SAPITINIB

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Synonyms
Status
Molecule Category Free-form
UNII 3499328002
EPA CompTox DTXSID50233942

Structure

InChI Key DFJSJLGUIXFDJP-UHFFFAOYSA-N
Smiles CNC(=O)CN1CCC(Oc2cc3c(Nc4cccc(Cl)c4F)ncnc3cc2OC)CC1
InChI
InChI=1S/C23H25ClFN5O3/c1-26-21(31)12-30-8-6-14(7-9-30)33-20-10-15-18(11-19(20)32-2)27-13-28-23(15)29-17-5-3-4-16(24)22(17)25/h3-5,10-11,13-14H,6-9,12H2,1-2H3,(H,26,31)(H,27,28,29)

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H25ClFN5O3
Molecular Weight 473.94
AlogP 3.76
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 7.0
Polar Surface Area 88.61
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 33.0

Bioactivity

Mechanism of Action Action Reference
Epidermal growth factor receptor erbB1 inhibitor INHIBITOR PubMed PubMed
Protein: Epidermal growth factor receptor erbB1
Description: Epidermal growth factor receptor
Organism : Homo sapiens
P00533 ENSG00000146648
Protein: Receptor protein-tyrosine kinase erbB-2
Description: Receptor tyrosine-protein kinase erbB-2
Organism : Homo sapiens
P04626 ENSG00000141736
Protein: Receptor tyrosine-protein kinase erbB-3
Description: Receptor tyrosine-protein kinase erbB-3
Organism : Homo sapiens
P21860 ENSG00000065361
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- 3-60 - - -
Assay Description Organism Bioactivity Reference
Inhibition of heregulin-stimulated HER3 phosphorylation in human MCF7 cells Homo sapiens 4.0 nM
Inhibition of heregulin-stimulated HER2 phosphorylation in human MCF7 cells Homo sapiens 3.0 nM
Inhibition of EGF-stimulated EGFR phosphorylation in human KB cells Homo sapiens 4.0 nM
Inhibition of human EGFR kinase domain expressed in baculovirus/Sf21 system by ELISA Homo sapiens 12.0 nM
Inhibition of full-length HER2 phosphorylation transfected in in human MCF-7 cl.24 cells after 4 hrs by laser scanning fluorescence microplate cytometry Homo sapiens 60.0 nM
Inhibition of human HER2 kinase domain expressed in baculovirus/Sf21 system by ELISA Homo sapiens 14.0 nM
Inhibition of human EGFR expressed in baculovirus/Sf21 system in presence of ATP by ELISA Homo sapiens 12.0 nM
Inhibition of human HER2 expressed in baculovirus/Sf21 system in presence of ATP by ELISA Homo sapiens 14.0 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 1.0 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 15.0 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 835.0 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 556.0 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 176.0 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 390.0 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 751.0 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 -4.62 %
Inhibition of human EFGR expressed in baculovirus/Sf21 system by ELISA Homo sapiens 4.0 nM
Inhibition of human HER2 expressed in baculovirus/Sf21 system by ELISA Homo sapiens 3.0 nM
Inhibition of human HER3 expressed in baculovirus/Sf21 system by ELISA Homo sapiens 4.0 nM
Antiproliferative activity against human UCH1 cells measured after 72 hrs by alamar blue assay Homo sapiens 420.0 nM
Inhibition of EGFR in human A431 cells assessed as reduction in EGF-stimulated EGFR autophosphorylation preincuabted for 90 mins followed by EGF-stimulation by sandwich-ELISA Homo sapiens 4.0 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 13.1 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 -4.722 %
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 -0.23 % 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 -0.31 % 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 -0.23 % 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 -0.31 %

Related Entries

Cross References

Resources Reference
ChEBI 132986
ChEMBL CHEMBL2408045
DrugBank DB12183
FDA SRS 3499328002
Guide to Pharmacology 7717
PubChem 11488320
SureChEMBL SCHEMBL202358
ZINC ZINC000034587071
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