IMPPAT Phytochemical information: 
3,4,4-Trimethyl-3-[(1E)-3-methyl-1,3-butadienyl]bicyclo[4.1.0]heptan-2-one
3,4,4-Trimethyl-3-[(1E)-3-methyl-1,3-butadienyl]bicyclo[4.1.0]heptan-2-one
Summary

SMILES: CC(=C)/C=C/C1(C)C(=O)C2CC2CC1(C)C
InChI: InChI=1S/C15H22O/c1-10(2)6-7-15(5)13(16)12-8-11(12)9-14(15,3)4/h6-7,11-12H,1,8-9H2,2-5H3/b7-6+
InChIKey: MEZSYJGEKJZHDN-VOTSOKGWSA-N
DeepSMILES: CC=C)/C=C/CC)C=O)CCC3CC7C)C
Scaffold Graph/Node/Bond level: O=C1CCCC2CC12
Scaffold Graph/Node level: OC1CCCC2CC12
Scaffold Graph level: CC1CCCC2CC12
Functional groups: C=C(C)/C=C/C; 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
Synonymous chemical names:
3,4,4-trimethyl-3-[(1e)-3-methyl-1,3-butadienyl]bicyclo[4.1.0]heptan-2-one
External chemical identifiers:
CID:CID_5371123
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
3,4,4-Trimethyl-3-[(1E)-3-methyl-1,3-butadienyl]bicyclo[4.1.0]heptan-2-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 218.34
Log P RDKit 3.76
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 3
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.67
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
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 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
3,4,4-Trimethyl-3-[(1E)-3-methyl-1,3-butadienyl]bicyclo[4.1.0]heptan-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
3,4,4-Trimethyl-3-[(1E)-3-methyl-1,3-butadienyl]bicyclo[4.1.0]heptan-2-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 -4.58
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No