IMPPAT Phytochemical information: 
Candicanin
Candicanin
Summary

SMILES: C/C(=C\COc1c2occc2cc2c1oc(=O)cc2)/COC(C(COc1c2occc2cc2c1oc(=O)cc2)O)(C)C
InChI: InChI=1S/C32H28O10/c1-18(8-11-38-30-26-21(9-12-36-26)14-19-4-6-24(34)41-28(19)30)16-40-32(2,3)23(33)17-39-31-27-22(10-13-37-27)15-20-5-7-25(35)42-29(20)31/h4-10,12-15,23,33H,11,16-17H2,1-3H3/b18-8+
InChIKey: GLGOFDCTFNYYFK-QGMBQPNBSA-N
DeepSMILES: C/C=C\COccoccc5ccc9oc=O)cc6))))))))))))))))/COCCCOccoccc5ccc9oc=O)cc6)))))))))))))))O))C)C
Scaffold Graph/Node/Bond level: O=c1ccc2cc3ccoc3c(OCC=CCOCCCOc3c4occc4cc4ccc(=O)oc34)c2o1
Scaffold Graph/Node level: OC1CCC2CC3CCOC3C(OCCCCOCCCOC3C4OCCC4CC4CCC(O)OC43)C2O1
Scaffold Graph level: CC1CCC2CC3CCCC3C(CCCCCCCCCCC3C4CCCC4CC4CCC(C)CC43)C2C1
Functional groups: C/C=C(\C)C; coc; cOC; c=O; CO; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Coumarins and derivatives
ClassyFire Subclass: Furanocoumarins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Furocoumarins
Synonymous chemical names:
candicanin
External chemical identifiers:
CID:CID_12302378
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Candicanin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 572.57
Log P RDKit 5.95
Topological polar surface area (Å2) RDKit 134.62
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 42
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.03
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 24
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.25
Number of rotatable bonds RDKit 10
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 4
Number of aromatic rings RDKit 6
Total number of rings RDKit 6
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 6
Candicanin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
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 0.154904
Candicanin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -6.15
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No