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Compound Detail

CHEMBL52750

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CCCOc1cc2c3ccccc3nc-2c[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL52750
Phase Preclinical
Structure Type MOL
InChI Key DVKHCFDZNVGRQT-UHFFFAOYSA-N
10
Targets
22
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

226.3
MW (Da)
3.46
ALogP
2
HBA
1
HBD
37.9
PSA (Ų)
0.74
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H14N2O
MW 226.28
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.52

Activity Summary

Ki 13 meas. best 8.28
IC50 7 meas. best 7.96
Kd 2 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gamma-aminobutyric acid receptor subunit alpha-1
CHEMBL1962
 Kd 8.3 8.3 5.0 1
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
 Ki 8.28 8.28 5.3 3
GABA-A receptor; anion channel
CHEMBL1907607
 IC50 7.96 7.96 11.0 5
GABA-A receptor; anion channel
CHEMBL2093872
 IC50 7.96 7.96 11.0 1
Unchecked
CHEMBL612545
 IC50 7.96 7.96 11.0 1
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
 Ki 7.28 7.28 52.3 3
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
 Ki 7.16 7.16 68.8 3
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
 Ki 6.23 6.23 591.0 3
Gamma-aminobutyric acid receptor subunit alpha-5
CHEMBL5112
 Kd 6.23 6.23 591.0 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
Gamma-aminobutyric acid receptor subunit alpha-1 Kd = 5.0 nM 8.3 Binding affinity to GABAA alpha-1-beta-2-gamma-2 receptor 18537233
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 5.3 nM 8.28 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-1-beta-3-ga... 20888240
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 5.3 nM 8.28 Binding affinity measured using LtK- cell membranes expressing GABA alpha-1-beta... 9651158
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 5.3 nM 8.28 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; anion channel IC50 = 11.0 nM 7.96 In vitro binding affinity at benzodiazepine receptor of rat cerebral cortical me... 1331452
Unchecked IC50 = 10.96 nM 7.96 Displacement of [3H]diazepam from benzodiazepine receptor in rat brain 18346822
GABA-A receptor; anion channel IC50 = 11.0 nM 7.96 In vitro inhibition of 3[H]Diazepam binding to Benzodiazepine receptor from rat ... 2167977
GABA-A receptor; anion channel IC50 = 10.96 nM 7.96 Inhibition on Benzodiazepine receptor 9435905
GABA-A receptor; anion channel IC50 = 11.02 nM 7.96 Binding affinity towards benzodiazepine receptor inverse agonist site by the dis... 8411009
GABA-A receptor; anion channel IC50 = 11.0 nM 7.96 In vitro inhibition of binding to the benzodiazepine receptor in rat cerebral co... 2842507
GABA-A receptor; anion channel IC50 = 11.02 nM 7.96 Binding affinity for rat benzodiazepine receptor inverse agonist site 8667357
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 52.3 nM 7.28 Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ... 10633039
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 52.3 nM 7.28 Binding affinity measured using LtK- cell membranes expressing GABA alpha-2-beta... 9651158
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 52.3 nM 7.28 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-2-beta-3-ga... 20888240
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 68.8 nM 7.16 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 68.8 nM 7.16 Binding affinity measured using LtK- cell membranes expressing GABA alpha-3-beta... 9651158
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 68.8 nM 7.16 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-3-beta-3-ga... 20888240
Gamma-aminobutyric acid receptor subunit alpha-5 Kd = 591.0 nM 6.23 Binding affinity to GABAA alpha-5-beta-2-gamma-2 receptor 18537233
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 591.0 nM 6.23 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 591.0 nM 6.23 Binding affinity measured using LtK- cell membranes expressing Gamma-aminobutyri... 9651158

Literature References

PubMed DOI Target Context # Activities
9651158 10.1021/jm970460b GABA-A receptor; alpha-2/beta-3/gamma-2 1
20888240 10.1016/j.bmc.2010.08.049 GABA A receptor alpha-4/beta-3/gamma-2 1
18346822 10.1016/j.ejmech.2008.01.030 Unchecked 1
18537233 10.1021/jm701433b Gamma-aminobutyric acid receptor subunit alpha-5 1
18537233 10.1021/jm701433b Gamma-aminobutyric acid receptor subunit alpha-1 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
9651158 10.1021/jm970460b GABA-A receptor; alpha-3/beta-3/gamma-2 1
8667357 10.1021/jm950589q GABA-A receptor; anion channel 1
9651158 10.1021/jm970460b GABA-A receptor; alpha-1/beta-3/gamma-2 1
2842507 10.1021/jm00117a029 GABA-A receptor; anion channel 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