IMPPAT Phytochemical information: 
Indaquassin E
Indaquassin E
Summary

SMILES: C/C=C(/C(=O)O[C@@H]1[C@H]2[C@H](C)C[C@@H](C(=O)[C@]2(C)[C@@H]2[C@]34[C@@H]1OC(=O)[C@@H]([C@@]4(O)[C@](OC3)([C@H]([C@@H]2O)O)C)O)O)\C
InChI: InChI=1S/C25H34O11/c1-6-9(2)20(31)35-14-12-10(3)7-11(26)16(28)22(12,4)15-13(27)17(29)23(5)25(33)18(30)21(32)36-19(14)24(15,25)8-34-23/h6,10-15,17-19,26-27,29-30,33H,7-8H2,1-5H3/b9-6+/t10-,11+,12-,13-,14-,15-,17+,18+,19-,22+,23-,24+,25-/m1/s1
InChIKey: NSKFPPJEVXTEEZ-WNEQCNPNSA-N
DeepSMILES: C/C=C/C=O)O[C@@H][C@H][C@H]C)C[C@@H]C=O)[C@]6C)[C@@H][C@@][C@@H]%10OC=O)[C@@H][C@@]6O)[C@]OC9))[C@H][C@@H]%10O))O))C)))O)))))))))O))))))))\C
Scaffold Graph/Node/Bond level: O=C1CC2C3CCC4C5C(=O)CCCC5CC(O1)C24CO3
Scaffold Graph/Node level: OC1CC2C3CCC4C5C(O)CCCC5CC(O1)C24CO3
Scaffold Graph level: CC1CC2CC3CCCC(C)C3C3CCC4CCC23C4C1
Functional groups: CO; C/C=C(\C)C(=O)OC; CC(=O)C; COC(=O)C; COC
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: Triterpenoids
NP Classifier Class: Quassinoids
Synonymous chemical names:
indaquassin e
External chemical identifiers:
CID:CID_101046539; ZINC:ZINC000255248439
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Indaquassin E
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 510.54
Log P RDKit -1.39
Topological polar surface area (Å2) RDKit 180.05
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 13
Stereochemical complexity RDKit 0.52
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 20
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 3
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 2
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Indaquassin E
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 2
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.22
Indaquassin E
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 -10.15
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