Compound Detail

CHEMBL148649

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CCc1c(C(=O)C(N)=O)c2c(OC(C)C(=O)O)cccc2n1Cc1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL148649
Phase	Preclinical
Structure Type	MOL
InChI Key	WTPLMBCNINDFBY-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

394.4

MW (Da)

2.77

ALogP

HBA

HBD

111.6

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H22N2O5
MW	394.43
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	-0.65

Activity Summary

IC50 15 meas. best 8.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Group IIE secretory phospholipase A2 CHEMBL2154	IC50	8.05	8.05	9.0	1
Phospholipase A2, membrane associated CHEMBL3474	IC50	7.96	7.54	11.0	3
Group 10 secretory phospholipase A2 CHEMBL4200	IC50	7.7	7.7	20.0	1
Group 10 secretory phospholipase A2 CHEMBL4342	IC50	7.66	7.66	22.0	1
Phospholipase A2 group V CHEMBL4323	IC50	7.36	7.36	44.0	1
Phospholipase A2 group V CHEMBL4167	IC50	7.24	7.24	57.0	1
Phospholipase A2, membrane associated CHEMBL5761	IC50	7.22	7.22	60.0	1
Phospholipase A2 CHEMBL4426	IC50	7.1	7.1	80.0	1
Group IIF secretory phospholipase A2 CHEMBL4278	IC50	7.05	7.05	90.0	1
Phospholipase A2 CHEMBL4378	IC50	7.0	7.0	100.0	1
Group IID secretory phospholipase A2 CHEMBL4281	IC50	6.92	6.92	120.0	1
Group IIE secretory phospholipase A2 CHEMBL4201	IC50	6.85	6.85	140.0	1
Group IIF secretory phospholipase A2 CHEMBL5361	IC50	6.33	6.33	470.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Group IIE secretory phospholipase A2	IC50	=	9.0	nM	8.05	Inhibition of human group2E phospholipase A2 fluorimetric assay	18605714
Phospholipase A2, membrane associated	IC50	=	11.0	nM	7.96	Inhibition of human nonpancreatic secretory Phospholipase A2 through chromogenic...	8978844
Phospholipase A2, membrane associated	IC50	=	13.0	nM	7.89	Inhibition of human nonpancreatic secretory Phospholipase A2 through DOC/PC assa...	8978844
Group 10 secretory phospholipase A2	IC50	=	20.0	nM	7.7	Inhibition of mouse group2X phospholipase A2 fluorimetric assay	18605714
Group 10 secretory phospholipase A2	IC50	=	22.0	nM	7.66	Inhibition of human group2X phospholipase A2 fluorimetric assay	18605714
Phospholipase A2 group V	IC50	=	44.0	nM	7.36	Inhibition of human group2V phospholipase A2 fluorimetric assay	18605714
Phospholipase A2 group V	IC50	=	57.0	nM	7.24	Inhibition of mouse group2V phospholipase A2 fluorimetric assay	18605714
Phospholipase A2, membrane associated	IC50	=	60.0	nM	7.22	Inhibition of mouse group2A phospholipase A2 fluorimetric assay	18605714
Phospholipase A2	IC50	=	80.0	nM	7.1	Inhibition of human group1B phospholipase A2 fluorimetric assay	18605714
Group IIF secretory phospholipase A2	IC50	=	90.0	nM	7.05	Inhibition of human group2F phospholipase A2 fluorimetric assay	18605714
Phospholipase A2	IC50	=	100.0	nM	7.0	Inhibition of mouse group1B phospholipase A2 fluorimetric assay	18605714
Group IID secretory phospholipase A2	IC50	=	120.0	nM	6.92	Inhibition of human group2D phospholipase A2 by [3H]oleic acid-labeled Escherich...	18605714
Group IIE secretory phospholipase A2	IC50	=	140.0	nM	6.85	Inhibition of mouse group2E phospholipase A2 fluorimetric assay	18605714
Phospholipase A2, membrane associated	IC50	=	170.0	nM	6.77	Inhibition of human group2A phospholipase A2 fluorimetric assay	18605714
Group IIF secretory phospholipase A2	IC50	=	470.0	nM	6.33	Inhibition of mouse group2F phospholipase A2 fluorimetric assay	18605714

Literature References

PubMed	DOI	Target Context	# Activities
8978844	10.1021/jm960487f	Phospholipase A2, membrane associated	2
8978844	10.1021/jm960487f	Cavia porcellus	2
8978844	10.1021/jm960487f	Unchecked	2
18605714	10.1021/jm800422v	Phospholipase A2	2
18605714	10.1021/jm800422v	Phospholipase A2, membrane associated	2
18605714	10.1021/jm800422v	Group IID secretory phospholipase A2	2
18605714	10.1021/jm800422v	Group IIE secretory phospholipase A2	2
18605714	10.1021/jm800422v	Group IIF secretory phospholipase A2	2
18605714	10.1021/jm800422v	Phospholipase A2 group V	2
18605714	10.1021/jm800422v	Group 10 secretory phospholipase A2	2
18605714	10.1021/jm800422v	Group 3 secretory phospholipase A2	1
18605714	10.1021/jm800422v	Group XIIA secretory phospholipase A2	1

Data from ChEMBL 36 via Core Engine