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Compound Detail

CHEMBL363211

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Cc1cc(-c2nncc3c(C(C)(C)C)c(OCc4ncnn4C)nn23)no1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL363211
Phase Preclinical
Structure Type MOL
InChI Key QYSYOGCIDRANAR-UHFFFAOYSA-N
10
Targets
16
Activities
1
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

368.4
MW (Da)
2.09
ALogP
10
HBA
0
HBD
109.0
PSA (Ų)
0.54
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H20N8O2
MW 368.40
Aromatic Rings 4
Heavy Atoms 27
NP-Likeness -1.84

Activity Summary

Ki 16 meas. best 9.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
 Ki 9.11 9.11 0.8 1
Gamma-aminobutyric acid receptor subunit alpha-3
CHEMBL3026
 Ki 9.11 9.105 0.8 2
Gamma-aminobutyric acid receptor subunit alpha-1
CHEMBL1962
 Ki 9.1 9.09 0.8 2
Gamma-aminobutyric acid receptor subunit alpha-2
CHEMBL4956
 Ki 9.1 9.085 0.8 2
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
 Ki 9.08 9.08 0.8 1
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
 Ki 9.07 9.07 0.8 1
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
 Ki 8.85 8.74 1.4 3
Gamma-aminobutyric acid receptor subunit alpha-5
CHEMBL5112
 Ki 8.85 8.85 1.4 2
Unchecked
CHEMBL612545
 Ki 8.85 8.85 1.4 1
GABA A receptor alpha-4/beta-3/gamma-2
CHEMBL2111366
 Ki 6.4 6.4 395.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 27.0 mL.min-1.kg-1 Rattus norvegicus
CL 39.0 mL.min-1.kg-1 Canis lupus familiaris
CL 33.0 mL.min-1.kg-1 Macaca mulatta
F 52.0 % Rattus norvegicus
F 8.0 % Canis lupus familiaris
F 52.0 % Rattus norvegicus
F 8.0 % Canis lupus familiaris
F 2.0 % Macaca mulatta
T1/2 0.5 hr Rattus norvegicus
T1/2 0.5 hr Canis lupus familiaris
T1/2 0.3 hr Macaca mulatta
T1/2 0.5 hr Rattus norvegicus
T1/2 0.5 hr Canis lupus familiaris
T1/2 0.3 hr Macaca mulatta
T1/2 3.5 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 0.77 nM 9.11 Displacement of [3H]-Ro- 15-1788 from human gamma-aminobutyric-acid GABA-A recep... 15537339
Gamma-aminobutyric acid receptor subunit alpha-3 Ki = 0.77 nM 9.11 Binding affinity to GABA-A alpha3 (unknown origin) 31738537
Gamma-aminobutyric acid receptor subunit alpha-1 Ki = 0.8 nM 9.1 Positive allosteric modulation of GABAA alpha1 (unknown origin) 23121096
Gamma-aminobutyric acid receptor subunit alpha-3 Ki = 0.8 nM 9.1 Positive allosteric modulation of GABAA alpha3 (unknown origin) 23121096
Gamma-aminobutyric acid receptor subunit alpha-2 Ki = 0.8 nM 9.1 Positive allosteric modulation of GABAA alpha2 (unknown origin) 23121096
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 0.83 nM 9.08 Displacement of [3H]-Ro- 15-1788 from human gamma-aminobutyric-acid GABA-A recep... 15537339
Gamma-aminobutyric acid receptor subunit alpha-1 Ki = 0.83 nM 9.08 Binding affinity to GABA-A alpha1 (unknown origin) 31738537
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 0.85 nM 9.07 Displacement of [3H]-Ro- 15-1788 from human gamma-aminobutyric-acid GABA-A recep... 15537339
Gamma-aminobutyric acid receptor subunit alpha-2 Ki = 0.85 nM 9.07 Binding affinity to GABA-A alpha2 (unknown origin) 31738537
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 1.4 nM 8.85 Displacement of [3H]-Ro- 15-1788 from human gamma-aminobutyric-acid GABA-A recep... 15537339
Unchecked Ki = 1.4 nM 8.85 Binding affinity to GABA alpha5 receptor 16303300
Gamma-aminobutyric acid receptor subunit alpha-5 Ki = 1.4 nM 8.85 Positive allosteric modulation of GABAA alpha5 (unknown origin) 23121096
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 1.4 nM 8.85 Displacement of [3H]Ro15-1788 from recombinant human GABA-A alpha5beta3gamma2 re... 30928713
Gamma-aminobutyric acid receptor subunit alpha-5 Ki = 1.4 nM 8.85 Binding affinity to GABA-A alpha5 (unknown origin) 31738537
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 3.0 nM 8.52 Inverse agonist activity at recombinant human GABA-A alpha5beta3gamma2 receptor ... 30928713
GABA A receptor alpha-4/beta-3/gamma-2 Ki = 395.0 nM 6.4 Binding affinity towards gamma-aminobutyric-acid GABA-A receptor alpha-4-beta-3-... 15537339

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303304 HEK-293T 9
- 10.6019/CHEMBL5303304 Fibroblast 8
- 10.6019/CHEMBL5303304 U2OS 8
34147747 10.1016/j.ejmech.2021.113537 ADMET 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
16303300 10.1016/j.bmcl.2005.11.012 Unchecked 4
30928713 10.1016/j.ejmech.2019.03.043 GABA-A receptor; alpha-5/beta-3/gamma-2 3
16303300 10.1016/j.bmcl.2005.11.012 Rattus norvegicus 3
16303300 10.1016/j.bmcl.2005.11.012 Canis familiaris 3
16303300 10.1016/j.bmcl.2005.11.012 Rhesus monkey 3
31738537 10.1021/acs.jmedchem.9b01312 Gamma-aminobutyric acid receptor subunit alpha-1 2
23121096 10.1021/jm3011433 Gamma-aminobutyric acid receptor subunit alpha-2 2
23121096 10.1021/jm3011433 Gamma-aminobutyric acid receptor subunit alpha-1 2
23121096 10.1021/jm3011433 Gamma-aminobutyric acid receptor subunit alpha-5 2
31738537 10.1021/acs.jmedchem.9b01312 Rattus norvegicus 2
15537339 10.1021/jm040863t GABA-A receptor; alpha-5/beta-3/gamma-2 2
15537339 10.1021/jm040863t GABA-A receptor; alpha-3/beta-3/gamma-2 2
15537339 10.1021/jm040863t ADMET 2
31738537 10.1021/acs.jmedchem.9b01312 Gamma-aminobutyric acid receptor subunit alpha-5 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2

Data from ChEMBL 36 via Core Engine