Grier, D. L. et al. Description of Several Chemical Structure File Formats Used by Computer Programs Developed at Molecular Design Limited. J. Chem. Inf. Comput. Sci. 1992, 32, 244-255.
    • (1992) J. Chem. Inf. Comput. Sci. , vol.32 , pp. 244-255
    • Dalby, A.1    Nourse, J.G.2    Hounshell, W.D.3    Gushurst, A.K.I.4    Grier, D.L.5
  • 5
    • 0023965741 scopus 로고
    • SMILES 1. Introduction and encoding rules
    • Weininger, D. SMILES 1. Introduction and Encoding Rules. J. Chem. Inf Comput. Sci. 1988, 28, 31-36.
    • (1988) J. Chem. Inf Comput. Sci. , vol.28 , pp. 31-36
    • Weininger, D.1
  • 6
    • 0028846226 scopus 로고
    • Crystal-strucure of HIV-1 protease in complex with VX-478, a potent and orally bioavailable inhibitor of the enzyme
    • Kim, E. E.; Baker, C. T.; Dwyer, M. D.; Murcko, M. A.; Rao, B. G. et al. Crystal-strucure of HIV-1 protease in complex with VX-478, a potent and orally bioavailable inhibitor of the enzyme. J. Am. Chem. Soc. 1995, 117, 1181-1182.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 1181-1182
    • Kim, E.E.1    Baker, C.T.2    Dwyer, M.D.3    Murcko, M.A.4    Rao, B.G.5
  • 7
    • 0029042805 scopus 로고
    • Inhibitors of HIV-1 protease containing the novel and potent (R)-hydroxyethyl)sulfonamide isostere
    • Vazquez, M. L.; Bryant, M. L.; Clare, M.; DeCrescenzo, G. A.; Doherty, E. M. et al. Inhibitors of HIV-1 Protease Containing the Novel and Potent (R)-Hydroxyethyl)sulfonamide Isostere. J. Med. Chem. 1995, 38, 581-584.
    • (1995) J. Med. Chem. , vol.38 , pp. 581-584
    • Vazquez, M.L.1    Bryant, M.L.2    Clare, M.3    DeCrescenzo, G.A.4    Doherty, E.M.5
  • 8
    • 0026317997 scopus 로고
    • Novel binding mode of highly potent HIV-proteinase inhibitors incorporating the (R)-hydroxyethylamine isostere
    • Krohn, A.; Redshaw, S.; Ritchie, J. C.; Graves, B. J.; Hatada, M. H. Novel binding mode of highly potent HIV-proteinase inhibitors incorporating the (R)-hydroxyethylamine isostere. J. Med. Chem. 1991, 34, 3340-3342.
    • (1991) J. Med. Chem. , vol.34 , pp. 3340-3342
    • Krohn, A.1    Redshaw, S.2    Ritchie, J.C.3    Graves, B.J.4    Hatada, M.H.5
  • 9
    • 0033594865 scopus 로고    scopus 로고
    • Molecular recognition of macrocyclic peptidomimetic inhibitors by HIV-1 protease
    • Martin, J. L.; Begun, J.; Schindeler, A.; Wickramasinghe, W. A.; Alewood, D. et al. Molecular recognition of macrocyclic peptidomimetic inhibitors by HIV-1 protease. Biochemistry 1999, 38, 7978-7988.
    • (1999) Biochemistry , vol.38 , pp. 7978-7988
    • Martin, J.L.1    Begun, J.2    Schindeler, A.3    Wickramasinghe, W.A.4    Alewood, D.5
  • 10
    • 0029644476 scopus 로고
    • Comparative analysis of the X-ray structures of HIV-1 and HIV-2 proteases in complex with CGP 53820, a novel pseudosymmetric inhibitor
    • Priestle, J. P.; Fassler, A.; Rosel, J.; Tintelnot-Blomley, M.; Strop, P. et al. Comparative analysis of the X-ray structures of HIV-1 and HIV-2 proteases in complex with CGP 53820, a novel pseudosymmetric inhibitor. Structure 1995, 3, 381-389.
    • (1995) Structure , vol.3 , pp. 381-389
    • Priestle, J.P.1    Fassler, A.2    Rosel, J.3    Tintelnot-Blomley, M.4    Strop, P.5
  • 11
    • 0037187402 scopus 로고    scopus 로고
    • Hydroxyethylamine isostere of an HIV-1 protease inhibitor prefers its amine to the hydroxy group in binding to catalytic aspartates. A synchrotron study of HIV-1 protease in complex with a peptidomimetic inhibitor
    • Dohnalek, J.; Hasek, J.; Duskova, J.; Petrokova, H.; Hradilek, M. et al. Hydroxyethylamine isostere of an HIV-1 protease inhibitor prefers its amine to the hydroxy group in binding to catalytic aspartates. A synchrotron study of HIV-1 protease in complex with a peptidomimetic inhibitor. J. Med. Chem. 2002, 45, 1432-1438.
    • (2002) J. Med. Chem. , vol.45 , pp. 1432-1438
    • Dohnalek, J.1    Hasek, J.2    Duskova, J.3    Petrokova, H.4    Hradilek, M.5
  • 12
    • 14444281534 scopus 로고    scopus 로고
    • Viracept (nelfinavir mesylate, AG1343): A potent, orally bioavailable inhibitor of HIV-1 protease
    • Kaldor, S. W.; Kalish, V. J.; 2nd, J. F. D.; Shetty, B. V.; Fritz, J. E. et al. Viracept (nelfinavir mesylate, AG1343): a potent, orally bioavailable inhibitor of HIV-1 protease. J. Med. Chem. 1997, 40, 3979-3985.
    • (1997) J. Med. Chem. , vol.40 , pp. 3979-3985
    • Kaldor, S.W.1    Kalish, V.J.2    Shetty, B.V.3    Fritz, J.E.4
  • 13
    • 0026350729 scopus 로고
    • X-ray crystal structure of the HIV protease complex with L-700,417, an inhibitor with pseudo C2 symmetry
    • Bone, R.; Vacca, J. P.; Anderson, P. S.; Holloway, M. K. X-ray crystal structure of the HIV protease complex with L-700,417, an inhibitor with pseudo C2 symmetry. J. Am. Chem. Soc. 1991, 113, 9382-9384.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 9382-9384
    • Bone, R.1    Vacca, J.P.2    Anderson, P.S.3    Holloway, M.K.4
  • 14
    • 0032530336 scopus 로고    scopus 로고
    • Structural basis of inhibitor selectivity in MAP kinases
    • Wang, Z.; Canagarajah, B. J.; Boehm, J. C.; Kassisa, S.; Cobb, M. H. et al. Structural basis of inhibitor selectivity in MAP kinases. Structure 1998, 6, 1117-1128.
    • (1998) Structure , vol.6 , pp. 1117-1128
    • Wang, Z.1    Canagarajah, B.J.2    Boehm, J.C.3    Kassisa, S.4    Cobb, M.H.5
  • 15
    • 0034642482 scopus 로고    scopus 로고
    • Binding mode of the 4-anilinoquinazoline class of protein kinase inhibitor: X-ray crystallographic studies of 4-anilinoquinazolines bound to cyclin-dependent kinase 2 and p38 kinase
    • Shewchuk, L.; Hassell, A.; Wisely, B.; Rocque, W.; Holmes, W. et al. Binding mode of the 4-anilinoquinazoline class of protein kinase inhibitor: X-ray crystallographic studies of 4-anilinoquinazolines bound to cyclin-dependent kinase 2 and p38 kinase. J. Med. Chem. 2000, 43, 133-138.
    • (2000) J. Med. Chem. , vol.43 , pp. 133-138
    • Shewchuk, L.1    Hassell, A.2    Wisely, B.3    Rocque, W.4    Holmes, W.5
  • 16
    • 0035930519 scopus 로고    scopus 로고
    • The cyclin-dependent kinases cdk2 and cdk5 act by a random, anticooperative kinetic mechanism
    • Clare, P. M.; Poorman, R. A.; Kelley, L. C.; Watenpaugh, K. D.; Bannow, C. A. et al. The cyclin-dependent kinases cdk2 and cdk5 act by a random, anticooperative kinetic mechanism. J. Biol. Chem. 2001, 276, 48292-48299.
    • (2001) J. Biol. Chem. , vol.276 , pp. 48292-48299
    • Clare, P.M.1    Poorman, R.A.2    Kelley, L.C.3    Watenpaugh, K.D.4    Bannow, C.A.5
  • 17
    • 0027499898 scopus 로고
    • Cyclic sulfolanes as novel and high affinity P2 ligands for HIV-1 protease inhibitors
    • Ghosh, A. K.; Thompson, W. J.; Lee, H. Y.; McKee, S. P.; Munson, P. M. et al. Cyclic Sulfolanes as Novel and High Affinity P2 Ligands for HIV-1 Protease Inhibitors. J. Med. Chem. 1993, 36, 924-927.
    • (1993) J. Med. Chem. , vol.36 , pp. 924-927
    • Ghosh, A.K.1    Thompson, W.J.2    Lee, H.Y.3    McKee, S.P.4    Munson, P.M.5
  • 20
    • 0028380643 scopus 로고
    • CAVEAT: A program to facilitate the design of organic molecules
    • Lauri, G.; Bartlett, P. A. CAVEAT: a program to facilitate the design of organic molecules. J. Comput.-Aided Mol. Des. 1994, 8, 51-66.
    • (1994) J. Comput.-Aided Mol. Des. , vol.8 , pp. 51-66
    • Lauri, G.1    Bartlett, P.A.2
  • 21
    • 0027410562 scopus 로고
    • 3-Tetrahydrofuran and pyran urethanes as high-affinity P2-ligands for HIV-1 protease inhibitors
    • Ghosh, A. K.; Thompson, W. J.; McKee, S. P.; Duong, T. T.; Lyle, T. A. et al. 3-Tetrahydrofuran and Pyran Urethanes as High-Affinity P2-Ligands for HIV-1 Protease Inhibitors. J. Med. Chem. 1993, 36, 292-294.
    • (1993) J. Med. Chem. , vol.36 , pp. 292-294
    • Ghosh, A.K.1    Thompson, W.J.2    McKee, S.P.3    Duong, T.T.4    Lyle, T.A.5
  • 22
    • 2442692275 scopus 로고    scopus 로고
    • Novel aryloxy substituted pyrimidine imidazole compounds. WO9857966, 1998
    • Adams, J. L.; Lee, D.; Long, S. A. Novel aryloxy substituted pyrimidine imidazole compounds. WO9857966, 1998.
    • Adams, J.L.1    Lee, D.2    Long, S.A.3
  • 23
    • 2442719697 scopus 로고    scopus 로고
    • Preparation of pyrimidin-2-amines as cyclin-dependent serine/threonine kinase (CDK) inhibitors. WO0164654, 2001
    • Pease, E. J.; Breault, G. A.; Morris, J. J. Preparation of pyrimidin-2-amines as cyclin-dependent serine/threonine kinase (CDK) inhibitors. WO0164654, 2001.
    • Pease, E.J.1    Breault, G.A.2    Morris, J.J.3
  • 24
    • 2442699712 scopus 로고    scopus 로고
    • Preparation of 2,4-di(hetero)arylamino(oxy)-5-substituted pyrimidines as antineoplastic agents. WO0164655, 2001
    • Pease, E. J.; Breault, G. A.; Williams, E. J.; Bradbury, R. H.; Morris, J. J. Preparation of 2,4-di(hetero)arylamino(oxy)-5-substituted pyrimidines as antineoplastic agents. WO0164655, 2001.
    • Pease, E.J.1    Breault, G.A.2    Williams, E.J.3    Bradbury, R.H.4    Morris, J.J.5
  • 25
    • 2442686157 scopus 로고    scopus 로고
    • Preparation of aminopyrimidines and -pyridines as glycogen synthase kinase 3 inhibitors. WO0220495, 2002
    • Nuss, J. M.; Harrison, S. D.; Ring, D. B.; Boyce, R. S.; Johnson, K. et al. Preparation of aminopyrimidines and -pyridines as glycogen synthase kinase 3 inhibitors. WO0220495, 2002.
    • Nuss, J.M.1    Harrison, S.D.2    Ring, D.B.3    Boyce, R.S.4    Johnson, K.5
  • 27
    • 2442707227 scopus 로고    scopus 로고
    • Preparation of 4,6-dianilinopyrimidines derivatives as tyrosine kinase inhibitors. WO9515952, 1995
    • Thomas, A. P. Preparation of 4,6-dianilinopyrimidines derivatives as tyrosine kinase inhibitors. WO9515952, 1995.
    • Thomas, A.P.1
  • 28
    • 2442656025 scopus 로고    scopus 로고
    • Preparation of bis-(anilino)pyrimidines as CDK inhibitors. WO0012486, 2000
    • Breault, G. A.; Jewsbury, P. J.; Pease, J. E. Preparation of bis-(anilino)pyrimidines as CDK inhibitors. WO0012486, 2000.
    • Breault, G.A.1    Jewsbury, P.J.2    Pease, J.E.3
  • 29
    • 2442663516 scopus 로고    scopus 로고
    • Preparation of 4-anilinopyrimidines as p38 kinase inhibitors. WO0127089, 2001
    • Cumming, J. G. Preparation of 4-anilinopyrimidines as p38 kinase inhibitors. WO0127089, 2001.
    • Cumming, J.G.1
  • 30
    • 0035966871 scopus 로고    scopus 로고
    • Detailed analysis of scoring functions for virtual screening
    • Stahl, M.; Rarey, M. Detailed Analysis of Scoring Functions for Virtual Screening. J. Med. Chem. 2001, 44, 1035-1042.
    • (2001) J. Med. Chem. , vol.44 , pp. 1035-1042
    • Stahl, M.1    Rarey, M.2
  • 32
    • 0037204544 scopus 로고    scopus 로고
    • Prediction of drug solubility from structure
    • Jorgensen, W. L.; Duffy, E. M. Prediction of drug solubility from structure. Adv. Drug Deliv. Rev. 2002, 54, 355-366.
    • (2002) Adv. Drug Deliv. Rev. , vol.54 , pp. 355-366
    • Jorgensen, W.L.1    Duffy, E.M.2
  • 33
    • 0037204547 scopus 로고    scopus 로고
    • Prediction of intestinal permeability
    • Egan, W. J.; Lauri, G. Prediction of intestinal permeability. Adv. Drug Deliv. Rev. 2002, 54, 273-289.
    • (2002) Adv. Drug Deliv. Rev. , vol.54 , pp. 273-289
    • Egan, W.J.1    Lauri, G.2
  • 34
    • 0036589360 scopus 로고    scopus 로고
    • Towards a new age of virtual ADME/TOX and multidimensional drug discovery
    • Ekins, S.; Boulanger, B.; Swaan, P. W.; Hupcey, M. A. Towards a new age of virtual ADME/TOX and multidimensional drug discovery. J. Comput.-Aided Mol. Des. 2002, 16, 381-401.
    • (2002) J. Comput.-Aided Mol. Des. , vol.16 , pp. 381-401
    • Ekins, S.1    Boulanger, B.2    Swaan, P.W.3    Hupcey, M.A.4
  • 36
    • 0029965861 scopus 로고    scopus 로고
    • CONCERTS: Dynamic connection of fragments as an approach to de Novo ligand design
    • Pearlman, D. A.; Murcko, M. A. CONCERTS: Dynamic Connection of Fragments as an Approach to de Novo Ligand Design. J. Med. Chem. 1996, 39, 1651-1663.
    • (1996) J. Med. Chem. , vol.39 , pp. 1651-1663
    • Pearlman, D.A.1    Murcko, M.A.2


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