3D QSAR models built on structure-based alignments of Abl tyrosine kinase inhibitors

ChemMedChem

Volumn 4, Issue 6, 2009, Pages 976-987

  Falchi, Federico ^a   Manetti, Fabrizio ^a   Carraro, Fabio ^a   Naldini, Antonella ^a   Maga, Giovanni ^b   Crespan, Emmanuele ^b   Schenone, Silvia ^c   Bruno, Olga ^c   Brullo, Chiara ^c   Botta, Maurizio ^a  

^a UNIVERSITY OF SIENA   (Italy)

^b CNR   (Italy)

^c UNIVERSITY OF GENOA   (Italy)

Author keywords

3D QSAR analysis; Abl inhibitors; Ligand design; Medicinal chemistry; Molecular modeling

Indexed keywords

ABELSON KINASE; ABELSON KINASE INHIBITOR; PROTEIN TYROSINE KINASE INHIBITOR; PYRAZOLO[3,4 D]PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

APOPTOSIS; ARTICLE; CELL STRAIN K 562; CONTROLLED STUDY; DRUG DESIGN; DRUG SYNTHESIS; ENZYME CONFORMATION; ENZYME INHIBITOR INTERACTION; HUMAN; HUMAN CELL; MOLECULAR DOCKING; MOLECULAR MODEL; PRINCIPAL COMPONENT ANALYSIS; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

APOPTOSIS; CELL LINE, TUMOR; COMBINATORIAL CHEMISTRY TECHNIQUES; COMPUTER SIMULATION; HUMANS; MODELS, CHEMICAL; PROTEIN KINASE INHIBITORS; PROTO-ONCOGENE PROTEINS C-ABL; PYRIMIDINES; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 67049169018     PISSN: 18607179     EISSN: 18607187     Source Type: Journal    
DOI: 10.1002/cmdc.200800441     Document Type: Article

References (27)

1. a) J. D. Rowley, Nature 1973, 243, 290-293;
2. b) C. L. Sawyers, N. Engl. J. Med. 1999, 340, 1330-1340;
3. c) T. G. Lugo, A. M. Pendergast, A. J. Muller, O. N. Witte, Science 1990, 247, 1079-1082.
4. N. M. Levinson, O. Kuchment, K. Shen, M. A. Young, M. Koldobskiy, M. Karplus, P. A. Cole, J. Kuriyan, PLoS Biol. 2006, 4, 753-767.
5. T. Schindler, W. Bornmann, W. T. Miller, B. Clarkson, J. Kuriyan, Science 2000, 289, 1938-1942.
6. M. D. Moen, K. McKeage, G. L. Plosker, M. A. Siddiqui, Drugs 2007, 67, 299-320.
7. S. Padmanabhan, S. Ravella, T. Curiel, F. Giles, Future Oncol. 2008, 4, 359-377.
8. a) G. Noronha, J. Cao, C. P. Chow, E. Dneprovskaia, R. M. Fine, J. Hood, X. Kang, B. Klebansky, D. Lohse, C. C. Mak, A. McPherson, M. S. S. Palanki, V. P. Pathak, J. Renick, R. Soll, B. Zeng, Curr. Top. Med. Chem. 2008, 8, 905-921;
9. b) S. Schenone, F. Manetti, M. Botta, Mini Rev. Med. Chem. 2007, 7, 191-201.
10. a) F. Manetti, A. Pucci, M. Magnani, G. A. Locatelli, C. Brullo, A. Naldini, S. Schenone, G. Maga, F. Carraro, M. Botta, ChemMedChem 2007, 2, 343-353;
11. b) F. Manetti, C. Brullo, M. Magnani, F. Mosci, B. Chelli, E. Crespan, S. Schenone, A. Naldini, O. Bruno, M. L. Trincavelli, G. Maga, F. Carraro, C. Martini, F. Bondavalli, M. Botta, J. Med. Chem. 2008, 51, 1252-1259;
12. c) S. Schenone, C. Brullo, O. Bruno, F. Bondavalli, L. Mosti, G. Maga, E. Crespan, F. Carraro, F. Manetti, C. Tintori, M. Botta, Eur. J. Med. Chem. 2008, 43, 2665-2676.
13. Brookhaven Protein Data Bank, http://www.pdb.org (accessed March 2, 2009).
14. J. S. Tokarski, J. Newitt, C. Y. J. Chang, J. D. Cheng, M. Wittekind, S. E. Kiefer, K. Kish, F. Y. F. Lee, R. Borzillerri, L. J. Lombardo, D. Xie, Y. Zhang, H. E. Klei, Cancer Res. 2006, 66, 5790-5797.
15. B. Nagar, W. Bornmann, P. Pellicena, T. Schindler, D. R. Veach, W. T. Miller, B. Clarkson, J. Kuriyan, Cancer Res. 2002, 62, 4236-4243.
16. GOLD software is distributed by Cambridge Crystallographic Data Centre: http://www.ccdc.cam.ac.uk/products/life-sciences/gold/ (accessed March 2, 2009).
17. GRID v 22, Molecular Discovery Ltd., Pinner, Middlesex (UK), http://www.moldiscovery.com/ (accessed March 2, 2009).
18. GOLPE v 4.5, Multivariate Infometric Analyses Srl, Viale dei Castagni 16, Perugia (Italy), http://www.miasrl.com/golpe.htm (accessed March 2, 2009).
19. C. Tintori, M. Magnani, S. Schenone, M. Botta, Eur. J. Med. Chem. 2009, 44, 990-1000.
20. F. Manetti, A. Santucci, G. A. Locatelli, G. Maga, A. Spreafico, T. Serchi, M. Orlandini, G. Bernardini, N. P. Caradonna, A. Spallarossa, C. Brullo, S. Schenone, O. Bruno, A. Ranise, F. Bondavalli, O. Hoffmann, M. Bologna, A. Angelucci, M. Botta, J. Med. Chem. 2007, 50, 5579-5588.
21. O. Bruno, C. Brullo, F. Bondavalli, S. Schenone, A. Ranise, N. Arduino, M. B. Bertolotto, F. Montecucco, L. Ottonello, F. Dallegri, M. Tognolini, V. Ballabeni, S. Bertoni, E. Barocelli, J. Med. Chem. 2007, 50, 3618-3626.
22. T. Tuccinardi, S. Schenone, F. Bondavalli, C. Brullo, O. Bruno, L. Mosti, A. T. Zizzari, C. Tintori, F. Manetti, O. Ciampi, M. L. Trincavelli, C. Martini, A. Martinelli, M. Botta, ChemMedChem 2008, 3, 898-913.
23. QikProp v 3.1, Schrödinger, LLC, New York, NY (USA), http://www.schrodinger.com/ (accessed March 2, 2009).
24. Cerius2 v 4.8 (currently implemented in Discovery Studio 2.0), Accelrys Inc., San Diego, CA (USA), http://accelrys.com/ (accessed March 2, 2009).
25. a) G. M. Morris, D. S. Goodsell, R. S. Halliday, R. Huey, W. E. Hart, R. K. Belew, A. J. Olson, J. Comput. Chem. 1998, 19, 1639-1662;
26. b) C. Hetényi, D. Van Der Spoel, Protein Sci. 2002, 11, 1729-1739.
27. V. J. Gillet, W. Khatib, P. Willet, P. J. Fleming, D. V. S. Green, J. Chem. Inf. Comput. Sci. 2002, 42, 375-385.