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Compound Detail

CHEMBL4092332

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COc1ccc(-n2nc3c4ccc(Br)cc4[nH]cc-3c2=O)cc1

Basic Information

ChEMBL ID CHEMBL4092332
Phase Preclinical
Structure Type MOL
InChI Key CAJJWNTVLDPILI-UHFFFAOYSA-N
3
Targets
9
Activities
1
Assay Types
2
PK Parameters
13
Publications
0
Known Names

Molecular Properties

370.2
MW (Da)
3.59
ALogP
4
HBA
1
HBD
59.9
PSA (Ų)
0.59
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H12BrN3O2
MW 370.21
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.97

Activity Summary

EC50 9 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2
CHEMBL4296054
EC50 9.0 6.6575 1.0 4
Gamma-aminobutyric acid receptor subunit alpha-1/alpha-6/beta-3/gamma-2
CHEMBL5291947
EC50 8.4 6.0 4.0 3
Gamma-aminobutyric acid receptor subunit alpha-1/beta-3/gamma-2
CHEMBL4296062
EC50 5.22 5.11 6000.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.7 hr Homo sapiens
T1/2 1.9 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2 EC50 = 1.0 nM 9.0 Positive allosteric modulation of rat recombinant GABAA alpha6beta3gamma2 recept... 31186146
Gamma-aminobutyric acid receptor subunit alpha-1/alpha-6/beta-3/gamma-2 EC50 = 4.0 nM 8.4 Positive allosteric modulation of rat recombinant GABAA gamma2beta3alpha1-beta3a... 31186146
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2 EC50 = 9.0 nM 8.05 Positive allosteric modulation of rat recombinant GABAA alpha6beta3alpha6-gamma2... 31186146
Gamma-aminobutyric acid receptor subunit alpha-1/beta-3/gamma-2 EC50 = 6000.0 nM 5.22 Positive allosteric modulation of rat recombinant GABAA alpha1beta3gamma2 recept... 31186146
Gamma-aminobutyric acid receptor subunit alpha-1/alpha-6/beta-3/gamma-2 EC50 = 7000.0 nM 5.16 Positive allosteric modulation of rat recombinant GABAA alpha6beta3alpha1-gamma2... 31186146
Gamma-aminobutyric acid receptor subunit alpha-1/beta-3/gamma-2 EC50 = 10000.0 nM 5.0 Positive allosteric modulation of rat recombinant GABAA alpha1beta3alpha1-gamma2... 31186146
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2 EC50 = 11000.0 nM 4.96 Positive allosteric modulation of rat recombinant GABAA alpha6beta3gamma2 recept... 31186146
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2 EC50 = 24000.0 nM 4.62 Positive allosteric modulation of rat recombinant GABAA alpha6beta3alpha6-gamma2... 31186146
Gamma-aminobutyric acid receptor subunit alpha-1/alpha-6/beta-3/gamma-2 EC50 = 36000.0 nM 4.44 Positive allosteric modulation of rat recombinant GABAA gamma2beta3alpha1-beta3a... 31186146

Literature References

PubMed DOI Target Context # Activities
31186146 10.1016/j.bmc.2019.06.006 Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2 28
31186146 10.1016/j.bmc.2019.06.006 Gamma-aminobutyric acid receptor subunit alpha-1/alpha-6/beta-3/gamma-2 24
31186146 10.1016/j.bmc.2019.06.006 Gamma-aminobutyric acid receptor subunit alpha-1/beta-3/gamma-2 20
29481759 10.1021/acs.jmedchem.7b01664 Liver 4
29481759 10.1021/acs.jmedchem.7b01664 No relevant target 2
29481759 10.1021/acs.jmedchem.7b01664 GABA-A receptor; alpha-6/beta-3/gamma-2 1
29481759 10.1021/acs.jmedchem.7b01664 GABA-A receptor; alpha-1/beta-3/gamma-2 1
29481759 10.1021/acs.jmedchem.7b01664 GABA-A receptor; alpha-2/beta-3/gamma-2 1
29481759 10.1021/acs.jmedchem.7b01664 GABA-A receptor; alpha-3/beta-3/gamma-2 1
29481759 10.1021/acs.jmedchem.7b01664 GABA A receptor alpha-4/beta-3/gamma-2 1
29481759 10.1021/acs.jmedchem.7b01664 GABA-A receptor; alpha-5/beta-3/gamma-2 1
29481759 10.1021/acs.jmedchem.7b01664 Mus musculus 1
29481759 10.1021/acs.jmedchem.7b01664 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine