IMPPAT Phytochemical information: 
Cycloisolongifolene, 8,9-dehydro-9-formyl-

Cycloisolongifolene, 8,9-dehydro-9-formyl-
Summary

SMILES: O=CC1=CC23C4(C(C1)(C)C)C2CC(C3(C)C)C4
InChI: InChI=1S/C16H22O/c1-13(2)6-10(9-17)7-16-12-5-11(14(16,3)4)8-15(12,13)16/h7,9,11-12H,5-6,8H2,1-4H3
InChIKey: HXODQHBECCCMFP-UHFFFAOYSA-N
DeepSMILES: O=CC=CCCCC6)C)C))C3CCC6C)C))C5
Scaffold Graph/Node/Bond level: C1=CC23CC4CC2C3(CC1)C4
Scaffold Graph/Node level: C1CCC23CC4CC2C3(C1)C4
Scaffold Graph level: C1CCC23CC4CC2C3(C1)C4
Functional groups: CC=C(C=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Monoterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Patchoulane sesquiterpenoids
Synonymous chemical names:
8,9-dehydro-9-formyl-cycloisolongifolene, Cycloisolongifolene, 8,9-dehydro-9-formyl-
External chemical identifiers:
CID:CID_615367
Chemical structure download


Cycloisolongifolene, 8,9-dehydro-9-formyl-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 230.35
Log P RDKit 3.59
Topological polar surface area (Å2) RDKit 17.07
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
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 3
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.81
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 5
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


Cycloisolongifolene, 8,9-dehydro-9-formyl-
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 0.629062


Cycloisolongifolene, 8,9-dehydro-9-formyl-
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 -5.03
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