casein kinase II inhibitor III   Click here for help

GtoPdb Ligand ID: 5941

Synonyms: TBCA | tetrabromocinnamic acid
Compound class: Synthetic organic
Comment: TBCA is a selective, cell-permeable inhibitor of casein kinase 2 (CK2) and has minimal effect on a panel of 28 other kinases [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 37.3
Molecular weight 459.69
XLogP 5.1
No. Lipinski's rules broken 1
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Canonical SMILES OC(=O)C=Cc1cc(Br)c(c(c1Br)Br)Br
Isomeric SMILES OC(=O)/C=C/c1cc(Br)c(c(c1Br)Br)Br
InChI InChI=1S/C9H4Br4O2/c10-5-3-4(1-2-6(14)15)7(11)9(13)8(5)12/h1-3H,(H,14,15)/b2-1+
1. Anastassiadis T, Deacon SW, Devarajan K, Ma H, Peterson JR. (2011)
Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity.
Nat Biotechnol, 29 (11): 1039-45. [PMID:22037377]
2. Gao Y, Davies SP, Augustin M, Woodward A, Patel UA, Kovelman R, Harvey KJ. (2013)
A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.
Biochem J, 451 (2): 313-28. [PMID:23398362]
3. Pagano MA, Poletto G, Di Maira G, Cozza G, Ruzzene M, Sarno S, Bain J, Elliott M, Moro S, Zagotto G et al.. (2007)
Tetrabromocinnamic acid (TBCA) and related compounds represent a new class of specific protein kinase CK2 inhibitors.
Chembiochem, 8 (1): 129-39. [PMID:17133643]