IMPPAT Phytochemical information: 
(3S,3aS,7S,8aR)-3,8,8-Trimethyl-6-methyleneoctahydro-1H-3a,7-methanoazulene
(3S,3aS,7S,8aR)-3,8,8-Trimethyl-6-methyleneoctahydro-1H-3a,7-methanoazulene
Summary

SMILES: C=C1CC[C@@]23C[C@@H]1C(C)(C)[C@H]2CC[C@@H]3C
InChI: InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h11-13H,1,5-9H2,2-4H3/t11-,12-,13+,15-/m0/s1
InChIKey: DYLPEFGBWGEFBB-XPCVCDNBSA-N
DeepSMILES: C=CCC[C@@]C[C@@H]6CC)C)[C@H]5CC[C@@H]8C
Scaffold Graph/Node/Bond level: C=C1CCC23CCCC2CC1C3
Scaffold Graph/Node level: CC1CCC23CCCC2CC1C3
Scaffold Graph level: CC1CCC23CCCC2CC1C3
Functional groups: C=C(C)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: Cedrane and Isocedrane sesquiterpenoids
Synonymous chemical names:
(3S,3aS,7S,8aR)-3,8,8-Trimethyl-6-methyleneoctahydro-1H-3a,7-methanoazulene
External chemical identifiers:
CID:CID_60147454
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(3S,3aS,7S,8aR)-3,8,8-Trimethyl-6-methyleneoctahydro-1H-3a,7-methanoazulene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 204.36
Log P RDKit 4.42
Topological polar surface area (Å2) RDKit 0
Number of hydrogen bond acceptors RDKit 0
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 0
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.87
Number of rotatable bonds RDKit 0
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
(3S,3aS,7S,8aR)-3,8,8-Trimethyl-6-methyleneoctahydro-1H-3a,7-methanoazulene
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 0.512513
(3S,3aS,7S,8aR)-3,8,8-Trimethyl-6-methyleneoctahydro-1H-3a,7-methanoazulene
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 No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -4.10
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