Compound Detail

CHEMBL205892

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CCCCCCCCc1ccc(OCC(=O)Cn2ccc3cc(C(=O)O)ccc32)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL205892
Phase	Preclinical
Structure Type	MOL
InChI Key	QGRRJJFZKZREIR-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

421.5

MW (Da)

5.89

ALogP

HBA

HBD

68.5

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H31NO4
MW	421.54
Aromatic Rings	3
Heavy Atoms	31
NP-Likeness	-0.44

Activity Summary

IC50 14 meas. best 7.75

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cytosolic phospholipase A2 CHEMBL3816	IC50	7.75	7.427	18.0	10
Unchecked CHEMBL612545	IC50	7.46	7.28	35.0	3
Fatty-acid amide hydrolase 1 CHEMBL3229	IC50	5.55	5.55	2800.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cytosolic phospholipase A2	IC50	=	18.0	nM	7.75	Inhibition of cPLA2-alpha activity assessed by TPA-induced arachidonic acid rele...	16610804
Cytosolic phospholipase A2	IC50	=	18.0	nM	7.75	Inhibition of cPLA2-alpha in TPA-stimulated intact human platelets assessed as l...	18321717
Cytosolic phospholipase A2	IC50	=	24.0	nM	7.62	Inhibition of cPLA2 alpha (unknown origin)	37859716
Cytosolic phospholipase A2	IC50	=	35.0	nM	7.46	Inhibition of human isolated cPLA2-alpha by vesicle assay	16610804
Cytosolic phospholipase A2	IC50	=	35.0	nM	7.46	Inhibition of human platelet cPLA2-alpha assessed as arachidonic acid release by...	17320401
Cytosolic phospholipase A2	IC50	=	35.0	nM	7.46	Inhibition of human platelet cPLA2-alpha activity	18321717
Cytosolic phospholipase A2	IC50	=	35.0	nM	7.46	Inhibition of cPLA2 in human platelets assessed as arachidonic acid release	19327988
Cytosolic phospholipase A2	IC50	=	35.0	nM	7.46	Inhibition of cPLA2 from human platelets by RP-HPLC	20005725
Unchecked	IC50	=	35.0	nM	7.46	Inhibition of human platelet cPLA2alpha assessed as inhibition of arachidonic ac...	20583844
Unchecked	IC50	=	35.0	nM	7.46	Inhibition of human platelet cytosolic phospholipase A2alpha	21316224
Cytosolic phospholipase A2	IC50	=	35.0	nM	7.46	Inhibition of human platelet cytosolic phospholipase alpha-2 using 1-stearoyl-2-...	27810597
Unchecked	IC50	=	120.0	nM	6.92	Inhibition of cPLA2alpha	20583844
Cytosolic phospholipase A2	IC50	=	410.0	nM	6.39	Inhibition of cPLA2alpha activity assessed by A23187-induced arachidonic acid re...	16610804
Fatty-acid amide hydrolase 1	IC50	=	2800.0	nM	5.55	Inhibition of FAAH from rat brain microsomes by RP-HPLC	20005725

Literature References

PubMed	DOI	Target Context	# Activities
27810597	10.1016/j.ejmech.2016.10.039	NADPH--cytochrome P450 reductase	3
16610804	10.1021/jm051243a	Cytosolic phospholipase A2	3
20583844	10.1021/jm1001088	Unchecked	3
18321717	10.1016/j.bmc.2008.02.019	Cytosolic phospholipase A2	2
27810597	10.1016/j.ejmech.2016.10.039	Unchecked	2
20583844	10.1021/jm1001088	No relevant target	2
20005725	10.1016/j.bmc.2009.11.028	Unchecked	1
37859716	10.1039/d3md00224a	Cytosolic phospholipase A2	1
27810597	10.1016/j.ejmech.2016.10.039	No relevant target	1
27810597	10.1016/j.ejmech.2016.10.039	Cytosolic phospholipase A2	1
21316224	10.1016/j.bmcl.2011.01.085	Unchecked	1
20583844	10.1021/jm1001088	Liver microsomes	1
20005725	10.1016/j.bmc.2009.11.028	Fatty-acid amide hydrolase 1	1
20005725	10.1016/j.bmc.2009.11.028	Cytosolic phospholipase A2	1
19327988	10.1016/j.bmcl.2009.03.019	No relevant target	1
19327988	10.1016/j.bmcl.2009.03.019	Cytosolic phospholipase A2	1
19327988	10.1016/j.bmcl.2009.03.019	Liver microsomes	1
18321717	10.1016/j.bmc.2008.02.019	No relevant target	1
18321717	10.1016/j.bmc.2008.02.019	Liver	1
17320401	10.1016/j.bmc.2007.02.016	Cytosolic phospholipase A2	1

Data from ChEMBL 36 via Core Engine