Compound Detail

CHEMBL482477

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CCCCC/C=C/C=C1/C(=O)C=C[C@@H]1C/C=C\CCCC(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL482477
Phase	Preclinical
Structure Type	MOL
InChI Key	VHRUMKCAEVRUBK-GODQJPCRSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

316.4

MW (Da)

5.01

ALogP

HBA

HBD

54.4

PSA (Å²)

0.33

QED

Ro5 Violations

Rot. Bonds

Natural Product First in Class Prodrug

EC50 4 meas. best 5.25

IC50 4 meas. best 6.52

Kd 1 meas. best 5.7

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	6.52	6.52	300.0	1
Peroxisome proliferator-activated receptor gamma CHEMBL235	Kd	5.7	5.7	2000.0	1
RAW264.7 CHEMBL612557	IC50	5.66	5.66	2200.0	1
Macrophage migration inhibitory factor CHEMBL2085	IC50	5.44	5.44	3600.0	1
Macrophage migration inhibitory factor CHEMBL4524037	IC50	5.43	5.43	3700.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL6007	EC50	5.25	4.82	5600.0	2
Transient receptor potential cation channel subfamily A member 1 CHEMBL5160	EC50	4.7	4.7	19900.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL1075310	EC50	4.25	4.25	56400.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	300.0	nM	6.52	Inhibition of mPGES1	18459759
Peroxisome proliferator-activated receptor gamma	Kd	=	2000.0	nM	5.7	Binding affinity to PPARgamma	22260081
RAW264.7	IC50	=	2200.0	nM	5.66	Suppression of LPS/IFN-gamma-stimulated NO production in mouse RAW264.7 cells	18809325
Macrophage migration inhibitory factor	IC50	=	3600.0	nM	5.44	Inhibition of [3H]-BTZO-1 binding to recombinant human C-terminal His-tagged MIF...	21168764
Macrophage migration inhibitory factor	IC50	=	3700.0	nM	5.43	Inhibition of recombinant rat MIF expressed in Escherichia coli BL21 (DE3) asses...	21168764
Transient receptor potential cation channel subfamily A member 1	EC50	=	5600.0	nM	5.25	Activation of TRPA1 channel	20356305
Transient receptor potential cation channel subfamily A member 1	EC50	=	19900.0	nM	4.7	Agonist activity at full length rat TRPA1 transfected in HEK293F cells assessed ...	22319196
Transient receptor potential cation channel subfamily A member 1	EC50	=	40400.0	nM	4.39	Agonist activity at full length human TRPA1 transfected in HEK293F cells assesse...	22319196
Transient receptor potential cation channel subfamily A member 1	EC50	=	56400.0	nM	4.25	Agonist activity at full length mouse TRPA1 transfected in HEK293F cells assesse...	22319196

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5303304	Fibroblast	12
22319196	10.1124/jpet.111.189902	Transient receptor potential cation channel subfamily A member 1	8
-	10.6019/CHEMBL5303304	U2OS	7
-	10.6019/CHEMBL5303304	HEK-293T	7
18809325	10.1016/j.bmcl.2008.08.107	RAW264.7	3
19754198	10.1021/jm900720m	Peroxisome proliferator-activated receptor gamma	2
21168764	10.1016/j.chembiol.2010.10.011	Macrophage migration inhibitory factor	2
18459759	10.1021/jm800197b	Unchecked	2
27996267	10.1021/acs.jmedchem.6b00788	Glutathione S-transferase P	1
24476568	10.1021/np400778m	Nuclear factor erythroid 2-related factor 2	1
22260081	10.1021/jm101360s	Peroxisome proliferator-activated receptor gamma	1
-	10.6019/CHEMBL5308504	Casein kinase I isoform delta	1
-	10.6019/CHEMBL5308504	Cyclin-dependent kinase 2	1
-	10.6019/CHEMBL5308504	Glycogen synthase kinase-3 beta	1
-	10.6019/CHEMBL5308504	Mitogen-activated protein kinase 1	1
-	10.6019/CHEMBL5308504	Aurora kinase A	1
-	10.6019/CHEMBL5308504	Tyrosine-protein kinase ABL1	1
-	10.6019/CHEMBL5308504	Fibroblast growth factor receptor 3	1
-	10.6019/CHEMBL5308504	Peregrin	1
20356305	10.1021/jm100062h	Transient receptor potential cation channel subfamily A member 1	1

Data from ChEMBL 36 via Core Engine