IMPPAT Phytochemical information: 
Cymbodiacetal

Cymbodiacetal
Summary

SMILES: CC(=C)[C@@H]1CC[C@]23[C@](C1)(O)O[C@]1(CC2)[C@@](O3)(O)C[C@@H](CC1)C(=C)C
InChI: InChI=1S/C20H30O4/c1-13(2)15-5-7-17-9-10-18(23-19(17,21)11-15)8-6-16(14(3)4)12-20(18,22)24-17/h15-16,21-22H,1,3,5-12H2,2,4H3/t15-,16-,17-,18-,19-,20-/m1/s1
InChIKey: WNSFNRZOIJSTPM-BZIXAJQCSA-N
DeepSMILES: CC=C)[C@@H]CC[C@][C@]C6)O)O[C@]CC6))[C@@]O6)O)C[C@@H]CC6))C=C)C
Scaffold Graph/Node/Bond level: C1CCC23CCC4(CCCCC4O2)OC3C1
Scaffold Graph/Node level: C1CCC23CCC4(CCCCC4O2)OC3C1
Scaffold Graph level: C1CCC23CCC4(CCCCC4C2)CC3C1
Functional groups: C=C(C)C; C[C@](O)(C)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Dioxanes
ClassyFire Subclass: 1,4-dioxanes
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
Synonymous chemical names:
Cymbodiacetal
Chemical structure download


Cymbodiacetal
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 334.46
Log P RDKit 3.43
Topological polar surface area (Å2) RDKit 58.92
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.3
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 16
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 2
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


Cymbodiacetal
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.76


Cymbodiacetal
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.00
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 Yes