Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL15870

INDOPROFEN
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CC(C(=O)O)c1ccc(N2Cc3ccccc3C2=O)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL15870
Name INDOPROFEN
Phase Approved
Structure Type MOL
InChI Key RJMIEHBSYVWVIN-UHFFFAOYSA-N

Known Names

Bor-ind Flosin Flosint Indoprofen Indoprofene Indoprofeno Isindone K 4277 K-4277 NSC-757065 Praxis Reumofene
5
Targets
8
Activities
3
Assay Types
0
PK Parameters
20
Publications
12
Known Names
1
Indications
1
Mechanisms

Molecular Properties

281.3
MW (Da)
3.04
ALogP
2
HBA
1
HBD
57.6
PSA (Ų)
0.94
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1979
Availability Withdrawn
Chirality Racemic

Flags

Withdrawn Natural Product
USAN Stem -profen
USAN Year 1976

Extended Properties

Molecular Formula C17H15NO3
MW 281.31
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -0.39

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cyclooxygenase inhibitor INHIBITOR Cyclooxygenase ✓ ✓

Indications

Rheumatic Diseases

ATC Classification

M01AE10
indoprofen
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS

Drug Warnings

Withdrawn
gastrointestinal toxicity
Animal Carcinogenicity (rodent); Gastrointestinal Toxicity
Country: Worldwide   Year: 1983
Withdrawn
carcinogenicity
Animal Carcinogenicity (rodent); Gastrointestinal Toxicity
Country: Worldwide   Year: 1983
Withdrawn
carcinogenicity
serious adverse gastrointestinal reactions; tumours in a carcinogenicity study undertaken in rats
Country: Worldwide   Year: 1983
Withdrawn
gastrointestinal toxicity
serious adverse gastrointestinal reactions; tumours in a carcinogenicity study undertaken in rats
Country: Worldwide   Year: 1983

Activity Summary

IC50 4 meas. best 6.29
Ki 3 meas. best 9.28
EC50 1 meas. best 5.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 9.28 9.28 0.5 1
Histone deacetylase 6
CHEMBL1865
 IC50 6.29 6.29 512.7 1
Fatty acid-binding protein, liver
CHEMBL5738
 Ki 5.9 5.9 1270.0 1
Nuclear factor NF-kappa-B complex
CHEMBL2094258
 EC50 5.82 5.82 1518.0 1
Pyruvate kinase PKM
CHEMBL1075189
 IC50 4.7 4.6867 20000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 0.52 nM 9.28 Displacement of [125I]TZDM from beta amyloid 42 fibril 18242990
Histone deacetylase 6 IC50 = 512.7 nM 6.29 Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi... -
Fatty acid-binding protein, liver Ki = 1270.0 nM 5.9 Displacement of 1-anilinonaphthalene-8-sulphonic acid from rat recombinant L-FAB... 18533710
Nuclear factor NF-kappa-B complex EC50 = 1518.0 nM 5.82 PUBCHEM_BIOASSAY: Name: High Throughput Screen to Identify Compounds that increa... -
Pyruvate kinase PKM IC50 = 20000.0 nM 4.7 Inhibition of PKM2 (unknown origin) 38408027
Pyruvate kinase PKM IC50 = 21000.0 nM 4.68 Inhibition of PKM2 (unknown origin) Gln329, Asp177, Lys207, Ser77, Hie78, Arg73,... 34726055
Pyruvate kinase PKM IC50 = 21000.0 nM 4.68 Inhibition of PKM2 (unknown origin) 34355179

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4808148 Histone deacetylase 6 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Androgen receptor 2
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
18533710 10.1021/jm701192w Fatty acid-binding protein, liver 2
18396854 10.1021/jm701587d No relevant target 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
17665889 10.1021/jm061469t Unchecked 2
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
15974585 10.1021/jm049082i Prostaglandin G/H synthase (cyclooxygenase) 1

Data from ChEMBL 36 via Core Engine