IMPPAT Phytochemical information: 
5-(Hydroxymethyl)-1,6,6-trimethylbicyclo[2.1.1]hexan-2-one
5-(Hydroxymethyl)-1,6,6-trimethylbicyclo[2.1.1]hexan-2-one
Summary

SMILES: OCC1C2CC(=O)C1(C2(C)C)C
InChI: InChI=1S/C10H16O2/c1-9(2)6-4-8(12)10(9,3)7(6)5-11/h6-7,11H,4-5H2,1-3H3
InChIKey: MKYPMAXOCHCQNL-UHFFFAOYSA-N
DeepSMILES: OCCCCC=O)C5C5C)C))C
Scaffold Graph/Node/Bond level: O=C1CC2CC1C2
Scaffold Graph/Node level: OC1CC2CC1C2
Scaffold Graph level: CC1CC2CC1C2
Functional groups: CO; CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbonyl compounds
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Camphane monoterpenoids
Synonymous chemical names:
5-hydroxymethyl-1,6,6-trimethylbicyclo[2.1.1]hexan-2-one
External chemical identifiers:
CID:CID_101638096
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
5-(Hydroxymethyl)-1,6,6-trimethylbicyclo[2.1.1]hexan-2-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 168.24
Log P RDKit 1.23
Topological polar surface area (Å2) RDKit 37.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 12
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 0.3
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.9
Number of rotatable bonds RDKit 1
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
5-(Hydroxymethyl)-1,6,6-trimethylbicyclo[2.1.1]hexan-2-one
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.64
5-(Hydroxymethyl)-1,6,6-trimethylbicyclo[2.1.1]hexan-2-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.71
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