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Compound Detail

CHEMBL349005

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O=C(O)C[C@@H]1CCNC1

Basic Information

ChEMBL ID CHEMBL349005
Phase Preclinical
Structure Type MOL
InChI Key OUENRUZPZZFMCA-YFKPBYRVSA-N
8
Targets
15
Activities
3
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

129.2
MW (Da)
0.07
ALogP
2
HBA
2
HBD
49.3
PSA (Ų)
0.55
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C6H11NO2
MW 129.16
Aromatic Rings 0
Heavy Atoms 9
NP-Likeness 0.52

Activity Summary

IC50 11 meas. best 6.05
EC50 2 meas. best 4.62
Ki 2 meas. best 5.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; anion channel
CHEMBL1907607
IC50 6.05 6.05 900.0 1
Sodium- and chloride-dependent GABA transporter 3
CHEMBL5208
IC50 5.6 5.585 2511.9 2
Unchecked
CHEMBL612545
IC50 5.57 5.57 2700.0 1
Sodium- and chloride-dependent GABA transporter 1
CHEMBL1903
IC50 5.5 5.455 3162.3 2
Sodium- and chloride-dependent betaine transporter
CHEMBL3715
IC50 5.4 5.35 3981.1 2
GABA-A receptor; anion channel
CHEMBL1907607
Ki 5.26 5.255 5495.4 2
GABA B receptor
CHEMBL2111474
IC50 5.11 5.11 7800.0 1
Sodium- and chloride-dependent GABA transporter 2
CHEMBL4535
IC50 4.8 4.8 15848.9 2
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2
CHEMBL4523641
EC50 4.62 4.62 23988.3 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; anion channel IC50 = 900.0 nM 6.05 In vitro binding affinity against Gamma-aminobutyric acid A receptor in rat brai... 2153214
Sodium- and chloride-dependent GABA transporter 3 IC50 = 2511.89 nM 5.6 Inhibition of human GAT3 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Unchecked IC50 = 2700.0 nM 5.57 In vitro GABA uptake was determined in synaptosome suspensions 2153214
Sodium- and chloride-dependent GABA transporter 3 IC50 = 2700.0 nM 5.57 Inhibition of human GAT3 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Sodium- and chloride-dependent GABA transporter 1 IC50 = 3162.28 nM 5.5 Inhibition of human GAT1 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Sodium- and chloride-dependent GABA transporter 1 IC50 = 3900.0 nM 5.41 Inhibition of human GAT1 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Sodium- and chloride-dependent betaine transporter IC50 = 3981.07 nM 5.4 Inhibition of human BGT1 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Sodium- and chloride-dependent betaine transporter IC50 = 5000.0 nM 5.3 Inhibition of human BGT1 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
GABA-A receptor; anion channel Ki = 5495.41 nM 5.26 Displacement of [3H]muscimol from GABA(A) receptor in Sprague-Dawley rat cortica... 31117514
GABA-A receptor; anion channel Ki = 5600.0 nM 5.25 Displacement of [3H]muscimol from GABA(A) receptor in Sprague-Dawley rat cortica... 31117514
GABA B receptor IC50 = 7800.0 nM 5.11 In vitro binding affinity against Gamma-aminobutyric acid type B receptor in rat... 2153214
Sodium- and chloride-dependent GABA transporter 2 IC50 = 16000.0 nM 4.8 Inhibition of human GAT2 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Sodium- and chloride-dependent GABA transporter 2 IC50 = 15848.93 nM 4.8 Inhibition of human GAT2 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 EC50 = 24000.0 nM 4.62 Agonist activity at recombinant human GABA-A alpha5beta2gamma2S receptor transie... 31117514
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 EC50 = 23988.33 nM 4.62 Agonist activity at recombinant human GABA-A alpha5beta2gamma2S receptor transie... 31117514

Literature References

PubMed DOI Target Context # Activities
31117514 10.1021/acs.jmedchem.9b00026 Gamma-aminobutyric acid receptor subunit rho-1 4
31117514 10.1021/acs.jmedchem.9b00026 Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2 4
31117514 10.1021/acs.jmedchem.9b00026 Unchecked 4
31117514 10.1021/acs.jmedchem.9b00026 GABA-A receptor; alpha-1/beta-2/gamma-2 4
31117514 10.1021/acs.jmedchem.9b00026 Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 3
31117514 10.1021/acs.jmedchem.9b00026 Sodium- and chloride-dependent GABA transporter 1 3
31117514 10.1021/acs.jmedchem.9b00026 Sodium- and chloride-dependent GABA transporter 2 3
31117514 10.1021/acs.jmedchem.9b00026 Sodium- and chloride-dependent GABA transporter 3 3
31117514 10.1021/acs.jmedchem.9b00026 Sodium- and chloride-dependent betaine transporter 3
31117514 10.1021/acs.jmedchem.9b00026 GABA-A receptor; anion channel 2
2153214 10.1021/jm00163a012 GABA-A receptor; anion channel 1
2153214 10.1021/jm00163a012 GABA B receptor 1
2153214 10.1021/jm00163a012 Unchecked 1
31117514 10.1021/acs.jmedchem.9b00026 No relevant target 1

Data from ChEMBL 36 via Core Engine