Literature DB >> 24154731

Pyrid-2-yl and 2-CyanoPhenyl fused heterocyclic compounds as human P2X3 inhibitors: a combined approach based on homology modelling, docking and QSAR analysis.

Sridhara Janardhan1, Subhendu Seth, Vellarkad N Viswanadhan.   

Abstract

P2X receptors are hetero-oligomeric proteins that function as membrane ion channels and are gated by extracellular ATP. The hP2X[Formula: see text] subunit is a constituent of the channels on a subset of sensory neurons involved in pain signaling, where ATP released by damaged and inflamed tissue can initiate action potentials. Hence, the inhibition of ATP-activated P2X3 receptor is an exciting approach for the treatment of inflammatory and neuropathic pain. Recently, the crystal structures of zebrafish P2X4 (zP2X4) were obtained in closed, apo state (PDB ID: 3I5D) and ATP-bound, open state (PDB ID: 4DW1). These structures were used to develop a homology model of human P2X3 (hP2X3 in order to identify through docking studies, the binding modes of known P2X3 inhibitors and their key active site interactions, along with a pharmacophore-based 3D-QSAR model for a series of 136 Pyrid-2-yl and 2-CyanoPhenyl fused heterocyclic compounds. These 3D-QSAR models have been developed with different combinations of training and test set divisions obtained by random separation, Jarvis-Patrick clustering, K-means clustering and sphere exclusion methods. The best predictive 3D-QSAR model resulted in training set R2 of 0.75, internal test set Q2 of 0.74, Pearson-R value of 0.87 and root mean square error of 0.37. The information generated by the pharmacophore model and docking analyses using the homology model provides valuable clues to design novel potent hP2X3 inhibitors.

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Year:  2013        PMID: 24154731     DOI: 10.1007/s11030-013-9486-2

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  31 in total

1.  Application of the frozen atom approximation to the GB/SA continuum model for solvation free energy.

Authors:  Olgun Guvench; Jörg Weiser; Peter Shenkin; István Kolossváry; W Clark Still
Journal:  J Comput Chem       Date:  2002-01-30       Impact factor: 3.376

2.  DISE: directed sphere exclusion.

Authors:  Alberto Gobbi; Man-Ling Lee
Journal:  J Chem Inf Comput Sci       Date:  2003 Jan-Feb

3.  A hierarchical approach to all-atom protein loop prediction.

Authors:  Matthew P Jacobson; David L Pincus; Chaya S Rapp; Tyler J F Day; Barry Honig; David E Shaw; Richard A Friesner
Journal:  Proteins       Date:  2004-05-01

4.  Glide: a new approach for rapid, accurate docking and scoring. 1. Method and assessment of docking accuracy.

Authors:  Richard A Friesner; Jay L Banks; Robert B Murphy; Thomas A Halgren; Jasna J Klicic; Daniel T Mainz; Matthew P Repasky; Eric H Knoll; Mee Shelley; Jason K Perry; David E Shaw; Perry Francis; Peter S Shenkin
Journal:  J Med Chem       Date:  2004-03-25       Impact factor: 7.446

5.  PHASE: a new engine for pharmacophore perception, 3D QSAR model development, and 3D database screening: 1. Methodology and preliminary results.

Authors:  Steven L Dixon; Alexander M Smondyrev; Eric H Knoll; Shashidhar N Rao; David E Shaw; Richard A Friesner
Journal:  J Comput Aided Mol Des       Date:  2006-11-24       Impact factor: 3.686

6.  Amino acid residues constituting the agonist binding site of the human P2X3 receptor.

Authors:  Mandy Bodnar; Haihong Wang; Thomas Riedel; Stefan Hintze; Erzsebet Kato; Ghada Fallah; Helke Gröger-Arndt; Rashid Giniatullin; Marcus Grohmann; Ralf Hausmann; Günther Schmalzing; Peter Illes; Patrizia Rubini
Journal:  J Biol Chem       Date:  2010-11-22       Impact factor: 5.157

7.  Discovery and optimization of RO-85, a novel drug-like, potent, and selective P2X3 receptor antagonist.

Authors:  Christine E Brotherton-Pleiss; Michael P Dillon; Anthony P D W Ford; Joel R Gever; David S Carter; Shelley K Gleason; Clara J Lin; Amy G Moore; Anthony W Thompson; Marzia Villa; Yansheng Zhai
Journal:  Bioorg Med Chem Lett       Date:  2009-12-16       Impact factor: 2.823

8.  AF-353, a novel, potent and orally bioavailable P2X3/P2X2/3 receptor antagonist.

Authors:  Joel R Gever; Rothschild Soto; Robert A Henningsen; Renee S Martin; David H Hackos; Sandip Panicker; Werner Rubas; Ian B Oglesby; Michael P Dillon; Marcos E Milla; Geoffrey Burnstock; Anthony P D W Ford
Journal:  Br J Pharmacol       Date:  2010-07       Impact factor: 8.739

9.  Identification of amino acid residues contributing to the ATP-binding site of a purinergic P2X receptor.

Authors:  L H Jiang; F Rassendren; A Surprenant; R A North
Journal:  J Biol Chem       Date:  2000-11-03       Impact factor: 5.157

10.  Crystal structure of the ATP-gated P2X(4) ion channel in the closed state.

Authors:  Toshimitsu Kawate; Jennifer Carlisle Michel; William T Birdsong; Eric Gouaux
Journal:  Nature       Date:  2009-07-30       Impact factor: 49.962

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