IMPPAT Phytochemical information: 
Artonin P

Artonin P
Summary

SMILES: CC(=C)C1Cc2c(=O)c3c(O)cc4c(c3oc2C23C1(O2)C(=O)C(=CC3=O)O)C=CC(O4)(C)C
InChI: InChI=1S/C25H20O8/c1-10(2)13-7-12-19(29)18-14(26)8-16-11(5-6-23(3,4)32-16)20(18)31-22(12)25-17(28)9-15(27)21(30)24(13,25)33-25/h5-6,8-9,13,26-27H,1,7H2,2-4H3
InChIKey: OKKNFQLWCBMTDX-UHFFFAOYSA-N
DeepSMILES: CC=C)CCcc=O)ccO)cccc6oc%10CC%14O3)C=O)C=CC6=O)))O))))))))C=CCO6)C)C
Scaffold Graph/Node/Bond level: O=C1C=CC(=O)C23OC12CCc1c3oc2c3c(ccc2c1=O)OCC=C3
Scaffold Graph/Node level: OC1C2CCC3OCCCC3C2OC2C1CCC13OC21C(O)CCC3O
Scaffold Graph level: CC1C2CCC3CCCCC3C2CC2C1CCC13CC21C(C)CCC3C
Functional groups: C=C(C)C; c=O; cO; coc; cC12OC1(C)C(=O)C(O)=CC2=O; cC=CC; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Xanthones
NP Classifier Class: Plant xanthones
Synonymous chemical names:
artonin p
External chemical identifiers:
CID:CID_44258658
Chemical structure download


Artonin P
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 448.43
Log P RDKit 2.99
Topological polar surface area (Å2) RDKit 126.57
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 17
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.32
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6


Artonin P
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 Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.5


Artonin P
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.86
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No