IMPPAT Phytochemical information: 
Leonitin

Leonitin
Summary

SMILES: CC(=O)OC[C@]12CCC[C@]3([C@@H]1[C@H](OC3=O)C[C@H]([C@@]12CC[C@@]2(O1)COC(=O)C2)C)C
InChI: InChI=1S/C22H30O7/c1-13-9-15-17-19(3,18(25)28-15)5-4-6-21(17,12-26-14(2)23)22(13)8-7-20(29-22)10-16(24)27-11-20/h13,15,17H,4-12H2,1-3H3/t13-,15-,17+,19+,20+,21-,22-/m1/s1
InChIKey: CDZQQSWVKUGOFL-BOCYPRFXSA-N
DeepSMILES: CC=O)OC[C@]CCC[C@][C@@H]6[C@H]OC5=O)))C[C@H][C@]%10CC[C@@]O5)COC=O)C5))))))))C)))))C
Scaffold Graph/Node/Bond level: O=C1CC2(CCC3(CCC4OC(=O)C5CCCC3C45)O2)CO1
Scaffold Graph/Node level: OC1CC2(CCC3(CCC4OC(O)C5CCCC3C45)O2)CO1
Scaffold Graph level: CC1CCC2(CCC3(CCC4CC(C)C5CCCC3C45)C2)C1
Functional groups: COC(C)=O; COC(=O)C; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Sesquiterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Labdane diterpenoids
Synonymous chemical names:
leonitin
External chemical identifiers:
CID:CID_101592487
Chemical structure download


Leonitin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 406.48
Log P RDKit 2.54
Topological polar surface area (Å2) RDKit 88.13
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.32
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 19
Shape complexity RDKit 0.86
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 3
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 2
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


Leonitin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
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 0.514282


Leonitin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME 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 -7.21
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No