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Volumn 20, Issue 19, 2010, Pages 5933-5935

Structural features of phenoxycarbonylimino neonicotinoids acting at the insect nicotinic receptor

Author keywords

Imidacloprid; Neonicotinoid insecticides; Nicotinic receptor; Phenoxycarbonylimino pharmacophore

Indexed keywords

IMIDACLOPRID; INSECTICIDE; NICOTINIC RECEPTOR; PHENOXYCARBONYLIMINO NEONICOTINOID; THIAZOLIDINE DERIVATIVE; TRYPTOPHAN; UNCLASSIFIED DRUG;

EID: 77957573491     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.07.049     Document Type: Article
Times cited : (11)

References (25)
  • 17
    • 77957577101 scopus 로고    scopus 로고
    • note
    • We performed preliminary docking of compound 17 to an Aplysia californica AChBP crystal structure (protein data bank code 2WNJ, see Ref. 18) complexed with 3-(2,4-dimethyoxybenzylidene)-anabaseine which is similar in size to compound 17. We then carried out docking of this ligand to a homology model of the Myzus α2β1 receptor (see Refs. 6,10,11 ), after first allowing the active site of the homology model to optimise and adjust to ligands of similar size. It is well known that a water molecule forms a critical hydrogen-bonding bridge between the pyridinyl nitrogen of the neonicitinoid and the receptor (see Refs. 7,19 ), so we placed a water molecule in the active site prior to optimisation and docking. Geometry optimisations included all residues within 5 of the active site while residues beyond that were either partially constrained (5 beyond inner shell) or frozen (remainder of the structure). Up to 5000 steps per minimisation were run to achieve a gradient of 0.5 with respect to energy using the OPLS forcefield in Macromodel (see Refs. 20,21 ). Docking calculations were done using Glide as implemented in Maestro (Glide 5.5, Maestro 9.0, Schrödinger, LLC, New York, NY, 2010) (see Ref. 22). The docking includes a spatial fit of the ligand to the receptor grid, followed by minimisation and scoring of hits based on a discretized ChemScore function (see Refs. 23,24 ). Ligands were flexibly docked using standard precision and the top hits were examined.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.