IMPPAT Phytochemical information: 
(4R)-3,3,4-trimethyl-4-(4-methylphenyl)cyclopentan-1-one

(4R)-3,3,4-trimethyl-4-(4-methylphenyl)cyclopentan-1-one
Summary

SMILES: O=C1C[C@@](C(C1)(C)C)(C)c1ccc(cc1)C
InChI: InChI=1S/C15H20O/c1-11-5-7-12(8-6-11)15(4)10-13(16)9-14(15,2)3/h5-8H,9-10H2,1-4H3/t15-/m0/s1
InChIKey: MTWLTRIBMFLOIL-HNNXBMFYSA-N
DeepSMILES: O=CC[C@@]CC5)C)C))C)cccccc6))C
Scaffold Graph/Node/Bond level: O=C1CCC(c2ccccc2)C1
Scaffold Graph/Node level: OC1CCC(C2CCCCC2)C1
Scaffold Graph level: CC1CCC(C2CCCCC2)C1
Functional groups: CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Sesquiterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Cuparane sesquiterpenoids
Synonymous chemical names:
beta-cuparenone, Cuparenone,β-, Cuparenone, beta-
External chemical identifiers:
CID:CID_10998446
Chemical structure download


(4R)-3,3,4-trimethyl-4-(4-methylphenyl)cyclopentan-1-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 216.32
Log P RDKit 3.64
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 15
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.07
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.53
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


(4R)-3,3,4-trimethyl-4-(4-methylphenyl)cyclopentan-1-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 0.7


(4R)-3,3,4-trimethyl-4-(4-methylphenyl)cyclopentan-1-one
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 High
Log Kp (Skin permeation, cm/s) SwissADME -5.11
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No