GSK2833503A   Click here for help

GtoPdb Ligand ID: 10284

Synonyms: example 19 [PMID: 23886683] | GSK255B
Compound class: Synthetic organic
Comment: GSK2833503A is a TRPC3/6 ion channel blocker [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 73.47
Molecular weight 381.11
XLogP 3.93
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC1CCCN(C1C)C(=O)c1nc(sc1C)Nc1ccc(cc1F)Cl
Isomeric SMILES C[C@H]1CCCN([C@H]1C)C(=O)c1nc(sc1C)Nc1ccc(cc1F)Cl
InChI InChI=1S/C18H21ClFN3OS/c1-10-5-4-8-23(11(10)2)17(24)16-12(3)25-18(22-16)21-15-7-6-13(19)9-14(15)20/h6-7,9-11H,4-5,8H2,1-3H3,(H,21,22)/t10-,11-/m0/s1
InChI Key ODUIXUGXPFKQLG-QWRGUYRKSA-N
References
1. Seo K, Rainer PP, Shalkey Hahn V, Lee DI, Jo SH, Andersen A, Liu T, Xu X, Willette RN, Lepore JJ et al.. (2014)
Combined TRPC3 and TRPC6 blockade by selective small-molecule or genetic deletion inhibits pathological cardiac hypertrophy.
Proc Natl Acad Sci USA, 111 (4): 1551-6. [PMID:24453217]
2. Washburn DG, Holt DA, Dodson J, McAtee JJ, Terrell LR, Barton L, Manns S, Waszkiewicz A, Pritchard C, Gillie DJ et al.. (2013)
The discovery of potent blockers of the canonical transient receptor channels, TRPC3 and TRPC6, based on an anilino-thiazole pharmacophore.
Bioorg Med Chem Lett, 23 (17): 4979-84. [PMID:23886683]