IMPPAT Phytochemical information: 
Phenalen-1-one

Phenalen-1-one
Summary

SMILES: O=C1C=Cc2c3c1cccc3ccc2
InChI: InChI=1S/C13H8O/c14-12-8-7-10-4-1-3-9-5-2-6-11(12)13(9)10/h1-8H
InChIKey: WWBGWPHHLRSTFI-UHFFFAOYSA-N
DeepSMILES: O=CC=Cccc6cccc6ccc%10
Scaffold Graph/Node/Bond level: O=C1C=Cc2cccc3cccc1c23
Scaffold Graph/Node level: OC1CCC2CCCC3CCCC1C32
Scaffold Graph level: CC1CCC2CCCC3CCCC1C32
Functional groups: cC=CC(=O)c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenalenes
ClassyFire Subclass: Phenalenones
Synonymous chemical names:
phenalenone
External chemical identifiers:
CID:CID_11050; ChEMBL:CHEMBL227511; ZINC:ZINC000001744968; FDASRS:EVU6EX9G8H; SureChEMBL:SCHEMBL188491; MolPort-001-787-038
Chemical structure download


Phenalen-1-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 180.21
Log P RDKit 3.05
Topological polar surface area (Å2) RDKit 17.07
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 14
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
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 13
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
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


Phenalen-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 Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.61


Phenalen-1-one
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 -5.14
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Phenalen-1-one
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000262209TRPA1722
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.