IMPPAT Phytochemical information: 
N-(p-Hydroxyphenethyl)actinidine

N-(p-Hydroxyphenethyl)actinidine
Summary

SMILES: Oc1ccc(cc1)CC[n+]1cc(C)c2c(c1)[C@@H](C)CC2
InChI: InChI=1S/C18H21NO/c1-13-3-8-17-14(2)11-19(12-18(13)17)10-9-15-4-6-16(20)7-5-15/h4-7,11-13H,3,8-10H2,1-2H3/p+1/t13-/m0/s1
InChIKey: CKHCFVWFFIHGMT-ZDUSSCGKSA-O
DeepSMILES: Occcccc6))CC[n+]ccC)ccc6)[C@@H]C)CC5
Scaffold Graph/Node/Bond level: c1ccc(CC[n+]2ccc3c(c2)CCC3)cc1
Scaffold Graph/Node level: C1CCC(CCN2CCC3CCCC3C2)CC1
Scaffold Graph level: C1CCC(CCC2CCC3CCCC3C2)CC1
Functional groups: cO; c[n+](C)c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenols
ClassyFire Subclass: 1-hydroxy-2-unsubstituted benzenoids
Synonymous chemical names:
n-(p-hydroxyphenethyl)actinidine
External chemical identifiers:
CID:CID_442550; ChEBI:CHEBI:7102
Chemical structure download


N-(p-Hydroxyphenethyl)actinidine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 268.38
Log P RDKit 3.28
Topological polar surface area (Å2) RDKit 24.11
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 1
Stereochemical complexity RDKit 0.06
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.39
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3


N-(p-Hydroxyphenethyl)actinidine
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 0.85


N-(p-Hydroxyphenethyl)actinidine
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 -5.06
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes