IMPPAT Phytochemical information: 
Canthin-6-one N-oxide

Canthin-6-one N-oxide
Summary

SMILES: [O-][n+]1ccc2c3c1ccc(=O)n3c1c2cccc1
InChI: InChI=1S/C14H8N2O2/c17-13-6-5-12-14-10(7-8-15(12)18)9-3-1-2-4-11(9)16(13)14/h1-8H
InChIKey: PMKULNRVYULJPO-UHFFFAOYSA-N
DeepSMILES: [O-][n+]ccccc6ccc=O)n6cc9cccc6
Scaffold Graph/Node/Bond level: O=c1ccc2[nH+]ccc3c4ccccc4n1c23
Scaffold Graph/Node level: OC1CCC2NCCC3C4CCCCC4N1C23
Scaffold Graph level: CC1CCC2CCCC3C4CCCCC4C1C23
Functional groups: c[n+]([O-])c; c=O; cn(c)c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Indolonaphthyridine alkaloids
Synonymous chemical names:
canthin-6-one 3-oxide, canthin-6-one-3-oxide
External chemical identifiers:
CID:CID_9991699; ChEMBL:CHEMBL452235; SureChEMBL:SCHEMBL12762805; MolPort-039-339-008
Chemical structure download


Canthin-6-one N-oxide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 236.23
Log P RDKit 1.68
Topological polar surface area (Å2) RDKit 48.42
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 4
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 14
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 3
Number of aromatic rings RDKit 4
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


Canthin-6-one N-oxide
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 0.34


Canthin-6-one N-oxide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.73
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No