IMPPAT Phytochemical information: 
5,5,8A-Trimethyl-3,5,6,7,8,8a-hexahydro-2H-chromene

5,5,8A-Trimethyl-3,5,6,7,8,8a-hexahydro-2H-chromene
Summary

SMILES: CC1(C)CCCC2(C1=CCCO2)C
InChI: InChI=1S/C12H20O/c1-11(2)7-5-8-12(3)10(11)6-4-9-13-12/h6H,4-5,7-9H2,1-3H3
InChIKey: IKVLZMXNHQYWMF-UHFFFAOYSA-N
DeepSMILES: CCC)CCCCC6=CCCO6)))))C
Scaffold Graph/Node/Bond level: C1=C2CCCCC2OCC1
Scaffold Graph/Node level: C1CCC2OCCCC2C1
Scaffold Graph level: C1CCC2CCCCC2C1
Functional groups: CC=C(C)C; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Himachalane sesquiterpenoids
Synonymous chemical names:
5,5,8a-Trimethyl-3,5,6,7,8,8a-hexahydro-2H-chromene
External chemical identifiers:
CID:CID_580068
Chemical structure download


5,5,8A-Trimethyl-3,5,6,7,8,8a-hexahydro-2H-chromene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 180.29
Log P RDKit 3.3
Topological polar surface area (Å2) RDKit 9.23
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.08
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.83
Number of rotatable bonds RDKit 0
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 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


5,5,8A-Trimethyl-3,5,6,7,8,8a-hexahydro-2H-chromene
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 0.519643


5,5,8A-Trimethyl-3,5,6,7,8,8a-hexahydro-2H-chromene
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 -5.48
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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