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Compound Detail

CHEMBL1788265

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

Basic Information

ChEMBL ID CHEMBL1788265
Phase Preclinical
Structure Type MOL
InChI Key OUENRUZPZZFMCA-RXMQYKEDSA-N
10
Targets
22
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

EC50 10 meas. best 6.03
IC50 10 meas. best 7.16
Ki 2 meas. best 6.69

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; anion channel
CHEMBL1907607
IC50 7.16 7.16 70.0 1
GABA-A receptor; anion channel
CHEMBL1907607
Ki 6.69 6.685 204.2 2
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2
CHEMBL4523641
EC50 6.03 6.025 940.0 2
Unchecked
CHEMBL612545
IC50 5.8 5.8 1600.0 1
Sodium- and chloride-dependent GABA transporter 3
CHEMBL5208
IC50 5.64 5.62 2300.0 2
Sodium- and chloride-dependent GABA transporter 1
CHEMBL1903
IC50 5.6 5.52 2511.9 2
Unchecked
CHEMBL612545
EC50 5.25 5.25 5600.0 2
Sodium- and chloride-dependent GABA transporter 2
CHEMBL4535
IC50 5.14 5.12 7300.0 2
Sodium- and chloride-dependent betaine transporter
CHEMBL3715
IC50 5.1 5.05 7943.3 2
Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2
CHEMBL4523640
EC50 5.09 5.09 8100.0 2
Gamma-aminobutyric acid receptor subunit rho-1
CHEMBL3561
EC50 5.08 5.08 8317.6 2
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095172
EC50 4.92 4.92 12000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; anion channel IC50 = 70.0 nM 7.16 In vitro binding affinity against Gamma-aminobutyric acid A receptor in rat brai... 2153214
GABA-A receptor; anion channel Ki = 204.17 nM 6.69 Displacement of [3H]muscimol from GABA(A) receptor in Sprague-Dawley rat cortica... 31117514
GABA-A receptor; anion channel Ki = 210.0 nM 6.68 Displacement of [3H]muscimol from GABA(A) receptor in Sprague-Dawley rat cortica... 31117514
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 EC50 = 940.0 nM 6.03 Agonist activity at recombinant human GABA-A alpha5beta2gamma2S receptor transie... 31117514
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 EC50 = 954.99 nM 6.02 Agonist activity at recombinant human GABA-A alpha5beta2gamma2S receptor transie... 31117514
Unchecked IC50 = 1600.0 nM 5.8 In vitro GABA uptake was determined in synaptosome suspensions 2153214
Sodium- and chloride-dependent GABA transporter 3 IC50 = 2300.0 nM 5.64 Inhibition of human GAT3 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
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
Sodium- and chloride-dependent GABA transporter 1 IC50 = 2511.89 nM 5.6 Inhibition of human GAT1 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Sodium- and chloride-dependent GABA transporter 1 IC50 = 3600.0 nM 5.44 Inhibition of human GAT1 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Unchecked EC50 = 5600.0 nM 5.25 Agonist activity at recombinant human GABA-A alpha3beta2gamma2S receptor transie... 31117514
Unchecked EC50 = 5623.41 nM 5.25 Agonist activity at recombinant human GABA-A alpha3beta2gamma2S receptor transie... 31117514
Sodium- and chloride-dependent GABA transporter 2 IC50 = 7300.0 nM 5.14 Inhibition of human GAT2 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Sodium- and chloride-dependent GABA transporter 2 IC50 = 7943.28 nM 5.1 Inhibition of human GAT2 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Sodium- and chloride-dependent betaine transporter IC50 = 7943.28 nM 5.1 Inhibition of human BGT1 expressed in Flp-In CHO cells assessed as reduction in ... 31117514
Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2 EC50 = 8100.0 nM 5.09 Agonist activity at recombinant human GABA-A alpha4beta2gamma2S receptor transie... 31117514
Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2 EC50 = 8128.31 nM 5.09 Agonist activity at recombinant human GABA-A alpha4beta2gamma2S receptor transie... 31117514
Gamma-aminobutyric acid receptor subunit rho-1 EC50 = 8317.64 nM 5.08 Agonist activity at recombinant human GABA-A rho-1 receptor transiently expresse... 31117514
Gamma-aminobutyric acid receptor subunit rho-1 EC50 = 8400.0 nM 5.08 Agonist activity at recombinant human GABA-A rho-1 receptor transiently expresse... 31117514
Sodium- and chloride-dependent betaine transporter IC50 = 9900.0 nM 5.0 Inhibition of human BGT1 expressed in Flp-In CHO cells assessed as reduction in ... 31117514

Literature References

PubMed DOI Target Context # Activities
31117514 10.1021/acs.jmedchem.9b00026 Gamma-aminobutyric acid receptor subunit rho-1 3
31117514 10.1021/acs.jmedchem.9b00026 Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 3
31117514 10.1021/acs.jmedchem.9b00026 Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2 3
31117514 10.1021/acs.jmedchem.9b00026 Unchecked 3
31117514 10.1021/acs.jmedchem.9b00026 GABA-A receptor; alpha-1/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