GSK-7975A   Click here for help

GtoPdb Ligand ID: 10088

Synonyms: example 36 [US20120053150A1] | GSK7975A
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: GSK-7975A was designed as a calcium-release activated calcium (CRAC) channel inhibitor [2]. The structure is claimed as Example 36 in Glaxo patent US20120053150A1 [1]. GSK-7975A inhibits (blocks) the Orai1 component of the CRAC channel complex [4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 67.15
Molecular weight 397.08
XLogP 4.44
No. Lipinski's rules broken 0
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Canonical SMILES Oc1ccc(c(c1)C(F)(F)F)Cn1ccc(n1)NC(=O)c1c(F)cccc1F
Isomeric SMILES Oc1ccc(c(c1)C(F)(F)F)Cn1ccc(n1)NC(=O)c1c(F)cccc1F
InChI InChI=1S/C18H12F5N3O2/c19-13-2-1-3-14(20)16(13)17(28)24-15-6-7-26(25-15)9-10-4-5-11(27)8-12(10)18(21,22)23/h1-8,27H,9H2,(H,24,25,28)
1. Allen DG, Coe DM, Cooper AWJ, Gore PM, House D, Senger S, Sollis SL, Vile S, Wilson C. (2012)
N-pyrazolyl carboxamides as crac channel inihibitors.
Patent number: US20120053150A1. Assignee: Glaxo Group Ltd. Priority date: 24/04/2009. Publication date: 01/03/2012.
2. Rice LV, Bax HJ, Russell LJ, Barrett VJ, Walton SE, Deakin AM, Thomson SA, Lucas F, Solari R, House D et al.. (2013)
Characterization of selective Calcium-Release Activated Calcium channel blockers in mast cells and T-cells from human, rat, mouse and guinea-pig preparations.
Eur J Pharmacol, 704 (1-3): 49-57. [PMID:23454522]
3. Velicelebi G, Stauderman K, Dunn M, Roos J. (2016)
Pancreatitis treatment.
Patent number: WO2016138472A1. Assignee: Calcimedica, Inc.. Priority date: 27/02/2015. Publication date: 01/09/2016.
4. Wen L, Voronina S, Javed MA, Awais M, Szatmary P, Latawiec D, Chvanov M, Collier D, Huang W, Barrett J et al.. (2015)
Inhibitors of ORAI1 Prevent Cytosolic Calcium-Associated Injury of Human Pancreatic Acinar Cells and Acute Pancreatitis in 3 Mouse Models.
Gastroenterology, 149 (2): 481-92.e7. [PMID:25917787]