IMPPAT Phytochemical information: 
7-Hydroxy-3-[4-hydroxy-3-[2-hydroxy-5-(7-hydroxy-4-oxochromen-3-yl)phenyl]phenyl]chromen-4-one
7-Hydroxy-3-[4-hydroxy-3-[2-hydroxy-5-(7-hydroxy-4-oxochromen-3-yl)phenyl]phenyl]chromen-4-one
Summary

SMILES: Oc1ccc2c(c1)occ(c2=O)c1ccc(c(c1)c1cc(ccc1O)c1coc2c(c1=O)ccc(c2)O)O
InChI: InChI=1S/C30H18O8/c31-17-3-5-19-27(11-17)37-13-23(29(19)35)15-1-7-25(33)21(9-15)22-10-16(2-8-26(22)34)24-14-38-28-12-18(32)4-6-20(28)30(24)36/h1-14,31-34H
InChIKey: PQOXGHFIRAKOKL-UHFFFAOYSA-N
DeepSMILES: Occcccc6)occc6=O))cccccc6)cccccc6O))))ccoccc6=O))cccc6)O)))))))))))))O
Scaffold Graph/Node/Bond level: O=c1c(-c2cccc(-c3cccc(-c4coc5ccccc5c4=O)c3)c2)coc2ccccc12
Scaffold Graph/Node level: OC1C(C2CCCC(C3CCCC(C4COC5CCCCC5C4O)C3)C2)COC2CCCCC21
Scaffold Graph level: CC1C2CCCCC2CCC1C1CCCC(C2CCCC(C3CCC4CCCCC4C3C)C2)C1
Functional groups: cO; coc; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Isoflavonoids
ClassyFire Subclass: Isoflav-2-enes
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Isoflavonoids
NP Classifier Class: Isoflavones
Synonymous chemical names:
kudzuisoflavone a
External chemical identifiers:
CID:CID_71618826; ZINC:ZINC000085991322
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
7-Hydroxy-3-[4-hydroxy-3-[2-hydroxy-5-(7-hydroxy-4-oxochromen-3-yl)phenyl]phenyl]chromen-4-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 506.47
Log P RDKit 5.72
Topological polar surface area (Å2) RDKit 141.34
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 30
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 2
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
7-Hydroxy-3-[4-hydroxy-3-[2-hydroxy-5-(7-hydroxy-4-oxochromen-3-yl)phenyl]phenyl]chromen-4-one
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
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 0.24
7-Hydroxy-3-[4-hydroxy-3-[2-hydroxy-5-(7-hydroxy-4-oxochromen-3-yl)phenyl]phenyl]chromen-4-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
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 -6.10
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No