MK-2461

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Synonyms
Status
Molecule Category UNKNOWN
UNII 4200RD53XF

Structure

InChI Key JGEBLDKNWBUGRZ-HXUWFJFHSA-N
Smiles CN(C[C@@H]1COCCO1)S(=O)(=O)Nc1ccc2ccc3ncc(-c4cnn(C)c4)cc3c(=O)c2c1
InChI
InChI=1S/C24H25N5O5S/c1-28-13-18(12-26-28)17-9-22-23(25-11-17)6-4-16-3-5-19(10-21(16)24(22)30)27-35(31,32)29(2)14-20-15-33-7-8-34-20/h3-6,9-13,20,27H,7-8,14-15H2,1-2H3/t20-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H25N5O5S
Molecular Weight 495.56
AlogP 2.15
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 115.65
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 35.0

Bioactivity

Mechanism of Action Action Reference
Hepatocyte growth factor receptor inhibitor INHIBITOR PubMed PubMed
Protein: Hepatocyte growth factor receptor
Description: Hepatocyte growth factor receptor
Organism : Homo sapiens
P08581 ENSG00000105976
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 1200 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 7100 - - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase AUR family
- 290 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Abl family
- 7800 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Axl family
- 24 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase FGFR family
- 39 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakA family
- 230 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakB family
- 230 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Met family
- 0-900 4-27 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase PDGFR family
- 22 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Ret family
- 640 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Trk family
- 46 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase VEGFR family
- 10 - - -
Assay Description Organism Bioactivity Reference
Binding affinity to human unphosphorylated c-MET Homo sapiens 27.2 nM
Binding affinity to human phosphorylated c-MET Homo sapiens 4.4 nM
Inhibition of human recombinant c-Met-catalyzed phosphorylation of N-biotinylated peptide (EQEDEPEGDYFEWLE-CONH2) by time-resolved fluorescence resonance energy transfer assay Homo sapiens 2.0 nM
Inhibition of c-MET overexpressed in human GTL-16 cells assessed as phosphorylation at C-terminal Y1349 after 2 hrs by Western blot analysis None 56.0 nM
Antiproliferative activity against human GTL16 cells after 72 hrs Homo sapiens 440.0 nM
Inhibition of recombinant human c-MET phosphorylation at C-terminal Y1349 Homo sapiens 100.0 nM
Inhibition of recombinant human c-MET phosphorylation at C-terminal Y1365 Homo sapiens 26.0 nM
Inhibition of recombinant human c-MET phosphorylation at C-terminal Y1230 Homo sapiens 900.0 nM
Inhibition of recombinant human c-MET phosphorylation at C-terminal Y1234 Homo sapiens 900.0 nM
Inhibition of recombinant human c-MET phosphorylation at C-terminal Y1235 Homo sapiens 900.0 nM
Inhibition of c-MET overexpressed in human GTL-16 cells assessed as phosphorylation at C-terminal Y1365 after 2 hrs by Western blot analysis Homo sapiens 50.0 nM
Binding affinity to human recombinant His6-tagged phosphorylated c-Met cytosolic domain Homo sapiens 4.0 nM
Binding affinity to human recombinant His6-tagged unphosphorylated c-Met cytosolic domain Homo sapiens 25.0 nM
Inhibition of recombinant human c-Met N1100Y mutant-catalyzed phosphorylation of N-biotinylated peptide (EQEDEPEGDYFEWLE-CONH2) by time-resolved fluorescence resonance energy transfer assay Homo sapiens 1.5 nM
Inhibition of recombinant human c-Met Y1230C mutant-catalyzed phosphorylation of N-biotinylated peptide (EQEDEPEGDYFEWLE-CONH2) by time-resolved fluorescence resonance energy transfer assay Homo sapiens 1.5 nM
Inhibition of recombinant human c-Met Y1230H mutant-catalyzed phosphorylation of N-biotinylated peptide (EQEDEPEGDYFEWLE-CONH2) by time-resolved fluorescence resonance energy transfer assay Homo sapiens 1.0 nM
Inhibition of recombinant human c-Met Y1235D mutant-catalyzed phosphorylation of N-biotinylated peptide (EQEDEPEGDYFEWLE-CONH2) by time-resolved fluorescence resonance energy transfer assay Homo sapiens 0.5 nM
Inhibition of recombinant human c-Met M1250T mutant-catalyzed phosphorylation of N-biotinylated peptide (EQEDEPEGDYFEWLE-CONH2) by time-resolved fluorescence resonance energy transfer assay Homo sapiens 0.4 nM
Inhibition of human Ron Homo sapiens 7.0 nM
Inhibition of human Flt1 Homo sapiens 10.0 nM
Inhibition of human Flt3 Homo sapiens 22.0 nM
Inhibition of human Mer Homo sapiens 24.0 nM
Inhibition of human FGFR2 Homo sapiens 39.0 nM
Inhibition of human KDR Homo sapiens 44.0 nM
Inhibition of human TrkA Homo sapiens 46.0 nM
Inhibition of human FGFR3 Homo sapiens 50.0 nM
Inhibition of human TrkB Homo sapiens 61.0 nM
Inhibition of human FGFR1 Homo sapiens 65.0 nM
Inhibition of human Flt4 Homo sapiens 78.0 nM
Inhibition of human JAK2 Homo sapiens 230.0 nM
Inhibition of human Aurora A Homo sapiens 290.0 nM
Inhibition of human Ret Homo sapiens 640.0 nM
Inhibition of human PDGFR-alpha Homo sapiens 100.0 nM
Inhibition of human c-MET Homo sapiens 2.0 nM
Inhibition of c-MET (unknown origin)-catalyzed N-biotinylated EQEDEPEGDYFEWLECONH2 phosphorylation by TR-FRET assay Homo sapiens 2.0 nM
Inhibition of c-Met (unknown origin) Homo sapiens 0.4 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 502.0 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 278.0 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 543.0 nM
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens -8.38 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 17.81 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 2.886 %
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 0.06 % 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 0.06 % 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 0.06 % 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 0.06 %

Cross References

Resources Reference
ChEMBL CHEMBL1822792
FDA SRS 4200RD53XF
Guide to Pharmacology 7962
PubChem 44137946
SureChEMBL SCHEMBL93526
ZINC ZINC000034842284
CONTENTS