IMPPAT Phytochemical information: 
12-Oxabicyclo[9.1.0]dodeca-3,7-diene
12-Oxabicyclo[9.1.0]dodeca-3,7-diene
Summary

SMILES: C1C/C=C\CC2C(CC/C=C\1)O2
InChI: InChI=1S/C11H16O/c1-2-4-6-8-10-11(12-10)9-7-5-3-1/h2,4-5,7,10-11H,1,3,6,8-9H2/b4-2-,7-5-
InChIKey: UXIDQHJXTXQPNK-ILNZVKDWSA-N
DeepSMILES: CC/C=C\CCCCC/C=C\%11))))O3
Scaffold Graph/Node/Bond level: C1=CCCC2OC2CC=CCC1
Scaffold Graph/Node level: C1CCCCC2OC2CCCC1
Scaffold Graph level: C1CCCCC2CC2CCCC1
Functional groups: C/C=C\C; CC1OC1C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Epoxides
Synonymous chemical names:
12-oxabicyclo[9.1.0]dodeca-3,7-diene, 12-oxabicyclo[9.1.0]dodeca-3,7-diene c
External chemical identifiers:
CID:CID_118325754; SureChEMBL:SCHEMBL17027683
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
12-Oxabicyclo[9.1.0]dodeca-3,7-diene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 164.25
Log P RDKit 2.83
Topological polar surface area (Å2) RDKit 12.53
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 11
Number of heavy atoms RDKit 12
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 0.18
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.64
Number of rotatable bonds RDKit 0
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
12-Oxabicyclo[9.1.0]dodeca-3,7-diene
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 0.395953
12-Oxabicyclo[9.1.0]dodeca-3,7-diene
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 Yes
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -5.84
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes