Compound Detail

CHEMBL49141

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CCCOc1ccc2[nH]c3cnc(C(=O)OCC)c(COC)c3c2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL49141
Phase	Preclinical
Structure Type	MOL
InChI Key	WRXDVVALWQGPMW-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

342.4

MW (Da)

3.83

ALogP

HBA

HBD

73.4

PSA (Å²)

0.66

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H22N2O4
MW	342.40
Aromatic Rings	3
Heavy Atoms	25
NP-Likeness	-0.34

Activity Summary

Ki 15 meas. best 9.31

IC50 3 meas. best 9.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
GABA-A receptor; alpha-1/beta-3/gamma-2 CHEMBL2094121	Ki	9.31	9.31	0.5	2
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL1962	Ki	9.3	9.3	0.5	1
GABA-A receptor; anion channel CHEMBL2093872	IC50	9.3	9.3	0.5	1
Gamma-aminobutyric acid receptor subunit alpha-2 CHEMBL4956	Ki	9.0	9.0	1.0	1
GABA-A receptor; alpha-2/beta-3/gamma-2 CHEMBL2094130	Ki	8.92	8.92	1.2	2
Gamma-aminobutyric acid receptor subunit alpha-3 CHEMBL3026	Ki	8.7	8.7	2.0	1
Gamma-aminobutyric acid receptor subunit alpha-5 CHEMBL5112	Ki	8.7	8.7	2.0	1
GABA-A receptor; alpha-3/beta-3/gamma-2 CHEMBL2094120	Ki	8.66	8.66	2.2	2
GABA-A receptor; alpha-5/beta-3/gamma-2 CHEMBL2094122	Ki	8.62	8.62	2.4	2
GABA-A receptor; anion channel CHEMBL1907607	IC50	8.1	8.095	8.0	2
Gamma-aminobutyric acid receptor subunit alpha-6 CHEMBL2579	Ki	5.89	5.89	1300.0	1
GABA-A receptor; alpha-6/beta-3/gamma-2 CHEMBL2095190	Ki	5.87	5.87	1340.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
GABA-A receptor; alpha-1/beta-3/gamma-2	Ki	=	0.49	nM	9.31	Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor...	10633039
GABA-A receptor; alpha-1/beta-3/gamma-2	Ki	=	0.49	nM	9.31	Binding affinity measured using LtK- cell membranes expressing GABA alpha-1-beta...	9651158
GABA-A receptor; anion channel	IC50	=	0.5	nM	9.3	Displacement of [3H]flunitrazepam from GABAA (unknown origin ) receptor by radio...	33528252
Gamma-aminobutyric acid receptor subunit alpha-1	Ki	=	0.5	nM	9.3	Binding affinity to human recombinant GABAA alpha1 receptor assessed as inhibiti...	33528252
Gamma-aminobutyric acid receptor subunit alpha-2	Ki	=	1.0	nM	9.0	Binding affinity to human recombinant GABAA alpha2 receptor assessed as inhibiti...	33528252
GABA-A receptor; alpha-2/beta-3/gamma-2	Ki	=	1.21	nM	8.92	Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ...	10633039
GABA-A receptor; alpha-2/beta-3/gamma-2	Ki	=	1.21	nM	8.92	Binding affinity measured using LtK- cell membranes expressing GABA alpha-2-beta...	9651158
Gamma-aminobutyric acid receptor subunit alpha-3	Ki	=	2.0	nM	8.7	Binding affinity to human recombinant GABAA alpha3 receptor assessed as inhibiti...	33528252
Gamma-aminobutyric acid receptor subunit alpha-5	Ki	=	2.0	nM	8.7	Binding affinity to human recombinant GABAA alpha5 receptor assessed as inhibiti...	33528252
GABA-A receptor; alpha-3/beta-3/gamma-2	Ki	=	2.2	nM	8.66	Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor...	10633039
GABA-A receptor; alpha-3/beta-3/gamma-2	Ki	=	2.2	nM	8.66	Binding affinity measured using LtK- cell membranes expressing GABA alpha-3-beta...	9651158
GABA-A receptor; alpha-5/beta-3/gamma-2	Ki	=	2.4	nM	8.62	Binding affinity measured using LtK- cell membranes expressing Gamma-aminobutyri...	9651158
GABA-A receptor; alpha-5/beta-3/gamma-2	Ki	=	2.39	nM	8.62	Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor...	10633039
GABA-A receptor; anion channel	IC50	=	8.0	nM	8.1	Effect on [3H]flunitrazepam binding to Benzodiazepine receptor	1674542
GABA-A receptor; anion channel	IC50	=	8.1	nM	8.09	Displacement of [3H]flunitrazepam from GABA-A Benzodiazepine receptor of rat bra...	9651158
Gamma-aminobutyric acid receptor subunit alpha-6	Ki	=	1300.0	nM	5.89	Binding affinity to human recombinant GABAA alpha6 receptor assessed as inhibiti...	33528252
GABA-A receptor; alpha-6/beta-3/gamma-2	Ki	=	1340.0	nM	5.87	Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor...	10633039
GABA-A receptor; alpha-6/beta-3/gamma-2	Ki	=	1343.0	nM	5.87	Binding affinity measured using LtK- cell membranes expressing Gamma-aminobutyri...	9651158

Literature References

PubMed	DOI	Target Context	# Activities
1674542	10.1021/jm00109a035	Mus musculus	5
33528252	10.1021/acs.jmedchem.0c01887	Gamma-aminobutyric acid receptor subunit alpha-6	1
1674542	10.1021/jm00109a035	GABA-A receptor; anion channel	1
33528252	10.1021/acs.jmedchem.0c01887	Gamma-aminobutyric acid receptor subunit alpha-5	1
33528252	10.1021/acs.jmedchem.0c01887	Gamma-aminobutyric acid receptor subunit alpha-3	1
33528252	10.1021/acs.jmedchem.0c01887	Gamma-aminobutyric acid receptor subunit alpha-2	1
33528252	10.1021/acs.jmedchem.0c01887	Gamma-aminobutyric acid receptor subunit alpha-1	1
33528252	10.1021/acs.jmedchem.0c01887	GABA-A receptor; anion channel	1
9651158	10.1021/jm970460b	GABA-A receptor; alpha-6/beta-3/gamma-2	1
9651158	10.1021/jm970460b	GABA-A receptor; alpha-5/beta-3/gamma-2	1
9651158	10.1021/jm970460b	GABA-A receptor; alpha-3/beta-3/gamma-2	1
9651158	10.1021/jm970460b	GABA-A receptor; alpha-2/beta-3/gamma-2	1
9651158	10.1021/jm970460b	GABA-A receptor; alpha-1/beta-3/gamma-2	1
9651158	10.1021/jm970460b	GABA-A receptor; anion channel	1
10633039	10.1021/jm990341r	GABA-A receptor; alpha-6/beta-3/gamma-2	1
10633039	10.1021/jm990341r	GABA-A receptor; alpha-5/beta-3/gamma-2	1
10633039	10.1021/jm990341r	GABA-A receptor; alpha-3/beta-3/gamma-2	1
10633039	10.1021/jm990341r	GABA-A receptor; alpha-2/beta-3/gamma-2	1
10633039	10.1021/jm990341r	GABA-A receptor; alpha-1/beta-3/gamma-2	1

Data from ChEMBL 36 via Core Engine