IMPPAT Phytochemical information: 
2-Anilino-4-phenylimino-naphthalen-1-one

2-Anilino-4-phenylimino-naphthalen-1-one
Summary

SMILES: O=C1C(=C/C(=N\c2ccccc2)/c2c1cccc2)Nc1ccccc1
InChI: InChI=1S/C22H16N2O/c25-22-19-14-8-7-13-18(19)20(23-16-9-3-1-4-10-16)15-21(22)24-17-11-5-2-6-12-17/h1-15,24H/b23-20+
InChIKey: QOTVFAGFCXDHJR-BSYVCWPDSA-N
DeepSMILES: O=CC=C/C=N\cccccc6)))))))/cc6cccc6))))))))Ncccccc6
Scaffold Graph/Node/Bond level: O=C1C(Nc2ccccc2)=CC(=Nc2ccccc2)c2ccccc21
Scaffold Graph/Node level: OC1C(NC2CCCCC2)CC(NC2CCCCC2)C2CCCCC12
Scaffold Graph level: CC1C(CC2CCCCC2)CC(CC2CCCCC2)C2CCCCC12
Functional groups: c/N=C1\C=C(Nc)C(=O)cc1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Naphthalenes
Synonymous chemical names:
Lutinine, lutinine
External chemical identifiers:
CID:CID_344133
Chemical structure download


2-Anilino-4-phenylimino-naphthalen-1-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 324.38
Log P RDKit 5
Topological polar surface area (Å2) RDKit 41.46
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 2
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 22
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
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 3
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 3
Total number of rings RDKit 4
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 4


2-Anilino-4-phenylimino-naphthalen-1-one
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 Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.74


2-Anilino-4-phenylimino-naphthalen-1-one
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 -4.96
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No