Prediction of CCR5 receptor binding affinity of substituted 1-(3,3-diphenylpropyl)-piperidinyl amides and ureas based on the heuristic method, support vector machine and projection pursuit regression

European Journal of Medicinal Chemistry

Volumn 44, Issue 1, 2009, Pages 25-34

  Yuan, Yongna ^a   Zhang, Ruisheng ^a   Hu, Rongjing ^a,b   Ruan, Xiaofang ^a  

^a LANZHOU UNIVERSITY   (China)

^b UNIVERSITÉ PARIS DESCARTES   (France)

Author keywords

CCR5; HM; LFER; PPR; QSAR; SVM

Indexed keywords

1 (3,3 DIPHENYLPROPYL)PIPERIDINYL AMIDE DERIVATIVE; CHEMOKINE RECEPTOR CCR5; PIPERIDINE DERIVATIVE; UNCLASSIFIED DRUG; UREA DERIVATIVE;

ARTICLE; CALCULATION; CORRELATION COEFFICIENT; DATA ANALYSIS; DRUG SCREENING; HEURISTIC METHOD; INTERMETHOD COMPARISON; MULTIPLE LINEAR REGRESSION ANALYSIS; PREDICTION; PROJECTION PURSUIT REGRESSION; QUANTITATIVE STRUCTURE ACTIVITY RELATION; RECEPTOR AFFINITY; REGRESSION ANALYSIS; SUPPORT VECTOR MACHINE;

AMIDES; ARTIFICIAL INTELLIGENCE; HUMANS; PIPERIDINES; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; RECEPTORS, CCR5; UREA;

EID: 57949085600     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2008.03.004     Document Type: Article

References (34)

1. Douali L., Villemin D., Zyad A., and Cherqaoui D. Mol. Div. 8 (2004) 1-8
2. Jiang S., Zhao Q., and Debanth A.K. Curr. Pharm. Des. 8 (2002) 563-580
3. Sanders R.W., Dankers M.M., Busser E., Caffrey M., Moore J.P., and Berkhout B. Retrovirology 1 (2004) 3-13
4. Campiani G., Ramunno A., Maga G., Nacci V., Fattorusso C., Catalanotti B., Morelli E., and Novellino E. Curr. Pharm. Des. 8 (2002) 615-657
5. For reviews, see:
6. Gao Z., and Metz W.A. Chem. Rev. 103 (2003) 3733-3752
7. Onuffer J.J., and Horuk R. Trends Pharmacol. Sci. 23 (2002) 459-467
8. Palani A., Shapiro S., Clader J.W., Greenlee W.J., Blythin D., Cox K., Wagner N.E., Strizki J., Baroudy B.M., and Dan N. Bioorg. Med. Chem. Lett. 13 (2003) 705-708
9. Xu G., Kannan A., Hartman T.L., Wargo H., Watson K., Turpin J.A., Buckheit R.W., Johnson A.A., Pommier Y., and Cushman M. Bioorg. Med. Chem. 10 (2002) 2807-2816
10. Stevens M., Pannecouque C., DeClercq E., and Balzarini J. Antimicrob. Agents Chemother. 47 (2003) 3109-3116
11. Burrows J.N., Cumming J.G., Fillery S.M., Hamlin G.A., Hudson J.A., Jackson R.J., McLaughlin S., and Shaw J.S. Bioorg. Med. Chem. Lett. 15 (2005) 25-28
12. Cumming J.G., Cooper A.E., Grime K., Logan C.J., McLaughlin S., Oldfield J., Shaw J.S., Tucker H., Winter J., and Whittaker D. Bioorg. Med. Chem. Lett. 15 (2005) 5012-5015
13. Wang L.H., Milford J.B., and Carter W.P.L. Atmos. Environ. 34 (2000) 4337-4348
14. Katritzky A.R., Fara D.C., Petrukhin R.O., Tatham D.B., Maran U., Lomaka A., and Karelson M. Curr. Top. Med. Chem. 2 (2002) 1333-1356
15. Katritzky A.R., Maran U., Lobanov V.S., and Karelson M.J. Chem. Inf. Comput. Sci. 4 (2000) 1-8
16. Borghini A., Pietra D., Domenichelli P., and Bianucci A.M. Bioorg. Med. Chem. 13 (2005) 5330-5337
17. Khlebnikov A.I., Schepetkin I.A., and Quinn M.T. Bioorg. Med. Chem. 14 (2006) 352-365
18. Li W., Tang Y., Zheng Y.L., and Qiu Z.B. Bioorg. Med. Chem. 14 (2006) 601-610
19. Thomas Leonard J., and Roy K. Bioorg. Med. Chem. Lett. 16 (2006) 4467-4474
20. Huber P.J. Ann. Stat. 13 (1985) 435-475
21. Friedman J.H., and Tukey J.W. IEEE Trans. Comput. C-23 (1974) 881-889
22. Friedman J.H. J. Am. Stat. Assoc. 82 (1987) 249-266
23. Ren Y.Y., Liu H.X., Li S.Y., Yao X.J., and Liu M.C. Bioorg. Med. Chem. Lett. 17 (2007) 2474-2482
24. HyperChem. 4.0, hypercube, 1994.
25. Stewart J.P.P. MOPAC 6.0: Quantum Chemistry Program Exchange QCPE, No. 455 (1989), Indiana University, Bloomington, IN
26. Katritzky A.R., Lobanov V.S., and Karelson M. Comprehensive Descriptors for Structural and Statistical Analysis, Reference Manual, Version 2.0 (1994), University of Florida, Gainesville, FL
27. Katritzky A.R., Petrukhin R., Jain R., and Karelson M. J. Chem. Inf. Comput. Sci. 1 (2001) 1521-1530
28. A.J. Smola, B. Schölkopf, NeuroCoLT2 Technical Report Series, NC2-TR-1998-030, 1998.
29. Friedman J.H., and Stuetzle W. J. Am. Atat. Assoc. 76 (1981) 817-823
30. Du Y., Liang Y., and Yun D. J. Chem. Inf. Comput. Sci. 42 (2002) 1283-1299
31. Hu Q.Z., Liang Y.Z., Peng X.L., Yin H., and Fang K.T. J. Chem. Inf. Comput. Sci. 44 (2004) 437-446
32. Famini G.R., Penski C.A., and Wilson L.Y. J. Phys. Org. Chem. 5 (1992) 395-408
33. Handbook of Chemistry and Physics (1974), CRC Press, Cleveland, OH pp. 112-135.
34. Sannigrahi A.B. Adv. Quantum Chem. 23 (1992) 301-351