IMPPAT Phytochemical information: 
Indaquassin D
Indaquassin D
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[C@@]4(O)[C@](OC3)([C@H]([C@@H]2O)O)C)O)\C
InChI: InChI=1S/C25H34O10/c1-6-10(2)21(31)35-16-14-11(3)7-12(26)18(29)22(14,4)17-15(28)19(30)23(5)25(32)8-13(27)34-20(16)24(17,25)9-33-23/h6,11-12,14-17,19-20,26,28,30,32H,7-9H2,1-5H3/b10-6+/t11-,12+,14-,15-,16-,17-,19+,20-,22+,23-,24+,25-/m1/s1
InChIKey: IQVYKVSTCBYLQT-KXQHYISPSA-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[C@@]6O)[C@]OC9))[C@H][C@@H]%10O))O))C)))))))))))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; CC(=O)OC; 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 d
External chemical identifiers:
CID:CID_101046538; ZINC:ZINC000255220071
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Indaquassin D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 494.54
Log P RDKit -0.36
Topological polar surface area (Å2) RDKit 159.82
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 12
Stereochemical complexity RDKit 0.48
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 D
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 1
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 0.29
Indaquassin D
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
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 -9.66
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