Compound Detail

CHEMBL75306

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COc1ccc(CNC(=O)C(=O)c2c[nH]c3ccc([N+](=O)[O-])cc23)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL75306
Phase	Preclinical
Structure Type	MOL
InChI Key	SNEWVMXJSABDSK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

353.3

MW (Da)

2.58

ALogP

HBA

HBD

114.3

PSA (Å²)

0.31

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H15N3O5
MW	353.33
Aromatic Rings	3
Heavy Atoms	26
NP-Likeness	-1.10

Activity Summary

Ki 11 meas. best 7.38

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095167	Ki	7.38	7.38	42.0	2
GABA-A receptor; anion channel CHEMBL2093872	Ki	7.28	7.28	52.5	1
GABA-A receptor; anion channel CHEMBL2094107	Ki	7.28	7.28	53.0	3
Unchecked CHEMBL612545	Ki	7.28	7.28	53.0	1
GABA A receptor alpha-5/beta-3/gamma-2 CHEMBL2111374	Ki	6.9	6.9	126.0	2
GABA A receptor alpha-3/beta-2/gamma-2 CHEMBL2111343	Ki	6.86	6.86	137.0	1
Gamma-aminobutyric acid receptor subunit alpha-2 CHEMBL341	Ki	5.78	5.78	1645.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
GABA-A receptor; alpha-1/beta-2/gamma-2	Ki	=	42.0	nM	7.38	Inhibition of [3H]flumazenil binding to rat alpha-1-beta-2-gamma-2 GABA-A recept...	11428922
GABA-A receptor; alpha-1/beta-2/gamma-2	Ki	=	42.0	nM	7.38	Displacement of [3H]flumazenil from rat GABA-A alpha-1-beta-2-gamma-2 receptor e...	19469479
GABA-A receptor; anion channel	Ki	=	53.0	nM	7.28	In vitro inhibition of [3H]- flunitrazepam binding to GABA-A benzodiazepine rece...	8978839
GABA-A receptor; anion channel	Ki	=	53.0	nM	7.28	Inhibition of [3H]-Ro- 15-1788 binding to GABA-A benzodiazepine receptor of bovi...	9748357
GABA-A receptor; anion channel	Ki	=	53.0	nM	7.28	Inhibition of [3H]- flumazenil binding to benzodiazepine receptor in bovine brai...	11428922
GABA-A receptor; anion channel	Ki	=	52.48	nM	7.28	The compound was tested for benzodiazepine receptor inverse agonist activity	10602702
Unchecked	Ki	=	53.0	nM	7.28	Displacement of [3H]flumazenil from Benzodiazepine receptor in bovine cerebral c...	19469479
GABA A receptor alpha-5/beta-3/gamma-2	Ki	=	126.0	nM	6.9	Inhibition of [3H]flumazenil binding to rat alpha-5-beta-3-gamma-2 GABA-A recept...	11428922
GABA A receptor alpha-5/beta-3/gamma-2	Ki	=	126.0	nM	6.9	Displacement of [3H]flumazenil from rat GABA-A alpha-5-beta-3-gamma-2 receptor e...	19469479
GABA A receptor alpha-3/beta-2/gamma-2	Ki	=	137.0	nM	6.86	Inhibition of [3H]flumazenil binding to rat alpha-3-beta-2-gamma-2 GABA-A recept...	11428922
Gamma-aminobutyric acid receptor subunit alpha-2	Ki	=	1645.0	nM	5.78	Displacement of [3H]flumazenil from rat GABA-A alpha-2-beta-2-gamma-2 receptor e...	19469479

Literature References

PubMed	DOI	Target Context	# Activities
8978839	10.1021/jm960240i	GABA-A receptor; anion channel	4
11428922	10.1021/jm010827j	GABA-A receptor; anion channel	4
8978839	10.1021/jm960240i	No relevant target	1
9748357	10.1021/jm9800301	GABA-A receptor; anion channel	1
11428922	10.1021/jm010827j	GABA-A receptor; alpha-1/beta-2/gamma-2	1
11428922	10.1021/jm010827j	GABA A receptor alpha-3/beta-2/gamma-2	1
11428922	10.1021/jm010827j	GABA A receptor alpha-5/beta-3/gamma-2	1
10602702	10.1021/jm9910728	GABA-A receptor; anion channel	1
19469479	10.1021/jm9001154	Unchecked	1
19469479	10.1021/jm9001154	GABA-A receptor; alpha-1/beta-2/gamma-2	1
19469479	10.1021/jm9001154	Gamma-aminobutyric acid receptor subunit alpha-2	1
19469479	10.1021/jm9001154	GABA A receptor alpha-5/beta-3/gamma-2	1

Data from ChEMBL 36 via Core Engine