IMPPAT Phytochemical information: 
Hydnowightin
Hydnowightin
Summary

SMILES: OC[C@H]1Oc2ccc(cc2O[C@@H]1c1cc(OC)c(c(c1)/C(=C/c1ccc(c(c1)OC)O)/CO)O)c1cc(=O)c2c(o1)cc(cc2O)O
InChI: InChI=1S/C35H30O12/c1-43-28-8-17(3-5-23(28)39)7-20(15-36)22-9-19(11-31(44-2)34(22)42)35-32(16-37)45-26-6-4-18(10-29(26)47-35)27-14-25(41)33-24(40)12-21(38)13-30(33)46-27/h3-14,32,35-40,42H,15-16H2,1-2H3/b20-7+/t32-,35-/m1/s1
InChIKey: KMYJDVOGPCWOTR-UDJTZZNJSA-N
DeepSMILES: OC[C@H]Occcccc6O[C@@H]%10cccOC))ccc6)/C=C/cccccc6)OC)))O))))))/CO))))O)))))))))ccc=O)cco6)cccc6O)))O
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccc3c(c2)OC(c2cccc(C=Cc4ccccc4)c2)CO3)oc2ccccc12
Scaffold Graph/Node level: OC1CC(C2CCC3OCC(C4CCCC(CCC5CCCCC5)C4)OC3C2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCC3CCC(C4CCCC(CCC5CCCCC5)C4)CC3C2)CC2CCCCC12
Functional groups: CO; cO; cOC; c=O; coc; c/C=C(/c)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lignans, neolignans and related compounds
ClassyFire Class: Flavonolignans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Lignans|Flavonoids
NP Classifier Class: Flavones|Flavonolignans
Synonymous chemical names:
hydnowightin
External chemical identifiers:
CID:CID_21723008; ChEMBL:CHEMBL501111; ZINC:ZINC000049889262
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Hydnowightin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 642.61
Log P RDKit 4.71
Topological polar surface area (Å2) RDKit 188.51
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 35
Number of heavy atoms RDKit 47
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.06
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 29
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.17
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 5
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
Hydnowightin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
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 0.13
Hydnowightin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -7.01
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No