CoMFA and CoMSIA 3D QSAR analysis on N1-arylsulfonylindole compounds as 5-HT6 antagonists

Bioorganic and Medicinal Chemistry

Volumn 12, Issue 15, 2004, Pages 3977-3985

  Doddareddy, Munikumar Reddy ^a   Cho, Yong Seo ^a   Koh, Hun Yeong ^a   Pae, Ae Nim ^a  

^a Korea Institute of Science and Technology   (South Korea)

Author keywords

5 HT6 antagonists; CoMFA; CoMSIA; QSAR

Indexed keywords

CLOZAPINE; SEROTONIN 6 ANTAGONIST; SEROTONIN 6 RECEPTOR; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CELL LINE; CHO CELL; COMPARATIVE MOLECULAR FIELD ANALYSIS; COMPARATIVE MOLECULAR SIMILARITY INDICES ANALYSIS; CONTROLLED STUDY; DRUG ACTIVITY; DRUG SCREENING; DRUG SYNTHESIS; ELECTRICITY; HELA CELL; HUMAN; HUMAN CELL; HYDROGEN BOND; HYDROPHOBICITY; INTERMETHOD COMPARISON; NONHUMAN; PREDICTION; QUANTITATIVE STRUCTURE ACTIVITY RELATION; RANDOMIZATION;

INDOLES; MODELS, MOLECULAR; MOLECULAR STRUCTURE; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; RECEPTORS, SEROTONIN; SEROTONIN ANTAGONISTS;

EID: 3042757187     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2004.06.007     Document Type: Article

References (33)

1. Hoyer D., Martin G. 5-HT receptor classification and nomenclature: towards a harmonisation with the human genome. Neuropharmacology. 36:1997;419-428
2. Hoyer D., Clarke D.E., Fozard J.R., Hartig P.R., Martin G.R., Mylecharane E.J., Saxena P.R., Humphrey P.P.A. International union of pharmacology classification of receptors for 5-hydroxytryptamine (serotonin). Pharmacol. Rev. 46:1994;157-204
3. Monsma F.J., Shen Y., Ward R.P., Hamblin M.W., Sibley D.R. Cloning and expression of a novel serotonin receptor with high affinity for tricyclic psychotropic drugs. Mol. Pharmacol. 43:1993;320-327
4. 6) receptor: molecular cloning, localisation and stimulation of cAMP accumulation. Biophys. Res. Commun. 193:1993;269-276
5. 6 serotonin receptor. Soc. Neurosci. Abstr. 20:1994;4768
6. Sleight A.J., Boess F.G., Bos M., Levet-Trafit B., Bourson A. Exp. Opin. Ther. Patents. 8:1998;1217
7. Roth B.L., Craigo S.C., Choudhary M.S., Uluer A., Monsma F.J., Shen Y., Meltzer H.Y., Sibley D.R. J. Pharmacol. Exp. Ther. 268:1994;1403
8. Glatt C.E., Snowman A., Sibley D.R., Snyder S.H. Mol. Med. 1:1995;398
9. 6 receptor in the rat brain: a study using antisense oligonucleotides. J. Pharmacol. Exp. Ther. 274:1995;173-180
10. 6 expression in the rat: functional studies using antisense oligonucleotides. Behav. Brain Res. 73:1996;245-248
11. 6 receptor subtype in the rat brain. Life Sci. 62:1998;1473-1477
12. 6 receptors. Br. J. Pharmacol. 124:1998;556-562
13. 6 receptor antagonist. J. Med. Chem. 42:1999;202-205
14. 6 antagonists: identification of N-(2, 5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1ylbenzenesulfonamide (SB-357134). Bioorg. Med. Chem. Lett. 11:2001;55-58
15. 6 receptor ligands. J. Med. Chem. 44:2001;3881-3895
16. 6 receptor antagonist, Ro 04-6790, in rats. Br. J. Pharmacol. 126:1999;1537-1542
17. 6 receptor antagonists enhance retention of a water maze task in the rat. Psychopharmacology. 158:2001;114-119
18. 6 receptor antagonist Ro 04-6790 on learning consolidation. Behav. Brain Res. 118:2001;107-110
19. Dawson L.A., Nguyen H.Q., Li P. The 5-HT(6) receptor antagonist SB-271046 selectively enhances excitatory neurotransmission in the rat frontal cortex and hippocampus. Neuropsychopharmacology. 25:2001;662-668
20. Dawson L.A., Nguyen H.Q., Li P. In vivo effects of the 5-HT(6) antagonist SB-271046 on striatal and frontal cortex extracellular concentrations of noradrenaline, dopamine, 5-HT, glutamate and aspartate. Br. J. Pharmacol. 130:2000;23-26
21. 6 receptor ligands and their biological functions. Curr. Top. Med. Chem. 2:2002;643-654
22. 6 receptor antagonists in rodent models of learning. J. Pharmacol. Exp. Ther. 307:2003;682-691
23. Crammer R.D. III, Patterson D.E., Bunce J.D. Comparative molecular field analysis (CoMFA). 1. Effect of shape on binding of steroids to carrier proteins. J. Am. Chem. Soc. 110:1988;5959-5967
24. Klebe G., Abraham U., Mietzner T. Molecular similarity indices in a comparative analysis (CoMSIA) of drug molecules to correlate and predict their biological activity. J. Med. Chem. 37:1994;4130-4146. 102, 1239-1248
25. Klebe G., Abraham U. Comparative molecular similarity index analysis (CoMSIA) to study hydrogen-bonding properties and to score combinatorial libraries. J. Comput. Aided Mol. Design. 13:1999;1-10
26. Böhm M., Stürzebecher J., Klebe G. Three-dimensional quantitative structure-activity relationship analyses using comparative molecular field analysis and comparative molecular similarity indices analysis to elucidate selectivity differences of inhibitors binding to trypsin, thrombin, and factor Xa. J. Med. Chem. 42:1999;458-477
27. 6 antagonists. Bioorg. Med. Chem. Lett. 10:2000;2295-2299
28. SYBYL 6.9.1 Tripos Inc., 1699 Hanley Road, St. Louis, MO 63144
29. Clark M., Cramer R.D. III, Van Opdenbosch N. The tripos force field. J. Comput. Chem. 10:1989;982-1012
30. Wold S., Albano C., Dunn W.J., Edlund U., Esbenson K., Geladi P., Hellberg S., Lindburg W., Sjostrom M. Kowalski B. Chemometrics. 1984;17 Reidel, Dordrecht, The Netherlands
31. Geladi P. J. Chemon. 2:1998;231
32. Cramer R.D. III, Bunce J.D., Patterson D.E. Quant. Struct. Act. Relat. 7:1988;18
33. Wold S. Technometrics. 4:1978;397