BDBM291522 1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)methyl)piperidin-1-yl)prop-2-en-1-one ::US10413562, Compound A250::US9580449, Example A250::US9580449, Example A39

SMILES Nc1ncnc(NCC2CCN(CC2)C(=O)C=C)c1-c1ccc(Oc2ccccc2)cc1

InChI Key InChIKey=QUIWHXQETADMGN-UHFFFAOYSA-N

Data  1 KI  18 IC50  9 Kd

PDB links: 1 PDB ID matches this monomer.

  Tab Delimited (TSV)   2D SDfile   Computed 3D by Vconf -m prep SDfile
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Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 32 hits for monomerid = 291522   

TargetPotassium voltage-gated channel subfamily H member 2(Homo sapiens (Human))
Merck

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataKi:  3.10E+3nMAssay Description:Inhibition of human ERG expressed in HEK293 cells at -80 mV holding potential by HPLC analysisMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTyrosine-protein kinase Tec(Homo sapiens (Human))TBA
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  20nMMore data for this Ligand-Target Pair
In DepthDetails
TargetCytoplasmic tyrosine-protein kinase BMX(Homo sapiens (Human))
Genentech

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  38nMAssay Description:Inhibition of cytoplasmic recombinant human full length His-tagged BMX expressed in baculovirus by Z'-LYTE assayMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTyrosine-protein kinase Tec(Homo sapiens (Human))TBA
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  38nMAssay Description:Inhibition of recombinant human cytoplasmic full length His-tagged TEC expressed in baculovirus by Z'-LYTE assayMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetReceptor tyrosine-protein kinase erbB-4(Homo sapiens (Human))
Genentech

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  38nMAssay Description:Inhibition of recombinant human cytoplasmic GST-tagged ERBB4 expressed in baculovirus by Z'-LYTE assayMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50: <100nMAssay Description:2.5× stocks of full-length human BTK (08-080) from CarnaBio USA, Inc., Natick, Mass., 1.6×ATP and appropriate kinKDR peptide substrate (FITC-AHA-EEPL...More data for this Ligand-Target Pair
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  8.90nMAssay Description:Covalent inhibition of N-terminal GST-fused human BTK (2-659(end) amino acids) expressed in baculovirus expression system using FITC-AHA-EEPLYWSFPAKK...More data for this Ligand-Target Pair
TargetEpidermal growth factor receptor(Homo sapiens (Human))
Merck

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  5.80E+3nMAssay Description:Inhibition of N-terminal GST-tagged human EGFR (696 to end aminoacids) expressed in baculovirus infected Sf21 cellsMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  61nMAssay Description:Inhibition of BTK in human PBMC cells assessed as reduction in anti-IgM-stimulated CD69 expression on B cells preincubated for 60 mins followed by go...More data for this Ligand-Target Pair
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  8.60E+3nMAssay Description:Inhibition of BTK Cys481S mutant (unknown origin)More data for this Ligand-Target Pair
TargetTyrosine-protein kinase ITK/TSK(Homo sapiens (Human))
TBA

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataKd:  3.70E+3nMAssay Description:Binding affinity to DNA-tagged recombinant ITK (unknown origin) measured after 1 hr by biotinylated-ligand affinity bead-based qPCR analysisMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  62nMAssay Description:Inhibition of full-length human recombinant BTK using FITC-Ahx-TSELKKVVALYDYMPMNAND-NH2 as substrate measured after 60 mins by caliper assayMore data for this Ligand-Target Pair
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  61nMAssay Description:Inhibition of BTK in vitamin D3 differentiated human THP1 cells assessed as inhibition of FCgammaR-induced IL8 production measured after 24 hrs by HT...More data for this Ligand-Target Pair
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  320nMAssay Description:Inhibition of BTK in human B cells assessed as reduction in anti-IgM/IL4-stimulated CD69 expression on B cells preincubated for 60 mins followed by a...More data for this Ligand-Target Pair
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataKd:  16nMAssay Description:Binding affinity to DNA-tagged recombinant BTK (unknown origin) measured after 1 hr by biotinylated-ligand affinity bead-based qPCR analysisMore data for this Ligand-Target Pair
TargetEpidermal growth factor receptor(Homo sapiens (Human))
Merck

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataKd:  7.10E+3nMAssay Description:Binding affinity to DNA-tagged recombinant EGFR (unknown origin) measured after 1 hr by biotinylated-ligand affinity bead-based qPCR analysisMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetReceptor tyrosine-protein kinase erbB-4(Homo sapiens (Human))
Genentech

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataKd:  5.60E+3nMAssay Description:Binding affinity to DNA-tagged recombinant ERBB4 (unknown origin) measured after 1 hr by biotinylated-ligand affinity bead-based qPCR analysisMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetCytoplasmic tyrosine-protein kinase BMX(Homo sapiens (Human))
Genentech

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataKd:  31nMAssay Description:Binding affinity to DNA-tagged recombinant BMX (unknown origin) measured after 1 hr by biotinylated-ligand affinity bead-based qPCR analysisMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTyrosine-protein kinase Tec(Homo sapiens (Human))TBA
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataKd:  4.5nMAssay Description:Binding affinity to DNA-tagged recombinant TEC (unknown origin) measured after 1 hr by biotinylated-ligand affinity bead-based qPCR analysisMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTyrosine-protein kinase JAK3(Homo sapiens (Human))
TBA

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataKd: >1.00E+4nMAssay Description:Binding affinity to DNA-tagged recombinant JAK3 (unknown origin) measured after 1 hr by biotinylated-ligand affinity bead-based qPCR analysisMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetReceptor tyrosine-protein kinase erbB-2(Homo sapiens (Human))
TBA

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataKd: >1.00E+4nMAssay Description:Binding affinity to DNA-tagged recombinant ERBB2 (unknown origin) measured after 1 hr by biotinylated-ligand affinity bead-based qPCR analysisMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  1.18E+3nMAssay Description:Inhibition of BTK in human basophils assessed as reduction in anti-IgE mouse IgG1 antibody Le2-stimulated CD63 expression on basophil preincubated fo...More data for this Ligand-Target Pair
TargetPlatelet glycoprotein VI(Homo sapiens (Human))
University Of Leeds

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  5.84E+3nMAssay Description:Inhibition of GP6 in human whole blood assessed as protein-mediated platelet aggregation preincubated for 15 mins followed by collagen stimulation an...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  5nMAssay Description:Inhibition of human BTK using fluorescein-labeled polyGAT peptide as substrate incubated for 30 mins by FRET assayMore data for this Ligand-Target Pair
TargetEarly activation antigen CD69(Homo sapiens)
Biogen

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  1.10E+3nMAssay Description:Inhibition of CD69 in human whole blood preincubated for 30 mins followed by anti-human IgD stimulation and measured after 18 to 22 hrs by flow cytom...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataKd:  4.60nMAssay Description:Binding affinity to wild-type human full length BTK (M1 to S659 residues) expressed in mammalian expression system by Kinomescan methodMore data for this Ligand-Target Pair
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  1.80nMAssay Description:Inhibition of BTK (unknown origin) measured by ADP-Glo assayMore data for this Ligand-Target Pair
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  8.90nMMore data for this Ligand-Target Pair
In DepthDetails PDB3D3D Structure (crystal)
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50:  22nMMore data for this Ligand-Target Pair
In DepthDetails PDB3D3D Structure (crystal)
TargetEpidermal growth factor receptor(Homo sapiens (Human))
Merck

Curated by ChEMBL
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50: >1.00E+4nMMore data for this Ligand-Target Pair
In DepthDetails
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50: <1.00E+3nMpH: 7.5 T: 2°CAssay Description:The following describes a microfluidic, off-chip mobility shift kinase assay used to measure inherent potency of compounds against BTK enzyme. Compou...More data for this Ligand-Target Pair
TargetTyrosine-protein kinase BTK(Homo sapiens (Human))
Merck Patent

US Patent
LigandPNGBDBM291522(1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)...)
Affinity DataIC50: <100nMpH: 7.5 T: 2°CAssay Description:The following describes a microfluidic, off-chip mobility shift kinase assay used to measure inherent potency of compounds against BTK enzyme. Compou...More data for this Ligand-Target Pair