IMPPAT Phytochemical information: 
Artomunoxanthentrione

Artomunoxanthentrione
Summary

SMILES: COC1=CC(=O)c2c(C1=O)c(cc1c2oc2c3C=CC(Oc3cc(c2c1=O)O)(C)C)C(=C)C
InChI: InChI=1S/C26H20O7/c1-11(2)13-8-14-22(29)21-16(28)9-17-12(6-7-26(3,4)33-17)24(21)32-25(14)20-15(27)10-18(31-5)23(30)19(13)20/h6-10,28H,1H2,2-5H3
InChIKey: HYOUKKTWDGSFHB-UHFFFAOYSA-N
DeepSMILES: COC=CC=O)ccC6=O))cccc6occC=CCOc6ccc%10c%14=O)))O)))))C)C))))))))))C=C)C
Scaffold Graph/Node/Bond level: O=C1C=CC(=O)c2c1ccc1c(=O)c3ccc4c(c3oc21)C=CCO4
Scaffold Graph/Node level: OC1CCC(O)C2C1CCC1C(O)C3CCC4OCCCC4C3OC12
Scaffold Graph level: CC1CCC(C)C2C1CCC1C(C)C3CCC4CCCCC4C3CC12
Functional groups: COC1=CC(=O)ccC1=O; coc; cC=CC; cOC; c=O; cO; cC(=C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Xanthones
NP Classifier Class: Plant xanthones
Synonymous chemical names:
artomunoxanthentrione
External chemical identifiers:
CID:CID_15725888; ZINC:ZINC000013373225
Chemical structure download


Artomunoxanthentrione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 444.44
Log P RDKit 4.78
Topological polar surface area (Å2) RDKit 103.04
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 7
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 21
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.19
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 5
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 5


Artomunoxanthentrione
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.567594


Artomunoxanthentrione
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.33
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No