CP-724714

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Synonyms
Status
Molecule Category UNKNOWN
UNII I05QZ0S4V3

Structure

InChI Key LLVZBTWPGQVVLW-SNAWJCMRSA-N
Smiles COCC(=O)NC/C=C/c1ccc2ncnc(Nc3ccc(Oc4ccc(C)nc4)c(C)c3)c2c1
InChI
InChI=1S/C27H27N5O3/c1-18-13-21(8-11-25(18)35-22-9-6-19(2)29-15-22)32-27-23-14-20(7-10-24(23)30-17-31-27)5-4-12-28-26(33)16-34-3/h4-11,13-15,17H,12,16H2,1-3H3,(H,28,33)(H,30,31,32)/b5-4+

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H27N5O3
Molecular Weight 469.55
AlogP 4.95
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 9.0
Polar Surface Area 98.26
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 35.0

Bioactivity

Mechanism of Action Action Reference
Receptor protein-tyrosine kinase erbB-2 inhibitor INHIBITOR PubMed PubMed
Protein: Receptor protein-tyrosine kinase erbB-2
Description: Receptor tyrosine-protein kinase erbB-2
Organism : Homo sapiens
P04626 ENSG00000141736
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase MAPKAPK family CAMK protein kinase MNK subfamily
- - 840 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase CDK family CMGC protein kinase CDK8 subfamily
- - 2300-2300 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- 10-32 10-2000 - -
Structural protein
- - 260 - -
Assay Description Organism Bioactivity Reference
Inhibition of HER2 None 12.0 nM
Binding constant for EGFR kinase domain Homo sapiens 42.0 nM
Binding constant for EGFR(G719C) kinase domain Homo sapiens 10.0 nM
Binding constant for EGFR(G719S) kinase domain Homo sapiens 17.0 nM
Binding constant for EGFR(L858R) kinase domain Homo sapiens 110.0 nM
Binding constant for MKNK2 kinase domain Homo sapiens 840.0 nM
Binding constant for EGFR(L747-E749del, A750P) kinase domain Homo sapiens 720.0 nM
Binding constant for ERBB2 kinase domain Homo sapiens 43.0 nM
Binding constant for ERBB4 kinase domain Homo sapiens 260.0 nM
Binding constant for EGFR(L747-T751del,Sins) kinase domain Homo sapiens 560.0 nM
Binding constant for EGFR(L861Q) kinase domain Homo sapiens 36.0 nM
Inhibition of recombinant human GST-fused HER2 (675 to 1255 residues) assessed as phosphotyrosine formation using poly(Glu:Tyr, 4:1) as substrate and ATP measured after 6 mins Homo sapiens 10.0 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 71.0 nM
Induction of mitochondrial dysfunction in liver mitochondria (unknown origin) assessed as inhibition of mitochondrial respiration Not specified 45.0 nmol/mg
Inhibition of recombinant GST-tagged HER2 (unknown origin) (catalytic domain 675 to 1225) residues expressed in baculovirus-infected Sf9 cells assessed as reduction of phosphorylation of polyglutamic acid/tyrosine incubated for 25 mins by spectrometery Homo sapiens 10.0 nM
Binding affinity to wild-type partial length human ERRB2 (K646 to V1225 residues) expressed in mammalian expression system by Kinomescan assay Homo sapiens 43.0 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 7.65 %
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 -0.08 % 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 -0.08 %
Inhibition of ERBB2 (unknown orgin) None 10.0 nM
Inhibition of ERBB2 (unknown orgin) by cell-based assay None 32.0 nM
Inhibition of recombinant HER2 (675 to 1255) (unknown origin) expressed in baculovirus infected Sf9 insect cells using poly-Glu-Tyr as substrate incubated for 5 mins in presence of ATP measured after 25 mins by dye based colorimetric analysis Homo sapiens 10.0 nM

Cross References

Resources Reference
ChEBI 167658
ChEMBL CHEMBL483321
DrugBank DB12302
FDA SRS I05QZ0S4V3
Guide to Pharmacology 7883
PubChem 9874913
SureChEMBL SCHEMBL95109
ZINC ZINC000003817105
CONTENTS