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Compound Detail

CHEMBL499814

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CCCOc1cc2c(cn1)[nH]c1ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL499814
Phase Preclinical
Structure Type MOL
InChI Key LPAODQAWVMEXKR-UHFFFAOYSA-N
6
Targets
6
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

226.3
MW (Da)
3.50
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 3
Heavy Atoms 17
NP-Likeness -0.57

Activity Summary

Ki 4 meas. best 7.28
IC50 2 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; anion channel
CHEMBL2093872
 IC50 8.52 8.52 3.0 1
Unchecked
CHEMBL612545
 IC50 7.96 7.96 11.0 1
Gamma-aminobutyric acid receptor subunit alpha-2
CHEMBL4956
 Ki 7.28 7.28 52.0 1
Gamma-aminobutyric acid receptor subunit alpha-3
CHEMBL3026
 Ki 7.16 7.16 69.0 1
Gamma-aminobutyric acid receptor subunit alpha-5
CHEMBL5112
 Ki 6.23 6.23 590.0 1
Gamma-aminobutyric acid receptor subunit alpha-4
CHEMBL2472
 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; anion channel IC50 = 3.0 nM 8.52 Displacement of [3H]flunitrazepam from GABAA (unknown origin ) receptor by radio... 33528252
Unchecked IC50 = 10.96 nM 7.96 Binding affinity to GABA-A receptor benzodiazepine site (unknown origin) -
Gamma-aminobutyric acid receptor subunit alpha-2 Ki = 52.0 nM 7.28 Binding affinity to human recombinant GABAA alpha2 receptor assessed as inhibiti... 33528252
Gamma-aminobutyric acid receptor subunit alpha-3 Ki = 69.0 nM 7.16 Binding affinity to human recombinant GABAA alpha3 receptor assessed as inhibiti... 33528252
Gamma-aminobutyric acid receptor subunit alpha-5 Ki = 590.0 nM 6.23 Binding affinity to human recombinant GABAA alpha5 receptor assessed as inhibiti... 33528252
Gamma-aminobutyric acid receptor subunit alpha-4 Ki = 1000.0 nM 6.0 Binding affinity to human recombinant GABAA alpha4 receptor assessed as inhibiti... 33528252

Literature References

PubMed DOI Target Context # Activities
- 10.1007/s00044-008-9111-6 Unchecked 1
33528252 10.1021/acs.jmedchem.0c01887 GABA-A receptor; anion channel 1
33528252 10.1021/acs.jmedchem.0c01887 Gamma-aminobutyric acid receptor subunit alpha-2 1
33528252 10.1021/acs.jmedchem.0c01887 Gamma-aminobutyric acid receptor subunit alpha-3 1
33528252 10.1021/acs.jmedchem.0c01887 Gamma-aminobutyric acid receptor subunit alpha-4 1
33528252 10.1021/acs.jmedchem.0c01887 Gamma-aminobutyric acid receptor subunit alpha-5 1
33528252 10.1021/acs.jmedchem.0c01887 Gamma-aminobutyric acid receptor subunit alpha-6 1

Data from ChEMBL 36 via Core Engine