IKK-2 inhibitor IV   

GtoPdb Ligand ID: 5986

Synonyms: TPCA-1 | TPCA1
Compound class: Synthetic organic
Comment: This compound is an inhibitor of IKKβ (IKK2) [4].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 126.45
Molecular weight 279.05
XLogP 0.79
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES NC(=O)Nc1sc(cc1C(=O)N)c1ccc(cc1)F
Isomeric SMILES NC(=O)Nc1sc(cc1C(=O)N)c1ccc(cc1)F
InChI InChI=1S/C12H10FN3O2S/c13-7-3-1-6(2-4-7)9-5-8(10(14)17)11(19-9)16-12(15)18/h1-5H,(H2,14,17)(H3,15,16,18)
InChI Key SAYGKHKXGCPTLX-UHFFFAOYSA-N
References
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. Llona-Minguez S, Baiget J, Mackay SP. (2013)
Small-molecule inhibitors of IκB kinase (IKK) and IKK-related kinases.
Pharm Pat Anal, 2 (4): 481-98. [PMID:24237125]
4. Podolin PL, Callahan JF, Bolognese BJ, Li YH, Carlson K, Davis TG, Mellor GW, Evans C, Roshak AK. (2005)
Attenuation of murine collagen-induced arthritis by a novel, potent, selective small molecule inhibitor of IkappaB Kinase 2, TPCA-1 (2-[(aminocarbonyl)amino]-5-(4-fluorophenyl)-3-thiophenecarboxamide), occurs via reduction of proinflammatory cytokines and antigen-induced T cell Proliferation.
J. Pharmacol. Exp. Ther., 312 (1): 373-81. [PMID:15316093]