IMPPAT Phytochemical information: 
6,6-Dimethyl-2-methylenebicyclo[3.1.1]hept-3-yl acetate
6,6-Dimethyl-2-methylenebicyclo[3.1.1]hept-3-yl acetate
Summary

SMILES: CC(=O)OC1CC2CC(C1=C)C2(C)C
InChI: InChI=1S/C12H18O2/c1-7-10-5-9(12(10,3)4)6-11(7)14-8(2)13/h9-11H,1,5-6H2,2-4H3
InChIKey: UDBAGFUFASPUFS-UHFFFAOYSA-N
DeepSMILES: CC=O)OCCCCCC6=C))C4C)C
Scaffold Graph/Node/Bond level: C=C1CCC2CC1C2
Scaffold Graph/Node level: CC1CCC2CC1C2
Scaffold Graph level: CC1CCC2CC1C2
Functional groups: COC(C)=O; C=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: Monoterpenoids
NP Classifier Class: Pinane monoterpenoids
Synonymous chemical names:
pinocarvyl acetate, cis-Pinocarvyl acetate, trans-pinocarvyl acetate, trans-Pinocarvyl acetate, Pinocarvyl acetate, cis-pinocarvyl acetate, 6,6-Dimethyl-2-methylenebicyclo[3.1.1]hept-3-yl acetate
External chemical identifiers:
CID:CID_102553; SureChEMBL:SCHEMBL11194228
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
6,6-Dimethyl-2-methylenebicyclo[3.1.1]hept-3-yl acetate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 194.27
Log P RDKit 2.54
Topological polar surface area (Å2) RDKit 26.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 14
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 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.75
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
6,6-Dimethyl-2-methylenebicyclo[3.1.1]hept-3-yl acetate
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 0.473395
6,6-Dimethyl-2-methylenebicyclo[3.1.1]hept-3-yl acetate
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 -5.81
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 No