Identification of a series of novel derivatives as potent HCV inhibitors by a ligand-based virtual screening optimized procedure

Bioorganic and Medicinal Chemistry

Volumn 15, Issue 23, 2007, Pages 7237-7247

  Melagraki, Georgia ^a,b,c,d   Afantitis, Antreas ^a,b,c,d   Sarimveis, Haralambos ^a   Koutentis, Panayiotis A ^d   Markopoulos, John ^e   Igglessi Markopoulou, Olga ^a  

^a NATIONAL TECHNICAL UNIVERSITY OF ATHENS   (Greece)

^b NOVAMECHANICS LTD   (Cyprus)

^c Cyano Research Corporation Ltd   (Cyprus)

^d UNIVERSITY OF CYPRUS   (Cyprus)

^e UNIVERSITY OF ATHENS   (Greece)

Author keywords

HCV; Ligand based design; QSAR; Virtual screening

Indexed keywords

BENZOTHIADIAZINE DERIVATIVE; HEPATITIS C VIRUS POLYMERASE; N 1 (3 METHYLBUTYL) 4 HYDROXY 1,8 NAPHTHYRIDON 3 YL BENZOTHIADIAZINE DERIVATIVE; N 1 BENZYL; UNCLASSIFIED DRUG; VIRUS ENZYME;

ARTICLE; BIOLOGICAL ACTIVITY; CONTROLLED STUDY; DRUG IDENTIFICATION; DRUG POTENCY; DRUG SCREENING; ENZYME ACTIVITY; ENZYME STRUCTURE; GENE INSERTION; GENOTYPE; NONHUMAN; PHARMACOPHORE; QUANTITATIVE STRUCTURE ACTIVITY RELATION; VIRUS INHIBITION;

BENZOTHIADIAZINES; COMPUTER SIMULATION; DATABASES, FACTUAL; DRUG DESIGN; ENZYME INHIBITORS; INHIBITORY CONCENTRATION 50; LIGANDS; LINEAR MODELS; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; STEREOISOMERISM; VIRAL NONSTRUCTURAL PROTEINS;

HEPATITIS C VIRUS;

EID: 35148878798     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2007.08.036     Document Type: Article

References (29)

1. Ikegashira K., Oka T., Hirashima S., Noji S., Yamanaka H., Hara Y., Adachi T., Tsuruha J.-I., Doi S., Hase Y., Noguchi T., Ando I., Ogura N., Ikeda S., and Hashimoto H. J. Med. Chem. 49 (2006) 6950
2. Gopalsamy A., Chopra R., Lim K., Ciszewski G., Shi M., Curran K.J., Sukits S.F., Svenson K., Bard J., Ellingboe J.W., Agarwal A., Krishnamurthy G., Howe A.Y.M., Orlowski M., Feld B., O'Connell J., and Mansour T.S. J. Med. Chem. 49 (2006) 3052
3. Rönn R., Gossas T., Sabnis Y.A., Daoud H., Åkerblom E., Danielson U.H., and Sandström A. Bioorg. Med. Chem. 15 (2007) 4057
4. Nittoli T., Curran K., Insaf S., DiGrandi M., Orlowski M., Chopra R., Agarwal A., Howe A.Y.M., Prashad A., Floyd M.B., Johnson B., Sutherland A., Wheless K., Feld B., O'Connell J., Mansour T.S., and Bloom J. J. Med. Chem. 50 (2007) 2108
5. Prongay A.J., Guo Z., Yao N., Pichardo J., Fischmann T., Strickland C., Myers Jr. J., Weber P.C., Beyer B.M., Ingram R., Hong Z., Prosise W.W., Ramanathan L., Taremi S.S., Yarosh-Tomaine T., Zhang R., Senior M., Yang R.-S., Malcolm B., Arasappan A., Bennett F., Bogen S.L., Chen K., Jao E., Liu Y.-T., Lovey R.G., Saksena A.K., Venkatraman S., Girijavallabhan V., Njoroge F.G., and Madison V. J. Med. Chem. 50 (2007) 2310
6. Rong F., Chow S., Yan S., Larson G., Hong Z., and Wu J. Bioorg. Med. Chem. 17 (2007) 1663
7. Powers J.P., Piper D.E., Li Y., Mayorga V., Anzola J., Chen J.M., Jaen J.C., Lee G., Liu J., Peterson M.G., Tonn G.R., Ye Q., Walker N.P.C., and Wang Z. J. Med. Chem. 49 (2006) 1034
8. Harper S., Pacini B., Avolio S., Di Filippo M., Migliaccio G., Laufer R., De Francesco R., Rowley M., and Narjes F. J. Med. Chem. 48 (2005) 1314
9. Pratt J.K., Donner P., McDaniel K.F., Maring C.J., Kati W.M., Mo H., Middleton T., Liu Y., Ng T., Xie Q., Zhang R., Montgomery D., Molla A., Kempf D.J., and Kohlbrenner W. Bioorg. Med. Chem. Lett. 15 (2005) 1577
10. Krueger A.C., Madigan D.L., Jiang W.W., Kati W.M., Liu D., Liu Y., Maring C.J., Masse S., McDaniel K.F., Middleton T., Mo H., Molla A., Montgomery D., Pratt J.K., Rockway T.W., Zhang R., and Kempf D.J. Bioorg. Med. Chem. Lett. 16 (2006) 3367
11. Rockway T.W., Zhang R., Liu D., Betebenner D.A., McDaniel K.F., Pratt J.K., Beno D., Montgomery D., Jiang W.W., Masse S., Kati W.M., Middleton T., Molla A., Maring C.J., and Kempf D.J. Bioorg. Med. Chem. Lett. 16 (2006) 3833
12. CambridgeSoft Corporation www.cambridgesoft.com.
13. ww.lohninger.com/topix.html.
14. Kennard R.W., and Stone L.A. Technometrics 11 (1969) 137
15. Tropsha A., Gramatica P., and Gombar V.K. QSAR Comb. Sci. 22 (2003) 69
16. Wu W., Walczak B., Massart D.L., Heuerding S., Erni F., Last I.R., and Prebble K.A. Chemometr. Intell. Lab. Syst. 33 (1996) 35
17. Todeschini, R.; Consonni, V.; Mannhold, R. (Series Ed.); Kubinyi, H. (Series Ed.); Timmerman, H. (Series Ed.) Handbook of Molecular Descriptors, Wiley-VCH: Weinheim, 2000.
18. Efron B. J. Am. Stat. Assoc. 78 (1983) 316
19. Osten D.W. J. Chemom. 2 (1998) 39
20. Shen M., Beguin C., Golbraikh A., Stables J., Kohn H., and Tropsha A. J. Med. Chem. 47 (2004) 2356
21. Golbraikh A., and Tropsha A. J. Mol. Graph. Mod. 20 (2002) 269
22. Wold S., and Eriksson L. Statistical Validation of QSAR Results. In: Van de Waterbeemd H. (Ed). Chemometrics Methods in Molecular Design (1995), VCH Weinheim, Germany
23. Atkinson A. Plots, Transformations and Regression (1985), Clarendon Press, Oxford (UK)
24. Kier L.B., and Hall L.B. Molecular Connectivity in Structure Activity Analysis (1986), Wiley, Chichester
25. Afantitis A., Melagraki G., Sarimveis H., Koutentis P.A., Markopoulos J., and Igglessi-Markopoulou O. J. Comput. Aided Design 20 (2006) 83
26. Melagraki G., Afantitis A., Sarimveis H., Koutentis P.A., Markopoulos J., and Igglessi-Markopoulou O. J. Comput. Aided Design 21 (2006) 251
27. Afantitis A., Melagraki G., Sarimveis H., Koutentis P.A., Markopoulos J., and Igglessi-Markopoulou O. Mol. Divers. 10 (2006) 405
28. Protein Data Bank, www.rcsb.org.
29. Cramer III R.D., Patterson D.E., and Bunce J.D. J. Am. Chem. Soc. 110 (1988) 5959