IMPPAT Phytochemical information: 
17-Hydroxyazadiradione
17-Hydroxyazadiradione
Summary

SMILES: CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC(=O)[C@@]([C@@]1(CC3)C)(O)c1ccoc1)(C)C=CC(=O)C2(C)C
InChI: InChI=1S/C28H34O6/c1-16(29)34-23-14-19-24(2,3)21(30)8-10-25(19,4)18-7-11-26(5)20(27(18,23)6)13-22(31)28(26,32)17-9-12-33-15-17/h8-10,12-13,15,18-19,23,32H,7,11,14H2,1-6H3/t18-,19+,23-,25-,26-,27-,28+/m1/s1
InChIKey: QXKHBVSTPRHRQV-CWUDDJIGSA-N
DeepSMILES: CC=O)O[C@@H]C[C@@H][C@][C@@H][C@]6C)C=CC=O)[C@@][C@@]5CC9))C))O)cccoc5)))))))))))C)C=CC=O)C6C)C
Scaffold Graph/Node/Bond level: O=C1C=CC2C(CCC3C4=CC(=O)C(c5ccoc5)C4CCC32)C1
Scaffold Graph/Node level: OC1CCC2C(CCC3C2CCC2C3CC(O)C2C2CCOC2)C1
Scaffold Graph level: CC1CCC2C(CCC3C2CCC2C3CC(C)C2C2CCCC2)C1
Functional groups: CC(=O)OC; CC1=CC(=O)CC1; CO; coc; CC(=O)C=CC
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:
17beta-hydroxyazadiradione, 17beta-oh-azadiradione, azadiradione, 17-hydroxy, 17-b-hydroxyazadiradione, 17-hydroxyazadiradione, 17-oh-azadiradione, 17-β-hydroxyazadiradione
External chemical identifiers:
CID:CID_52951892; ChEMBL:CHEMBL1774390; ChEBI:CHEBI:67284; ZINC:ZINC000071317492
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
17-Hydroxyazadiradione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 466.57
Log P RDKit 4.52
Topological polar surface area (Å2) RDKit 93.81
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.61
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
17-Hydroxyazadiradione
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 0
Ghose rule RDKit Passed
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 0.64
17-Hydroxyazadiradione
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.39
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes