IMPPAT Phytochemical information: 
Azadirachtin F
Azadirachtin F
Summary

SMILES: COC(=O)[C@H]([C@H]1[C@@](C)([C@H](O)[C@H]2[C@@H]3[C@]1(C)[C@@H](O)C[C@H]([C@]3(CO2)C(=O)OC)OC(=O)/C(=C/C)/C)[C@@]12O[C@@]2(C)[C@@H]2C[C@H]1O[C@H]1[C@]2(O)C=CO1)O
InChI: InChI=1S/C33H44O14/c1-8-14(2)24(37)45-17-12-16(34)28(3)21(19(35)25(38)41-6)29(4,23(36)20-22(28)31(17,13-44-20)26(39)42-7)33-18-11-15(30(33,5)47-33)32(40)9-10-43-27(32)46-18/h8-10,15-23,27,34-36,40H,11-13H2,1-7H3/b14-8+/t15-,16-,17+,18+,19-,20+,21+,22+,23+,27-,28+,29-,30-,31-,32-,33-/m0/s1
InChIKey: JBYMKLQRMUTCTE-VGOSKUKMSA-N
DeepSMILES: COC=O)[C@H][C@H][C@@]C)[C@H]O)[C@H][C@@H][C@]6C)[C@@H]O)C[C@H][C@]6CO9))C=O)OC))))OC=O)/C=C/C))/C)))))))))))[C@]O[C@@]3C)[C@@H]C[C@H]6O[C@H][C@]6O)C=CO5))))))))))))))O
Scaffold Graph/Node/Bond level: C1=CC2C(O1)OC1CC2C2OC12C1CC2CCCC3COC(C1)C32
Scaffold Graph/Node level: C1CC2COC3CC(C45OC4C4CC5OC5OCCC54)CC(C1)C23
Scaffold Graph level: C1CC2CCC3CC(C45CC4C4CC5CC5CCCC54)CC(C1)C23
Functional groups: COC(C)=O; CO; COC; C/C=C(\C)C(=O)OC; C[C@@]1(C)O[C@]1(C)C; CO[C@H]1CC=CO1
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:
azadirachtin f
External chemical identifiers:
CID:CID_6443385
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Azadirachtin F
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 664.7
Log P RDKit -0.11
Topological polar surface area (Å2) RDKit 200.04
Number of hydrogen bond acceptors RDKit 14
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 33
Number of heavy atoms RDKit 47
Number of heteroatoms RDKit 14
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 16
Stereochemical complexity RDKit 0.48
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.79
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 7
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Azadirachtin F
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 Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.126859
Azadirachtin F
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
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 -9.28
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