Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1342

OXYBATE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug

Basic Information

ChEMBL ID CHEMBL1342
Name OXYBATE
Phase Approved
Structure Type MOL
InChI Key SJZRECIVHVDYJC-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

.gamma.-hydroxybutyrate Gamma hydroxybutyrate Gamma-hydroxybutyrate Oxybate
5
Targets
17
Activities
3
Assay Types
0
PK Parameters
20
Publications
4
Known Names

Molecular Properties

104.1
MW (Da)
-0.16
ALogP
2
HBA
2
HBD
57.5
PSA (Ų)
0.52
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2002
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Year 1966

Extended Properties

Molecular Formula C4H8O3
MW 104.11
Aromatic Rings 0
Heavy Atoms 7
NP-Likeness 1.11

Activity Summary

Ki 12 meas. best 5.52
IC50 4 meas. best 5.94
EC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 5.94 5.94 1140.0 2
Calcium/calmodulin-dependent protein kinase type II subunit alpha
CHEMBL2359
Ki 5.52 5.06 3000.0 3
Unchecked
CHEMBL612545
Ki 5.44 5.3983 3600.0 6
GABA-A receptor; anion channel
CHEMBL1907607
Ki 5.37 5.37 4300.0 1
Calcium/calmodulin-dependent protein kinase type II subunit alpha
CHEMBL4147
Ki 5.37 5.37 4300.0 1
Gamma-hydroxybutyrate receptor
CHEMBL3558
IC50 5.18 4.89 6600.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 1148.15 nM 5.94 Displacement of [3H]-3-hydroxycyclopent-1-enecarboxylic acid from GHB binding si... 24053696
Unchecked IC50 = 1140.0 nM 5.94 Displacement of [3H]-3-hydroxycyclopent-1-enecarboxylic acid from GHB binding si... 24053696
Calcium/calmodulin-dependent protein kinase type II subunit alpha Ki = 3000.0 nM 5.52 Displacement of [3H]HOCPCA from native CaMK2alpha in rat brain cortical membrane... 36346645
Unchecked Ki = 3600.0 nM 5.44 Displacement of [3H]NCS-382 from GHB binding site in Sprague-Dawley rat brain sy... 29028338
Unchecked Ki = 3630.78 nM 5.44 Displacement of [3H]NCS-382 from GHB binding site in Sprague-Dawley rat brain sy... 29028338
Unchecked Ki = 3981.07 nM 5.4 Displacement of [3H]NCS-382 from GABAB receptor in rat brain homogenate 19053823
Unchecked Ki = 4300.0 nM 5.37 Displacement of [3H]NCS-382 from GABAB receptor in rat brain homogenate 19053823
Unchecked Ki = 4300.0 nM 5.37 Displacement of [3H]NCS-382 from GABAB receptor gamma-hydroxybutyric acid bindin... 20715819
Unchecked Ki = 4300.0 nM 5.37 Displacement of [3H]NCS-382 from GHB binding site in Sprague-Dawley rat brain sy... 24053696
GABA-A receptor; anion channel Ki = 4300.0 nM 5.37 Displacement of [3H]NCS-382 from high-affinity GHB binding site of GABA(A) recep... 30763084
Calcium/calmodulin-dependent protein kinase type II subunit alpha Ki = 4300.0 nM 5.37 Displacement of [3H]NCS-382 from CaMK2alpha in rat brain cortical membrane homog... 36346645
Calcium/calmodulin-dependent protein kinase type II subunit alpha Ki = 4300.0 nM 5.37 Inhibition of [3H]NCS-382 binding to CaMK2alpha (unknown origin) 35500061
Gamma-hydroxybutyrate receptor IC50 = 6600.0 nM 5.18 Binding affinity towards [3H]GHB binding site 3361576
Gamma-hydroxybutyrate receptor IC50 = 25000.0 nM 4.6 Displacement of [3H]NCS-382 (16 nM) from GHB receptor of rat cerebrocortical mem... 15927467
Calcium/calmodulin-dependent protein kinase type II subunit alpha Ki = 51000.0 nM 4.29 Displacement of [3H]HOCPCA from recombinant rat CaMK2alpha expressed in HEK293T ... 36346645

Literature References

PubMed DOI Target Context # Activities
24053696 10.1021/jm4011719 Unchecked 4
3361576 10.1021/jm00400a001 Gamma-hydroxybutyrate receptor 3
36346645 10.1021/acs.jmedchem.2c00805 Calcium/calmodulin-dependent protein kinase type II subunit alpha 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
19053823 10.1021/jm801112u Unchecked 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
21955456 10.1016/j.bmc.2011.08.058 Proton-coupled amino acid transporter 1 2
30763084 10.1021/acs.jmedchem.9b00131 GABA-A receptor; anion channel 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
24053696 10.1021/jm4011719 MDCK 2
29028338 10.1021/acs.jmedchem.7b01351 Unchecked 2
35500061 10.1021/acs.jmedchem.1c02177 Calcium/calmodulin-dependent protein kinase type II subunit alpha 1
30763084 10.1021/acs.jmedchem.9b00131 Unchecked 1
24053696 10.1021/jm4011719 Nucleic Acid 1
11101640 10.1111/j.1469-7793.2000.00285.x Monocarboxylate transporter 4 1
9786900 10.1074/jbc.273.44.28959 Monocarboxylate transporter 1 1
9786900 10.1074/jbc.273.44.28959 Monocarboxylate transporter 2 1
20715819 10.1021/jm1006325 Unchecked 1
15927467 10.1016/j.bmcl.2005.05.011 GABA B receptor 1
15927467 10.1016/j.bmcl.2005.05.011 GABA-A receptor; anion channel 1

Data from ChEMBL 36 via Core Engine