IMPPAT Phytochemical information: 
Swietemahonin B
Swietemahonin B
Summary

SMILES: CCC(=O)O[C@@H]1[C@@H]2[C@H]3O[C@]43[C@@H]([C@@](C2=O)([C@H](C1(C)C)[C@H](C(=O)OC)OC(=O)C)C)CC[C@@]1(C4CC(=O)O[C@H]1c1ccoc1)C
InChI: InChI=1S/C32H40O11/c1-8-19(34)41-26-21-24(36)31(6,23(29(26,3)4)22(28(37)38-7)40-15(2)33)17-9-11-30(5)18(32(17)27(21)43-32)13-20(35)42-25(30)16-10-12-39-14-16/h10,12,14,17-18,21-23,25-27H,8-9,11,13H2,1-7H3/t17-,18?,21-,22-,23+,25+,26-,27-,30-,31-,32-/m1/s1
InChIKey: RZHCWHKYSBLXTK-ARRUSZBJSA-N
DeepSMILES: CCC=O)O[C@@H][C@@H][C@H]O[C@@]3[C@@H][C@@]C7=O))[C@H]C9C)C))[C@H]C=O)OC)))OC=O)C)))))C))CC[C@@]C6CC=O)O[C@H]6cccoc5))))))))))C
Scaffold Graph/Node/Bond level: O=C1CC2C(CCC3C4CCCC(C4=O)C4OC324)C(c2ccoc2)O1
Scaffold Graph/Node level: OC1CC2C(CCC3C4CCCC(C4O)C4OC324)C(C2CCOC2)O1
Scaffold Graph level: CC1CC(C2CCCC2)C2CCC3C4CCCC(C4C)C4CC34C2C1
Functional groups: CC(=O)OC; C[C@@]1(C)O[C@@H]1C; coc; CC(=O)C; COC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Triterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
Swietemahonin B, swietemahonin b
External chemical identifiers:
CID:CID_102056053
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Swietemahonin B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 600.66
Log P RDKit 3.73
Topological polar surface area (Å2) RDKit 147.94
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 43
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.34
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 23
Shape complexity RDKit 0.72
Number of rotatable bonds RDKit 9
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 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Swietemahonin B
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.267187
Swietemahonin B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
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 -7.82
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