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Compound Detail

CHEMBL38686

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O=C(O)C1CCCN(CCC=C(c2ccccc2)c2ccccc2)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL38686
Phase Preclinical
Structure Type MOL
InChI Key TXQKSMSLZVKQBI-UHFFFAOYSA-N
4
Targets
23
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

335.4
MW (Da)
4.31
ALogP
2
HBA
1
HBD
40.5
PSA (Ų)
0.86
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H25NO2
MW 335.45
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.26

Activity Summary

IC50 22 meas. best 7.0
Ki 1 meas. best 6.73

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rattus norvegicus
CHEMBL376
 IC50 7.0 6.2333 100.0 3
Sodium- and chloride-dependent GABA transporter 1
CHEMBL5445
 IC50 6.9 6.5275 125.9 4
Sodium- and chloride-dependent GABA transporter 1
CHEMBL1903
 IC50 6.89 6.8267 130.0 3
Sodium- and chloride-dependent GABA transporter 1
CHEMBL5445
 Ki 6.73 6.73 186.2 1
Unchecked
CHEMBL612545
 IC50 5.93 5.93 1180.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Rattus norvegicus IC50 = 100.0 nM 7.0 Inhibition of [3H]GABA (gamma amino butyric acid) uptake in vitro in rat brain s... 10206541
Sodium- and chloride-dependent GABA transporter 1 IC50 = 125.89 nM 6.9 Inhibition of [3H]GABA uptake at mouse GAT1 expressed in HEK293 cells after 25 m... 23336362
Sodium- and chloride-dependent GABA transporter 1 IC50 = 130.0 nM 6.89 Compound was tested for its ability to inhibit uptake of [3H]- GABA by cloned hu... -
Sodium- and chloride-dependent GABA transporter 1 IC50 = 130.0 nM 6.89 Inhibition of [3H]GABA uptake at mouse GAT1 expressed in HEK293 cells after 25 m... 23336362
Sodium- and chloride-dependent GABA transporter 1 IC50 = 130.0 nM 6.89 Inhibition of human GAT1 expressed in COS cells assessed as decrease in [3H]GABA... 30777661
Sodium- and chloride-dependent GABA transporter 1 Ki = 186.21 nM 6.73 Displacement of NO 711 from mouse GAT1 expressed in HEK293 cell membranes after ... 27039250
Rattus norvegicus IC50 = 200.0 nM 6.7 Inhibition of GABA uptake from rat diencephalon-midbrain, 2985785
Sodium- and chloride-dependent GABA transporter 1 IC50 = 200.0 nM 6.7 Binding affinity to GAT1 20219271
Sodium- and chloride-dependent GABA transporter 1 IC50 = 691.83 nM 6.16 Inhibition of [3H]GABA uptake at mouse GAT1 expressed in HEK cells 18395300
Sodium- and chloride-dependent GABA transporter 1 IC50 = 691.83 nM 6.16 Inhibition of GABA uptake at murine GAT-1 expressed in HEK293 cells 23770450
Unchecked IC50 = 1180.0 nM 5.93 Inhibition of GAT1-mediated [3H]GABA uptake in bovine brain stem 20219271
Rattus norvegicus IC50 = 10000.0 nM 5.0 In vitro inhibition of [3H]GABA uptake in rat Hippocampal slices. 1433224

Literature References

PubMed DOI Target Context # Activities
1831508 10.1021/jm00112a032 ADMET 3
1831508 10.1021/jm00112a032 No relevant target 3
2985785 10.1021/jm50001a020 No relevant target 3
20219271 10.1016/j.ejmech.2010.02.029 Unchecked 2
23336362 10.1021/jm301800j Sodium- and chloride-dependent GABA transporter 1 2
2985785 10.1021/jm50001a020 Rattus norvegicus 2
2985785 10.1021/jm50001a020 GABA-A receptor; anion channel 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
2985785 10.1021/jm50001a020 Glutamate decarboxylase 1 1
18395300 10.1016/j.ejmech.2008.01.005 Sodium- and chloride-dependent GABA transporter 1 1
1831508 10.1021/jm00112a032 Rattus norvegicus 1
10206541 10.1016/s0960-894x(99)00083-9 Rattus norvegicus 1
2985785 10.1021/jm50001a020 4-aminobutyrate aminotransferase, mitochondrial 1
- 10.1016/S0960-894X(96)00268-5 Sodium- and chloride-dependent GABA transporter 1 1
2985785 10.1021/jm50001a020 Serotonin 1 (5-HT1) receptor 1
2985785 10.1021/jm50001a020 Muscarinic acetylcholine receptor 1
2985785 10.1021/jm50001a020 D(2) dopamine receptor 1
- 10.1016/S0960-894X(96)00268-5 Sodium- and chloride-dependent betaine transporter 1
- 10.1016/S0960-894X(96)00268-5 Sodium- and chloride-dependent GABA transporter 3 1

Data from ChEMBL 36 via Core Engine