compound 7 [PMID: 22464456]   Click here for help

GtoPdb Ligand ID: 8172

Synonyms: thienopyrazolylindole inhibitor 477
PDB Ligand
Compound class: Synthetic organic
Comment: Compound 7 is reported as a potent inhibitor of IL2-inducible T-cell kinase (ITK) activity [1]. This compound was designed using a combination of structure-based design and medicinal chemistry.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 92.94
Molecular weight 375.12
XLogP 4.33
No. Lipinski's rules broken 0
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Canonical SMILES CCC(c1ccc2c(c1)[nH]c(c2)c1n[nH]c2c1sc(c2)C(F)F)(CC)O
Isomeric SMILES CCC(c1ccc2c(c1)[nH]c(c2)c1n[nH]c2c1sc(c2)C(F)F)(CC)O
InChI InChI=1S/C19H19F2N3OS/c1-3-19(25,4-2)11-6-5-10-7-13(22-12(10)8-11)16-17-14(23-24-16)9-15(26-17)18(20)21/h5-9,18,22,25H,3-4H2,1-2H3,(H,23,24)
Bioactivity Comments
Reported off-targets include LCK proto-oncogene kinase (Lck), TXK tyrosine kinase (TXK) and spleen tyrosine kinase (Syk), in order of decreasing inhibitory effect [1].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
IL2 inducible T cell kinase Primary target of this compound Hs Inhibitor Inhibition 9.5 pIC50 - 1
pIC50 9.5 (IC50 3x10-10 M) [1]
LCK proto-oncogene, Src family tyrosine kinase Hs Inhibitor Inhibition 7.4 pIC50 - 1
pIC50 7.4 (IC50 3.92x10-8 M) [1]
TXK tyrosine kinase Hs Inhibitor Inhibition 7.1 pIC50 - 1
pIC50 7.1 (IC50 7.75x10-8 M) [1]
spleen associated tyrosine kinase Hs Inhibitor Inhibition 6.4 pIC50 - 1
pIC50 6.4 (IC50 3.582x10-7 M) [1]