IMPPAT Phytochemical information: 
Oleamide

Oleamide
Summary

SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)N
InChI: InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9-
InChIKey: FATBGEAMYMYZAF-KTKRTIGZSA-N
DeepSMILES: CCCCCCCC/C=C\CCCCCCCC=O)N
Functional groups: C/C=C\C; CC(N)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Fatty amides
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Fatty amides
NP Classifier Class: Primary amides
Synonymous chemical names:
oleic acid amide, Oleamide, oleoamide, 9-octadecenamide
External chemical identifiers:
CID:CID_5283387; ChEMBL:CHEMBL15927; ChEBI:CHEBI:116314; ZINC:ZINC000008036015; FDASRS:7L25QK8BWO; SureChEMBL:SCHEMBL36321; MolPort-003-983-653
Chemical structure download


Oleamide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 281.48
Log P RDKit 5.51
Topological polar surface area (Å2) RDKit 43.09
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 15
Shape complexity RDKit 0.83
Number of rotatable bonds RDKit 14
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 0


Oleamide
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.311999


Oleamide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -3.05
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Oleamide
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000263ENSG00000140505CYP1A21544ChEMBL, NPASS
TAR_EXP_000271ENSG00000165841CYP2C191557NPASS
TAR_EXP_000130ENSG00000181072CHRM21129ChEMBL
TAR_EXP_000213ENSG00000147262GPR119139760ChEMBL
TAR_EXP_000227ENSG00000141551CSNK1D1453ChEMBL
TAR_EXP_000243ENSG00000150594ADRA2A150ChEMBL
TAR_EXP_000257ENSG00000168329CX3CR11524ChEMBL
TAR_EXP_000261ENSG00000169252ADRB2154ChEMBL
TAR_EXP_000786ENSG00000177606JUN3725NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576NPASS
TAR_EXP_000330ENSG00000144891AGTR1185ChEMBL
TAR_EXP_000333ENSG00000134817APLNR187ChEMBL
TAR_EXP_000337ENSG00000170989S1PR11901ChEMBL
TAR_EXP_000413ENSG00000117480FAAH2166ChEMBL, NPASS
TAR_EXP_000439ENSG00000068078FGFR32261ChEMBL
TAR_EXP_000477ENSG00000141867BRD423476ChEMBL
TAR_EXP_000488ENSG00000171049FPR22358ChEMBL
TAR_EXP_000509ENSG00000097007ABL125ChEMBL
TAR_EXP_000575ENSG00000153292ADGRF1266977ChEMBL
TAR_EXP_000744ENSG00000186188FFAR4338557ChEMBL
TAR_EXP_000968ENSG00000109320NFKB14790NPASS
TAR_EXP_001230ENSG00000100030MAPK15594ChEMBL
TAR_EXP_001552ENSG00000057252SOAT16646BindingDB, ChEMBL, NPASS
TAR_EXP_001574ENSG00000087586AURKA6790ChEMBL
TAR_EXP_000734ENSG00000147246HTR2C3358ChEMBL
TAR_EXP_000027ENSG00000123374CDK21017ChEMBL
TAR_EXP_001621ENSG00000141510TP537157ChEMBL, NPASS
TAR_EXP_001663ENSG00000162607USP17398NPASS
TAR_EXP_001709ENSG00000156983BRPF17862ChEMBL
TAR_EXP_001825ENSG00000122779TRIM248805ChEMBL
TAR_EXP_000660ENSG00000082701GSK3B2932ChEMBL
TAR_EXP_000626ENSG00000178623GPR352859ChEMBL
TAR_EXP_000604ENSG00000112164GLP1R2740ChEMBL
TAR_EXP_001639ENSG00000197405C5AR1728ChEMBL
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS