IMPPAT Phytochemical information: 
Adynerigenin beta-neritrioside
Adynerigenin beta-neritrioside
Summary

SMILES: CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CC[C@@]24[C@@H]3CC[C@]3([C@]4(O2)CC[C@@H]3C2=CC(=O)OC2)C)C)O[C@@H]([C@@H]1O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)C
InChI: InChI=1S/C42H64O17/c1-19-36(58-38-35(50)33(48)31(46)26(57-38)18-53-37-34(49)32(47)30(45)25(16-43)56-37)24(51-4)15-29(54-19)55-22-6-9-39(2)21(14-22)5-11-41-27(39)8-10-40(3)23(7-12-42(40,41)59-41)20-13-28(44)52-17-20/h13,19,21-27,29-38,43,45-50H,5-12,14-18H2,1-4H3/t19-,21-,22+,23-,24-,25-,26-,27-,29+,30-,31-,32+,33+,34-,35-,36+,37-,38+,39+,40-,41+,42-/m1/s1
InChIKey: FHDXJOXIIORNFS-HRQGBTQPSA-N
DeepSMILES: CO[C@@H]C[C@H]O[C@H]CC[C@][C@@H]C6)CC[C@][C@@H]6CC[C@][C@]6O7)CC[C@@H]5C=CC=O)OC5)))))))))C)))))))))C))))))O[C@@H][C@@H]6O[C@@H]O[C@H]CO[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))[C@H][C@@H][C@H]6O))O))O)))))))C
Scaffold Graph/Node/Bond level: O=C1C=C(C2CCC34OC35CCC3CC(OC6CCC(OC7CCCC(COC8CCCCO8)O7)CO6)CCC3C5CCC24)CO1
Scaffold Graph/Node level: OC1CC(C2CCC34OC35CCC3CC(OC6CCC(OC7CCCC(COC8CCCCO8)O7)CO6)CCC3C5CCC24)CO1
Scaffold Graph level: CC1CCC(C2CCC34CC35CCC3CC(CC6CCC(CC7CCCC(CCC8CCCCC8)C7)CC6)CCC3C5CCC24)C1
Functional groups: CC1=CC(=O)OC1; CO; COC; CO[C@@H](C)OC; C[C@@]1(C)O[C@]1(C)C; C[C@H](OC)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroid lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Cardenolides
Synonymous chemical names:
adynerigenin-beta-neritrioside
External chemical identifiers:
CID:91886678; ZINC:ZINC000252483707; MolPort-039-052-696
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Adynerigenin beta-neritrioside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 840.96
Log P RDKit -0.05
Topological polar surface area (Å2) RDKit 245.05
Number of hydrogen bond acceptors RDKit 17
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 42
Number of heavy atoms RDKit 59
Number of heteroatoms RDKit 17
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 22
Stereochemical complexity RDKit 0.52
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 39
Shape complexity RDKit 0.93
Number of rotatable bonds RDKit 10
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 5
Number of aliphatic rings RDKit 9
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 9
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 4
Number of saturated rings RDKit 8
Number of Smallest Set of Smallest Rings (SSSR) RDKit 9
Adynerigenin beta-neritrioside
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
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 0.0866