Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL58757

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
C#Cc1ccc2c(c1)C(=O)N(C)Cc1c(C(=O)OC(C)(C)C)ncn1-2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL58757
Phase Preclinical
Structure Type MOL
InChI Key YTUMMZANIYQNOM-UHFFFAOYSA-N
13
Targets
36
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

337.4
MW (Da)
2.39
ALogP
5
HBA
0
HBD
64.4
PSA (Ų)
0.59
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H19N3O3
MW 337.38
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.42

Activity Summary

Ki 25 meas. best 9.4
IC50 6 meas. best 9.48
EC50 5 meas. best 5.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gamma-aminobutyric acid receptor subunit alpha-5
CHEMBL300
 IC50 9.48 8.6233 0.3 3
Unchecked
CHEMBL612545
 Ki 9.4 8.565 0.4 2
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
 Ki 9.4 9.4 0.4 4
GABA A receptor alpha-6/beta-2/gamma-2
CHEMBL2111370
 Ki 8.29 8.29 5.1 1
GABA-A receptor; alpha-6/beta-3/gamma-2
CHEMBL2095190
 Ki 8.29 8.29 5.1 4
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
 Ki 7.73 7.73 18.7 2
Gamma-aminobutyric acid receptor subunit alpha-3
CHEMBL3026
 Ki 7.73 7.73 18.7 1
GABA A receptor alpha-3/beta-2/gamma-2
CHEMBL2111339
 Ki 7.73 7.73 18.7 1
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
 Ki 7.58 7.58 26.3 4
GABA A receptor alpha-2/beta-2/gamma-2
CHEMBL2111413
 Ki 7.58 7.58 26.3 1
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095172
 Ki 7.57 7.57 26.9 1
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
 Ki 7.57 7.57 26.9 4
GABA-A receptor; anion channel
CHEMBL1907607
 IC50 7.15 7.1067 70.7 3
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
 EC50 5.01 5.01 9800.0 1
GABA-A receptor; alpha-6/beta-3/gamma-2
CHEMBL2095190
 EC50 4.29 4.29 51700.0 1
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
 EC50 4.13 4.13 74400.0 1
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
 EC50 4.02 4.02 95500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gamma-aminobutyric acid receptor subunit alpha-5 IC50 = 0.33 nM 9.48 Inhibition of [3H]flunitrazepam binding to alpha-5 GABA-A receptor of rat hippoc... 8627617
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.4 nM 9.4 Binding affinity to GABAA alpha-5-beta-3-gamma-2 receptor 18537233
Unchecked Ki = 0.4 nM 9.4 Binding affinity for human GABA-A receptor alpha-5--beta-2-gamma-2 expressed in ... 8627617
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.4 nM 9.4 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.4 nM 9.4 Binding affinity for Gamma-aminobutyric acid A receptor alpha-5-beta-3-gamma-2 9767648
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.4 nM 9.4 In vitro binding affinity for human GABA-A receptor alpha-5-beta-3-gamma-2 subun... 14667209
Gamma-aminobutyric acid receptor subunit alpha-5 IC50 = 0.6 nM 9.22 Inhibition of [3H]flunitrazepam binding to high affinity GABA-A receptor of rat ... 8627617
GABA-A receptor; alpha-6/beta-3/gamma-2 Ki = 5.1 nM 8.29 Binding affinity to GABAA alpha-6-beta-3-gamma-2 receptor 18537233
GABA A receptor alpha-6/beta-2/gamma-2 Ki = 5.1 nM 8.29 Binding affinity for human GABA-A receptor alpha-6-beta-2-gamma-2 expressed in L... 8627617
GABA-A receptor; alpha-6/beta-3/gamma-2 Ki = 5.1 nM 8.29 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-6/beta-3/gamma-2 Ki = 5.1 nM 8.29 In vitro binding affinity for human GABA-A receptor alpha-6-beta-3-gamma-2 subun... 14667209
GABA-A receptor; alpha-6/beta-3/gamma-2 Ki = 5.1 nM 8.29 Binding affinity against Gamma-aminobutyric acid A receptor alpha-6-beta-3-gamma... 9767648
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 18.7 nM 7.73 Binding affinity against alpha-3-beta-3-gamma-2 GABAA/BzR receptor subtype. 9767648
Unchecked Ki = 18.7 nM 7.73 In vitro binding affinity for human GABA-A receptor alpha-3-beta-3-gamma-2 subun... 14667209
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 18.7 nM 7.73 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA A receptor alpha-3/beta-2/gamma-2 Ki = 18.7 nM 7.73 Binding affinity for human GABA-A receptor alpha-3-beta-2-gamma-2 expressed in L... 8627617
Gamma-aminobutyric acid receptor subunit alpha-3 Ki = 18.7 nM 7.73 Binding affinity to GABAA alpha-3-beta-3-gamma-2 receptor 18537233
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 26.3 nM 7.58 In vitro binding affinity for human GABA-A receptor alpha-2-beta-3-gamma-2 subun... 14667209
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 26.3 nM 7.58 Binding affinity tested against alpha-2-beta-3-gamma-2 GABAA/BzR receptor subtyp... 9767648
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 26.3 nM 7.58 Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ... 10633039

Literature References

PubMed DOI Target Context # Activities
18537233 10.1021/jm701433b GABA-A receptor; alpha-5/beta-3/gamma-2 3
8627617 10.1021/jm950887n Gamma-aminobutyric acid receptor subunit alpha-5 3
18537233 10.1021/jm701433b GABA-A receptor; alpha-2/beta-3/gamma-2 3
8627617 10.1021/jm950887n GABA-A receptor; anion channel 3
18537233 10.1021/jm701433b GABA-A receptor; alpha-1/beta-3/gamma-2 3
18537233 10.1021/jm701433b GABA-A receptor; alpha-6/beta-3/gamma-2 3
8627617 10.1021/jm950887n Unchecked 2
8627617 10.1021/jm950887n Mus musculus 2
18537233 10.1021/jm701433b GABA A receptor alpha-4/beta-3/gamma-2 2
18537233 10.1021/jm701433b Gamma-aminobutyric acid receptor subunit alpha-3 2
9767648 10.1021/jm980317y GABA-A receptor; alpha-1/beta-3/gamma-2 2
14667209 10.1021/jm034164c GABA-A receptor; alpha-6/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
10633039 10.1021/jm990341r GABA-A receptor; alpha-1/beta-3/gamma-2 1
14667209 10.1021/jm034164c GABA A receptor alpha-4/beta-3/gamma-2 1
14667209 10.1021/jm034164c Unchecked 1
14667209 10.1021/jm034164c GABA-A receptor; alpha-1/beta-3/gamma-2 1
9767648 10.1021/jm980317y GABA-A receptor; alpha-6/beta-3/gamma-2 1
9767648 10.1021/jm980317y GABA-A receptor; alpha-3/beta-3/gamma-2 1

Data from ChEMBL 36 via Core Engine