Syk inhibitor II   Click here for help

GtoPdb Ligand ID: 6047

Synonyms: K00592a
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: This is compound 3 in [2] and compound 9a in the original article by Hisamichi et al. (2005) [4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 118.95
Molecular weight 340.13
XLogP 1.51
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NCCNc1ncc(c(n1)Nc1cccc(c1)C(F)(F)F)C(=O)N
Isomeric SMILES NCCNc1ncc(c(n1)Nc1cccc(c1)C(F)(F)F)C(=O)N
InChI InChI=1S/C14H15F3N6O/c15-14(16,17)8-2-1-3-9(6-8)22-12-10(11(19)24)7-21-13(23-12)20-5-4-18/h1-3,6-7H,4-5,18H2,(H2,19,24)(H2,20,21,22,23)
InChI Key FQNFLNSVHWCZML-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. Farmer LJ, Bemis G, Britt SD, Cochran J, Connors M, Harrington EM, Hoock T, Markland W, Nanthakumar S, Taslimi P et al.. (2008)
Discovery and SAR of novel 4-thiazolyl-2-phenylaminopyrimidines as potent inhibitors of spleen tyrosine kinase (SYK).
Bioorg. Med. Chem. Lett., 18 (23): 6231-5. [PMID:18938080]
3. 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]
4. Hisamichi H, Naito R, Toyoshima A, Kawano N, Ichikawa A, Orita A, Orita M, Hamada N, Takeuchi M, Ohta M et al.. (2005)
Synthetic studies on novel Syk inhibitors. Part 1: Synthesis and structure-activity relationships of pyrimidine-5-carboxamide derivatives.
Bioorg. Med. Chem., 13 (16): 4936-51. [PMID:15990316]