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Volumn 53, Issue 21, 2010, Pages 7564-7572

Conformationally restricted homotryptamines. part 7: 3- cis -(3-aminocyclopentyl)indoles as potent selective serotonin reuptake inhibitors

Author keywords

[No Author keywords available]

Indexed keywords

1 (3,4 DICHLOROBENZOYL) 3 (3 OXOCYCLOPENTYL) 1H INDOLE 5 CARBONITRILE; 3 (3 DIMETHYLAMINOCYCLOPENTYL) 1H INDOLE 5 CARBONITRILE; 3 (3 HYDROXYCYCLOPENTYL) 1H INDOLE 5 CARBONITRILE; 3 (3 OXOCYCLOPENTYL) 1H INDOLE 5 CARBONITRILE; 3 (5 FLUORO 1H INDOL 3 YL)CYCLOPENTANONE HYDRO BENZOIN KETAL; 3 [3 [BENZYL(METHYL)AMINO]CYCLOPENTYL] 5 CYANO 1H INDOLE 1 CARBOXYLATE; [3 (5 FLUORO 1H INDOL 3 YL)CYCLOPENTYL]DIMETHYLAMINE; HOMOTRYPTAMINE DERIVATIVE; INDOLE DERIVATIVE; PAROXETINE; SEROTONIN; SEROTONIN UPTAKE INHIBITOR; TERT BUTYL 3 [3 [BENZYL(METHYL)AMINO]CYCLOPENTYL] 5 CYANO 1H INDOLE 1 CARBOXYLATE; TRYPTAMINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 78149264951     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm100515z     Document Type: Article
Times cited : (11)

References (20)
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    • The conformers of compounds 3 and 8a shown in Figure 2 were identified as follows: Initially, 7500 step Monte Carlo conformational searches with 2500 steps of PRCG (16) energy minimization per conformer using the OPLS2005 force-field (17) and GB/SA implicit water solvation model (18) were performed for compounds 3 and 8a in their N-protonated cationic forms using MacroModel version 9.5; Schrödinger, LLC: New York, NY, 2007. For each compound, the set of conformations obtained was then ranked in ascending order of OPLS2005 GB/SA energy and clustered using a non-hydrogen atom RMSD cutoff of 0.25 Å. The lowest energy conformer from each cluster was then optimized using density functional theory (DFT) calculations with the B3LYP functional, 6-31+G* basis set and a self-consistent reaction field implicit water solvation model. (19, 20) DFT calculations were performed with Jaguar version 7.0; Schrödinger, LLC: New York, NY, 2007. For compounds 3 and 8a, the lowest-energy DFT-optimized conformer that yielded a reasonable three-point overlay (see text) with the conformer of sertraline shown in Figure 5a of reference 6 was selected.
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    • For details of the B3LYP DFT functional and implicit solvation method used see:; Schrodinger, LLC: New York, NY, and references therein
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.