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(c)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenalenes
ClassyFire Subclass: Phenalenones
Synonymous chemical names:
phenalenone
External chemical identifiers:
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 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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.6086


Phenalen-1-one
ADMET 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 0.0
Number of Brenk structural alerts SwissADME 0.0
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
Predicted 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.