Molecular properties affecting fast dissociation from the D2 receptor

Bioorganic and Medicinal Chemistry

Volumn 19, Issue 7, 2011, Pages 2231-2241

  Tresadern, Gary ^a   Bartolome, Jose Manuel ^a   MacDonald, Gregor J ^a   Langlois, Xavier ^a  

^a JANSSEN RESEARCH AND DEVELOPMENT   (Belgium)

Author keywords

Antipsychotic; Atypical; D2 antagonist; Dopamine D2 receptor; Fast dissociation; koff; Kinetics; Multivariate analysis; Off rate; QSAR; Residence time

Indexed keywords

CLOZAPINE; DOPAMINE 2 RECEPTOR; DOPAMINE 2 RECEPTOR BLOCKING AGENT; FLUPENTIXOL; HALOPERIDOL; QUETIAPINE; RISPERIDONE;

ARTICLE; BINDING AFFINITY; DISSOCIATION; DRUG RECEPTOR BINDING; DRUG SCREENING; LIPOPHILICITY; MOLECULAR BIOLOGY; MOLECULAR WEIGHT; PROTEIN DETERMINATION;

ANTIPSYCHOTIC AGENTS; DRUG ADMINISTRATION SCHEDULE; DRUG DESIGN; HUMANS; MOLECULAR STRUCTURE; RECEPTORS, DOPAMINE D2; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 79953220708     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2011.02.033     Document Type: Article

References (50)

1. M.J. Marino, L.J.S. Knutsen, and M. Williams J. Med. Chem. 51 2008 1077
2. J.M. Van Rossum H. Brill, J. Cole, P. Deniker, H. Hippius, P.B. Bradley, Neuropsychopharmacology, Proceedings 5th Collegium Internationale Neuropsychopharmacologicum 1967 Excerpta Medica Amsterdam 321 329
3. S. Kapur, and D. Mamo Prog. Neuropsychopharmacol. Biol. Psychiatry 27 2003 1081
4. A. Abi-Dargham, J. Rodenhiser, D. Printz, Y. Zea-Ponce, R. Gil, L.S. Kegeles, R. Weiss, T.B. Cooper, J.J. Mann, R.L. Van Heertum, J.M. Gorman, and M. Laruelle Proc. Natl. Acad. Sci. 97 2000 8104
5. P. Seeman, M. Chau-Wong, J. Tedesco, and K. Wong Proc. Natl. Acad. Sci. 72 1975 4376
6. S. Miyamoto, G.E. Duncan, C.E. Marx, and J.A. Lieberman Mol. Psychiatry 10 2005 79
7. D. Tarsy, and R. Baldessarini J. Mov. Disord. 21 2006 589
8. S. Leucht, G. Pitschel-Walz, D. Abraham, and W. Kissling Schizophr. Res. 35 1999 51
9. J. Peuskens, Prolactin in Schizophrenia 1997 Franklin Scientific Projects Ltd London 1 44
10. J.L. Waddington, and E. O'Callaghan CNS Drugs 7 1997 341
11. A. Farah J. Clin. Psychiatry 7 2005 268
12. G.P. Reynolds J. Psychopharmacol. 11 1997 195
13. D.O. Perkins J. Clin. Psychiatry 63 2002 1121
14. P.J. Weiden, J.A. Mackell, and D.D. McDonnell Schizophr. Res. 66 2004 51
15. P. Seeman Can. J. Psychiatry 47 2002 27
16. K.T. Kawagoe, P.A. Garris, D.J. Wiedemann, and R.M. Wightman Neuroscience 51 1992 55
17. M.J. Koepp, R.N. Gunn, A.D. Lawrence, V.J. Cunningham, A. Dagher, T. Jones, D.J. Brooks, C.J. Bench, and P.M. Grasby Nature 393 1998 266
18. S.J. Cragg, and M.E. Rice Trends Neurosci. 27 2004 270
19. W. Schultz Annu. Rev. Neurosci. 30 2007 259
20. R.A. Copeland, D.L. Pompliano, and T.D. Meek Nat. Rev. Drug Disc. 5 2006 730
21. P.J. Tummino, and R.A. Copeland Biochemistry 47 2008 5481
22. K. Lackey Curr. Top. Med. Chem. 6 2006 435
23. S. Kapur, and P. Seeman J. Psychiatry Neurosci. 25 2000 161
24. S. Natesan, K.A. Svensson, G.E. Reckless, J.N. Nobrega, K.B.L. Barlow, A.M. Johansson, and S. Kapur J. Pharmacol. Exp. Ther. 318 2006 810
25. T. Dyhring, E.Ø. Nielsen, C. Sonesson, F. Pettersson, J. Karlsson, P. Svensson, P. Christophersen, and N. Waters Eur. J. Pharmacol. 628 2010 19
26. F. Petterson, H. Pontén, N. Waters, S. Waters, and C. Sonesson J. Med. Chem. 53 2010 2510
27. De Bruyn, M. F. L.; Macdonald, G. J.; Kennis, L. E. J.; Langlois, X. J. M.; Van den Keybus, F. A. M.; Van Roosbroeck, Y. E. M. PCT Int. Appl. WO 2007048779; Chem. Abstr. 2007, 146, 482080.
28. Macdonald, G. J.; Andrés-Gil, J. I.; Van den Keybus, F. A. M.; Bartolomé-Nebreda, J. M.; Van Gool, M. L. M. PCT Int. Appl. WO 2008068277; Chem. Abstr. 2008, 149, 54005.
29. Macdonald, G. J.; Bartolomé-Nebreda, J. M.; Van Gool, M. L. M. PCT Int. Appl. WO2008128996; Chem. Abstr. 2008, 149, 513833.
30. Macdonald, G. J.; Bartolomé-Nebreda, J. M.; Van Gool, M. L. M.; Delgado-Jiménez, F. PCT Int. Appl. WO 2008128994; Chem. Abstr. 2008, 149, 513698.
31. Macdonald, G. J.; Bartolomé-Nebreda, J. M. PCT Int. Appl. WO 2008128995; Chem. Abstr. 2008, 149, 513841.
32. J.E. Leysen, and W. Gommeren J. Recept. Res. 4 1984 817
33. Molecular Operating Environment, version 2008.10; Chemical Computing Group Inc.: 1255 University Street, Montreal, Quebec, Canada.
34. a. Advanced chemistry development Inc. 110 Yonge Street, 14th Floor, Toronto, Ontario, Canada M5C 1T4. http://www.acdlabs.com/home/.
35. D.K. Agrafiotis, A. Simson, H. Dai, A. Derkinderen, M. Farnum, P. Gates, S. Izrailev, E.P. Jaeger, P. Konstant, A. Leung, V. Lobanov, P. Marichal, D. Martin, D.N. Rassokhin, M. Shemanarev, A. Skalkin, J. Stong, T. Tabruyn, M. Vermeiren, J. Wan, X.Y. Xu, and X. Yao J. Chem. Inf. Model. 47 2007 1999
36. statistica 9.0, Statsoft Inc., 2300 East Tulsa, OK 74104, USA, http://www.statsoft.com.
37. SIMCA-P 12, Umetrics, Tvistevagen 48, Box 7960, SE-907 19 Umea, Sweden.
38. A. Tropsha, and A. Golbraikh Curr. Pharm. Des. 13 2007 3494
39. M.P. Gleeson J. Med. Chem. 51 2008 817
40. M.P. Gleeson J. Med. Chem. 50 2007 101
41. C. Liao, and M.C. Nicklaus J. Chem. Inf. Model. 49 2009 2801
42. G.W. Bemis, and M.A. Murcko J. Med. Chem. 39 1996 2887
43. J. Fernandez, J.M. Alonso, J.I. Andres, J.M. Cid, A. Diaz, L. Iturrino, P. Gil, A. Megens, V.K. Sipido, and A.A. Trabanco J. Med. Chem. 48 2005 1709
44. S. Weaver, and M.P. Gleeson J. Mol. Graphics Modell. 26 2008 1315
45. C.M. Wassvik, A.G. Holmén, R. Draheim, P. Artursson, and C.A.S. Bergström J. Med. Chem. 51 2008 3035
46. V. Lafont, A.A. Armstrong, H. Ohtaka, Y. Kiso, L.M. Amzel, and E. Freire Chem. Biol. Drug Des. 69 2007 413
47. E. Freire Drug Discovery Today 13 2008 869
48. G.G. Ferneczy, and G.M. Keserú J. Chem. Inf. Model. 50 2010 1536
49. G.J. Kilpatrick, N. El Tayar, H. van de Waterbeemd, P. Jenner, B. Testa, and C.D. Marsden Mol. Pharmacol. 30 1986 226
50. P.A. Borea, A. Dalpiaz, K. Varani, P. Gilli, and G. Gilli Biochem. Pharmacol. 60 2000 1549