Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL307783

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CC(C)(C)OC(=O)c1cc2c3ccccc3nc-2c[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL307783
Phase Preclinical
Structure Type MOL
InChI Key PWFUHHSGSJDKCU-UHFFFAOYSA-N
10
Targets
21
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

268.3
MW (Da)
3.62
ALogP
3
HBA
1
HBD
55.0
PSA (Ų)
0.69
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H16N2O2
MW 268.32
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -0.52

Activity Summary

Ki 13 meas. best 9.14
IC50 6 meas. best 8.0
Kd 2 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
 Ki 9.14 9.14 0.7 3
Gamma-aminobutyric acid receptor subunit alpha-1
CHEMBL1962
 Kd 9.0 9.0 1.0 1
GABA-A receptor; anion channel
CHEMBL1907607
 IC50 8.0 8.0 10.0 4
GABA-A receptor; anion channel
CHEMBL2093872
 IC50 8.0 8.0 10.0 1
Unchecked
CHEMBL612545
 IC50 8.0 8.0 10.0 1
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
 Ki 7.82 7.82 15.0 3
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
 Ki 7.72 7.72 18.9 3
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
 Ki 6.96 6.96 110.8 3
Gamma-aminobutyric acid receptor subunit alpha-5
CHEMBL5112
 Kd 6.96 6.96 111.0 1
GABA A receptor alpha-4/beta-3/gamma-2
CHEMBL2111366
 Ki 6.0 6.0 1000.0 1

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 = 0.72 nM 9.14 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-1-beta-3-ga... 20888240
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 0.72 nM 9.14 Binding affinity measured using LtK- cell membranes expressing GABA alpha-1-beta... 9651158
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 0.72 nM 9.14 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
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 IC50 = 10.0 nM 8.0 In vitro binding affinity at benzodiazepine receptor of rat cerebral cortical me... 1331452
Unchecked IC50 = 10.0 nM 8.0 Displacement of [3H]diazepam from benzodiazepine receptor in rat brain 18346822
GABA-A receptor; anion channel IC50 = 10.0 nM 8.0 In vitro inhibition of 3[H]Diazepam binding to Benzodiazepine receptor from rat ... 2167977
GABA-A receptor; anion channel IC50 = 10.0 nM 8.0 Inhibition on Benzodiazepine receptor 9435905
GABA-A receptor; anion channel IC50 = 10.0 nM 8.0 Binding affinity towards benzodiazepine receptor inverse agonist site by the dis... 8411009
GABA-A receptor; anion channel IC50 = 10.0 nM 8.0 Binding affinity for rat benzodiazepine receptor inverse agonist site 8667357
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 15.0 nM 7.82 Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ... 10633039
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 15.0 nM 7.82 Binding affinity measured using LtK- cell membranes expressing GABA alpha-2-beta... 9651158
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 15.0 nM 7.82 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-2-beta-3-ga... 20888240
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 18.9 nM 7.72 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 18.9 nM 7.72 Binding affinity measured using LtK- cell membranes expressing GABA alpha-3-beta... 9651158
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 18.9 nM 7.72 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-3-beta-3-ga... 20888240
Gamma-aminobutyric acid receptor subunit alpha-5 Kd = 111.0 nM 6.96 Binding affinity to GABAA alpha-5-beta-2-gamma-2 receptor 18537233
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 111.0 nM 6.96 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 111.0 nM 6.96 Binding affinity measured using LtK- cell membranes expressing Gamma-aminobutyri... 9651158
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 110.8 nM 6.96 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-5-beta-3-ga... 20888240

Literature References

PubMed DOI Target Context # Activities
20888240 10.1016/j.bmc.2010.08.049 GABA-A receptor; alpha-2/beta-3/gamma-2 2
20888240 10.1016/j.bmc.2010.08.049 GABA-A receptor; alpha-1/beta-3/gamma-2 2
20888240 10.1016/j.bmc.2010.08.049 GABA-A receptor; alpha-3/beta-3/gamma-2 2
20888240 10.1016/j.bmc.2010.08.049 GABA-A receptor; alpha-5/beta-3/gamma-2 2
20888240 10.1016/j.bmc.2010.08.049 GABA A receptor alpha-4/beta-3/gamma-2 2
9651158 10.1021/jm970460b GABA-A receptor; alpha-3/beta-3/gamma-2 1
2167977 10.1021/jm00171a007 GABA-A receptor; anion channel 1
9435905 10.1021/jm970488n GABA-A receptor; anion channel 1
8411009 10.1021/jm00072a012 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
8667357 10.1021/jm950589q GABA-A receptor; anion channel 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
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
1331452 10.1021/jm00100a004 Mus musculus 1

Data from ChEMBL 36 via Core Engine