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Compound Detail

CHEMBL301605

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c1ccc2c(c1)[nH]c1c2ncc2[nH]c3ccccc3c21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL301605
Phase Preclinical
Structure Type MOL
InChI Key UFTKNTUWDMJOIX-UHFFFAOYSA-N
11
Targets
18
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

257.3
MW (Da)
4.35
ALogP
1
HBA
2
HBD
44.5
PSA (Ų)
0.43
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H11N3
MW 257.30
Aromatic Rings 5
Heavy Atoms 20
NP-Likeness 0.18

Activity Summary

IC50 10 meas. best 8.4
Ki 8 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gamma-aminobutyric acid receptor subunit alpha-1
CHEMBL1962
 Ki 9.0 9.0 1.0 1
Gamma-aminobutyric acid receptor subunit alpha-3
CHEMBL3026
 Ki 9.0 9.0 1.0 1
Gamma-aminobutyric acid receptor subunit alpha-2
CHEMBL4956
 Ki 9.0 9.0 1.0 1
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
 Ki 8.96 8.96 1.1 1
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
 Ki 8.96 8.96 1.1 1
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
 Ki 8.92 8.92 1.2 1
GABA-A receptor; anion channel
CHEMBL1907607
 IC50 8.4 8.4 4.0 7
GABA-A receptor; anion channel
CHEMBL2093872
 IC50 8.4 8.4 4.0 2
Unchecked
CHEMBL612545
 IC50 8.4 8.4 4.0 1
Gamma-aminobutyric acid receptor subunit alpha-5
CHEMBL5112
 Ki 7.4 7.4 40.0 1
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
 Ki 7.39 7.39 40.3 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gamma-aminobutyric acid receptor subunit alpha-3 Ki = 1.0 nM 9.0 Binding affinity to human recombinant GABAA alpha3 receptor assessed as inhibiti... 33528252
Gamma-aminobutyric acid receptor subunit alpha-2 Ki = 1.0 nM 9.0 Binding affinity to human recombinant GABAA alpha2 receptor assessed as inhibiti... 33528252
Gamma-aminobutyric acid receptor subunit alpha-1 Ki = 1.0 nM 9.0 Binding affinity to human recombinant GABAA alpha1 receptor assessed as inhibiti... 33528252
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 1.1 nM 8.96 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 1.1 nM 8.96 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 1.2 nM 8.92 Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ... 10633039
GABA-A receptor; anion channel IC50 = 4.0 nM 8.4 In vitro potency measured against [3H]diazepam at the benzodiazepine receptor in... 2167978
GABA-A receptor; anion channel IC50 = 4.0 nM 8.4 Inhibition of GABAA receptor (unknown origin) 33528252
Unchecked IC50 = 3.981 nM 8.4 Displacement of [3H]diazepam from GABAA/BzR in rat brain membrane 17964693
GABA-A receptor; anion channel IC50 = 4.0 nM 8.4 In vitro inhibition of 3[H]Diazepam binding to Benzodiazepine receptor from rat ... 2167977
GABA-A receptor; anion channel IC50 = 4.0 nM 8.4 Inhibition of [3H]-diazepam binding to GABA-A benzodiazepine receptor of rat cer... 3029372
GABA-A receptor; anion channel IC50 = 3.981 nM 8.4 Inhibition on Benzodiazepine receptor 9435905
GABA-A receptor; anion channel IC50 = 4.0 nM 8.4 Concentration to inhibit [3H]flunitrazepam binding to rat cerebral cortical memb... 1310121
GABA-A receptor; anion channel IC50 = 3.999 nM 8.4 Binding affinity towards benzodiazepine receptor inverse agonist site by the dis... 8411009
GABA-A receptor; anion channel IC50 = 4.0 nM 8.4 In vitro inhibition of binding to the benzodiazepine receptor in rat cerebral co... 2842507
GABA-A receptor; anion channel IC50 = 3.999 nM 8.4 Binding affinity for rat benzodiazepine receptor inverse agonist site 8667357
Gamma-aminobutyric acid receptor subunit alpha-5 Ki = 40.0 nM 7.4 Binding affinity to human recombinant GABAA alpha5 receptor assessed as inhibiti... 33528252
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 40.3 nM 7.39 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039

Literature References

PubMed DOI Target Context # Activities
2167978 10.1021/jm00171a015 Mus musculus 2
3029372 10.1021/jm00386a003 Mus musculus 2
8411009 10.1021/jm00072a012 GABA-A receptor; anion channel 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-3 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-1 1
17964693 10.1016/j.ejmech.2007.09.004 Unchecked 1
2167977 10.1021/jm00171a007 GABA-A receptor; anion channel 1
3029372 10.1021/jm00386a003 GABA-A receptor; anion channel 1
9435905 10.1021/jm970488n GABA-A receptor; anion channel 1
1310121 10.1021/jm00080a024 GABA-A receptor; anion channel 1
8667357 10.1021/jm950589q GABA-A receptor; anion channel 1
2842507 10.1021/jm00117a029 GABA-A receptor; anion channel 1
2167978 10.1021/jm00171a015 No relevant target 1
2167978 10.1021/jm00171a015 GABA-A receptor; anion channel 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