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Compound Detail

CHEMBL1206690

PARECOXIB
💊 Approved Drug
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💊 Approved Drug
CCC(=O)NS(=O)(=O)c1ccc(-c2c(-c3ccccc3)noc2C)cc1

Basic Information

ChEMBL ID CHEMBL1206690
Name PARECOXIB
Phase Approved
Structure Type MOL
InChI Key TZRHLKRLEZJVIJ-UHFFFAOYSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL865

Known Names

Parecoxib Rayzon SC-69124 Xapit
2
Targets
2
Activities
1
Assay Types
1
PK Parameters
13
Publications
4
Known Names
6
Indications
1
Mechanisms

Molecular Properties

370.4
MW (Da)
3.53
ALogP
5
HBA
1
HBD
89.3
PSA (Ų)
0.74
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2002
Availability Unknown
Chirality Achiral

Flags

Natural Product Prodrug
USAN Stem -coxib
USAN Year 1998

Extended Properties

Molecular Formula C19H18N2O4S
MW 370.43
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.18

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cyclooxygenase-2 inhibitor INHIBITOR Prostaglandin G/H synthase 2

Indications

Pain, Postoperative Rheumatic Diseases Pain Renal Colic Rib Fractures Shoulder Pain

ATC Classification

M01AH04
parecoxib
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS

Activity Summary

IC50 2 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin G/H synthase 2
CHEMBL230
IC50 8.3 8.3 5.0 1
Nuclear receptor subfamily 4 group A member 2
CHEMBL5002
IC50 4.87 4.87 13400.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.25 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
30108944 10.1039/C7MD00575J No relevant target 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
35797147 10.1021/acs.jmedchem.2c00585 Nuclear receptor subfamily 4 group A member 2 2
21983446 10.1016/j.bmcl.2011.09.071 No relevant target 1
28252961 10.1021/acs.jmedchem.6b01287 Rattus norvegicus 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
30359818 10.1016/j.ejmech.2018.10.020 Prostaglandin G/H synthase 2 1

Data from ChEMBL 36 via Core Engine