IMPPAT Phytochemical information: 
Podorhizol
Podorhizol
Summary

SMILES: COc1cc(cc(c1OC)OC)[C@H]([C@H]1C(=O)OC[C@@H]1Cc1ccc2c(c1)OCO2)O
InChI: InChI=1S/C22H24O8/c1-25-17-8-13(9-18(26-2)21(17)27-3)20(23)19-14(10-28-22(19)24)6-12-4-5-15-16(7-12)30-11-29-15/h4-5,7-9,14,19-20,23H,6,10-11H2,1-3H3/t14-,19-,20+/m0/s1
InChIKey: UNWCWBJEKCTIML-PNHOKKKMSA-N
DeepSMILES: COcccccc6OC)))OC))))[C@H][C@H]C=O)OC[C@@H]5Ccccccc6)OCO5))))))))))))))O
Scaffold Graph/Node/Bond level: O=C1OCC(Cc2ccc3c(c2)OCO3)C1Cc1ccccc1
Scaffold Graph/Node level: OC1OCC(CC2CCC3OCOC3C2)C1CC1CCCCC1
Scaffold Graph level: CC1CCC(CC2CCC3CCCC3C2)C1CC1CCCCC1
Functional groups: cOC; COC(=O)C; c1cOCO1; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lignans, neolignans and related compounds
ClassyFire Class: Furanoid lignans
ClassyFire Subclass: Tetrahydrofuran lignans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans
NP Classifier Class: Arylnaphthalene and aryltetralin lignans|Dibenzylbutyrolactone lignans
Synonymous chemical names:
Podorhizol, podorhizol
External chemical identifiers:
CID:CID_9931715; ChEMBL:CHEMBL512541; ChEBI:CHEBI:37394; ZINC:ZINC000005999010; SureChEMBL:SCHEMBL4740063
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Podorhizol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 416.43
Log P RDKit 2.51
Topological polar surface area (Å2) RDKit 92.68
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 30
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 0.14
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.41
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4
Podorhizol
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 0.69
Podorhizol
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 High
Log Kp (Skin permeation, cm/s) SwissADME -6.58
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 Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No