compound 23 [PMID: 17600705]   Click here for help

GtoPdb Ligand ID: 8146

Compound class: Synthetic organic
Comment: Compound 23 is one of the analogues assessed in a study to find novel inhibitors of LCK proto-oncogene (Lck) kinase activity [1].
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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 5
Topological polar surface area 138.61
Molecular weight 371.11
XLogP 1.89
No. Lipinski's rules broken 0
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Canonical SMILES Oc1ccc(c(c1)Nc1ccnc(n1)Nc1cccc(c1)S(=O)(=O)N)C
Isomeric SMILES Oc1ccc(c(c1)Nc1ccnc(n1)Nc1cccc(c1)S(=O)(=O)N)C
InChI InChI=1S/C17H17N5O3S/c1-11-5-6-13(23)10-15(11)21-16-7-8-19-17(22-16)20-12-3-2-4-14(9-12)26(18,24)25/h2-10,23H,1H3,(H2,18,24,25)(H2,19,20,21,22)
Bioactivity Comments
Reported off-targets include Src family kinases Lck and Lyn, Syk and the Tec family kinase Txk [1]. We have tagged Lck as the compound's primary target as it is was the intended target of the medicinal chemistry study, but note that the off-targets are slightly more potently inhibited by compound 23.
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
TXK tyrosine kinase Hs Inhibitor Inhibition 9.4 pIC50 - 1
pIC50 9.4 (IC50 4x10-10 M) [1]
LYN proto-oncogene, Src family tyrosine kinase Hs Inhibitor Inhibition 9.0 pIC50 - 1
pIC50 9.0 (IC50 1x10-9 M) [1]
spleen associated tyrosine kinase Hs Inhibitor Inhibition 8.4 pIC50 - 1
pIC50 8.4 (IC50 4x10-9 M) [1]
LCK proto-oncogene, Src family tyrosine kinase Primary target of this compound Hs Inhibitor Inhibition 8.1 pIC50 - 1
pIC50 8.1 (IC50 8.5x10-9 M) [1]