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Compound Detail

CHEMBL4581355

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Cc1c(F)c(Nc2ccc(-c3cn(C)cn3)cn2)cc2c1ncn2CC1CC1

Basic Information

ChEMBL ID CHEMBL4581355
Phase Preclinical
Structure Type MOL
InChI Key INGJMHPGMVUEKY-UHFFFAOYSA-N
6
Targets
6
Activities
2
Assay Types
10
PK Parameters
14
Publications
0
Known Names

Molecular Properties

376.4
MW (Da)
4.43
ALogP
6
HBA
1
HBD
60.6
PSA (Ų)
0.56
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H21FN6
MW 376.44
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -1.30

Activity Summary

Ki 5 meas. best 8.1
IC50 1 meas. best 4.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
Ki 8.1 8.1 8.0 1
Gamma-aminobutyric acid receptor subunit alpha-5
CHEMBL5112
Ki 8.1 8.1 7.9 1
Gamma-aminobutyric acid receptor subunit alpha-3
CHEMBL3026
Ki 7.62 7.62 24.0 1
Gamma-aminobutyric acid receptor subunit alpha-2
CHEMBL4956
Ki 7.5 7.5 32.0 1
Gamma-aminobutyric acid receptor subunit alpha-1
CHEMBL1962
Ki 6.85 6.85 140.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.96 4.96 11000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 400.0 ng.hr.mL-1 Rattus norvegicus
AUC 1783.33 ng.hr.mL-1 Rattus norvegicus
CL 18.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 738.5 nM Rattus norvegicus
Cmax 1381.36 nM Rattus norvegicus
F 65.0 % Rattus norvegicus
T1/2 1.667 hr Rattus norvegicus
T1/2 1.0 hr Homo sapiens
T1/2 1.2 hr Rattus norvegicus
T1/2 2.183 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
32898695 10.1016/j.bmcl.2020.127536 ADMET 17
31738537 10.1021/acs.jmedchem.9b01312 Gamma-aminobutyric acid receptor subunit alpha-1 2
31738537 10.1021/acs.jmedchem.9b01312 Gamma-aminobutyric acid receptor subunit alpha-2 2
31738537 10.1021/acs.jmedchem.9b01312 Gamma-aminobutyric acid receptor subunit alpha-3 2
31738537 10.1021/acs.jmedchem.9b01312 Gamma-aminobutyric acid receptor subunit alpha-5 2
32898695 10.1016/j.bmcl.2020.127536 Rattus norvegicus 2
31738537 10.1021/acs.jmedchem.9b01312 Rattus norvegicus 1
32898695 10.1016/j.bmcl.2020.127536 GABA-A receptor; alpha-5/beta-3/gamma-2 1
32898695 10.1016/j.bmcl.2020.127536 Gamma-aminobutyric acid receptor subunit alpha-5 1
32898695 10.1016/j.bmcl.2020.127536 Gamma-aminobutyric acid receptor subunit alpha-1 1
32898695 10.1016/j.bmcl.2020.127536 Gamma-aminobutyric acid receptor subunit alpha-3 1
32898695 10.1016/j.bmcl.2020.127536 Unchecked 1
32898695 10.1016/j.bmcl.2020.127536 Voltage-gated inwardly rectifying potassium channel KCNH2 1
32898695 10.1016/j.bmcl.2020.127536 Gamma-aminobutyric acid receptor subunit alpha-2 1

Data from ChEMBL 36 via Core Engine