IMPPAT Phytochemical information: 
5-Methoxycanthin-6-one

5-Methoxycanthin-6-one
Summary

SMILES: COc1cc2nccc3c2n(c1=O)c1ccccc31
InChI: InChI=1S/C15H10N2O2/c1-19-13-8-11-14-10(6-7-16-11)9-4-2-3-5-12(9)17(14)15(13)18/h2-8H,1H3
InChIKey: TXEFUSAHPIYZHD-UHFFFAOYSA-N
DeepSMILES: COcccncccc6nc%10=O))cccccc96
Scaffold Graph/Node/Bond level: O=c1ccc2nccc3c4ccccc4n1c23
Scaffold Graph/Node level: OC1CCC2NCCC3C4CCCCC4N1C23
Scaffold Graph level: CC1CCC2CCCC3C4CCCCC4C1C23
Functional groups: cOC; cn(c)c; c=O; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Indolonaphthyridine alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Carboline alkaloids
Synonymous chemical names:
5-methoxycanthin-6-one
External chemical identifiers:
CID:CID_259218; ChEMBL:CHEMBL508649; ChEBI:CHEBI:174289; FDASRS:VVM1A8LM35; SureChEMBL:SCHEMBL12762810; MolPort-039-338-738
Chemical structure download


5-Methoxycanthin-6-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 250.26
Log P RDKit 2.45
Topological polar surface area (Å2) RDKit 43.6
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 19
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 1
Shape complexity RDKit 0.07
Number of rotatable bonds RDKit 1
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


5-Methoxycanthin-6-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 0.520892


5-Methoxycanthin-6-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 -5.98
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No