Compound Detail

CHEMBL23588

FLUFENAMIC ACID

🧪 Phase II

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🧪 Phase II

O=C(O)c1ccccc1Nc1cccc(C(F)(F)F)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL23588
Name	FLUFENAMIC ACID
Phase	Phase II
Structure Type	MOL
InChI Key	LPEPZBJOKDYZAD-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Acide flufenamique Acido flufenamico Arlef CI 440 CI-440 CN-27,554 CN-27554 Flufenamate Flufenamic acid INF-1837 Meralen NSC-219007 +1 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

281.2

MW (Da)

4.15

ALogP

HBA

HBD

49.3

PSA (Å²)

0.89

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

USAN Stem	-fenamic acid
USAN Year	1962

Extended Properties

Molecular Formula	C14H10F3NO2
MW	281.23
Aromatic Rings	2
Heavy Atoms	20
NP-Likeness	-1.28

Indications

Rheumatic Diseases

ATC Classification

M01AG03

flufenamic acid

Level 1: MUSCULO-SKELETAL SYSTEM

Level 2: ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS

Activity Summary

IC50 46 meas. best 7.8

Kd 11 meas. best 7.52

EC50 9 meas. best 6.37

Ki 2 meas. best 11.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Nicotinate phosphoribosyltransferase CHEMBL4523354	Ki	11.0	11.0	0.0	1
Prostaglandin G/H synthase 2 CHEMBL230	IC50	7.8	7.0825	16.0	4
Transthyretin CHEMBL3194	Kd	7.52	7.52	30.0	1
Aldo-keto reductase family 1 member C3 CHEMBL4681	IC50	7.3	6.4689	50.0	9
Unchecked CHEMBL612545	Kd	6.96	6.295	109.0	2
Aldo-keto reductase family 1 member C2 CHEMBL5847	IC50	6.43	6.1313	370.0	8
Taste receptor type 2 member 14 CHEMBL3309105	EC50	6.37	6.37	430.0	1
Aldo-keto reductase family 1 member B10 CHEMBL5983	IC50	6.12	5.42	760.0	3
Aldo-keto reductase family 1 member C1 CHEMBL5905	IC50	6.01	5.7233	980.0	3
Myeloperoxidase CHEMBL2439	IC50	5.75	5.75	1800.0	1
Unchecked CHEMBL612545	IC50	5.65	5.038	2230.0	5
Prostaglandin G/H synthase 1 CHEMBL221	IC50	5.65	5.6067	2230.0	3
Transthyretin CHEMBL3194	IC50	5.54	5.54	2900.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL6007	EC50	5.16	4.98	6918.3	3
NON-PROTEIN TARGET CHEMBL3879801	EC50	4.96	4.96	11000.0	1
Prostaglandin G/H synthase 1 CHEMBL2949	IC50	4.85	4.85	14000.0	1
Aldo-keto reductase family 1 member B1 CHEMBL1900	IC50	4.39	4.195	41000.0	2
Transcriptional enhancer factor TEF-3 CHEMBL4295828	IC50	4.27	4.27	54000.0	1
Transient receptor potential cation channel subfamily M member 2 CHEMBL1250402	IC50	4.16	4.16	70000.0	2
Transcriptional enhancer factor TEF-4 CHEMBL4523301	Kd	4.14	4.14	73000.0	1
Transcriptional enhancer factor TEF-3 CHEMBL4295828	Kd	4.14	4.128	73000.0	5
Potassium channel subfamily K member 2 CHEMBL2321615	EC50	4.0	4.0	100000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Nicotinate phosphoribosyltransferase	Ki	=	0.01	nM	11.0	Inhibition of NAPRT (unknown origin)	-
Prostaglandin G/H synthase 2	IC50	=	16.0	nM	7.8	Inhibition of COX2 expressed in baculovirus infected SF-21 cells assessed as for...	22263837
Prostaglandin G/H synthase 2	IC50	=	16.0	nM	7.8	Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi...	-
Prostaglandin G/H synthase 2	IC50	=	20.0	nM	7.7	Inhibition of recombinant COX2	22507964
Transthyretin	Kd	=	30.0	nM	7.52	Binding affinity to wild type TTR (unknown origin) expressed in Escherichia coli...	32914975
Aldo-keto reductase family 1 member C3	IC50	=	50.0	nM	7.3	Inhibition of recombinant AKR1C3 assessed as NADP+ dependent oxidation of S-tetr...	22263837
Aldo-keto reductase family 1 member C3	IC50	=	51.0	nM	7.29	Inhibition of AKR1C3 by fluorimetric method	21277203
Aldo-keto reductase family 1 member C3	IC50	=	51.0	nM	7.29	Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi...	-
Unchecked	Kd	=	109.0	nM	6.96	Binding affinity to human recombinant TTR Y78F mutant after 5 mins by isothermal...	24147937
Aldo-keto reductase family 1 member C2	IC50	=	370.0	nM	6.43	Inhibition of AKR1C2 by fluorimetric method	21277203
Aldo-keto reductase family 1 member C2	IC50	=	370.0	nM	6.43	Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi...	-
Aldo-keto reductase family 1 member C2	IC50	=	370.0	nM	6.43	Inhibition of recombinant AKR1C2 assessed as NADP+ dependent oxidation of S-tetr...	22263837
Aldo-keto reductase family 1 member C3	IC50	=	410.0	nM	6.39	Inhibition of human recombinant N-terminal His6-tagged AKR1C3 expressed in Esche...	22877157
Aldo-keto reductase family 1 member C3	IC50	=	410.0	nM	6.39	Inhibition of AKR1C3 (unknown origin)	23454516
Taste receptor type 2 member 14	EC50	=	430.0	nM	6.37	Agonist activity at human TAS2R14 transfected in HEK293T cells assessed as IP1 a...	36847646
Aldo-keto reductase family 1 member C3	IC50	=	440.0	nM	6.36	Inhibition of AKR1C3 (unknown origin) using S-tetralol as substrate in presence ...	28881288
Aldo-keto reductase family 1 member C3	IC50	=	440.0	nM	6.36	Inhibition of recombinant N-terminal GST-tagged human AKR1C3 expressed in Escher...	29602039
Aldo-keto reductase family 1 member C2	IC50	=	530.0	nM	6.28	Inhibition of recombinant N-terminal GST-tagged human AKR1C2 expressed in Escher...	29602039
Aldo-keto reductase family 1 member C2	IC50	=	530.0	nM	6.28	Inhibition of AKR1C2 (unknown origin) using S-tetralol as substrate by by fluori...	28881288
Aldo-keto reductase family 1 member C2	IC50	=	630.0	nM	6.2	Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi...	-

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
20869876	10.1016/j.bmc.2010.08.052	Albumin	7
30878828	10.1016/j.ejmech.2019.02.074	Transient receptor potential cation channel subfamily A member 1	6
35074589	10.1016/j.ejmech.2022.114102	Unchecked	6
18063373	10.1016/j.bmc.2007.11.025	Myeloperoxidase	5
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
37770003	10.1016/j.bmcl.2023.129488	Transcriptional enhancer factor TEF-3	4
18063373	10.1016/j.bmc.2007.11.025	Unchecked	4
18063373	10.1016/j.bmc.2007.11.025	NON-PROTEIN TARGET	4
3097317	10.1021/jm00161a033	Aldo-keto reductase family 1 member B1	4
34555615	10.1016/j.ejmech.2021.113847	Unchecked	4
15203134	10.1016/j.bmcl.2004.05.025	Rattus norvegicus	4
26529431	10.1021/acs.jnatprod.5b00616	Aldo-keto reductase family 1 member B10	4
31622854	10.1016/j.ejmech.2019.111767	Transcriptional enhancer factor TEF-3	4
423183	10.1021/jm00187a012	Rattus norvegicus	3
24147937	10.1021/jm401061w	Unchecked	3
26588045	10.1021/acs.jmedchem.5b00671	Potassium channel subfamily K member 2	3
28881288	10.1016/j.ejmech.2017.08.046	Unchecked	3
21273081	10.1016/j.bmc.2010.12.050	Transthyretin	3

Data from ChEMBL 36 via Core Engine