IMPPAT Phytochemical information: 
Isoazadirolide
Isoazadirolide
Summary

SMILES: COC(=O)CC1C2(C)C(OC3C2=C(C)C(C3)C2=CC(=O)OC2O)C2C3C1(C)C(OC(=O)C=C(C)C)CC(C3(C)CO2)O
InChI: InChI=1S/C32H42O10/c1-14(2)8-23(35)41-21-12-20(33)30(4)13-39-26-27(30)31(21,5)19(11-22(34)38-7)32(6)25-15(3)16(9-18(25)40-28(26)32)17-10-24(36)42-29(17)37/h8,10,16,18-21,26-29,33,37H,9,11-13H2,1-7H3
InChIKey: LWHAGFHXOKLHEU-UHFFFAOYSA-N
DeepSMILES: COC=O)CCCC)COCC5=CC)CC5)C=CC=O)OC5O)))))))))))CCC6C)COC=O)C=CC)C)))))CCC6C)CO9)))O
Scaffold Graph/Node/Bond level: O=C1C=C(C2C=C3C(C2)OC2C3CC3CCCC4COC2C43)CO1
Scaffold Graph/Node level: OC1CC(C2CC3OC4C(CC5CCCC6COC4C65)C3C2)CO1
Scaffold Graph level: CC1CCC(C2CC3CC4C(CC5CCCC6CCC4C65)C3C2)C1
Functional groups: COC(C)=O; COC; CC(=C(C)C)C; CC1=CC(=O)OC1O; COC(=O)C=C(C)C; CO
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:
azadirolide, iso, isoazadirolide
External chemical identifiers:
CID:CID_101425842
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isoazadirolide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 586.68
Log P RDKit 2.76
Topological polar surface area (Å2) RDKit 137.82
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 42
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 0.38
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 7
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Isoazadirolide
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.214087
Isoazadirolide
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 Low
Log Kp (Skin permeation, cm/s) SwissADME -8.57
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
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