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Compound Detail

CHEMBL4213357

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O=C(Nc1c(-c2cccs2)nc2c(Br)cc(Br)cn12)c1ccc(Cl)cc1

Basic Information

ChEMBL ID CHEMBL4213357
Phase Preclinical
Structure Type MOL
InChI Key MEWSBNIVOLYKGU-UHFFFAOYSA-N
12
Targets
20
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

511.6
MW (Da)
6.49
ALogP
4
HBA
1
HBD
46.4
PSA (Ų)
0.34
QED
2
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H10Br2ClN3OS
MW 511.63
Aromatic Rings 4
Heavy Atoms 26
NP-Likeness -1.96

Activity Summary

IC50 12 meas. best 6.82
EC50 8 meas. best 7.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gamma-aminobutyric acid receptor subunit alpha-4/beta-3
CHEMBL4296049
EC50 7.22 7.22 60.0 1
Gamma-aminobutyric acid receptor subunit alpha-1/beta-3/delta
CHEMBL4296061
EC50 7.0 7.0 100.0 1
Gamma-aminobutyric acid receptor subunit alpha-1/beta-3
CHEMBL4296060
EC50 7.0 7.0 100.0 1
Gamma-aminobutyric acid receptor subunit alpha-6/beta-2/delta
CHEMBL4296056
EC50 6.89 6.89 130.0 1
Gamma-aminobutyric acid receptor subunit alpha-4/beta-3/delta
CHEMBL4296050
EC50 6.82 6.82 150.0 1
Gamma-aminobutyric acid receptor subunit alpha-6/beta-2/delta
CHEMBL4296056
IC50 6.82 6.82 150.0 1
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3
CHEMBL4296052
EC50 6.77 6.77 170.0 1
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/delta
CHEMBL4296053
IC50 6.51 6.47 310.0 2
Gamma-aminobutyric acid receptor subunit alpha-4/beta-3/delta
CHEMBL4296050
IC50 6.29 6.29 510.0 1
Gamma-aminobutyric acid receptor subunit alpha-6/beta-2
CHEMBL4296055
IC50 6.2 6.2 630.0 1
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3
CHEMBL4296052
IC50 6.1 6.06 790.0 2
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2
CHEMBL4296054
EC50 6.06 6.06 870.0 1
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2
CHEMBL4296054
IC50 6.03 5.995 930.0 2
GABA A receptor alpha-6/beta-2/gamma-2
CHEMBL2111365
IC50 5.95 5.95 1130.0 1
Gamma-aminobutyric acid receptor subunit alpha-4/beta-3
CHEMBL4296049
IC50 5.73 5.73 1860.0 1
Gamma-aminobutyric acid receptor subunit alpha-1/beta-3/gamma-2
CHEMBL4296062
EC50 5.7 5.7 2010.0 1
Gamma-aminobutyric acid receptor subunit alpha-4/beta-3/gamma-2
CHEMBL4296051
IC50 5.48 5.48 3290.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gamma-aminobutyric acid receptor subunit alpha-4/beta-3 EC50 = 60.0 nM 7.22 Modulation of rat eGFP-fused GABA-A receptor alpha4beta3 expressed in HEK293 cel... 29451785
Gamma-aminobutyric acid receptor subunit alpha-1/beta-3 EC50 = 100.0 nM 7.0 Modulation of rat eGFP-fused GABA-A receptor alpha1beta3 expressed in HEK293 cel... 29451785
Gamma-aminobutyric acid receptor subunit alpha-1/beta-3/delta EC50 = 100.0 nM 7.0 Modulation of rat eGFP-fused GABA-A receptor alpha1beta3delta expressed in HEK29... 29451785
Gamma-aminobutyric acid receptor subunit alpha-6/beta-2/delta EC50 = 130.0 nM 6.89 Modulation of rat eGFP-fused GABA-A receptor alpha6beta3delta expressed in HEK29... 29451785
Gamma-aminobutyric acid receptor subunit alpha-4/beta-3/delta EC50 = 150.0 nM 6.82 Modulation of rat eGFP-fused GABA-A receptor alpha4beta3delta expressed in HEK29... 29451785
Gamma-aminobutyric acid receptor subunit alpha-6/beta-2/delta IC50 = 150.0 nM 6.82 Displacement of [3H]EBOB from rat GABA-A receptor alpha6beta2delta expressed in ... 29451785
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3 EC50 = 170.0 nM 6.77 Modulation of rat eGFP-fused GABA-A receptor alpha6beta3 expressed in HEK293 cel... 29451785
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/delta IC50 = 310.0 nM 6.51 Displacement of [3H]EBOB from rat GABA-A receptor alpha6beta3delta expressed in ... 29451785
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/delta IC50 = 370.0 nM 6.43 Displacement of [3H]EBOB from rat GABA-A receptor alpha6beta3delta expressed in ... 29451785
Gamma-aminobutyric acid receptor subunit alpha-4/beta-3/delta IC50 = 510.0 nM 6.29 Displacement of [3H]EBOB from rat GABA-A receptor alpha4beta3delta expressed in ... 29451785
Gamma-aminobutyric acid receptor subunit alpha-6/beta-2 IC50 = 630.0 nM 6.2 Displacement of [3H]EBOB from rat GABA-A receptor alpha6beta2 expressed in HEK29... 29451785
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3 IC50 = 790.0 nM 6.1 Displacement of [3H]EBOB from rat GABA-A receptor alpha6beta3 expressed in HEK29... 29451785
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2 EC50 = 870.0 nM 6.06 Modulation of rat eGFP-fused GABA-A receptor alpha6beta3gamma2 expressed in HEK2... 29451785
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2 IC50 = 930.0 nM 6.03 Displacement of [3H]EBOB from rat GABA-A receptor alpha6beta3gamma2 expressed in... 29451785
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3 IC50 = 960.0 nM 6.02 Displacement of [3H]EBOB from rat GABA-A receptor alpha6beta3 expressed in HEK29... 29451785
Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2 IC50 = 1090.0 nM 5.96 Displacement of [3H]EBOB from rat GABA-A receptor alpha6beta3gamma2 expressed in... 29451785
GABA A receptor alpha-6/beta-2/gamma-2 IC50 = 1130.0 nM 5.95 Displacement of [3H]EBOB from rat GABA-A receptor alpha6beta2gamma2 expressed in... 29451785
Gamma-aminobutyric acid receptor subunit alpha-4/beta-3 IC50 = 1860.0 nM 5.73 Displacement of [3H]EBOB from rat GABA-A receptor alpha4beta3 expressed in HEK29... 29451785
Gamma-aminobutyric acid receptor subunit alpha-1/beta-3/gamma-2 EC50 = 2010.0 nM 5.7 Modulation of rat eGFP-fused GABA-A receptor alpha1beta3gamma2 expressed in HEK2... 29451785
Gamma-aminobutyric acid receptor subunit alpha-4/beta-3/gamma-2 IC50 = 3290.0 nM 5.48 Displacement of [3H]EBOB from rat GABA-A receptor alpha4beta3gamma2 expressed in... 29451785

Literature References

PubMed DOI Target Context # Activities
29451785 10.1021/acs.jmedchem.7b01484 Gamma-aminobutyric acid receptor subunit alpha-6/beta-3 7
29451785 10.1021/acs.jmedchem.7b01484 Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/gamma-2 7
29451785 10.1021/acs.jmedchem.7b01484 Unchecked 7
29451785 10.1021/acs.jmedchem.7b01484 Gamma-aminobutyric acid receptor subunit alpha-4/beta-3/delta 5
29451785 10.1021/acs.jmedchem.7b01484 Gamma-aminobutyric acid receptor subunit alpha-4/beta-3 5
29451785 10.1021/acs.jmedchem.7b01484 Gamma-aminobutyric acid receptor subunit alpha-6/beta-3/delta 5
29451785 10.1021/acs.jmedchem.7b01484 Gamma-aminobutyric acid receptor subunit alpha-4/beta-3/gamma-2 4
29451785 10.1021/acs.jmedchem.7b01484 Gamma-aminobutyric acid receptor subunit alpha-6/beta-2/delta 4
29451785 10.1021/acs.jmedchem.7b01484 Gamma-aminobutyric acid receptor subunit alpha-1/beta-3 4
29451785 10.1021/acs.jmedchem.7b01484 Gamma-aminobutyric acid receptor subunit alpha-1/beta-3/gamma-2 4
29451785 10.1021/acs.jmedchem.7b01484 Gamma-aminobutyric acid receptor subunit alpha-1/beta-3/delta 4
29451785 10.1021/acs.jmedchem.7b01484 Gamma-aminobutyric acid receptor subunit alpha-6/beta-2 2
29451785 10.1021/acs.jmedchem.7b01484 GABA A receptor alpha-6/beta-2/gamma-2 2
30928713 10.1016/j.ejmech.2019.03.043 Unchecked 2
30928713 10.1016/j.ejmech.2019.03.043 GABA-A receptor; alpha-1/beta-3/gamma-2 1

Data from ChEMBL 36 via Core Engine