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Compound Detail

CHEMBL73096

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CN1C(=O)CN=C(c2ccccc2)c2ccccc21

Basic Information

ChEMBL ID CHEMBL73096
Phase Preclinical
Structure Type MOL
InChI Key PLZWYQYDWCXHTF-UHFFFAOYSA-N
11
Targets
11
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

250.3
MW (Da)
2.50
ALogP
2
HBA
0
HBD
32.7
PSA (Ų)
0.77
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H14N2O
MW 250.30
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -0.20

Activity Summary

Ki 8 meas. best 7.09
IC50 3 meas. best 7.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; anion channel
CHEMBL1907607
IC50 7.19 7.19 65.0 1
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
Ki 7.09 7.09 81.0 1
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095172
Ki 7.09 7.09 81.0 1
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
Ki 7.02 7.02 96.0 1
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2
CHEMBL4523641
Ki 7.01 7.01 98.0 1
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
Ki 6.86 6.86 138.0 1
GABA A receptor alpha-2/beta-2/gamma-2
CHEMBL2111413
Ki 6.86 6.86 138.0 1
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
Ki 6.5 6.5 318.0 1
GABA A receptor alpha-3/beta-2/gamma-2
CHEMBL2111339
Ki 6.5 6.5 318.0 1
Cholecystokinin receptor type A
CHEMBL2871
IC50 4.61 4.61 24600.0 1
Gastrin/cholecystokinin type B receptor
CHEMBL298
IC50 4.03 4.03 94000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; anion channel IC50 = 65.0 nM 7.19 Inhibition of [3H]diazepam binding to GABA-A benzodiazepine receptor of rat brai... 2848124
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 81.0 nM 7.09 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-1/beta-2/gamma-2 Ki = 81.0 nM 7.09 Displacement of [3H]flunitrazepam from human recombinant alpha1beta2gamma2 GABAA... 35218882
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 96.0 nM 7.02 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 Ki = 98.0 nM 7.01 Displacement of [3H]flunitrazepam from human recombinant alpha5beta2gamma2 GABAA... 35218882
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 138.0 nM 6.86 Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ... 10633039
GABA A receptor alpha-2/beta-2/gamma-2 Ki = 138.0 nM 6.86 Displacement of [3H]flunitrazepam from human recombinant alpha2beta2gamma2 GABAA... 35218882
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 318.0 nM 6.5 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA A receptor alpha-3/beta-2/gamma-2 Ki = 318.0 nM 6.5 Displacement of [3H]flunitrazepam from human recombinant alpha3beta2gamma2 GABAA... 35218882
Cholecystokinin receptor type A IC50 = 24600.0 nM 4.61 Half-maximal inhibition of [125I]CCK-33 binding to cholecystokinin A receptor fr... 2848124
Gastrin/cholecystokinin type B receptor IC50 = 94000.0 nM 4.03 Half-maximal inhibition of [125I]gastrin binding to guinea pig gastric glands 2848124

Literature References

PubMed DOI Target Context # Activities
2848124 10.1021/jm00120a002 GABA-A receptor; anion channel 1
35218882 10.1016/j.bmcl.2022.128637 Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 1
35218882 10.1016/j.bmcl.2022.128637 GABA A receptor alpha-3/beta-2/gamma-2 1
35218882 10.1016/j.bmcl.2022.128637 GABA A receptor alpha-2/beta-2/gamma-2 1
35218882 10.1016/j.bmcl.2022.128637 GABA-A receptor; alpha-1/beta-2/gamma-2 1
21306904 10.1016/j.bmc.2011.01.010 Trypanosoma brucei brucei 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
2848124 10.1021/jm00120a002 Unchecked 1
10633039 10.1021/jm990341r GABA-A receptor; alpha-1/beta-3/gamma-2 1
2848124 10.1021/jm00120a002 Gastrin/cholecystokinin type B receptor 1
2848124 10.1021/jm00120a002 Cholecystokinin receptor 1
2848124 10.1021/jm00120a002 Cholecystokinin receptor type A 1
10633039 10.1021/jm990341r Unchecked 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

Data from ChEMBL 36 via Core Engine