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Compound Detail

CHEMBL286594

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C#Cc1ccc2c(c1)C(=O)N(C)Cc1c(C(=O)OCC)ncn1-2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL286594
Phase Preclinical
Structure Type MOL
InChI Key WDTNKNNGHGOKBH-UHFFFAOYSA-N
12
Targets
33
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

309.3
MW (Da)
1.62
ALogP
5
HBA
0
HBD
64.4
PSA (Ų)
0.62
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H15N3O3
MW 309.33
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.57

Activity Summary

Ki 33 meas. best 9.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
 Ki 9.31 9.31 0.5 5
Unchecked
CHEMBL612545
 Ki 9.3 8.445 0.5 2
GABA A receptor alpha-4/beta-3/gamma-2
CHEMBL2111366
 Ki 8.28 7.6133 5.3 3
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
 Ki 7.67 7.67 21.4 5
GABA A receptor alpha-2/beta-2/gamma-2
CHEMBL2111413
 Ki 7.67 7.67 21.4 1
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
 Ki 7.59 7.59 25.8 3
GABA A receptor alpha-3/beta-2/gamma-2
CHEMBL2111339
 Ki 7.59 7.59 25.8 1
Gamma-aminobutyric acid receptor subunit alpha-3
CHEMBL3026
 Ki 7.59 7.59 25.8 1
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
 Ki 7.55 7.55 28.4 5
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095172
 Ki 7.55 7.55 28.4 1
GABA-A receptor; alpha-6/beta-3/gamma-2
CHEMBL2095190
 Ki 7.54 7.54 28.8 5
GABA A receptor alpha-6/beta-2/gamma-2
CHEMBL2111370
 Ki 7.54 7.54 28.8 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 = 0.49 nM 9.31 In vitro binding affinity for human GABA-A receptor alpha-5-beta-3-gamma-2 subun... 14667209
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.49 nM 9.31 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.49 nM 9.31 In vitro inhibition of [3H]-Ro- 15-1788 binding to human GABA-A receptor alpha-5... 15006383
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.49 nM 9.31 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-5-beta-3-ga... 18790643
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.49 nM 9.31 Binding affinity for Gamma-aminobutyric acid A receptor alpha-5-beta-3-gamma-2 9767648
Unchecked Ki = 0.5 nM 9.3 Binding affinity for human GABA-A receptor alpha-5--beta-2-gamma-2 expressed in ... 8627617
GABA A receptor alpha-4/beta-3/gamma-2 Ki = 5.3 nM 8.28 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-4-beta-3-ga... 18790643
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 21.4 nM 7.67 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 = 21.4 nM 7.67 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 = 21.4 nM 7.67 Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ... 10633039
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 21.4 nM 7.67 In vitro inhibition of [3H]-Ro- 15-1788 binding to human GABA-A receptor alpha-2... 15006383
GABA A receptor alpha-2/beta-2/gamma-2 Ki = 21.4 nM 7.67 Binding affinity for human GABA-A receptor alpha-2-beta-2-gamma-2 expressed in L... 8627617
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 21.4 nM 7.67 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-2-beta-3-ga... 18790643
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 25.8 nM 7.59 In vitro inhibition of [3H]-Ro- 15-1788 binding to human GABA-A receptor alpha-3... 15006383
Gamma-aminobutyric acid receptor subunit alpha-3 Ki = 25.8 nM 7.59 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-3-beta-3-ga... 18790643
GABA A receptor alpha-3/beta-2/gamma-2 Ki = 25.8 nM 7.59 Binding affinity for human GABA-A receptor alpha-3-beta-2-gamma-2 expressed in L... 8627617
Unchecked Ki = 25.8 nM 7.59 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 = 25.8 nM 7.59 Binding affinity against alpha-3-beta-3-gamma-2 GABAA/BzR receptor subtype. 9767648
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 25.8 nM 7.59 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 28.4 nM 7.55 Displacement of [3H]flunitrazepam from human recombinant GABAA alpha-1-beta-3-ga... 18790643

Literature References

PubMed DOI Target Context # Activities
8627617 10.1021/jm950887n Unchecked 2
8627617 10.1021/jm950887n Mus musculus 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
15006383 10.1016/j.bmcl.2004.01.018 GABA-A receptor; alpha-2/beta-3/gamma-2 1
15006383 10.1016/j.bmcl.2004.01.018 GABA-A receptor; alpha-1/beta-3/gamma-2 1
31738537 10.1021/acs.jmedchem.9b01312 GABA-A receptor; alpha-5/beta-3/gamma-2 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
10633039 10.1021/jm990341r GABA-A receptor; alpha-1/beta-3/gamma-2 1
14667209 10.1021/jm034164c GABA-A receptor; alpha-5/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-2/beta-3/gamma-2 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-5/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