IMPPAT Phytochemical information: 
Neriaside
Neriaside
Summary

SMILES: CO[C@@H]1C[C@H](O[C@H]2CC[C@]3([C@@H](C2)CCC(=O)[C@@H]3CC[C@@]2(C)[C@@H](O)CC[C@@H]2C2=CC(=O)OC2)C)O[C@@H]([C@@H]1O)C
InChI: InChI=1S/C30H46O8/c1-17-28(34)24(35-4)15-27(37-17)38-20-9-11-29(2)19(14-20)5-7-23(31)22(29)10-12-30(3)21(6-8-25(30)32)18-13-26(33)36-16-18/h13,17,19-22,24-25,27-28,32,34H,5-12,14-16H2,1-4H3/t17-,19-,20+,21-,22+,24-,25+,27+,28+,29+,30-/m1/s1
InChIKey: KUTOHRFWBGRRJP-HKOCHUGDSA-N
DeepSMILES: CO[C@@H]C[C@H]O[C@H]CC[C@][C@@H]C6)CCC=O)[C@@H]6CC[C@@]C)[C@@H]O)CC[C@@H]5C=CC=O)OC5)))))))))))))))))C))))))O[C@@H][C@@H]6O))C
Scaffold Graph/Node/Bond level: O=C1C=C(C2CCCC2CCC2C(=O)CCC3CC(OC4CCCCO4)CCC32)CO1
Scaffold Graph/Node level: OC1CC(C2CCCC2CCC2C(O)CCC3CC(OC4CCCCO4)CCC32)CO1
Scaffold Graph level: CC1CCC(C2CCCC2CCC2C(C)CCC3CC(CC4CCCCC4)CCC32)C1
Functional groups: COC; C[C@H](OC)OC; CO; CC(=O)C; CC1=CC(=O)OC1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Cardenolides
Synonymous chemical names:
neriaside, Neriaside, 14-seco-cardenolide
External chemical identifiers:
CID:CID_101324843; ZINC:ZINC000255224125
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Neriaside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 534.69
Log P RDKit 3.71
Topological polar surface area (Å2) RDKit 111.52
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.37
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.87
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Neriaside
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 3
Ghose rule RDKit Failed
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 0.38
Neriaside
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.81
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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