IMPPAT Phytochemical information: 
cis-Dracunculifoliol
cis-Dracunculifoliol
Summary

SMILES: CC([C@H]([C@@]1(C)CC[C@]2([C@@H]1C(=C)CCC2)C)O)C
InChI: InChI=1S/C16H28O/c1-11(2)14(17)16(5)10-9-15(4)8-6-7-12(3)13(15)16/h11,13-14,17H,3,6-10H2,1-2,4-5H3/t13-,14+,15-,16-/m0/s1
InChIKey: XOCDJJVJLDUYLX-FZKCQIBNSA-N
DeepSMILES: CC[C@H][C@@]C)CC[C@][C@@H]5C=C)CCC6)))))C)))))O))C
Scaffold Graph/Node/Bond level: C=C1CCCC2CCCC12
Scaffold Graph/Node level: CC1CCCC2CCCC12
Scaffold Graph level: CC1CCCC2CCCC12
Functional groups: C=C(C)C; CO
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: Oppositane sesquiterpenoids
Synonymous chemical names:
cis-dracunculifoliol
External chemical identifiers:
CID:CID_91749998
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
cis-Dracunculifoliol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 236.4
Log P RDKit 4.17
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 16
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.88
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
cis-Dracunculifoliol
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.713567
cis-Dracunculifoliol
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 -4.50
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