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Compound Detail

CHEMBL3427532

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C[C@@]1(O)CC[C@H]2[C@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](C(=O)Cn4nccn4)CC[C@@H]32)C1

Basic Information

ChEMBL ID CHEMBL3427532
Phase Preclinical
Structure Type MOL
InChI Key NNHRCSJWUBQYQV-YHWBJDLNSA-N
5
Targets
6
Activities
2
Assay Types
12
PK Parameters
17
Publications
0
Known Names

Molecular Properties

385.6
MW (Da)
3.87
ALogP
5
HBA
1
HBD
68.0
PSA (Ų)
0.86
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 C23H35N3O2
MW 385.55
Aromatic Rings 1
Heavy Atoms 28
NP-Likeness 1.29

Activity Summary

EC50 4 meas. best 6.9
IC50 2 meas. best 7.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; anion channel
CHEMBL2093872
IC50 7.96 7.96 11.0 1
Unchecked
CHEMBL612545
IC50 7.96 7.96 11.0 1
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095172
EC50 6.9 6.9 125.0 1
GABA-A receptor; agonist GABA site
CHEMBL2109244
EC50 6.9 6.76 125.0 2
Gamma-aminobutyric acid receptor subunit alpha-4/beta3/delta
CHEMBL3430899
EC50 6.62 6.62 240.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.167 mL.min-1.kg-1 Homo sapiens
CL 45.0 mL.min-1.kg-1 Rattus norvegicus
CL 67.5 mL.min-1.kg-1 Mus musculus
CL 38.33 mL.min-1.kg-1 Rattus norvegicus
CL 3.333 mL.min-1.kg-1 Homo sapiens
CL 45.0 mL.min-1.kg-1 Rattus norvegicus
CL 66.67 mL.min-1.kg-1 Mus musculus
CL 38.33 mL.min-1.kg-1 Rattus norvegicus
CL 43.33 mL.min-1.kg-1 Mus musculus
F 27.0 % Rattus norvegicus
F 25.0 % Rattus norvegicus
F 17.0 % Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
29223589 10.1016/j.bmcl.2017.11.043 ADMET 6
28753313 10.1021/acs.jmedchem.7b00846 ADMET 5
29223589 10.1016/j.bmcl.2017.11.043 Mus musculus 4
25799373 10.1021/acs.jmedchem.5b00032 No relevant target 3
28753313 10.1021/acs.jmedchem.7b00846 GABA-A receptor; alpha-1/beta-2/gamma-2 2
28753313 10.1021/acs.jmedchem.7b00846 Mus musculus 2
28753313 10.1021/acs.jmedchem.7b00846 Rattus norvegicus 2
28753313 10.1021/acs.jmedchem.7b00846 No relevant target 2
25799373 10.1021/acs.jmedchem.5b00032 Rattus norvegicus 2
25799373 10.1021/acs.jmedchem.5b00032 Liver microsome 2
25799373 10.1021/acs.jmedchem.5b00032 GABA-A receptor; agonist GABA site 2
25799373 10.1021/acs.jmedchem.5b00032 GABA-A receptor; anion channel 1
28753313 10.1021/acs.jmedchem.7b00846 Gamma-aminobutyric acid receptor subunit alpha-4/beta3/delta 1
28753313 10.1021/acs.jmedchem.7b00846 GABA-A receptor alpha-4/beta-3/delta 1
28753313 10.1021/acs.jmedchem.7b00846 Unchecked 1
25799373 10.1021/acs.jmedchem.5b00032 Nucleic Acid 1
25799373 10.1021/acs.jmedchem.5b00032 Liver 1

Data from ChEMBL 36 via Core Engine