IMPPAT Phytochemical information: 
2-[(1R,3S,4S)-3-Isopropenyl-4-vinyl-4-methylcyclohexyl]-2-propene-1-ol
2-[(1R,3S,4S)-3-Isopropenyl-4-vinyl-4-methylcyclohexyl]-2-propene-1-ol
Summary

SMILES: OCC(=C)[C@@H]1CC[C@@]([C@@H](C1)C(=C)C)(C)C=C
InChI: InChI=1S/C15H24O/c1-6-15(5)8-7-13(12(4)10-16)9-14(15)11(2)3/h6,13-14,16H,1-2,4,7-10H2,3,5H3/t13-,14+,15-/m1/s1
InChIKey: KNLJFYVIVVSUNJ-QLFBSQMISA-N
DeepSMILES: OCC=C)[C@@H]CC[C@@][C@@H]C6)C=C)C)))C)C=C
Scaffold Graph/Node/Bond level: C1CCCCC1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: CO; C=C(C)C; C=CC
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: Elemane sesquiterpenoids
Synonymous chemical names:
(-)elema-1,3,11(13)-trien-12-ol
External chemical identifiers:
CID:CID_11564800; ChEMBL:CHEMBL3314230; ZINC:ZINC000035822835; SureChEMBL:SCHEMBL14189188
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-[(1R,3S,4S)-3-Isopropenyl-4-vinyl-4-methylcyclohexyl]-2-propene-1-ol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 220.36
Log P RDKit 3.72
Topological polar surface area (Å2) RDKit 20.23
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
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 6
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.6
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 1
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 1
2-[(1R,3S,4S)-3-Isopropenyl-4-vinyl-4-methylcyclohexyl]-2-propene-1-ol
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 0.715887
2-[(1R,3S,4S)-3-Isopropenyl-4-vinyl-4-methylcyclohexyl]-2-propene-1-ol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.19
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