IMPPAT Phytochemical information: 
2,10,10-Trimethyltricyclo[7.1.1.0(2,7)]undec-6-en-8-one
2,10,10-Trimethyltricyclo[7.1.1.0(2,7)]undec-6-en-8-one
Summary

SMILES: O=C1C2CC(C2(C)C)C2(C1=CCCC2)C
InChI: InChI=1S/C14H20O/c1-13(2)10-8-11(13)14(3)7-5-4-6-9(14)12(10)15/h6,10-11H,4-5,7-8H2,1-3H3
InChIKey: HJCZUMQOFFQREW-UHFFFAOYSA-N
DeepSMILES: O=CCCCC4C)C))CC6=CCCC6)))))C
Scaffold Graph/Node/Bond level: O=C1C2=CCCCC2C2CC1C2
Scaffold Graph/Node level: OC1C2CC(C2)C2CCCCC12
Scaffold Graph level: CC1C2CC(C2)C2CCCCC12
Functional groups: CC=C(C)C(=O)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: Cycloeudesmane sesquiterpenoids
Synonymous chemical names:
2,10,10-Trimethyltricyclo[7.1.1.0(2,7)]undec-6-en-8-one
External chemical identifiers:
CID:CID_604934
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2,10,10-Trimethyltricyclo[7.1.1.0(2,7)]undec-6-en-8-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 204.31
Log P RDKit 3.35
Topological polar surface area (Å2) RDKit 17.07
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.21
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.79
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
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 4
2,10,10-Trimethyltricyclo[7.1.1.0(2,7)]undec-6-en-8-one
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 0.591126
2,10,10-Trimethyltricyclo[7.1.1.0(2,7)]undec-6-en-8-one
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 -4.98
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No