PF-06651600

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Synonyms
Status
Molecule Category UNKNOWN
UNII 2OYE00PC25

Structure

InChI Key CBRJPFGIXUFMTM-WDEREUQCSA-N
Smiles C=CC(=O)N1C[C@H](Nc2ncnc3[nH]ccc23)CC[C@@H]1C
InChI
InChI=1S/C15H19N5O/c1-3-13(21)20-8-11(5-4-10(20)2)19-15-12-6-7-16-14(12)17-9-18-15/h3,6-7,9-11H,1,4-5,8H2,2H3,(H2,16,17,18,19)/t10-,11+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H19N5O
Molecular Weight 285.35
AlogP 1.94
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 73.91
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 21.0

Bioactivity

Mechanism of Action Action Reference
TEC family kinase inhibitor INHIBITOR PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- 25200 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakA family
- 0-202 - 6310 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakB family
- 0-202 - 6310 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 19000 - 32400 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tec family
- 193 - 131 -
Assay Description Organism Bioactivity Reference
Inhibition of JAK3 in human whole blood assessed as inhibition of IL-15 induced STAT5 phosphorylation preincubated for 45 mins followed by IL-15 addition and measured after 15 mins by Alexa Fluor 647 staining based flow cytometric analysis Homo sapiens 197.0 nM
Inhibition of recombinant human GST-tagged cytoplasmic JAK3 catalytic domain (781 to 1124 residues) expressed in baculovirus expression system using FITC-KGGEEEEYFELVKK as substrate in presence of 4 uM ATP by microfluidic assay Homo sapiens 0.3 nM
Inhibition of recombinant human GST-tagged cytoplasmic JAK3 catalytic domain (781 to 1124 residues) expressed in baculovirus expression system using FITC-KGGEEEEYFELVKK as substrate in presence of 1 mM ATP by microfluidic assay Homo sapiens 33.0 nM
Inhibition of JAK3 in human PBMC assessed as inhibition of IL-15 induced STAT5 phosphorylation preincubated for 75 mins followed by IL-15 addition and measured after 15 mins by Alexa Fluor 647 staining based flow cytometry Homo sapiens 51.0 nM
Inhibition of full length recombinant human His-tagged cytoplasmic BMX expressed in baculovirus expression system by KT236 probe based TR-FRET assay Homo sapiens 545.0 nM
Inhibition of full length recombinant human GST-tagged cytoplasmic ITK expressed in baculovirus expression system by KT236 probe based TR-FRET assay Homo sapiens 26.9 nM
Inhibition of recombinant human N-terminal GST-tagged TXK using GEPLYWSFPAKKK as substrate measured every 60 secs for 1 hr by PK/LDH coupled spectrophotometric assay Homo sapiens 131.0 nM
Inhibition of full length human His-tagged TEC by KT178 probe based TR-FRET assay Homo sapiens 679.0 nM
Inhibition of recombinant human GST-tagged cytoplasmic JAK3 catalytic domain (781 to 1124 residues) expressed in baculovirus expression system in presence of 1 mM ATP by KT236 probe based TR-FRET assay Homo sapiens 90.0 nM
Inhibition of full length recombinant human His-tagged cytoplasmic BMX expressed in baculovirus expression system in presence of 1 mM ATP by KT236 probe based TR-FRET assay Homo sapiens 606.0 nM
Inhibition of recombinant human N-terminal GST-tagged TXK using GEPLYWSFPAKKK as substrate in presence of 1 mM ATP measured every 60 secs for 1 hr by PK/LDH coupled spectrophotometric assay Homo sapiens 193.0 nM
Inhibition of full length human His-tagged TEC in presence of 1 mM ATP by KT178 probe based TR-FRET assay Homo sapiens 592.0 nM
Inhibition of full length recombinant human His-tagged cytoplasmic BTK expressed in baculovirus expression system in presence of 1 mM ATP by KT236 probe based TR-FRET assay Homo sapiens 607.0 nM
Inhibition of JAK3 in human whole blood assessed as free drug concentration required for inhibition of IL-15 induced STAT5 phosphorylation preincubated for 45 mins followed by IL-15 addition and measured after 15 mins by Alexa Fluor 647 staining based flow cytometric analysis Homo sapiens 106.0 nM
Inhibition of JAK3 (unknown origin) Homo sapiens 0.35 nM
Inhibition of recombinant human GST-tagged JAK3 JH1 domain using KAIETDKEYYTVKD-NH2 as substrate in presence of ATP at Km concentration by coupled PK/LDH assay Homo sapiens 0.3 nM
Inhibition of recombinant human GST-tagged JAK3 JH1 domain using KAIETDKEYYTVKD-NH2 as substrate in presence of 1 mM ATP concentration by coupled PK/LDH assay Homo sapiens 33.0 nM
Inhibition of human N-terminal His-tagged JAK3 (795 to 1124 residues) expressed in baculovirus expression system in presence of 6 uM ATP by HTRF assay Homo sapiens 0.4 nM
Inhibition of human N-terminal His-tagged JAK3 (795 to 1124 residues) expressed in baculovirus expression system in presence of 1 mM ATP by HTRF assay Homo sapiens 202.0 nM
Inhibition of JAK3 (unknown origin) Homo sapiens 33.0 nM
Inhibition of human recombinant GST tagged JAK3 kinase domain (781 to 1124 amino acids) expressed in insect cells in presence of ATP Homo sapiens 0.3 nM
Inhibition of JAK3 (unknown origin) Homo sapiens 33.1 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 13.44 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.04 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.04 %
Inhibition of recombinant human JAK3 assessed as phosphorylation level in presence of 1 mM ATP Homo sapiens 33.0 nM

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL4085457
DrugBank DB14924
FDA SRS 2OYE00PC25
Guide to Pharmacology 9559
SureChEMBL SCHEMBL16764638
ZINC ZINC000526061581
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