IMPPAT Phytochemical information: 
1,7-Diphenyl-5-hydroxy-4-benzyl-3-heptanone
1,7-Diphenyl-5-hydroxy-4-benzyl-3-heptanone
Summary

SMILES: OC(C(C(=O)CCc1ccccc1)Cc1ccccc1)CCc1ccccc1
InChI: InChI=1S/C26H28O2/c27-25(18-16-21-10-4-1-5-11-21)24(20-23-14-8-3-9-15-23)26(28)19-17-22-12-6-2-7-13-22/h1-15,24-25,27H,16-20H2
InChIKey: SEMDIZXPDPRXML-UHFFFAOYSA-N
DeepSMILES: OCCC=O)CCcccccc6)))))))))Ccccccc6))))))))CCcccccc6
Scaffold Graph/Node/Bond level: O=C(CCc1ccccc1)C(CCCc1ccccc1)Cc1ccccc1
Scaffold Graph/Node level: OC(CCC1CCCCC1)C(CCCC1CCCCC1)CC1CCCCC1
Scaffold Graph level: CC(CCC1CCCCC1)C(CCCC1CCCCC1)CC1CCCCC1
Functional groups: CO; CC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Diarylheptanoids
ClassyFire Subclass: Linear diarylheptanoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Diarylheptanoids
NP Classifier Class: Linear diarylheptanoids
Synonymous chemical names:
5-hydroxy-1,7-diphenylheptan-3-one
External chemical identifiers:
CID:CID_102134029
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
1,7-Diphenyl-5-hydroxy-4-benzyl-3-heptanone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 372.51
Log P RDKit 5.04
Topological polar surface area (Å2) RDKit 37.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.08
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 19
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.27
Number of rotatable bonds RDKit 10
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 3
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
1,7-Diphenyl-5-hydroxy-4-benzyl-3-heptanone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.54
1,7-Diphenyl-5-hydroxy-4-benzyl-3-heptanone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.70
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes