IMPPAT Phytochemical information: 
Kutkin
Kutkin
Summary

SMILES: OC[C@H]1O[C@@H](OC(=O)c2ccc(c(c2)OC)OC(=O)/C=C/c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O.O.O
InChI: InChI=1S/C23H24O10.2H2O/c1-30-16-11-14(22(29)33-23-21(28)20(27)19(26)17(12-24)32-23)8-9-15(16)31-18(25)10-7-13-5-3-2-4-6-13;;/h2-11,17,19-21,23-24,26-28H,12H2,1H3;2*1H2/b10-7+;;/t17-,19-,20+,21-,23+;;/m1../s1
InChIKey: XSIQHIDJSCQWBB-QHJBZRDQSA-N
DeepSMILES: OC[C@H]O[C@@H]OC=O)cccccc6)OC)))OC=O)/C=C/cccccc6))))))))))))))))[C@@H][C@H][C@@H]6O))O))O.O.O
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)Oc1ccc(C(=O)OC2CCCCO2)cc1
Scaffold Graph/Node level: OC(CCC1CCCCC1)OC1CCC(C(O)OC2CCCCO2)CC1
Scaffold Graph level: CC(CCC1CCCCC1)CC1CCC(C(C)CC2CCCCC2)CC1
Functional groups: CO; O; cC(=O)O[C@@H](C)OC; cOC; c/C=C/C(=O)Oc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Tannins
ClassyFire Subclass: Hydrolyzable tannins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenylpropanoids (C6-C3)
NP Classifier Class: Cinnamic acids and derivatives
Synonymous chemical names:
Kutkin, kutkin
External chemical identifiers:
CID:CID_131750182
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Kutkin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 496.47
Log P RDKit -1.38
Topological polar surface area (Å2) RDKit 214.98
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.22
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 16
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.3
Number of rotatable bonds RDKit 9
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 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Kutkin
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 2
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.200091
Kutkin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.97
Number of PAINS structural alerts SwissADME 0
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