ENMD-2076

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Synonyms
Status
Molecule Category UNKNOWN
UNII J6U9WP10T7
EPA CompTox DTXSID60239430

Structure

InChI Key BLQYVHBZHAISJM-CMDGGOBGSA-N
Smiles Cc1cc(Nc2cc(N3CCN(C)CC3)nc(/C=C/c3ccccc3)n2)n[nH]1
InChI
InChI=1S/C21H25N7/c1-16-14-20(26-25-16)23-19-15-21(28-12-10-27(2)11-13-28)24-18(22-19)9-8-17-6-4-3-5-7-17/h3-9,14-15H,10-13H2,1-2H3,(H2,22,23,24,25,26)/b9-8+

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H25N7
Molecular Weight 375.48
AlogP 3.17
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 72.97
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 28.0

Bioactivity

Mechanism of Action Action Reference
Fibroblast growth factor receptor 3 inhibitor INHIBITOR PubMed PubMed Other
Protein: Serine/threonine-protein kinase Aurora-A
Description: Aurora kinase A
Organism : Homo sapiens
O14965 ENSG00000087586
Protein: Macrophage colony stimulating factor receptor
Description: Macrophage colony-stimulating factor 1 receptor
Organism : Homo sapiens
P07333 ENSG00000182578
Protein: Stem cell growth factor receptor
Description: Mast/stem cell growth factor receptor Kit
Organism : Homo sapiens
P10721 ENSG00000157404
Protein: Fibroblast growth factor receptor 3
Description: Fibroblast growth factor receptor 3
Organism : Homo sapiens
P22607 ENSG00000068078
Protein: Vascular endothelial growth factor receptor 2
Description: Vascular endothelial growth factor receptor 2
Organism : Homo sapiens
P35968 ENSG00000128052
Protein: Tyrosine-protein kinase receptor FLT3
Description: Receptor-type tyrosine-protein kinase FLT3
Organism : Homo sapiens
P36888 ENSG00000122025
Protein: Serine/threonine-protein kinase Aurora-B
Description: Aurora kinase B
Organism : Homo sapiens
Q96GD4 ENSG00000178999
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase AUR family
- 14-15 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Abl family
- 81-295 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase FGFR family
- 93 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Fak family
- 55 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase PDGFR family
- 2-3 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Ret family
- 10 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 10-20 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase VEGFR family
- 10-36 - - -
Assay Description Organism Bioactivity Reference
Inhibition of aurora A kinase None 14.0 nM
Inhibition of aurora B kinase None 290.0 nM
Inhibition of Flt3 None 3.0 nM
Inhibition of Abl None 295.0 nM
Inhibition of Abl T315I mutant Homo sapiens 81.0 nM
Binding affinity to PDGFRA None 56.0 nM
Inhibition of cKIT None 120.0 nM
Inhibition of FAK None 55.0 nM
Inhibition of Src None 20.0 nM
Inhibition of FGFR1 None 93.0 nM
Inhibition of VEGFR2 None 36.0 nM
Inhibition of aurora B None 290.0 nM
Inhibition of aurora A None 14.0 nM
Inhibition of aurora A (unknown origin) Homo sapiens 14.0 nM
Inhibition of aurora B (unknown origin) Homo sapiens 350.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 80.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 245.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 755.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 409.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 8.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 206.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 129.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 487.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 8.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 702.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 476.0 nM
Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase inhibitors, used to assess residual binding of ~300 proteins simultaneously from cell lysate in the presence of a compound. Quantitative readout performed by mass spectrometry. Homo sapiens 441.0 nM
Inhibition of CSF-stimulated CSF1R phosphorylation in human MV4-11 cells by immunoblotting method Homo sapiens 600.0 nM
Inhibition of Aurora A kinase (unknown origin) Homo sapiens 14.0 nM
Inhibition of recombinant human full length His-tagged Aurora A expressed in baculovirus expression system using peptide substrate after 1 hr by Z'-Lyte assay Homo sapiens 14.0 nM
Inhibition of recombinant human full length His-tagged Aurora B expressed in baculovirus expression system using peptide substrate after 1 hr by Z'-Lyte assay Homo sapiens 350.0 nM
Inhibition of recombinant human Aurora A Homo sapiens 14.0 nM
Inhibition of recombinant human FLT3 Homo sapiens 1.86 nM
Inhibition of recombinant human His-tagged FMS expressed in baculovirus expression system Homo sapiens 10.0 nM
Inhibition of FLT3 (unknown origin) Homo sapiens 1.86 nM
Inhibition of recombinant full length His-tagged human aurora A using peptide substrate in presence of ATP at its Km concentration by Z-lyte kinase assay Homo sapiens 14.0 nM
Inhibition of recombinant human His-tagged VEGFR 2 expressed in baculovirus expression system Homo sapiens 10.0 nM
Inhibition of recombinant human GST-tagged RET expressed in baculovirus expression system Homo sapiens 10.0 nM
Inhibition of recombinant human full length His-tagged Src expressed in baculovirus expression system Homo sapiens 10.0 nM
Inhibition of recombinant human GST-tagged PDGFR alpha (550 to 1089 residues) expressed in baculovirus expression system Homo sapiens 10.0 nM
Inhibition of recombinant human Aurora A using peptide substrate in presence of ATP at its Km concentration by Z-lyte kinase assay Homo sapiens 14.0 nM
Inhibition of Aurora A (unknown origin) Homo sapiens 14.0 nM
Inhibition of Aurora B (unknown origin) Homo sapiens 350.0 nM
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Homo sapiens 480.0 nM
Cytotoxicity against human PC-3 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Homo sapiens 670.0 nM
Inhibition of Aurora A (unknown origin) incubated for 1 hrs by HTRF assay Homo sapiens 15.28 nM
Inhibition of Aurora B (unknown origin) incubated for 1 hrs by HTRF assay Homo sapiens 293.72 nM

Cross References

Resources Reference
ChEMBL CHEMBL482968
FDA SRS J6U9WP10T7
Guide to Pharmacology 7885
PDB J3A
PubChem 24776050
SureChEMBL SCHEMBL596481
ZINC ZINC000034885047
CONTENTS