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Compound Detail

CHEMBL15927

OLEAMIDE
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CCCCCCCC/C=C\CCCCCCCC(N)=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL15927
Name OLEAMIDE
Phase Preclinical
Structure Type MOL
InChI Key FATBGEAMYMYZAF-KTKRTIGZSA-N
5
Targets
8
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

281.5
MW (Da)
5.51
ALogP
1
HBA
1
HBD
43.1
PSA (Ų)
0.31
QED
1
Ro5 Violations
15
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H35NO
MW 281.48
Aromatic Rings 0
Heavy Atoms 20
NP-Likeness 0.57

Activity Summary

IC50 6 meas. best 5.68
EC50 1 meas. best 4.82
Ki 1 meas. best 5.94

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL3571
 Ki 5.94 5.94 1140.0 1
Transient receptor potential cation channel subfamily V member 2
CHEMBL2863
 IC50 5.68 5.68 2100.0 2
GABA-A receptor; anion channel
CHEMBL1907607
 EC50 4.82 4.82 15000.0 1
Sterol O-acyltransferase 1
CHEMBL2782
 IC50 4.2 4.135 63000.0 2
Fatty-acid amide hydrolase 1
CHEMBL2243
 IC50 4.17 4.17 68000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 1 Ki = 1140.0 nM 5.94 Inhibition of [3H]CP-55940 binding to rat cannabinoid receptor 1 16078824
Transient receptor potential cation channel subfamily V member 2 IC50 = 2100.0 nM 5.68 Antagonist activity at recombinant rat TRPV2 expressed in HEK293 cells assessed ... 30176215
Transient receptor potential cation channel subfamily V member 2 IC50 = 2100.0 nM 5.68 Antagonist activity at recombinant rat TRPV2 expressed in HEK293 cells assessed ... 30176215
GABA-A receptor; anion channel EC50 = 15000.0 nM 4.82 Inhibitory activity against Gamma-aminobutyric acid A (GABA-A) receptor from rat... 10780899
Sterol O-acyltransferase 1 IC50 = 63000.0 nM 4.2 Inhibitory activity against human Acyl coenzyme A:cholesterol acyltransferase 2 15261286
Fatty-acid amide hydrolase 1 IC50 = 68000.0 nM 4.17 Inhibition of fatty acid amide hydrolase; range = 22-68 uM 16078824
Sterol O-acyltransferase 1 IC50 = 85000.0 nM 4.07 Inhibitory activity against human Acyl coenzyme A:cholesterol acyltransferase 1 15261286

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5058564 U2OS 9
- 10.6019/CHEMBL5058564 HEK-293T 9
15261286 10.1016/j.bmcl.2004.05.086 Sterol O-acyltransferase 1 3
- 10.6019/CHEMBL5058564 Fibroblast 3
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 2
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2
- 10.6019/CHEMBL5209801 Apelin receptor 2
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 2
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 2
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 2
30176215 10.1021/acs.jmedchem.8b00734 Transient receptor potential cation channel subfamily V member 2 2
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 2
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 2
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 2
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 2
10328303 10.1016/s0960-894x(99)00148-1 Rattus norvegicus 2

Data from ChEMBL 36 via Core Engine