IMPPAT Phytochemical information: 
Pellitorine
Pellitorine
Summary

SMILES: CCCCC/C=C/C=C/C(=O)NCC(C)C
InChI: InChI=1S/C14H25NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h8-11,13H,4-7,12H2,1-3H3,(H,15,16)/b9-8+,11-10+
InChIKey: MAGQQZHFHJDIRE-BNFZFUHLSA-N
DeepSMILES: CCCCC/C=C/C=C/C=O)NCCC)C
Functional groups: C/C=C/C=C/C(=O)NC
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: N-acyl amines
Synonymous chemical names:
Deca-trans-2-trans-4-dienamide, N-isobutyl, n-isobutyldeca-trans-2-trans-4-dienamide, (e,e)-n-(2-methylpropyl)-2,4-decadienamide, (e,e)-pellitorine, Pellitorine, Deca-trans-2,trans-4-dienamide, N-isobutyl, pellitorine, n-isobutyl-2e,4e-decadienamide
External chemical identifiers:
CID:CID_5318516; ChEMBL:CHEMBL271242; ChEBI:CHEBI:69686; ZINC:ZINC000013838505; FDASRS:8IS5231171; SureChEMBL:SCHEMBL258097; MolPort-001-740-217
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pellitorine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 223.36
Log P RDKit 3.45
Topological polar surface area (Å2) RDKit 29.1
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 16
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 5
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.64
Number of rotatable bonds RDKit 8
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
Pellitorine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.38
Pellitorine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.55
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No