IMPPAT Phytochemical information: 
2-(3,5-Dihydroxyphenyl)-1-(4-hydroxyphenyl)ethanone
2-(3,5-Dihydroxyphenyl)-1-(4-hydroxyphenyl)ethanone
Summary

SMILES: Oc1ccc(cc1)C(=O)Cc1cc(O)cc(c1)O
InChI: InChI=1S/C14H12O4/c15-11-3-1-10(2-4-11)14(18)7-9-5-12(16)8-13(17)6-9/h1-6,8,15-17H,7H2
InChIKey: OQYZHGAYVSAUQG-UHFFFAOYSA-N
DeepSMILES: Occcccc6))C=O)CcccO)ccc6)O
Scaffold Graph/Node/Bond level: O=C(Cc1ccccc1)c1ccccc1
Scaffold Graph/Node level: OC(CC1CCCCC1)C1CCCCC1
Scaffold Graph level: CC(CC1CCCCC1)C1CCCCC1
Functional groups: cO; cC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Stilbenes
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
Synonymous chemical names:
belamphenone
External chemical identifiers:
CID:CID_11817393; ChEMBL:CHEMBL526549; ZINC:ZINC000036457154
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-(3,5-Dihydroxyphenyl)-1-(4-hydroxyphenyl)ethanone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 244.25
Log P RDKit 2.23
Topological polar surface area (Å2) RDKit 77.76
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 18
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 13
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.07
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 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
2-(3,5-Dihydroxyphenyl)-1-(4-hydroxyphenyl)ethanone
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 Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.72
2-(3,5-Dihydroxyphenyl)-1-(4-hydroxyphenyl)ethanone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.28
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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