Compound Detail

CHEMBL5186739

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O=C(Nc1cccc(C(=O)N2CCC3(CCNCC3)CC2)c1)c1cccs1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5186739
Phase	Preclinical
Structure Type	MOL
InChI Key	PQGDUNWRHHLMNT-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

383.5

MW (Da)

3.61

ALogP

HBA

HBD

61.4

PSA (Å²)

0.85

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H25N3O2S
MW	383.52
Aromatic Rings	2
Heavy Atoms	27
NP-Likeness	-1.75

Activity Summary

Ki 9 meas. best 7.7

IC50 8 meas. best 7.29

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
GABA-A receptor; anion channel CHEMBL1907607	Ki	7.7	7.7	20.0	1
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 CHEMBL4523641	IC50	7.29	7.29	51.3	1
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 CHEMBL4523641	Ki	7.29	7.29	51.0	1
Unchecked CHEMBL612545	IC50	7.17	6.825	67.6	2
Unchecked CHEMBL612545	Ki	7.17	6.825	68.0	2
GABA A receptor alpha-3/beta-2/gamma-2 CHEMBL2111339	IC50	7.1	7.1	79.4	1
GABA A receptor alpha-3/beta-2/gamma-2 CHEMBL2111339	Ki	7.1	7.1	79.0	1
Gamma-aminobutyric acid receptor subunit alpha-4/beta-1/delta CHEMBL4523639	Ki	7.06	7.06	88.0	1
Gamma-aminobutyric acid receptor subunit alpha-1/beta-2/delta CHEMBL4296044	IC50	6.61	6.61	245.5	1
GABA A receptor alpha-2/beta-2/gamma-2 CHEMBL2111413	Ki	6.5	6.5	320.0	1
GABA A receptor alpha-2/beta-2/gamma-2 CHEMBL2111413	IC50	6.49	6.49	323.6	1
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095172	IC50	6.1	6.1	794.3	1
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095172	Ki	6.1	6.1	790.0	1
Gamma-aminobutyric acid receptor subunit alpha-4/beta-1/delta CHEMBL4523639	IC50	5.99	5.99	1023.3	1
Gamma-aminobutyric acid receptor subunit alpha-1/beta-2/delta CHEMBL4296044	Ki	4.22	4.22	60240.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
GABA-A receptor; anion channel	Ki	=	20.0	nM	7.7	Displacement of [3H]-muscimol from rat brain cortex GABAA receptor assessed as i...	34908407
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2	IC50	=	51.29	nM	7.29	Antagonist activity at human alpha5beta2gamma2 GABAA receptor expressed in HEK c...	34908407
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2	Ki	=	51.0	nM	7.29	Antagonist activity at human alpha5beta2gamma2 GABAA receptor expressed in HEK c...	34908407
Unchecked	IC50	=	67.61	nM	7.17	Antagonist activity at recombinant human alpha2beta2delta GABAA receptor express...	34908407
Unchecked	Ki	=	68.0	nM	7.17	Antagonist activity at recombinant human alpha2beta2delta GABAA receptor express...	34908407
GABA A receptor alpha-3/beta-2/gamma-2	IC50	=	79.43	nM	7.1	Antagonist activity at human alpha3beta2gamma2 GABAA receptor expressed in HEKce...	34908407
GABA A receptor alpha-3/beta-2/gamma-2	Ki	=	79.0	nM	7.1	Antagonist activity at human alpha3beta2gamma2 GABAA receptor expressed in HEKce...	34908407
Gamma-aminobutyric acid receptor subunit alpha-4/beta-1/delta	Ki	=	88.0	nM	7.06	Antagonist activity at recombinant human alpha4beta1delta GABAA receptor express...	34908407
Gamma-aminobutyric acid receptor subunit alpha-1/beta-2/delta	IC50	=	245.47	nM	6.61	Antagonist activity at recombinant human alpha1beta2delta GABAA receptor express...	34908407
GABA A receptor alpha-2/beta-2/gamma-2	Ki	=	320.0	nM	6.5	Antagonist activity at human alpha2beta2gamma2 GABAA receptor expressed in HEK c...	34908407
GABA A receptor alpha-2/beta-2/gamma-2	IC50	=	323.59	nM	6.49	Antagonist activity at human alpha2beta2gamma2 GABAA receptor expressed in HEK c...	34908407
Unchecked	IC50	=	331.13	nM	6.48	Antagonist activity at recombinant human alpha6beta2delta GABAA receptor express...	34908407
Unchecked	Ki	=	330.0	nM	6.48	Antagonist activity at recombinant human alpha6beta2delta GABAA receptor express...	34908407
GABA-A receptor; alpha-1/beta-2/gamma-2	IC50	=	794.33	nM	6.1	Antagonist activity at human alpha1beta2gamma2 GABAA receptor expressed in HEK b...	34908407
GABA-A receptor; alpha-1/beta-2/gamma-2	Ki	=	790.0	nM	6.1	Antagonist activity at human alpha1beta2gamma2 GABAA receptor expressed in HEK b...	34908407
Gamma-aminobutyric acid receptor subunit alpha-4/beta-1/delta	IC50	=	1023.29	nM	5.99	Antagonist activity at recombinant human alpha4beta1delta GABAA receptor express...	34908407
Gamma-aminobutyric acid receptor subunit alpha-1/beta-2/delta	Ki	=	60240.0	nM	4.22	Antagonist activity at recombinant human alpha1beta2delta GABAA receptor express...	34908407

Literature References

PubMed	DOI	Target Context	# Activities
34908407	10.1021/acs.jmedchem.1c00290	Unchecked	5
34908407	10.1021/acs.jmedchem.1c00290	Gamma-aminobutyric acid receptor subunit alpha-1/beta-2/delta	2
34908407	10.1021/acs.jmedchem.1c00290	Gamma-aminobutyric acid receptor subunit alpha-4/beta-1/delta	2
34908407	10.1021/acs.jmedchem.1c00290	GABA-A receptor; alpha-1/beta-2/gamma-2	2
34908407	10.1021/acs.jmedchem.1c00290	GABA A receptor alpha-2/beta-2/gamma-2	2
34908407	10.1021/acs.jmedchem.1c00290	GABA A receptor alpha-3/beta-2/gamma-2	2
34908407	10.1021/acs.jmedchem.1c00290	Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2	2
34908407	10.1021/acs.jmedchem.1c00290	GABA-A receptor; anion channel	1

Data from ChEMBL 36 via Core Engine