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Compound Detail

CHEMBL522055

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C#Cc1ccc2c(c1)C(c1ccccc1)=NCc1c(C(=O)OCC)ncn1-2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL522055
Phase Preclinical
Structure Type MOL
InChI Key HZYHQJXUEKIREU-UHFFFAOYSA-N
7
Targets
7
Activities
2
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

355.4
MW (Da)
3.38
ALogP
5
HBA
0
HBD
56.5
PSA (Ų)
0.53
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 C22H17N3O2
MW 355.40
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.72

Activity Summary

Ki 6 meas. best 7.86
EC50 1 meas. best 6.84

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
 Ki 7.86 7.86 13.8 1
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
 Ki 7.35 7.35 45.0 1
Gamma-aminobutyric acid receptor subunit alpha-3
CHEMBL3026
 Ki 7.02 7.02 96.0 1
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
 EC50 6.84 6.84 146.0 1
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
 Ki 6.54 6.54 287.0 1
GABA-A receptor; alpha-6/beta-3/gamma-2
CHEMBL2095190
 Ki 6.0 6.0 1000.0 1
GABA A receptor alpha-4/beta-3/gamma-2
CHEMBL2111366
 Ki 5.82 5.82 1504.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 13.8 nM 7.86 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-5-beta-3-ga... 18790643
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 45.0 nM 7.35 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-2-beta-3-ga... 18790643
Gamma-aminobutyric acid receptor subunit alpha-3 Ki = 96.0 nM 7.02 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-3-beta-3-ga... 18790643
GABA-A receptor; alpha-3/beta-3/gamma-2 EC50 = 146.0 nM 6.84 Binding affinity to human GABAA alpha3beta3gamma2 receptor expressed in HEK293 c... 27933953
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 287.0 nM 6.54 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-1-beta-3-ga... 18790643
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... 18790643
GABA A receptor alpha-4/beta-3/gamma-2 Ki = 1504.0 nM 5.82 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-4-beta-3-ga... 18790643

Literature References

PubMed DOI Target Context # Activities
23218469 10.1016/j.bmc.2012.10.057 Liver microsomes 8
27933953 10.1021/acs.jmedchem.6b01332 Liver 3
18790643 10.1016/j.bmc.2008.08.072 GABA-A receptor; alpha-6/beta-3/gamma-2 1
18790643 10.1016/j.bmc.2008.08.072 GABA-A receptor; alpha-5/beta-3/gamma-2 1
18790643 10.1016/j.bmc.2008.08.072 Gamma-aminobutyric acid receptor subunit alpha-3 1
18790643 10.1016/j.bmc.2008.08.072 GABA A receptor alpha-4/beta-3/gamma-2 1
18790643 10.1016/j.bmc.2008.08.072 GABA-A receptor; alpha-2/beta-3/gamma-2 1
18790643 10.1016/j.bmc.2008.08.072 GABA-A receptor; alpha-1/beta-3/gamma-2 1
27933953 10.1021/acs.jmedchem.6b01332 HEK-293T 1
27933953 10.1021/acs.jmedchem.6b01332 GABA-A receptor; alpha-3/beta-3/gamma-2 1
27933953 10.1021/acs.jmedchem.6b01332 GABA-A receptor; alpha-1/beta-3/gamma-2 1
27933953 10.1021/acs.jmedchem.6b01332 Mus musculus 1

Data from ChEMBL 36 via Core Engine