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Compound Detail

CHEMBL1562610

MECLOFENAMATE SODIUM
💊 Approved Drug
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💊 Approved Drug
Cc1ccc(Cl)c(Nc2ccccc2C(=O)[O-])c1Cl.O.[Na+]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1562610
Name MECLOFENAMATE SODIUM
Phase Approved
Structure Type MOL
InChI Key QHJLLDJTVQAFAN-UHFFFAOYSA-M
Therapeutic ✓ Yes
Parent Compound CHEMBL509
Active Moiety CHEMBL509

Known Names

CL-583.NA SALT Meclodium Meclofenamate sodium Meclofenamate sodium anhydrous Meclofenamate sodium hydrate Meclofenamic acid sodium Meclomen NSC-757088 Sodium meclofenamate Sodium meclofenamate monohydrate
5
Targets
15
Activities
1
Assay Types
0
PK Parameters
20
Publications
10
Known Names
5
Indications
2
Mechanisms

Molecular Properties

296.1
MW (Da)
4.74
ALogP
2
HBA
2
HBD
49.3
PSA (Ų)
0.86
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1980
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -fenamate
USAN Year 1978

Extended Properties

Molecular Formula C14H12Cl2NNaO3
MW 336.15
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -0.98

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Arachidonate 5-lipoxygenase inhibitor INHIBITOR Polyunsaturated fatty acid 5-lipoxygenase ✓ ✓
Cyclooxygenase inhibitor INHIBITOR Cyclooxygenase ✓ ✓

Indications

Arthritis, Juvenile Arthritis, Rheumatoid Dysmenorrhea Fever Osteoarthritis

Drug Warnings

Black Box Warning
gastrointestinal toxicity
Country: United States
Black Box Warning
cardiotoxicity
Country: United States
Black Box Warning
neurotoxicity
Country: United States

Activity Summary

IC50 15 meas. best 8.25

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prostaglandin G/H synthase 2
CHEMBL230
 IC50 8.25 8.25 5.6 1
Cyclooxygenase
CHEMBL2095157
 IC50 7.0 7.0 100.0 3
RBL-1
CHEMBL614772
 IC50 7.0 5.81 100.0 2
Unchecked
CHEMBL612545
 IC50 5.25 5.1783 5640.0 6
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL312
 IC50 4.62 4.62 24000.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prostaglandin G/H synthase 2 IC50 = 5.64 nM 8.25 Inhibition of COX-2 (unknown origin) by Enzyme immune assay 37862815
Cyclooxygenase IC50 = 100.0 nM 7.0 Inhibition of prostaglandin G/H synthase in intact rat basophilic leukemia cells... 8295221
Cyclooxygenase IC50 = 100.0 nM 7.0 Inhibition of Prostaglandin G/H synthase in intact RBL-1 cell line 2115586
RBL-1 IC50 = 100.0 nM 7.0 Compound was tested for its inhibitory activity against PGF-2 alpha (CO) formati... -
Cyclooxygenase IC50 = 100.0 nM 7.0 Evaluated in vitro for its inhibitory activity against Prostaglandin G/H synthas... 1433181
Unchecked IC50 = 5640.0 nM 5.25 Inhibition of soybean 15-LOX using arachidonic acid as substrate by enzyme immun... 27131067
Unchecked IC50 = 5640.0 nM 5.25 Inhibition of soybean 15-LOX assessed as decrease in leukotriene formation by en... 27837994
Unchecked IC50 = 5640.0 nM 5.25 Inhibition of soybean 15-LOX using linoleic acid as substrate by colorimetric me... 29289887
Unchecked IC50 = 5640.0 nM 5.25 Inhibition of soya bean 15-LOX by enzyme immunoassay 27158139
Unchecked IC50 = 5640.0 nM 5.25 Inhibition of soy 15-LOX enzyme immunoassay 34029774
Unchecked IC50 = 15112.9 nM 4.82 PubChem BioAssay. DLD-1 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 24000.0 nM 4.62 Inhibition of 5-lipoxygenase in intact rat basophilic leukemia cells stimulated ... 8295221
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 24000.0 nM 4.62 Inhibition of 5-lipoxygenase in intact RBL-1 cell line 2115586
RBL-1 IC50 = 24000.0 nM 4.62 Compound was tested for its inhibitory activity against LTB4 (5-LO) formation in... -
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 24000.0 nM 4.62 Evaluated in vitro for its inhibitory activity against 5-lipoxygenase 1433181

Literature References

PubMed DOI Target Context # Activities
1433181 10.1021/jm00098a015 Rattus norvegicus 4
8295221 10.1021/jm00028a017 Rattus norvegicus 3
2115586 10.1021/jm00170a004 Rattus norvegicus 3
21273081 10.1016/j.bmc.2010.12.050 Transthyretin 3
27131067 10.1016/j.ejmech.2016.04.049 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.1016/S0960-894X(00)80051-7 RBL-1 2
27158139 10.1016/j.bmcl.2016.04.046 Unchecked 2
1433181 10.1021/jm00098a015 Polyunsaturated fatty acid 5-lipoxygenase 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
20843939 10.1124/dmd.110.035113 Hepatotoxicity 1
37862815 10.1016/j.ejmech.2023.115866 Prostaglandin G/H synthase 2 1
1433181 10.1021/jm00098a015 Unchecked 1
1433181 10.1021/jm00098a015 Cyclooxygenase 1
8295221 10.1021/jm00028a017 Polyunsaturated fatty acid 5-lipoxygenase 1
- 10.1016/S0960-894X(00)80051-7 Unchecked 1
- 10.1016/S0960-894X(00)80051-7 Rattus norvegicus 1
2115586 10.1021/jm00170a004 Unchecked 1
2115586 10.1021/jm00170a004 Polyunsaturated fatty acid 5-lipoxygenase 1

Data from ChEMBL 36 via Core Engine