IMPPAT Phytochemical information: 
Zoapatanolide B

Zoapatanolide B
Summary

SMILES: C/C=C(\C(=O)OC1/C(=C\CC(O)/C(=C\C2C(C1O)C(=C)C(=O)O2)/C)/C)/C
InChI: InChI=1S/C20H26O6/c1-6-10(2)19(23)26-18-11(3)7-8-14(21)12(4)9-15-16(17(18)22)13(5)20(24)25-15/h6-7,9,14-18,21-22H,5,8H2,1-4H3/b10-6-,11-7-,12-9-
InChIKey: ILHXFEFUBORMRT-KAFDAXIMSA-N
DeepSMILES: C/C=C\C=O)OC/C=C\CCO)/C=C\CCC%10O))C=C)C=O)O5))))))/C)))))/C)))))/C
Scaffold Graph/Node/Bond level: C=C1C(=O)OC2C=CCCC=CCCC12
Scaffold Graph/Node level: CC1C(O)OC2CCCCCCCCC21
Scaffold Graph level: CC1CC2CCCCCCCCC2C1C
Functional groups: C/C=C(/C)C(=O)OC; C/C=C(/C)C; CO; C=C1CCOC1=O
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: Sesquiterpenoids
NP Classifier Class: Germacrane sesquiterpenoids
Synonymous chemical names:
zoapatanolide b, Zoapatanolide B
External chemical identifiers:
CID:CID_5458914
Chemical structure download


Zoapatanolide B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 362.42
Log P RDKit 1.98
Topological polar surface area (Å2) RDKit 93.06
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


Zoapatanolide B
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 Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.44


Zoapatanolide B
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 High
Log Kp (Skin permeation, cm/s) SwissADME -7.76
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 4
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