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Compound Detail

CHEMBL497677

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CC(C(=O)OCC(CO[N+](=O)[O-])O[N+](=O)[O-])c1ccc(C(=O)c2cccs2)cc1

Basic Information

ChEMBL ID CHEMBL497677
Phase Preclinical
Structure Type MOL
InChI Key SFWBFMNNYUARAT-UHFFFAOYSA-N
2
Targets
2
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

424.4
MW (Da)
2.41
ALogP
10
HBA
0
HBD
148.1
PSA (Ų)
0.23
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H16N2O9S
MW 424.39
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.55

Activity Summary

IC50 2 meas. best 6.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin G/H synthase 1
CHEMBL221
IC50 6.32 6.32 480.0 1
Prostaglandin G/H synthase 2
CHEMBL230
IC50 5.57 5.57 2700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin G/H synthase 1 IC50 = 480.0 nM 6.32 Inhibition of COX1 in human whole blood 18667313
Prostaglandin G/H synthase 2 IC50 = 2700.0 nM 5.57 Inhibition of COX2 in human whole blood 18667313

Literature References

PubMed DOI Target Context # Activities
18667313 10.1016/j.bmcl.2008.07.018 Prostaglandin G/H synthase 1 1
18667313 10.1016/j.bmcl.2008.07.018 Prostaglandin G/H synthase 2 1
18667313 10.1016/j.bmcl.2008.07.018 PC-3 1
18667313 10.1016/j.bmcl.2008.07.018 Blood 1

Data from ChEMBL 36 via Core Engine