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Compound Detail

CHEMBL66902

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CCCCOc1cc2c3ccccc3nc-2c[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL66902
Phase Preclinical
Structure Type MOL
InChI Key OWUSBEXUSSJSDZ-UHFFFAOYSA-N
8
Targets
19
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

240.3
MW (Da)
3.85
ALogP
2
HBA
1
HBD
37.9
PSA (Ų)
0.70
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H16N2O
MW 240.31
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -0.42

Activity Summary

Ki 13 meas. best 7.43
IC50 6 meas. best 7.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
 Ki 7.43 7.43 36.9 3
GABA-A receptor; anion channel
CHEMBL1907607
 IC50 7.01 7.01 98.0 4
GABA-A receptor; anion channel
CHEMBL2093872
 IC50 7.01 7.01 97.7 1
Unchecked
CHEMBL612545
 IC50 7.01 7.01 97.7 1
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
 Ki 6.71 6.71 194.0 3
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
 Ki 6.61 6.61 245.0 3
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
 Ki 6.0 6.0 1000.0 3
GABA-A receptor; alpha-6/beta-3/gamma-2
CHEMBL2095190
 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 = 36.9 nM 7.43 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 36.9 nM 7.43 Binding affinity measured using LtK- cell membranes expressing GABA alpha-1-beta... 9651158
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 36.9 nM 7.43 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-1-beta-3-ga... 20888240
GABA-A receptor; anion channel IC50 = 98.0 nM 7.01 In vitro binding affinity at benzodiazepine receptor of rat cerebral cortical me... 1331452
GABA-A receptor; anion channel IC50 = 97.95 nM 7.01 Binding affinity towards benzodiazepine receptor inverse agonist site by the dis... 8411009
GABA-A receptor; anion channel IC50 = 97.72 nM 7.01 Inhibition on Benzodiazepine receptor 9435905
GABA-A receptor; anion channel IC50 = 98.0 nM 7.01 In vitro inhibition of 3[H]Diazepam binding to Benzodiazepine receptor from rat ... 2167977
Unchecked IC50 = 97.72 nM 7.01 Displacement of [3H]diazepam from benzodiazepine receptor in rat brain 18346822
GABA-A receptor; anion channel IC50 = 97.95 nM 7.01 Binding affinity for rat benzodiazepine receptor inverse agonist site 8667357
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 194.0 nM 6.71 Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ... 10633039
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 194.0 nM 6.71 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-2-beta-3-ga... 20888240
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 194.0 nM 6.71 Binding affinity measured using LtK- cell membranes expressing GABA alpha-2-beta... 9651158
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 245.0 nM 6.61 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 245.0 nM 6.61 Binding affinity measured using LtK- cell membranes expressing GABA alpha-3-beta... 9651158
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 245.0 nM 6.61 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-3-beta-3-ga... 20888240
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 1000.0 nM 6.0 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 1000.0 nM 6.0 Binding affinity measured using LtK- cell membranes expressing Gamma-aminobutyri... 9651158
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 1000.0 nM 6.0 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-5-beta-3-ga... 20888240
GABA-A receptor; alpha-6/beta-3/gamma-2 Ki = 1000.0 nM 6.0 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-6-beta-3-ga... 20888240

Literature References

PubMed DOI Target Context # Activities
9651158 10.1021/jm970460b GABA-A receptor; alpha-5/beta-3/gamma-2 1
20888240 10.1016/j.bmc.2010.08.049 GABA-A receptor; alpha-6/beta-3/gamma-2 1
20888240 10.1016/j.bmc.2010.08.049 GABA-A receptor; alpha-5/beta-3/gamma-2 1
20888240 10.1016/j.bmc.2010.08.049 GABA-A receptor; alpha-3/beta-3/gamma-2 1
20888240 10.1016/j.bmc.2010.08.049 GABA-A receptor; alpha-2/beta-3/gamma-2 1
20888240 10.1016/j.bmc.2010.08.049 GABA-A receptor; alpha-1/beta-3/gamma-2 1
18346822 10.1016/j.ejmech.2008.01.030 Unchecked 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
8667357 10.1021/jm950589q GABA-A receptor; anion channel 1
9651158 10.1021/jm970460b GABA-A receptor; alpha-3/beta-3/gamma-2 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

Data from ChEMBL 36 via Core Engine