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Compound Detail

CHEMBL454095

ABECARNIL
🧪 Phase II
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🧪 Phase II
COCc1c(C(=O)OC(C)C)ncc2[nH]c3ccc(OCc4ccccc4)cc3c12

Basic Information

ChEMBL ID CHEMBL454095
Name ABECARNIL
Phase Phase II
Structure Type MOL
InChI Key RLFKILXOLJVUNF-UHFFFAOYSA-N

Known Names

Abecarnil Abecarnilo ZK-112119
11
Targets
17
Activities
3
Assay Types
0
PK Parameters
20
Publications
3
Known Names

Molecular Properties

404.5
MW (Da)
5.01
ALogP
5
HBA
1
HBD
73.4
PSA (Ų)
0.44
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Extended Properties

Molecular Formula C24H24N2O4
MW 404.47
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -0.32

Activity Summary

Ki 14 meas. best 9.0
Kd 2 meas. best 9.0
IC50 1 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Gamma-aminobutyric acid receptor subunit alpha-1
CHEMBL1962
Kd 9.0 9.0 1.0 1
Gamma-aminobutyric acid receptor subunit alpha-1
CHEMBL1962
Ki 9.0 9.0 1.0 1
GABA-A receptor; anion channel
CHEMBL2093872
IC50 9.0 9.0 1.0 1
Gamma-aminobutyric acid receptor subunit alpha-2
CHEMBL4956
Ki 8.7 8.7 2.0 1
Gamma-aminobutyric acid receptor subunit alpha-3
CHEMBL3026
Ki 8.4 8.4 4.0 1
Gamma-aminobutyric acid receptor subunit alpha-5
CHEMBL5112
Ki 8.3 8.3 5.0 1
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
Ki 8.22 8.22 6.0 2
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
Ki 8.12 8.12 7.5 2
Gamma-aminobutyric acid receptor subunit alpha-5
CHEMBL5112
Kd 8.08 8.08 8.4 1
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
Ki 7.91 7.91 12.4 2
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
Ki 7.82 7.82 15.3 2
Gamma-aminobutyric acid receptor subunit alpha-4
CHEMBL2472
Ki 5.92 5.92 1200.0 1
Gamma-aminobutyric acid receptor subunit alpha-6
CHEMBL2579
Ki 5.19 5.19 6400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Gamma-aminobutyric acid receptor subunit alpha-1 Kd = 1.0 nM 9.0 Binding affinity to GABAA alpha-1-beta-2-gamma-2 receptor 18537233
GABA-A receptor; anion channel IC50 = 1.0 nM 9.0 Displacement of [3H]flunitrazepam from GABAA (unknown origin ) receptor by radio... 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
Gamma-aminobutyric acid receptor subunit alpha-2 Ki = 2.0 nM 8.7 Binding affinity to human recombinant GABAA alpha2 receptor assessed as inhibiti... 33528252
Gamma-aminobutyric acid receptor subunit alpha-3 Ki = 4.0 nM 8.4 Binding affinity to human recombinant GABAA alpha3 receptor assessed as inhibiti... 33528252
Gamma-aminobutyric acid receptor subunit alpha-5 Ki = 5.0 nM 8.3 Binding affinity to human recombinant GABAA alpha5 receptor assessed as inhibiti... 33528252
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 6.0 nM 8.22 Binding affinity measured using LtK- cell membranes expressing Gamma-aminobutyri... 9651158
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 6.0 nM 8.22 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 7.5 nM 8.12 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 7.5 nM 8.12 Binding affinity measured using LtK- cell membranes expressing GABA alpha-3-beta... 9651158
Gamma-aminobutyric acid receptor subunit alpha-5 Kd = 8.4 nM 8.08 Binding affinity to GABAA alpha-5-beta-2-gamma-2 receptor 18537233
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 12.4 nM 7.91 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 12.4 nM 7.91 Binding affinity measured using LtK- cell membranes expressing GABA alpha-1-beta... 9651158
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 15.3 nM 7.82 Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ... 10633039
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 15.3 nM 7.82 Binding affinity measured using LtK- cell membranes expressing GABA alpha-2-beta... 9651158
Gamma-aminobutyric acid receptor subunit alpha-4 Ki = 1200.0 nM 5.92 Binding affinity to human recombinant GABAA alpha4 receptor assessed as inhibiti... 33528252
Gamma-aminobutyric acid receptor subunit alpha-6 Ki = 6400.0 nM 5.19 Binding affinity to human recombinant GABAA alpha6 receptor assessed as inhibiti... 33528252

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
18537233 10.1021/jm701433b Gamma-aminobutyric acid receptor subunit alpha-1 1
33528252 10.1021/acs.jmedchem.0c01887 Gamma-aminobutyric acid receptor subunit alpha-6 1
33528252 10.1021/acs.jmedchem.0c01887 Gamma-aminobutyric acid receptor subunit alpha-5 1
33528252 10.1021/acs.jmedchem.0c01887 Gamma-aminobutyric acid receptor subunit alpha-4 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
33528252 10.1021/acs.jmedchem.0c01887 GABA-A receptor; anion channel 1
18537233 10.1021/jm701433b Gamma-aminobutyric acid receptor subunit alpha-5 1
10633039 10.1021/jm990341r GABA-A receptor; alpha-1/beta-3/gamma-2 1
9651158 10.1021/jm970460b GABA-A receptor; alpha-6/beta-3/gamma-2 1
9651158 10.1021/jm970460b GABA-A receptor; alpha-5/beta-3/gamma-2 1
9651158 10.1021/jm970460b GABA-A receptor; alpha-3/beta-3/gamma-2 1
9651158 10.1021/jm970460b GABA-A receptor; alpha-2/beta-3/gamma-2 1
9651158 10.1021/jm970460b GABA-A receptor; alpha-1/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

Data from ChEMBL 36 via Core Engine