IMPPAT Phytochemical information: 
2-[(1E,2E)-2-Buten-1-ylidene]-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptane
2-[(1E,2E)-2-Buten-1-ylidene]-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptane
Summary

SMILES: C/C=C/C=C\1/C2(C)CCC(C1(C)C)O2
InChI: InChI=1S/C13H20O/c1-5-6-7-10-12(2,3)11-8-9-13(10,4)14-11/h5-7,11H,8-9H2,1-4H3/b6-5+,10-7+
InChIKey: RRUCICKXWFEVIP-WEYXYWBQSA-N
DeepSMILES: C/C=C/C=C/CC)CCCC/6C)C))O5
Scaffold Graph/Node/Bond level: C=C1CC2CCC1O2
Scaffold Graph/Node level: CC1CC2CCC1O2
Scaffold Graph level: CC1CC2CCC1C2
Functional groups: C/C=C/C=C(/C)C; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Oxolanes
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Apocarotenoids
NP Classifier Class: Apocarotenoids (β-)|Megastigmanes
Synonymous chemical names:
(z,e)-2,5-epoxy-6,8-megastigmadiene
External chemical identifiers:
CID:CID_14542439; SureChEMBL:SCHEMBL11358013
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-[(1E,2E)-2-Buten-1-ylidene]-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptane
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 192.3
Log P RDKit 3.47
Topological polar surface area (Å2) RDKit 9.23
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 14
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.15
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.69
Number of rotatable bonds RDKit 1
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
2-[(1E,2E)-2-Buten-1-ylidene]-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptane
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 0.617869
2-[(1E,2E)-2-Buten-1-ylidene]-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptane
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 -5.41
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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