IMPPAT Phytochemical information: 
(3S,5S)-1,7-Bis(3,4-dihydroxyphenyl)heptane-3,5-diol 3,5-diacetate
(3S,5S)-1,7-Bis(3,4-dihydroxyphenyl)heptane-3,5-diol 3,5-diacetate
Summary

SMILES: CC(=O)O[C@H](C[C@@H](OC(=O)C)CCc1ccc(c(c1)O)O)CCc1ccc(c(c1)O)O
InChI: InChI=1S/C23H28O8/c1-14(24)30-18(7-3-16-5-9-20(26)22(28)11-16)13-19(31-15(2)25)8-4-17-6-10-21(27)23(29)12-17/h5-6,9-12,18-19,26-29H,3-4,7-8,13H2,1-2H3/t18-,19-/m0/s1
InChIKey: BWSFBLYFHGZBRQ-OALUTQOASA-N
DeepSMILES: CC=O)O[C@H]C[C@@H]OC=O)C)))CCcccccc6)O))O)))))))))CCcccccc6)O))O
Scaffold Graph/Node/Bond level: c1ccc(CCCCCCCc2ccccc2)cc1
Scaffold Graph/Node level: C(CCCC1CCCCC1)CCCC1CCCCC1
Scaffold Graph level: C(CCCC1CCCCC1)CCCC1CCCCC1
Functional groups: CC(=O)OC; cO
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:
(3S,5S)-3, 5-diacetoxy-1, 7-bis (3,4-dihydroxyphenyl)heptane, (3s,5s)-3, 5-diacetoxy-1, 7-bis (3,4-dihydroxyphenyl)heptane
External chemical identifiers:
CID:CID_15118823
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(3S,5S)-1,7-Bis(3,4-dihydroxyphenyl)heptane-3,5-diol 3,5-diacetate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 432.47
Log P RDKit 3.33
Topological polar surface area (Å2) RDKit 133.52
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 31
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.09
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.39
Number of rotatable bonds RDKit 12
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
(3S,5S)-1,7-Bis(3,4-dihydroxyphenyl)heptane-3,5-diol 3,5-diacetate
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 Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.331835
(3S,5S)-1,7-Bis(3,4-dihydroxyphenyl)heptane-3,5-diol 3,5-diacetate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -6.31
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes