IMPPAT Phytochemical information: 
Isohydnocarpin
Isohydnocarpin
Summary

SMILES: OCC1c2cc(cc(c2OC1c1ccc(c(c1)OC)O)O)c1cc(=O)c2c(o1)cc(cc2O)O
InChI: InChI=1S/C25H20O9/c1-32-21-6-11(2-3-16(21)28)24-15(10-26)14-4-12(5-19(31)25(14)34-24)20-9-18(30)23-17(29)7-13(27)8-22(23)33-20/h2-9,15,24,26-29,31H,10H2,1H3
InChIKey: GFENFUMHFBPKMO-UHFFFAOYSA-N
DeepSMILES: OCCcccccc6OC9cccccc6)OC)))O))))))))O)))ccc=O)cco6)cccc6O)))O
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccc3c(c2)CC(c2ccccc2)O3)oc2ccccc12
Scaffold Graph/Node level: OC1CC(C2CCC3OC(C4CCCCC4)CC3C2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCC3CC(C4CCCCC4)CC3C2)CC2CCCCC12
Functional groups: CO; cO; cOC; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: 2-arylbenzofuran flavonoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans|Flavonoids
NP Classifier Class: Flavones|Flavonolignans
Synonymous chemical names:
isohydnocarpin, Isohydnocarpin
External chemical identifiers:
CID:CID_71438425; ChEMBL:CHEMBL3601939
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isohydnocarpin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 464.43
Log P RDKit 3.5
Topological polar surface area (Å2) RDKit 149.82
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.08
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 21
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.16
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 4
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
Isohydnocarpin
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 Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.31
Isohydnocarpin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -6.73
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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