IMPPAT Phytochemical information: 
3,6,6,9-Bisepoxy-farnesa-1,7(14),10-triene
3,6,6,9-Bisepoxy-farnesa-1,7(14),10-triene
Summary

SMILES: C=CC1(C)CCC2(O1)OC(CC2=C)C=C(C)C
InChI: InChI=1S/C15H22O2/c1-6-14(5)7-8-15(17-14)12(4)10-13(16-15)9-11(2)3/h6,9,13H,1,4,7-8,10H2,2-3,5H3
InChIKey: WKVFNUBTMXSGNM-UHFFFAOYSA-N
DeepSMILES: C=CCC)CCCO5)OCCC5=C)))C=CC)C
Scaffold Graph/Node/Bond level: C=C1CCOC12CCCO2
Scaffold Graph/Node level: CC1CCOC12CCCO2
Scaffold Graph level: CC1CCCC12CCCC2
Functional groups: C=CC; C=C1CCOC1(C)OC; CC=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Monoterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Farnesane sesquiterpenoids
Synonymous chemical names:
3,6,6,9-Bisepoxy-farnesa-1,7(14),10-triene, 3-epi-3,6;6,9-bisepoxy-farnesa-1,7(14),10-triene, 3,9-diepi-3,6;6,9-bisepoxy-farnesa-1,7(14),10-triene, 9-epi-3,6;6,9-bisepoxy-farnesa-1,7(14),10-triene, 3,6,6,9-bis-epoxyfarnesa-1,7(14),10-triene, 3,6;6,9-bisepoxy-farnesa-1,7(14),10-triene
External chemical identifiers:
CID:CID_6429155
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
3,6,6,9-Bisepoxy-farnesa-1,7(14),10-triene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 234.34
Log P RDKit 3.75
Topological polar surface area (Å2) RDKit 18.46
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.6
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
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 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
3,6,6,9-Bisepoxy-farnesa-1,7(14),10-triene
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.677421
3,6,6,9-Bisepoxy-farnesa-1,7(14),10-triene
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 -5.54
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No