Compound Detail

CHEMBL3144739

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COc1ccc(-n2[nH]c3c(cnc4ccccc43)c2=O)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3144739
Phase	Preclinical
Structure Type	MOL
InChI Key	FTHGIXILGYJOBQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

291.3

MW (Da)

2.88

ALogP

HBA

HBD

59.9

PSA (Å²)

0.62

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H13N3O2
MW	291.31
Aromatic Rings	4
Heavy Atoms	22
NP-Likeness	-0.93

Activity Summary

IC50 8 meas. best 10.0

Kd 2 meas. best 10.0

Ki 2 meas. best 9.68

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
GABA-A receptor; anion channel CHEMBL1907607	IC50	10.0	9.745	0.1	6
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL1962	Kd	10.0	10.0	0.1	1
GABA-A receptor; anion channel CHEMBL2093872	IC50	10.0	10.0	0.1	1
GABA-A receptor; anion channel CHEMBL1907607	Ki	9.68	8.855	0.2	2
Gamma-aminobutyric acid receptor subunit alpha-5 CHEMBL5112	Kd	8.3	8.3	5.0	1
Unchecked CHEMBL612545	IC50	7.0	7.0	100.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
GABA-A receptor; anion channel	IC50	=	0.1	nM	10.0	Binding affinity for rat benzodiazepine receptor inverse agonist site	8667357
GABA-A receptor; anion channel	IC50	=	0.1	nM	10.0	In vitro inhibition of binding to GABA-A central benzodiazepine-receptor of rat ...	6121916
GABA-A receptor; anion channel	IC50	=	0.1	nM	10.0	Binding affinity towards benzodiazepine receptor inverse agonist site by the dis...	8411009
GABA-A receptor; anion channel	IC50	=	0.1	nM	10.0	Inhibition on Benzodiazepine receptor	9435905
GABA-A receptor; anion channel	IC50	=	0.1	nM	10.0	In vitro inhibition of 3[H]Diazepam binding to Benzodiazepine receptor from rat ...	2167977
Gamma-aminobutyric acid receptor subunit alpha-1	Kd	=	0.1	nM	10.0	Binding affinity to GABAA alpha-1-beta-2-gamma-2 receptor	18537233
GABA-A receptor; anion channel	Ki	=	0.21	nM	9.68	Binding affinity against Diazepam sensitive (DS) Gamma-aminobutyric acid A recep...	7752192
GABA-A receptor; anion channel	IC50	=	0.38	nM	9.42	Partial agonistic activity against specific binding of [3H]-Ro-15-1788 to GABA-A...	8388472
GABA-A receptor; anion channel	IC50	=	0.9	nM	9.05	Concentration to inhibit [3H]flunitrazepam binding to rat cerebral cortical memb...	1310121
Gamma-aminobutyric acid receptor subunit alpha-5	Kd	=	5.0	nM	8.3	Binding affinity to GABAA alpha-5-beta-2-gamma-2 receptor	18537233
GABA-A receptor; anion channel	Ki	=	9.3	nM	8.03	Binding affinity against Diazepam insensitive (DI) Gamma-aminobutyric acid A rec...	7752192
Unchecked	IC50	=	100.0	nM	7.0	Displacement of 3[H]Flunitrazepam from GABA-A central benzodiazepine receptor of...	2821257

Literature References

PubMed	DOI	Target Context	# Activities
6121916	10.1021/jm00346a002	Rattus norvegicus	11
7752192	10.1021/jm00010a013	GABA-A receptor; anion channel	2
6121916	10.1021/jm00346a002	GABA-A receptor; anion channel	2
8388472	10.1021/jm00063a017	GABA-A receptor; anion channel	2
8667357	10.1021/jm950589q	GABA-A receptor; anion channel	1
2821257	10.1021/jm00393a009	Unchecked	1
8411009	10.1021/jm00072a012	GABA-A receptor; anion channel	1
1310121	10.1021/jm00080a024	GABA-A receptor; anion channel	1
9435905	10.1021/jm970488n	GABA-A receptor; anion channel	1
2167977	10.1021/jm00171a007	GABA-A receptor; anion channel	1
18537233	10.1021/jm701433b	Gamma-aminobutyric acid receptor subunit alpha-1	1
18537233	10.1021/jm701433b	Gamma-aminobutyric acid receptor subunit alpha-5	1

Data from ChEMBL 36 via Core Engine