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Compound Detail

CHEMBL52030

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CCOC(=O)c1ncn2c1[C@@H]1CCCN1C(=O)c1cc(OC)ccc1-2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL52030
Phase Preclinical
Structure Type MOL
InChI Key YKYOQIXTECBVBB-AWEZNQCLSA-N
11
Targets
37
Activities
2
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

341.4
MW (Da)
2.35
ALogP
6
HBA
0
HBD
73.7
PSA (Ų)
0.80
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H19N3O4
MW 341.37
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.45

Activity Summary

Ki 35 meas. best 9.4
IC50 2 meas. best 5.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
 Ki 9.4 9.3583 0.4 6
Gamma-aminobutyric acid receptor subunit alpha-5
CHEMBL5112
 Ki 9.35 9.35 0.5 1
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
 Ki 7.96 7.67 11.0 5
Gamma-aminobutyric acid receptor subunit alpha-1
CHEMBL1962
 Ki 7.77 7.54 17.0 2
Gamma-aminobutyric acid receptor subunit alpha-3
CHEMBL3026
 Ki 7.77 7.685 17.0 2
Gamma-aminobutyric acid receptor subunit alpha-2
CHEMBL4956
 Ki 7.77 7.67 17.0 2
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
 Ki 7.66 7.5917 22.0 6
Unchecked
CHEMBL612545
 Ki 7.61 7.61 24.5 1
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
 Ki 7.36 7.3183 44.0 6
GABA-A receptor; alpha-6/beta-3/gamma-2
CHEMBL2095190
 Ki 7.08 7.08 83.0 4
Plasmodium falciparum
CHEMBL364
 IC50 5.0 5.0 10000.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 5.305 hr Mus musculus

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 = 0.4 nM 9.4 Binding affinity for human GABA-A receptor alpha-5-beta-3-gamma-2 subunits in L(... 15027873
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.45 nM 9.35 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 = 0.45 nM 9.35 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 = 0.45 nM 9.35 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.45 nM 9.35 Binding affinity towards human alpha-5-beta-3-gamma-2 GABA-A receptor using [3H]... 15214791
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.45 nM 9.35 Displacement of [3H]-Ro 15-1788 from Homo sapiens (human) recombinant GABAA alph... -
Gamma-aminobutyric acid receptor subunit alpha-5 Ki = 0.45 nM 9.35 Positive allosteric modulation of GABAA alpha5 (unknown origin) 23121096
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 11.0 nM 7.96 Binding affinity for human GABA-A receptor alpha-3-beta-3-gamma-2 subunits in L(... 15027873
Gamma-aminobutyric acid receptor subunit alpha-1 Ki = 17.0 nM 7.77 Binding affinity to GABA-A alpha1 (unknown origin) 31738537
Gamma-aminobutyric acid receptor subunit alpha-2 Ki = 17.0 nM 7.77 Binding affinity to GABA-A alpha2 (unknown origin) 31738537
Gamma-aminobutyric acid receptor subunit alpha-3 Ki = 17.0 nM 7.77 Binding affinity to GABA-A alpha3 (unknown origin) 31738537
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 22.0 nM 7.66 Binding affinity for human GABA-A receptor alpha-2-beta-3-gamma-2 subunits in L(... 15027873
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 22.4 nM 7.65 Binding affinity towards human gamma-aminobutyric-acid A receptor alpha-2-beta-3... 15214791
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 24.5 nM 7.61 Displacement of [3H]-Ro 15-1788 from Homo sapiens (human) recombinant GABAA alph... -
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 24.5 nM 7.61 Binding affinity towards human gamma-aminobutyric-acid A receptor alpha-3-beta-3... 15214791
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 24.5 nM 7.61 Binding affinity for human recombinant gamma-aminobutyric-acid (GABA) A receptor... 10633039
Unchecked Ki = 24.5 nM 7.61 In vitro binding affinity for human GABA-A receptor alpha-3-beta-3-gamma-2 subun... 14667209
Gamma-aminobutyric acid receptor subunit alpha-3 Ki = 25.0 nM 7.6 Positive allosteric modulation of GABAA alpha3 (unknown origin) 23121096
Gamma-aminobutyric acid receptor subunit alpha-2 Ki = 27.0 nM 7.57 Positive allosteric modulation of GABAA alpha2 (unknown origin) 23121096
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 27.4 nM 7.56 Binding affinity to human recombinant gamma-aminobutyric-acid (GABA) A receptor ... 10633039

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303304 Fibroblast 6
- 10.6019/CHEMBL5303304 HEK-293T 6
- 10.6019/CHEMBL5303304 U2OS 6
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
15214791 10.1021/jm0407613 GABA-A receptor; alpha-5/beta-3/gamma-2 3
15214791 10.1021/jm0407613 GABA-A receptor; alpha-1/beta-3/gamma-2 3
15214791 10.1021/jm0407613 GABA-A receptor; alpha-3/beta-3/gamma-2 3
27915170 10.1016/j.ejmech.2016.11.045 Liver 3
15214791 10.1021/jm0407613 GABA-A receptor; alpha-2/beta-3/gamma-2 3
31738537 10.1021/acs.jmedchem.9b01312 Unchecked 3
19734910 10.1038/nchembio.215 Plasmodium falciparum 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
22137933 10.1016/j.bmc.2011.10.080 Bromodomain-containing protein 3 2
9767648 10.1021/jm980317y GABA-A receptor; alpha-1/beta-3/gamma-2 2
22137933 10.1016/j.bmc.2011.10.080 Bromodomain-containing protein 4 2
22137933 10.1016/j.bmc.2011.10.080 Bromodomain-containing protein 2 2
15027873 10.1021/jm031020p GABA-A receptor; alpha-2/beta-3/gamma-2 1
15027873 10.1021/jm031020p GABA-A receptor; alpha-1/beta-3/gamma-2 1
- 10.6019/CHEMBL5665443 Uracil-DNA glycosylase 1

Data from ChEMBL 36 via Core Engine