QSAR models for prediction of glycogen synthase kinase-3β inhibitory activity of indirubin derivatives

QSAR and Combinatorial Science

Volumn 27, Issue 6, 2008, Pages 718-728

  Lather, Viney ^a   Kristam, Rajendra ^a   Saini, Jagmohan Singh ^a   Karthikeyan, Narasingapuram Arumugam ^a   Balaji, Vitukudi Narayana ^a  

^a JUBILANT BIOSYS LTD   (India)

Author keywords

2D QSAR; 3D QSAR; Glycogen Synthase Kinase (GSK 3); Indirubins; PHASE

Indexed keywords

AMINO ACIDS; BINDING ENERGY; COMPUTATIONAL CHEMISTRY; ENZYME ACTIVITY; ENZYME INHIBITION; MOLECULAR GRAPHICS; MOLECULES; NEURODEGENERATIVE DISEASES; PHARMACODYNAMICS;

2D-QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; 3D-QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; GLYCOGEN SYNTHASE KINASE; GLYCOGEN SYNTHASE KINASE ((GS) KINASE-3); INDIRUBIN; PHASE; QUANTITATIVE STRUCTURE ACTIVITY RELATIONSHIP; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP MODELING; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP STUDIES;

LIGANDS;

1 METHYLINDIRUBIN; 1 PHENYLINDIRUBIN; 2,2' BIINDOLE; 3,3' DIPHENYL 2,2' BIINDOLE; 5 BROMOINDIRUBIN; 5 CHLOROINDIRUBIN; 5 FLUOROINDIRUBIN; 5 FLUOROISATIN; 5 IODOINDIRUBIN; 5 IODOISATIN; 5 METHYLINDIRUBIN; 5 NITROINDIRUBIN; 5' BROMOINDIRUBIN; 5' BROMOINDIRUBIN 5 SULFONIC ACID; 5,5' DIBROMOINDIRUBIN; 5,5',7,7' INDIGOTETRASULFONIC ACID; 6 IODOINDIRUBIN; 6 IODOISATIN; GLYCOGEN SYNTHASE KINASE 3 INHIBITOR; GLYCOGEN SYNTHASE KINASE 3BETA; INDIGO; INDIRUBIN; INDIRUBIN 3' MONOOXIME; INDIRUBIN 3' MONOXIME 5 SULFONIC ACID; INDIRUBIN 5 SULFONIC ACID; ISATIN; ISATIN 5 SULFONIC ACID DIMETHYLAMIDE; ISOINDIGO; PROTEIN SERINE THREONINE KINASE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; COMPUTER PROGRAM; CONTROLLED STUDY; CORRELATION COEFFICIENT; CRYSTALLOGRAPHY; DRUG BINDING; DRUG POTENCY; DRUG STRUCTURE; ENZYME ACTIVE SITE; ENZYME INACTIVATION; ENZYME INHIBITION; ENZYME ISOLATION; ENZYME PHOSPHORYLATION; ENZYME PURIFICATION; INTERMETHOD COMPARISON; LIGAND BINDING; MOLECULAR INTERACTION; PHARMACOPHORE; PREDICTION; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; SIGNAL TRANSDUCTION;

EID: 54949132903     PISSN: 1611020X     EISSN: 16110218     Source Type: Journal    
DOI: 10.1002/qsar.200730052     Document Type: Article

References (40)

1. a) P. Cohen, The Enzymes, Academic Press, New York 1986;
2. b) J. R. Woodgett, P, Cohen, Biochim. Biophys. Acta 1984, 788, 339-347.
3. a) H. Eldar-Finkelman, R. Ilonz, Expert Opin. Investig. Drugs 2003, 12, 1-9;
4. b) H. Eldar-Finkelman, Trends Mol. Med. 2002, 8, 126-132.
5. Pathart™, Jubilant Biosys Ltd., Bangalore, India-560022, 2007.
6. a) C. A. Grimes, R. S. Jope, Prog. Neurobiol. 2001, 65, 391-426;
7. b) S. Frame, P. Cohen, Biochem. J. 2001, 359, 1-16;
8. c) D. A. Cross, D. R. Alessi, J. R. Vandenheede, H. McDowell, H. S. Hundal, P. Cohen, Biochem. J. 1994, 303, 21-26.
9. P. A. Lochhead, M. Coghlan, S. Q. J. Rice, C. Sutherland, Diabetes 2001, 50, 937-946.
10. S. Loverstone, C. H. Reynolds, D. Latimer, D. R. Davis, B. H. Anderton, J. M. Gallo, D. Hanger, S. Mulot, B. Marquardt, S. Stabel, J. R. Woodgett, C. C. Miller, Curr. Biol. 1994, 4, 1077-1086.
11. C. J. Phiel, C. A. Wilson, V. M. Lee, P. S. Klein, Nature 2003, 423, 435-439.
12. D. A. E. Cross, A. A. Culbert, K. A. Chalmers, L. Facci, S. D. Skaper, A. D. Reith, J. Neurochem. 2001, 77, 94-102.
13. a) A. Martinez, A. Castro, I. Dorronsoro, M. Alonso, Med. Res. Rev. 2002, 22, 373-384;
14. b) C. R. Beals, C. M. Sheridan, C. W Turck, P. Gardner, G. R. Crabtree, Science 1997, 275, 1930-1933;
15. c) I. A. Graef, P. G. Mermelstein, K. Stankunas, J. R. Neilson, K. Deis-Seroth, R. W. Tsien, G. R. Crabtree, Nature 1999, 401, 703-708;
16. d) S. Haq, G. Choukroun, Z. B. Kang, H. Ranu, T. Matsui, A. Rosen-zweig, J. D. Molkentin, A. Alessandrini, J. Woodgett, R. Haj-Jar, A. Michael, T. Force, J. Cell Biol. 2000, 151, 117-130;
17. e) I. J. Xavier, P. A. Mercier, C. L. Mcloughlin, A. Ali, J. R. Woodgett, N. Ovsenek, J. Biol. Chem. 2000, 275, 29147-29152.
18. P. S. Klein, D. A. Melton, Proc. Natl. Acad. Sci. USA 1996, 93, 8455-8459.
19. A.M. Bray, P. Schultz, D. B. Ring, S. D. Harrison, Chiron Corp. Patent WO 9816528, 1998.
20. I. Dorronsoro, A. Castro, A. Martinez, Expert Opin. Ther. Pat. 2002, 12, 1527-1536.
21. A. Martinez, M. Alonso, A. Castro, C. Perez, F J. Moreno, J. Med. Chem. 2002, 45, 1292-1299.
22. N. Dessalew, D.S. Patel, P. V. Bharatam, J. Mol. Graph. Model. 2006, 25, 885-895.
23. P. Gadakar, S. Phukan, P. Dattatreya, V. N. Balaji, J. Chem. Inf. Model. 2007, 47, 1446-1459.
24. A. R. Katritzky, S. Sild, M. Karelson, J. Chem. Inf. Comput. Sci. 1998, 38, 840-844.
25. H. Gao, C. Williams, P. Labute, J. Bajorath, J. Chem. Inf. Comput. Sci. 1999, 39, 164-168.
26. A. R. Katritzky, L. Mu, V. S. Lobanov, M. Karelson, J. Phys. Chem. 1996, 100, 10400-10407.
27. S. L. Dixon, A. M. Smondyrev, E. H. Knoll, S. N. Rao, D. E. Shaw, R. A. Friesner, J. Comput. Aided Mol. Des. 2006, 20, 647-671.
28. TKP™, Jubilant Biosys Ltd., Bangalore, India-560022, 2007.
29. Chembiobase™, Jubilant Biosys Ltd., Bangalore, India-560022, 2007.
30. S. Leclerc, M. Garnier, R. Hoessel, D. Marko, J. A, Bibb, G. L. Snyder, P. Greengard, J. Biernat, Y. Z. Wu, E. Mandelkow, G. Eisenbrand, L. Meijer, J. Biol. Chem. 2001, 276, 251-260.
31. Ligprep 2.0, Schrödinger, LLC, New York, NY, 2006.
32. AMPAC 8, © 1992-2004, Semichem, Inc., P.O. Box 1649, Shawnee, KS66222.
33. CODESSA 2.7, © 1992-2004, Semichem, Inc., P. O. Box 1649, Shawnee, KS66222.
34. PHASE 2.0, Schrödinger, LLC, New York, NY 2006.
35. J. A. Bertrand, S. Thieffine, A. Vulpetti, C. Cristani, B. Valsasina, S. Knapp, H. M. Kalisz, M. Flocco, J. Mol. Biol. 2003, 333, 393-407.
36. Maestro 7.5, Schrödinger, LLC, New York, NY 2006.
37. N. S. Zefirov, M. A. Kirpichenok, F. F. Izamailov, M. I. Trofimov. Dokl. Akad. Nauk SSSR 1987, 296, 883.
38. M. A. Kirpichenok, N. S. Zefirov. Zh. Org. Khim. 1987, 23, 4.
39. A. B. Sannigrahi, Adv. Quant. Chem. 1992, 24, 301.
40. N. Zhang, Y. Jiang, J. Zou, B. Zhang, H. Jin, Y. Wang, O. Yu, Eur. J. Med. Chem. 2006, 41, 373-378.