IMPPAT Phytochemical information: 
N-Phenyl-2-naphthylamine

N-Phenyl-2-naphthylamine
Summary

SMILES: c1ccc(cc1)Nc1ccc2c(c1)cccc2
InChI: InChI=1S/C16H13N/c1-2-8-15(9-3-1)17-16-11-10-13-6-4-5-7-14(13)12-16/h1-12,17H
InChIKey: KEQFTVQCIQJIQW-UHFFFAOYSA-N
DeepSMILES: cccccc6))Ncccccc6)cccc6
Scaffold Graph/Node/Bond level: c1ccc(Nc2ccc3ccccc3c2)cc1
Scaffold Graph/Node level: C1CCC(NC2CCC3CCCCC3C2)CC1
Scaffold Graph level: C1CCC(CC2CCC3CCCCC3C2)CC1
Functional groups: cNc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Naphthalenes
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
Synonymous chemical names:
n-phenyl-2-naphthylamine
External chemical identifiers:
CID:CID_8679; ChEMBL:CHEMBL1543632; ChEBI:CHEBI:34877; ZINC:ZINC000001669780; FDASRS:456KT854AJ; SureChEMBL:SCHEMBL38433; MolPort-000-514-795
Chemical structure download


N-Phenyl-2-naphthylamine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 219.29
Log P RDKit 4.58
Topological polar surface area (Å2) RDKit 12.03
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 1
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 16
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 3
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-Phenyl-2-naphthylamine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.664651


N-Phenyl-2-naphthylamine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.53
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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


N-Phenyl-2-naphthylamine
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000260970PPIG800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.