IMPPAT Phytochemical information: 
(2E)-N-methyl-3-phenyl-N-[(E)-2-phenylethenyl]prop-2-enamide
(2E)-N-methyl-3-phenyl-N-[(E)-2-phenylethenyl]prop-2-enamide
Summary

SMILES: CN(C(=O)/C=C/c1ccccc1)/C=C/c1ccccc1
InChI: InChI=1S/C18H17NO/c1-19(15-14-17-10-6-3-7-11-17)18(20)13-12-16-8-4-2-5-9-16/h2-15H,1H3/b13-12+,15-14+
InChIKey: VJGRWRRIAJQNFU-SQIWNDBBSA-N
DeepSMILES: CNC=O)/C=C/cccccc6)))))))))/C=C/cccccc6
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)NC=Cc1ccccc1
Scaffold Graph/Node level: OC(CCC1CCCCC1)NCCC1CCCCC1
Scaffold Graph level: CC(CCCC1CCCCC1)CCC1CCCCC1
Functional groups: c/C=C/C(=O)N(C)/C=C/c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Cinnamic acids and derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenylpropanoids (C6-C3)
Synonymous chemical names:
lansiumamide b, lansiumamide b(n-methyl n-cis-styryl cinnamamide), Lansiumamide B, Lansamide I, lansamide i
External chemical identifiers:
CID:CID_11242495; ZINC:ZINC000034417894
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(2E)-N-methyl-3-phenyl-N-[(E)-2-phenylethenyl]prop-2-enamide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 263.34
Log P RDKit 3.83
Topological polar surface area (Å2) RDKit 20.31
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
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 17
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.06
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
(2E)-N-methyl-3-phenyl-N-[(E)-2-phenylethenyl]prop-2-enamide
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 0.77
(2E)-N-methyl-3-phenyl-N-[(E)-2-phenylethenyl]prop-2-enamide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME 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 -5.22
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No