IMPPAT Phytochemical information: 
1-Isobutyl-7,7-dimethyl-octahydro-isobenzofuran-3a-ol

1-Isobutyl-7,7-dimethyl-octahydro-isobenzofuran-3a-ol
Summary

SMILES: CC(CC1OCC2(C1C(C)(C)CCC2)O)C
InChI: InChI=1S/C14H26O2/c1-10(2)8-11-12-13(3,4)6-5-7-14(12,15)9-16-11/h10-12,15H,5-9H2,1-4H3
InChIKey: NNNNPTIIXQMRPR-UHFFFAOYSA-N
DeepSMILES: CCCCOCCC5CC)C)CCC6)))))O))))))C
Scaffold Graph/Node/Bond level: C1CCC2COCC2C1
Scaffold Graph/Node level: C1CCC2COCC2C1
Scaffold Graph level: C1CCC2CCCC2C1
Functional groups: COC; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Isobenzofurans
NP Classifier Biosynthetic pathway: Terpenoids
Synonymous chemical names:
1-isobutyl-7,7-dimethyl-octahydro-isobenzofuran-3a-ol
External chemical identifiers:
CID:CID_597971
Chemical structure download


1-Isobutyl-7,7-dimethyl-octahydro-isobenzofuran-3a-ol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 226.36
Log P RDKit 2.99
Topological polar surface area (Å2) RDKit 29.46
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.21
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 1
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
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 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


1-Isobutyl-7,7-dimethyl-octahydro-isobenzofuran-3a-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 0.78408


1-Isobutyl-7,7-dimethyl-octahydro-isobenzofuran-3a-ol
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 -5.35
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No