NAPABUCASIN

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Synonyms
Status
Molecule Category UNKNOWN
UNII Z1HHM49K7O

Structure

InChI Key DPHUWDIXHNQOSY-UHFFFAOYSA-N
Smiles CC(=O)c1cc2c(o1)C(=O)c1ccccc1C2=O
InChI
InChI=1S/C14H8O4/c1-7(15)11-6-10-12(16)8-4-2-3-5-9(8)13(17)14(10)18-11/h2-6H,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H8O4
Molecular Weight 240.21
AlogP 2.26
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 1.0
Polar Surface Area 64.35
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 18.0
Assay Description Organism Bioactivity Reference
Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 1000 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA Human herpesvirus 4 0.0 %
Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 500 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA Human herpesvirus 4 0.0 %
Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 100 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA Human herpesvirus 4 0.0 %
Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 10 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA Human herpesvirus 4 32.7 %
Antiproliferative activity against human HaCaT cells Homo sapiens 500.0 nM
Anticancer activity against human DU145 cells after 72 hrs by XTT assay Homo sapiens 23.04 nM
Anticancer activity against human DU145 cells after 72 hrs 25 ug/ml by XTT assay Homo sapiens 69.79 %
Antihyperproliferative activity against human HaCaT cells after 48 hrs by phase contrast microscopy Homo sapiens 500.0 nM
Cytotoxicity against human MDA-MB-231 cells assessed as growth inhibition after 72 hrs by MTT assay Homo sapiens 340.0 nM
Cytotoxicity against human HepG2 cells assessed as growth inhibition after 72 hrs by MTT assay Homo sapiens 660.0 nM
Cytotoxicity against human A549 cells assessed as growth inhibition after 72 hrs by MTT assay Homo sapiens 740.0 nM
Antiproliferative activity against human HepG2 cells at 1 uM after 48 hrs by CCK-8 assay Homo sapiens 7.4 %
Antiproliferative activity against human HepG2 cells at 3 uM after 48 hrs by CCK-8 assay Homo sapiens 23.7 %
Antiproliferative activity against human HepG2 cells at 10 uM after 48 hrs by CCK-8 assay Homo sapiens 29.6 %
Antiproliferative activity against human HepG2 cells at 30 uM after 48 hrs by CCK-8 assay Homo sapiens 89.7 %
Antiproliferative activity against human HepG2 cells at 100 uM after 48 hrs by CCK-8 assay Homo sapiens 96.1 %
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 5.68 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 -11.0 %
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 -0.28 % 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 -0.28 %
Inhibition of IL-6 induced STAT3 phosphorylation at Tyr705 residue in human MCF7 cells at 1 uM preincubated for 1 hr followed by IL-6 stimulation and measured after 1 hr by Western blot analysis relative to control Homo sapiens 100.0 %
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell proliferation measured after 72 hrs by WST8 assay Homo sapiens 250.0 nM
Cytotoxicity against human MCF7 cells assessed as reduction in cell proliferation measured after 72 hrs by WST8 assay Homo sapiens 240.0 nM
Cytotoxicity against human A549 cells assessed as reduction in cell proliferation measured after 72 hrs by WST8 assay Homo sapiens 120.0 nM
Inhibition of human recombinant N-terminal GST-tagged JAK1 (850 to 1154 residue) expressed in baculovirus expression system at 100 uM using JAK1 peptide as substrate by mobility shift assay relative to control Homo sapiens 95.5 %
Inhibition of human recombinant N-terminal His-tagged JAK2 (826 to 1132 residue) expressed in baculovirus expression system at 100 uM using Srctide as substrate by mobility shift assay relative to control Homo sapiens 84.7 %
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability measured after 48 hrs MTT assay Homo sapiens 630.0 nM
Antiproliferative activity against human HT-29 cells assessed as reduction in cell viability measured after 48 hrs MTT assay Homo sapiens 140.0 nM
Cytotoxicity against human MCF10A cells assessed as reduction in cell viability measured after 48 hrs MTT assay Homo sapiens 540.0 nM
Antiproliferative activity against human MDA-MB-231 cells overexpressing STAT3 assessed as reduction in cell growth incubated for 48 hrs by CCK-8 assay Homo sapiens 700.0 nM
Antiproliferative activity against human HepG2 cells overexpressed STAT3 assessed as reduction in cell growth incubated for 48 hrs by CCK-8 assay Homo sapiens 840.0 nM
Inhibition of cell stemness in human HCT116 cells assessed as inhibition of CD44+/CD133+ expression at 20 uM after 24 hrs by flow cytometry analysis Homo sapiens 89.0 %
Inhibition of ALDH1A1 in human drug-tolerant MDA-MB-231/lapatinib cells assessed as after 24 hrs Homo sapiens 425.32 nM

Cross References

Resources Reference
ChEMBL CHEMBL64130
DrugBank DB12155
FDA SRS Z1HHM49K7O
PubChem 10331844
SureChEMBL SCHEMBL1883845
ZINC ZINC000013306865
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