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

CHEMBL121626

TOLFENAMIC ACID
🧪 Phase II
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
🧪 Phase II
Cc1c(Cl)cccc1Nc1ccccc1C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL121626
Name TOLFENAMIC ACID
Phase Phase II
Structure Type MOL
InChI Key YEZNLOUZAIOMLT-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Acide tolfenamique Acido tolfenamico Clotam Clotam rapid N-(3-chloro-o-tolyl)anthranilic NSC-757873 Tolfenamic acid
10
Targets
13
Activities
4
Assay Types
10
PK Parameters
20
Publications
7
Known Names
3
Indications

Molecular Properties

261.7
MW (Da)
4.09
ALogP
2
HBA
2
HBD
49.3
PSA (Ų)
0.87
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -fenamic acid

Extended Properties

Molecular Formula C14H12ClNO2
MW 261.71
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -1.04

Indications

Rheumatic Diseases Pancreatic Neoplasms Supranuclear Palsy, Progressive

ATC Classification

M01AG02
tolfenamic acid
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS

Activity Summary

IC50 9 meas. best 6.34
Ki 2 meas. best 8.1
EC50 1 meas. best 4.82
Kd 1 meas. best 6.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aldo-keto reductase family 1 member C3
CHEMBL4681
 Ki 8.1 8.1 8.0 1
Transthyretin
CHEMBL3194
 Kd 6.82 6.82 150.0 1
Staphylococcus aureus
CHEMBL352
 IC50 6.34 6.34 459.0 1
Prostaglandin G/H synthase 2
CHEMBL230
 IC50 6.06 6.06 880.0 1
Cytochrome c oxidase subunit 2
CHEMBL6174
 IC50 5.93 5.89 1170.0 2
Phospholipase A2
CHEMBL4426
 IC50 5.11 5.11 7740.0 1
Cysteine protease ATG4B
CHEMBL1741221
 IC50 5.09 5.09 8170.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 4.82 4.82 15000.0 1
Transthyretin
CHEMBL3194
 IC50 4.4 4.4 40000.0 1
Androgen receptor
CHEMBL1871
 IC50 4.33 4.33 47000.0 1
Unchecked
CHEMBL612545
 IC50 4.16 4.16 70000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL - mL.min-1.kg-1 Homo sapiens
CL 2.2 mL.min-1.kg-1 Homo sapiens
CL 155.0 mL.min-1.g-1 Homo sapiens
CL 176.0 mL.min-1.g-1 Homo sapiens
CL - - Homo sapiens
Fu 0.88 - Homo sapiens
Fu - - Homo sapiens
T1/2 100.0 hr Homo sapiens
T1/2 0.08333 hr Homo sapiens
Tmax 2.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aldo-keto reductase family 1 member C3 Ki = 8.0 nM 8.1 Inhibition of human AKR1C3 using S-(+)-1,2,3,4-tetrahydro-1-naphthol as substrat... 22506594
Transthyretin Kd = 150.0 nM 6.82 Binding affinity to TTR (unknown origin) by isothermal titration calorimetric an... 26214366
Staphylococcus aureus IC50 = 459.0 nM 6.34 PUBCHEM_BIOASSAY: Inhibitors of Bacterial Quorum Sensing Structure Activity Rela... -
Prostaglandin G/H synthase 2 IC50 = 880.0 nM 6.06 Inhibition of human recombinant COX-2 using arachidonic acid as substrate preinc... 34537445
Cytochrome c oxidase subunit 2 IC50 = 1170.0 nM 5.93 Inhibition of COX-2 (unknown origin) 35777102
Cytochrome c oxidase subunit 2 IC50 = 1410.0 nM 5.85 Inhibition of human COX-2 assessed as by fluorescence based microplate reader as... 35868003
Phospholipase A2 IC50 = 7740.0 nM 5.11 PUBCHEM_BIOASSAY: Dose response counterscreen of uHTS hits for ATG4B inhibitors ... -
Cysteine protease ATG4B IC50 = 8170.0 nM 5.09 PUBCHEM_BIOASSAY: Dose response confirmation of the uHTS fluorescent assay for i... -
NON-PROTEIN TARGET EC50 = 15000.0 nM 4.82 Antiviral activity against JC polyomavirus M1/SVEdelta infected in human SVG-A c... 19258267
Transthyretin IC50 = 40000.0 nM 4.4 Binding affinity to TTR in human plasma assessed as protein stabilization preinc... 26214366
Androgen receptor IC50 = 47000.0 nM 4.33 Activity at androgen receptor ligand binding domain assessed as inhibition of SR... 17911242
Unchecked IC50 = 70000.0 nM 4.16 Inhibition of Salmonella typhimurium LsrK expressed in Escherichia coli MET1158 ... 33152241

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
35868003 10.1021/acs.jmedchem.2c00635 RKO 5
15203134 10.1016/j.bmcl.2004.05.025 Rattus norvegicus 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
35868003 10.1021/acs.jmedchem.2c00635 HGC-27 4
22685216 10.1124/dmd.112.045476 ADMET 4
35777102 10.1016/j.ejmech.2022.114560 Cytochrome c oxidase subunit 2 3
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
17911242 10.1073/pnas.0708036104 Androgen receptor 3
35868003 10.1021/acs.jmedchem.2c00635 RAW264.7 3
22685216 10.1124/dmd.112.045476 Homo sapiens 3
15203134 10.1016/j.bmcl.2004.05.025 Mus musculus 2
31814955 10.1039/C9MD00345B Mus musculus 2
22685216 10.1124/dmd.112.045476 NON-PROTEIN TARGET 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37468498 10.1038/s41467-023-40064-9 Beta-1 adrenergic receptor 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
3820215 10.1021/jm00386a001 Homo sapiens 2

Data from ChEMBL 36 via Core Engine