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Compound Detail

CHEMBL521901

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O=C(N[C@@H]1CCc2ccccc21)C(=O)c1c[nH]c2ccc([N+](=O)[O-])cc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL521901
Phase Preclinical
Structure Type MOL
InChI Key KFWPQIRBHBKYME-QGZVFWFLSA-N
6
Targets
8
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

349.4
MW (Da)
3.06
ALogP
4
HBA
2
HBD
105.1
PSA (Ų)
0.33
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 C19H15N3O4
MW 349.35
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.93

Activity Summary

Ki 8 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095167
 Ki 8.05 8.05 9.0 2
GABA-A receptor; anion channel
CHEMBL2094107
 Ki 7.55 7.55 28.0 1
Unchecked
CHEMBL612545
 Ki 7.55 7.55 28.0 1
Gamma-aminobutyric acid receptor subunit alpha-2
CHEMBL341
 Ki 7.07 7.07 85.0 1
GABA A receptor alpha-5/beta-3/gamma-2
CHEMBL2111374
 Ki 7.02 7.02 95.0 2
GABA A receptor alpha-3/beta-2/gamma-2
CHEMBL2111343
 Ki 5.71 5.71 1960.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; alpha-1/beta-2/gamma-2 Ki = 9.0 nM 8.05 Inhibition of [3H]flumazenil binding to rat alpha-1-beta-2-gamma-2 GABA-A recept... 11428922
GABA-A receptor; alpha-1/beta-2/gamma-2 Ki = 9.0 nM 8.05 Displacement of [3H]flumazenil from rat GABA-A alpha-1-beta-2-gamma-2 receptor e... 19469479
GABA-A receptor; anion channel Ki = 28.0 nM 7.55 Inhibition of [3H]- flumazenil binding to benzodiazepine receptor in bovine brai... 11428922
Unchecked Ki = 28.0 nM 7.55 Displacement of [3H]flumazenil from Benzodiazepine receptor in bovine cerebral c... 19469479
Gamma-aminobutyric acid receptor subunit alpha-2 Ki = 85.0 nM 7.07 Displacement of [3H]flumazenil from rat GABA-A alpha-2-beta-2-gamma-2 receptor e... 19469479
GABA A receptor alpha-5/beta-3/gamma-2 Ki = 95.0 nM 7.02 Inhibition of [3H]flumazenil binding to rat alpha-5-beta-3-gamma-2 GABA-A recept... 11428922
GABA A receptor alpha-5/beta-3/gamma-2 Ki = 95.0 nM 7.02 Displacement of [3H]flumazenil from rat GABA-A alpha-5-beta-3-gamma-2 receptor e... 19469479
GABA A receptor alpha-3/beta-2/gamma-2 Ki = 1960.0 nM 5.71 Inhibition of [3H]flumazenil binding to rat alpha-3-beta-2-gamma-2 GABA-A recept... 11428922

Literature References

PubMed DOI Target Context # Activities
11428922 10.1021/jm010827j GABA-A receptor; anion channel 5
19469479 10.1021/jm9001154 GABA-A receptor; alpha-1/beta-2/gamma-2 2
19469479 10.1021/jm9001154 Gamma-aminobutyric acid receptor subunit alpha-2 2
19469479 10.1021/jm9001154 Mus musculus 2
11428922 10.1021/jm010827j GABA-A receptor; alpha-1/beta-2/gamma-2 1
11428922 10.1021/jm010827j GABA A receptor alpha-3/beta-2/gamma-2 1
11428922 10.1021/jm010827j GABA A receptor alpha-5/beta-3/gamma-2 1
19469479 10.1021/jm9001154 Unchecked 1
19469479 10.1021/jm9001154 GABA A receptor alpha-5/beta-3/gamma-2 1

Data from ChEMBL 36 via Core Engine