Literature DB >> 23015102

Discovery of potent inhibitors for interleukin-2-inducible T-cell kinase: structure-based virtual screening and molecular dynamics simulation approaches.

Chandrasekaran Meganathan1, Sugunadevi Sakkiah, Yuno Lee, Jayavelu Venkat Narayanan, Keun Woo Lee.   

Abstract

In our study, a structure-based virtual screening study was conducted to identify potent ITK inhibitors, as ITK is considered to play an important role in the treatment of inflammatory diseases. We developed a structure-based pharmacophore model using the crystal structure (PDB ID: 3MJ2) of ITK complexed with BMS-50944. The most predictive model, SB-Hypo1, consisted of six features: three hydrogen-bond acceptors (HBA), one hydrogen-bond donor (HBD), one ring aromatic (RA), and one hydrophobic (HY). The statistical significance of SB-Hypo1 was validated using wide range of test set molecules and a decoy set. The resulting well-validated model could then be confidently used as a 3D query to screen for drug-like molecules in a database, in order to retrieve new chemical scaffolds that may be potent ITK inhibitors. The hits retrieved from this search were filtered based on the maximum fit value, drug-likeness, and ADMET properties, and the hits that were retained were used in a molecular docking study to find the binding mode and molecular interactions with crucial residues at the active site of the protein. These hits were then fed into a molecular dynamics simulation to study the flexibility of the activation loop of ITK upon ligand binding. This combination of methodologies is a valuable tool for identifying structurally diverse molecules with desired biological activities, and for designing new classes of selective ITK inhibitors.

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Year:  2012        PMID: 23015102     DOI: 10.1007/s00894-012-1536-7

Source DB:  PubMed          Journal:  J Mol Model        ISSN: 0948-5023            Impact factor:   1.810


  31 in total

1.  PRODRG: a tool for high-throughput crystallography of protein-ligand complexes.

Authors:  Alexander W Schüttelkopf; Daan M F van Aalten
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2004-07-21

2.  LigandScout: 3-D pharmacophores derived from protein-bound ligands and their use as virtual screening filters.

Authors:  Gerhard Wolber; Thierry Langer
Journal:  J Chem Inf Model       Date:  2005 Jan-Feb       Impact factor: 4.956

3.  Classifying protein kinase structures guides use of ligand-selectivity profiles to predict inactive conformations: structure of lck/imatinib complex.

Authors:  Marc D Jacobs; Paul R Caron; Brian J Hare
Journal:  Proteins       Date:  2008-03

4.  Discovery and SAR of 2-amino-5-[(thiomethyl)aryl]thiazoles as potent and selective Itk inhibitors.

Authors:  Jagabandhu Das; Chunjian Liu; Robert V Moquin; James Lin; Joseph A Furch; Steven H Spergel; Arthur M Doweyko; Kim W McIntyre; David J Shuster; Kathleen D O'Day; Becky Penhallow; Chen-Yi Hung; Steven B Kanner; Tai-An Lin; John H Dodd; Joel C Barrish; John Wityak
Journal:  Bioorg Med Chem Lett       Date:  2006-02-14       Impact factor: 2.823

5.  Development and validation of a genetic algorithm for flexible docking.

Authors:  G Jones; P Willett; R C Glen; A R Leach; R Taylor
Journal:  J Mol Biol       Date:  1997-04-04       Impact factor: 5.469

6.  Dictionary of protein secondary structure: pattern recognition of hydrogen-bonded and geometrical features.

Authors:  W Kabsch; C Sander
Journal:  Biopolymers       Date:  1983-12       Impact factor: 2.505

7.  Regulatory intramolecular association in a tyrosine kinase of the Tec family.

Authors:  A H Andreotti; S C Bunnell; S Feng; L J Berg; S L Schreiber
Journal:  Nature       Date:  1997-01-02       Impact factor: 49.962

8.  Virtual screening of cathepsin k inhibitors using docking and pharmacophore models.

Authors:  Muttineni Ravikumar; S Pavan; Santhosh Bairy; A B Pramod; M Sumakanth; Madala Kishore; Tirunagaram Sumithra
Journal:  Chem Biol Drug Des       Date:  2008-05-21       Impact factor: 2.817

Review 9.  ITK inhibitors in inflammation and immune-mediated disorders.

Authors:  Nisebita Sahu; Avery August
Journal:  Curr Top Med Chem       Date:  2009       Impact factor: 3.295

10.  5-Aminomethylbenzimidazoles as potent ITK antagonists.

Authors:  Doris Riether; Renée Zindell; Jennifer A Kowalski; Brian N Cook; Jörg Bentzien; Stéphane De Lombaert; David Thomson; Stanley Z Kugler; Donna Skow; Leslie S Martin; Ernest L Raymond; Hnin Hnin Khine; Kathy O'Shea; Joseph R Woska; Deborah Jeanfavre; Rosemarie Sellati; Kerry L M Ralph; Jennifer Ahlberg; Gabriel Labissiere; Mohammed A Kashem; Steven S Pullen; Hidenori Takahashi
Journal:  Bioorg Med Chem Lett       Date:  2009-02-08       Impact factor: 2.823

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