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Compound Detail

CHEMBL1297

FENOPROFEN
💊 Approved Drug
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💊 Approved Drug
CC(C(=O)O)c1cccc(Oc2ccccc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1297
Name FENOPROFEN
Phase Approved
Structure Type MOL
InChI Key RDJGLLICXDHJDY-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

53858 Fenoprofen Fenoprofene Fenoprofeno LILLY-53858 NSC-757813 Progesic
3
Targets
7
Activities
2
Assay Types
8
PK Parameters
20
Publications
7
Known Names
1
Indications

Molecular Properties

242.3
MW (Da)
3.67
ALogP
2
HBA
1
HBD
46.5
PSA (Ų)
0.89
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1976
Availability Prescription
Chirality Racemic

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -profen
USAN Year 1971

Extended Properties

Molecular Formula C15H14O3
MW 242.27
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -0.26

Indications

Rheumatic Diseases

ATC Classification

M01AE04
fenoprofen
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS

Activity Summary

Ki 4 meas.
IC50 3 meas. best 6.84

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin G/H synthase 1
CHEMBL221
 IC50 6.84 6.84 145.0 1
Prostaglandin G/H synthase 1
CHEMBL2949
 IC50 5.56 5.56 2730.0 1
Prostaglandin G/H synthase 2
CHEMBL4102
 IC50 4.58 4.58 26300.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 1.69 mL.min-1.kg-1 Homo sapiens
CL 10.23 mL.min-1.g-1 Homo sapiens
CL 34.3 mL.min-1.kg-1 Homo sapiens
CL 8.5 uL.min-1.(10^6cells)-1 Homo sapiens
CL 5.31 uL.min-1.(10^6cells)-1 Homo sapiens
CL 0.6 mL.min-1.kg-1 Homo sapiens
Fu 0.018 - Not specified
Fu 0.984 - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin G/H synthase 1 IC50 = 145.0 nM 6.84 DRUGMATRIX: Cyclooxygenase COX-1 enzyme inhibition (substrate: Arachidonic acid) -
Prostaglandin G/H synthase 1 IC50 = 2730.0 nM 5.56 Inhibition of ovine COX1 assessed as reduction in PGH2 production by enzyme immu... 29980364
Prostaglandin G/H synthase 2 IC50 = 26300.0 nM 4.58 Inhibition of ovine COX2 assessed as reduction in PGH2 production by enzyme immu... 29980364

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 326
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
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
16455248 10.1016/j.bmcl.2006.01.033 Mus musculus 3
21998403 10.1124/dmd.111.042309 ADMET 3
33369426 10.1021/acs.jmedchem.0c01762 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
21998403 10.1124/dmd.111.042309 No relevant target 2
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1A1 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
21237663 10.1016/j.bmc.2010.12.039 Lactoylglutathione lyase 2
- 10.6019/CHEMBL3301361 ADMET 2
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
18768239 10.1016/j.ejmech.2008.07.027 Hepatocyte 2
17665889 10.1021/jm061469t Unchecked 2

Data from ChEMBL 36 via Core Engine