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

CHEMBL161343

ARACHIDONOYL GLYCINE
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
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCC(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL161343
Name ARACHIDONOYL GLYCINE
Phase Preclinical
Structure Type MOL
InChI Key YLEARPUNMCCKMP-DOFZRALJSA-N
4
Targets
11
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

361.5
MW (Da)
5.33
ALogP
2
HBA
2
HBD
66.4
PSA (Ų)
0.29
QED
1
Ro5 Violations
16
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C22H35NO3
MW 361.53
Aromatic Rings 0
Heavy Atoms 26
NP-Likeness 0.60

Activity Summary

IC50 9 meas. best 5.52
EC50 2 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
N-arachidonyl glycine receptor
CHEMBL2384898
 EC50 7.7 7.53 20.0 2
Sodium- and chloride-dependent glycine transporter 2
CHEMBL3060
 IC50 5.52 5.285 3000.0 2
Fatty-acid amide hydrolase 1
CHEMBL2243
 IC50 5.16 5.16 7000.0 1
Plasmodium falciparum
CHEMBL364
 IC50 4.9 4.85 12589.2 6

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
N-arachidonyl glycine receptor EC50 = 20.0 nM 7.7 Agonist activity at recombinant full length human GPR18 expressed in CHO cells a... 29902723
N-arachidonyl glycine receptor EC50 = 44.0 nM 7.36 Agonist activity at recombinant human GPR18 expressed in HEK293 cells assessed a... 29902723
Sodium- and chloride-dependent glycine transporter 2 IC50 = 3000.0 nM 5.52 Inhibition of GlyT-2 (unknown origin) 28876062
Fatty-acid amide hydrolase 1 IC50 = 7000.0 nM 5.16 Inhibition of fatty acid amide hydrolase; range = 4.1-7 uM 16078824
Sodium- and chloride-dependent glycine transporter 2 IC50 = 9000.0 nM 5.05 Reversible non-competitive inhibition of human GlyT2a expressed in Xenopus laevi... 30714733
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058564 Fibroblast 10
17383881 10.1016/j.bmc.2007.03.026 RAW264.7 9
- 10.6019/CHEMBL5058564 U2OS 8
- 10.6019/CHEMBL5058564 HEK-293T 7
19734910 10.1038/nchembio.215 Plasmodium falciparum 6
24731541 10.1016/j.bmc.2014.03.038 RAW 5
33062188 10.1021/acsmedchemlett.0c00208 G-protein coupled receptor 55 4
38885438 10.1021/acs.jmedchem.3c02423 N-arachidonyl glycine receptor 4
33062188 10.1021/acsmedchemlett.0c00208 N-arachidonyl glycine receptor 4
18951802 10.1016/j.bmc.2008.10.015 RBL-2H3 3
24731541 10.1016/j.bmc.2014.03.038 NON-PROTEIN TARGET 3
- 10.1039/C3MD00394A N-arachidonyl glycine receptor 2
29902723 10.1016/j.ejmech.2018.05.050 N-arachidonyl glycine receptor 2
- 10.1039/C3MD00394A Cannabinoid receptor 1 2
- 10.1039/C3MD00394A Cannabinoid receptor 2 2
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 2
- 10.1039/C3MD00394A G-protein coupled receptor 55 2
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
22217875 10.1016/j.bmcl.2011.12.040 RAW264.7 2
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2

Data from ChEMBL 36 via Core Engine