IMPPAT Phytochemical information: 
7-Hydroxy-3-(4-hydroxybenzylidene)chroman-4-one
7-Hydroxy-3-(4-hydroxybenzylidene)chroman-4-one
Summary

SMILES: Oc1ccc(cc1)/C=C/1\COc2c(C1=O)ccc(c2)O
InChI: InChI=1S/C16H12O4/c17-12-3-1-10(2-4-12)7-11-9-20-15-8-13(18)5-6-14(15)16(11)19/h1-8,17-18H,9H2/b11-7+
InChIKey: CWFKSHWAQPOKQP-YRNVUSSQSA-N
DeepSMILES: Occcccc6))/C=C\COccC\6=O))cccc6)O
Scaffold Graph/Node/Bond level: O=C1C(=Cc2ccccc2)COc2ccccc21
Scaffold Graph/Node level: OC1C(CC2CCCCC2)COC2CCCCC21
Scaffold Graph level: CC1C(CC2CCCCC2)CCC2CCCCC21
Functional groups: cO; c/C=C(\C)C(=O)c; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Homoisoflavonoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavanones
Synonymous chemical names:
7-hydroxy-3-(4’-hydroxybenzylidene)-chroman-4-one, 7-hydroxy-3-(4'-hydroxybenzylidene)-chroman-4-one
External chemical identifiers:
CID:CID_44443280; ChEMBL:CHEMBL250414; ZINC:ZINC000014454948; MolPort-035-683-127
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
7-Hydroxy-3-(4-hydroxybenzylidene)chroman-4-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 268.27
Log P RDKit 2.76
Topological polar surface area (Å2) RDKit 66.76
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 4
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 15
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.06
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3
7-Hydroxy-3-(4-hydroxybenzylidene)chroman-4-one
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.780343
7-Hydroxy-3-(4-hydroxybenzylidene)chroman-4-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.08
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No