Compound Detail

CHEMBL295416

PIRINIXIC ACID

🧪 Phase II

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🧪 Phase II

Cc1cccc(Nc2cc(Cl)nc(SCC(=O)O)n2)c1C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL295416
Name	PIRINIXIC ACID
Phase	Phase II
Structure Type	MOL
InChI Key	SZRPDCCEHVWOJX-UHFFFAOYSA-N

Known Names

Acide pirinixique Acido pirinixico NSC-310038 Pirinixic acid WY-14643

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

323.8

MW (Da)

3.67

ALogP

HBA

HBD

75.1

PSA (Å²)

0.50

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C14H14ClN3O2S
MW	323.81
Aromatic Rings	2
Heavy Atoms	21
NP-Likeness	-1.58

Activity Summary

EC50 59 meas. best 7.4

IC50 7 meas. best 5.55

Kd 4 meas. best 7.72

Ki 3 meas. best 7.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Peroxisome proliferator-activated receptor alpha CHEMBL239	Kd	7.72	7.72	18.9	1
Peroxisome proliferator-activated receptor alpha CHEMBL2128	EC50	7.4	6.8	40.0	4
Peroxisome proliferator-activated receptor alpha CHEMBL2128	Ki	7.0	7.0	100.0	1
Peroxisome proliferator-activated receptor alpha CHEMBL239	EC50	6.89	5.4172	130.0	39
Retinoic acid receptor RXR-alpha CHEMBL2061	Kd	5.89	5.89	1280.0	1
Peroxisome proliferator-activated receptor gamma CHEMBL235	Kd	5.89	5.88	1297.3	2
Peroxisome proliferator-activated receptor delta CHEMBL3979	EC50	5.84	5.15	1460.0	2
Peroxisome proliferator-activated receptor gamma CHEMBL235	EC50	5.8	4.5538	1600.0	8
Peroxisome proliferator-activated receptor alpha CHEMBL2129	EC50	5.68	5.68	2100.0	1
Aldo-keto reductase family 1 member B1 CHEMBL2622	IC50	5.55	5.55	2816.9	1
Peroxisome proliferator-activated receptor alpha CHEMBL239	Ki	5.38	5.365	4130.0	2
Retinoic acid receptor RXR-alpha CHEMBL2061	EC50	5.04	5.04	9100.0	1
Peroxisome proliferator-activated receptor alpha CHEMBL239	IC50	5.0	4.72	10110.0	2
Retinoic acid receptor RXR-beta CHEMBL1870	EC50	4.89	4.89	13000.0	1
U2OS CHEMBL615023	EC50	4.7	4.7	20000.0	1
Retinoic acid receptor RXR-gamma CHEMBL2004	EC50	4.51	4.51	31000.0	1
Peroxisome proliferator-activated receptor gamma CHEMBL2459	EC50	4.5	4.5	32000.0	1
ATP-binding cassette sub-family C member 4 CHEMBL1743128	IC50	4.35	4.35	44900.0	1
Peroxisome proliferator-activated receptor gamma CHEMBL235	IC50	4.27	4.27	53700.0	1
Bile salt export pump CHEMBL6020	IC50	4.12	4.06	75000.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Peroxisome proliferator-activated receptor alpha	Kd	=	18.9	nM	7.72	Binding affinity to PPARalpha (unknown origin) assessed as thermodynamic dissoci...	28076827
Peroxisome proliferator-activated receptor alpha	EC50	=	40.0	nM	7.4	Effective concentration against murine PPARalpha in transactivation assay	16107150
Peroxisome proliferator-activated receptor alpha	EC50	=	40.0	nM	7.4	Agonist activity at mouse PPARalpha ligand binding domain expressed in human Hep...	19053776
Peroxisome proliferator-activated receptor alpha	Ki	=	100.0	nM	7.0	Binding affinity towards peroxisome proliferator activated receptor alpha (murin...	12951090
Peroxisome proliferator-activated receptor alpha	EC50	=	130.0	nM	6.89	Transactivation of human PPARalpha expressed in african green monkey CV1 cells b...	22579420
Peroxisome proliferator-activated receptor alpha	EC50	=	542.0	nM	6.27	Agonist activity at human PPARalpha expressed in MCF7 cells co-transfected CPTI ...	24936232
Peroxisome proliferator-activated receptor alpha	EC50	=	630.0	nM	6.2	Agonist activity for murine PPAR alpha receptor in transcriptional activation as...	10691680
Peroxisome proliferator-activated receptor alpha	EC50	=	630.0	nM	6.2	Agonist activity at mouse PPARalpha	32339855
Peroxisome proliferator-activated receptor alpha	EC50	=	650.0	nM	6.19	Agonist activity at human PPARalpha expressed in MCF7 cells co-transfected CPTI ...	24936232
Peroxisome proliferator-activated receptor alpha	EC50	=	700.0	nM	6.16	Agonist activity at PPARalpha assessed as receptor transactivation by reporter g...	20073471
Peroxisome proliferator-activated receptor alpha	EC50	=	740.0	nM	6.13	Activation of human PPARalpha by GST pull down assay	17228882
Peroxisome proliferator-activated receptor alpha	EC50	=	1300.0	nM	5.89	Agonist activity at GAL4-tagged human PPARalpha transfected in African green mon...	38677560
Retinoic acid receptor RXR-alpha	Kd	=	1280.0	nM	5.89	Binding affinity to recombinant RXRalpha (unknown origin) by isothermal titratio...	30702885
Peroxisome proliferator-activated receptor gamma	Kd	=	1297.3	nM	5.89	Binding affinity to PPARgamma (unknown origin) assessed as thermodynamic dissoci...	28076827
Peroxisome proliferator-activated receptor gamma	Kd	=	1340.0	nM	5.87	Binding affinity to recombinant PPARgamma (unknown origin) by isothermal titrati...	30702885
Peroxisome proliferator-activated receptor delta	EC50	=	1460.0	nM	5.84	In vitro transcription activation on human peroxisome proliferator activated rec...	15177462
Peroxisome proliferator-activated receptor alpha	EC50	=	1560.0	nM	5.81	Agonist activity at human GAL4-PPARalpha ligand binding domain expressed in huma...	25462281
Peroxisome proliferator-activated receptor alpha	EC50	=	1560.0	nM	5.81	Agonist activity at yeast Gal4-fused human PPARalpha LBD transfected in human He...	35325635
Peroxisome proliferator-activated receptor alpha	EC50	=	1560.0	nM	5.81	Transactivation of GAL4-fused human PPARalpha ligand binding domain expressed in...	23171045
Peroxisome proliferator-activated receptor alpha	EC50	=	1560.0	nM	5.81	Transactivation of GAL4-tagged human PPARalpha LBD expressed in human HepG2 cell...	30199253

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885861	Rattus norvegicus	1471
-	10.6019/CHEMBL3885881	Rattus norvegicus	320
30352713	10.1016/j.bmc.2018.10.010	PPAR alpha/gamma	12
28076827	10.1016/j.ejmech.2016.12.047	Peroxisome proliferator-activated receptor alpha	11
27958735	10.1021/acs.jnatprod.6b00883	Peroxisome proliferator-activated receptor alpha	11
6502593	10.1021/jm00378a016	Rattus norvegicus	10
31351846	10.1016/j.bmc.2019.07.032	SGBS	9
14584939	10.1021/jm0309046	Mus musculus	8
31351846	10.1016/j.bmc.2019.07.032	Peroxisome proliferator-activated receptor alpha	7
35089724	10.1021/acs.jmedchem.1c01542	Unchecked	5
20000781	10.1021/np9003118	Peroxisome proliferator-activated receptor alpha	5
25497132	10.1016/j.ejmech.2014.11.044	Peroxisome proliferator-activated receptor alpha	5
16107150	10.1021/jm0502844	Peroxisome proliferator-activated receptor alpha	4
19053776	10.1021/jm800733h	Peroxisome proliferator-activated receptor alpha	4
14584939	10.1021/jm0309046	Peroxisome proliferator-activated receptor alpha	4
30352713	10.1016/j.bmc.2018.10.010	Unchecked	4
28076827	10.1016/j.ejmech.2016.12.047	Peroxisome proliferator-activated receptor gamma	4
28076827	10.1016/j.ejmech.2016.12.047	Peroxisome proliferator-activated receptor delta	4
16300944	10.1016/j.bmcl.2005.10.104	U2OS	4
30702885	10.1021/acs.jmedchem.8b01848	Retinoic acid receptor RXR-alpha	4

Data from ChEMBL 36 via Core Engine