Compound Detail

CHEMBL11709

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

CCOC(=O)c1cc2c3ccccc3nc-2c[nH]1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL11709
Phase	Preclinical
Structure Type	MOL
InChI Key	QWWODAPIEHJFQG-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

240.3

MW (Da)

2.84

ALogP

HBA

HBD

55.0

PSA (Å²)

0.70

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C14H12N2O2
MW	240.26
Aromatic Rings	1
Heavy Atoms	18
NP-Likeness	-0.58

Activity Summary

Ki 19 meas. best 8.96

IC50 14 meas. best 8.85

Kd 2 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL1962	Kd	9.0	9.0	1.0	1
GABA-A receptor; anion channel CHEMBL1907607	Ki	8.96	8.238	1.1	5
GABA-A receptor; alpha-1/beta-3/gamma-2 CHEMBL2094121	Ki	8.92	8.92	1.2	3
GABA-A receptor; anion channel CHEMBL2094107	IC50	8.85	8.85	1.4	1
GABA-A receptor; anion channel CHEMBL1907607	IC50	8.7	8.3571	2.0	7
GABA-A receptor; alpha-2/beta-3/gamma-2 CHEMBL2094130	Ki	8.31	8.31	4.9	3
GABA-A receptor; anion channel CHEMBL2093872	IC50	8.3	8.3	5.0	1
Unchecked CHEMBL612545	IC50	8.3	8.225	5.0	2
GABA-A receptor; alpha-3/beta-3/gamma-2 CHEMBL2094120	Ki	8.24	8.24	5.7	3
GABA-A receptor; alpha-5/beta-3/gamma-2 CHEMBL2094122	Ki	7.57	7.57	26.8	3
Gamma-aminobutyric acid receptor subunit alpha-5 CHEMBL5112	Kd	7.57	7.57	27.0	1
cGMP-specific 3',5'-cyclic phosphodiesterase CHEMBL3478	IC50	6.1	6.1	800.0	1
GABA-A receptor; alpha-6/beta-3/gamma-2 CHEMBL2095190	Ki	5.57	5.57	2700.0	2
SK-OV-3 CHEMBL614925	IC50	4.03	4.03	92600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Gamma-aminobutyric acid receptor subunit alpha-1	Kd	=	1.0	nM	9.0	Binding affinity to GABAA alpha-1-beta-2-gamma-2 receptor	18537233
GABA-A receptor; anion channel	Ki	=	1.1	nM	8.96	In vitro inhibition of [3H]diazepam binding to benzodiazepine receptor in rat ce...	6127411
GABA-A receptor; anion channel	Ki	=	1.14	nM	8.94	Displacement of [3H]-diazepam from GABA-A benzodiazepine receptor of rat cerebra...	3029371
GABA-A receptor; anion channel	Ki	=	1.14	nM	8.94	Displacing potential to [3H]diazepam binding to benzodiazepine receptor in Wista...	2542554
GABA-A receptor; alpha-1/beta-3/gamma-2	Ki	=	1.2	nM	8.92	Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-1-beta-3-ga...	20888240
GABA-A receptor; alpha-1/beta-3/gamma-2	Ki	=	1.2	nM	8.92	Binding affinity measured using LtK- cell membranes expressing GABA alpha-1-beta...	9651158
GABA-A receptor; alpha-1/beta-3/gamma-2	Ki	=	1.2	nM	8.92	Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor...	10633039
GABA-A receptor; anion channel	IC50	=	1.4	nM	8.85	Concentration that inhibits specific [3H]flunitrazepam binding to benzodiazepine...	6300400
GABA-A receptor; anion channel	IC50	=	2.0	nM	8.7	Inhibition of [3H]- flunitrazepam binding to GABA-A Benzodiazepine receptor of r...	2989520
GABA-A receptor; anion channel	Ki	=	4.5	nM	8.35	Displacement of [3H]flunitrazepam at GABA-A benzodiazepine receptor in rat brain...	8709126
GABA-A receptor; alpha-2/beta-3/gamma-2	Ki	=	4.9	nM	8.31	Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ...	10633039
GABA-A receptor; alpha-2/beta-3/gamma-2	Ki	=	4.9	nM	8.31	Binding affinity measured using LtK- cell membranes expressing GABA alpha-2-beta...	9651158
GABA-A receptor; alpha-2/beta-3/gamma-2	Ki	=	4.9	nM	8.31	Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-2-beta-3-ga...	20888240
Unchecked	IC50	=	5.012	nM	8.3	Displacement of [3H]diazepam from benzodiazepine receptor in rat brain	18346822
GABA-A receptor; anion channel	IC50	=	5.0	nM	8.3	In vitro inhibition of 3[H]Diazepam binding to Benzodiazepine receptor from rat ...	2167977
GABA-A receptor; anion channel	IC50	=	5.012	nM	8.3	Inhibition on Benzodiazepine receptor	9435905
GABA-A receptor; anion channel	IC50	=	5.0	nM	8.3	In vitro affinity at the Benzodiazepine receptor (BzR) is its ability to displac...	1331457
GABA-A receptor; anion channel	IC50	=	5.0	nM	8.3	Inhibition of [3H]-Ro- 15-1788 binding to GABA-A benzodiazepine receptor in rat ...	7699711
GABA-A receptor; anion channel	IC50	=	5.0	nM	8.3	Binding affinity towards benzodiazepine receptor inverse agonist site by the dis...	8411009
GABA-A receptor; anion channel	IC50	=	5.0	nM	8.3	In vitro binding affinity at benzodiazepine receptor of rat cerebral cortical me...	1331452

Literature References

PubMed	DOI	Target Context	# Activities
3029371	10.1021/jm00386a002	Mus musculus	4
23279863	10.1016/j.ejmech.2012.11.033	Mus musculus	3
2842507	10.1021/jm00117a029	Mus musculus	3
1331457	10.1021/jm00100a017	Rattus norvegicus	2
2542554	10.1021/jm00126a012	Mus musculus	2
1331457	10.1021/jm00100a017	No relevant target	2
1331452	10.1021/jm00100a004	Mus musculus	2
8709126	10.1021/jm9509206	GABA-A receptor; anion channel	2
6127411	10.1021/jm00351a015	GABA-A receptor; anion channel	2
6300400	10.1021/jm00358a008	GABA-A receptor; anion channel	2
23279863	10.1016/j.ejmech.2012.11.033	NON-PROTEIN TARGET	2
10633039	10.1021/jm990341r	GABA-A receptor; alpha-1/beta-3/gamma-2	1
9651158	10.1021/jm970460b	GABA-A receptor; alpha-1/beta-3/gamma-2	1
2547070	10.1021/jm00128a023	Unchecked	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
2989520	10.1021/jm00383a024	GABA-A receptor; anion channel	1
23279863	10.1016/j.ejmech.2012.11.033	SK-OV-3	1
1331452	10.1021/jm00100a004	GABA-A receptor; anion channel	1

Data from ChEMBL 36 via Core Engine