Structure

InChI Key RJMIEHBSYVWVIN-UHFFFAOYSA-N
Smiles CC(C(=O)O)c1ccc(N2Cc3ccccc3C2=O)cc1
InChI
InChI=1S/C17H15NO3/c1-11(17(20)21)12-6-8-14(9-7-12)18-10-13-4-2-3-5-15(13)16(18)19/h2-9,11H,10H2,1H3,(H,20,21)

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H15NO3
Molecular Weight 281.31
AlogP 3.04
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 3.0
Polar Surface Area 57.61
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 21.0

Bioactivity

Mechanism of Action Action Reference
Cyclooxygenase inhibitor INHIBITOR PubMed PubMed PubMed PubMed
Protein: Cyclooxygenase

Description: Prostaglandin G/H synthase 1

Organism : Homo sapiens

P23219 ENSG00000095303
Protein: Cyclooxygenase

Description: Prostaglandin G/H synthase 2

Organism : Homo sapiens

P35354 ENSG00000073756
Assay Description Organism Bioactivity Reference
In vitro inhibitory activity against ovine cyclooxygenase-1 (COX-1) at 200 uM; Inactive None 50.0 %
Inhibition of lipopolysaccharide-induced PGE-2 production at 10e-5 M Mus musculus 99.0 %
Inhibition of CXCL8-induced chemotaxis of human polymorphonuclear cells at 10e-8 M Homo sapiens 56.0 %
Inhibition of CXCL8-induced cell migration in human PMN cells at 0.01 uM by chemotaxis assay Homo sapiens 50.0 %
Inhibition of CXCL1-induced cell migration human PMN cells at 0.1 uM chemotaxis assay Homo sapiens 40.0 %
Displacement of [125I]TZDM from beta amyloid 42 fibril None 0.52 nM
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 97.2 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 96.18 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 12.29 %
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 0.04 % 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 0.04 %

Related Entries

Cross References

Resources Reference
ChEBI 76162
ChEMBL CHEMBL15870
DrugBank DB08951
DrugCentral 1442
FDA SRS CPE46ZU14N
PubChem 3718
SureChEMBL SCHEMBL25137