Structure

InChI Key UNZIDPIPYUMVPA-UHFFFAOYSA-M
Smiles Cc1c(N(C)CS(=O)(=O)[O-])c(=O)n(-c2ccccc2)n1C.O.[Na+]
InChI
InChI=1S/C13H17N3O4S.Na.H2O/c1-10-12(14(2)9-21(18,19)20)13(17)16(15(10)3)11-7-5-4-6-8-11;;/h4-8H,9H2,1-3H3,(H,18,19,20);;1H2/q;+1;/p-1

Physicochemical Descriptors

Property Name Value
Molecular Formula C13H17N3O4S
Molecular Weight 311.36
AlogP 0.77
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 84.54
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 21.0

Bioactivity

Mechanism of Action Action Reference
Cyclooxygenase inhibitor INHIBITOR PubMed 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
Antinociceptive effect in mouse assessed as inhibition of acetic acid-induced abdominal constriction at 100 uM/kg, po Mus musculus 33.5 %
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 -40.03 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 12.53 %
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 0.03 % 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 0.03 %

Cross References

Resources Reference
ChEBI 62088
ChEMBL CHEMBL461522
DrugBank DB04817
DrugCentral 4659
FDA SRS 934T64RMNJ
Guide to Pharmacology 10608
PubChem 23674183
SureChEMBL SCHEMBL24997
ZINC ZINC000001782155
ChEBI 32169
ChEMBL CHEMBL3989803
FDA SRS 6429L0L52Y
KEGG C13229
PubChem 23674183
SureChEMBL SCHEMBL24995