IMPPAT Phytochemical information: 
Perhydrocyclopropa[e]azulene-4,5,6-triol, 1,1,4,6-tetramethyl
Perhydrocyclopropa[e]azulene-4,5,6-triol, 1,1,4,6-tetramethyl
Summary

SMILES: OC1C2C(CC1(C)O)C1C(C1(C)C)CCC2(C)O
InChI: InChI=1S/C15H26O3/c1-13(2)9-5-6-14(3,17)11-8(10(9)13)7-15(4,18)12(11)16/h8-12,16-18H,5-7H2,1-4H3
InChIKey: YRKJOBRVOKVJAK-UHFFFAOYSA-N
DeepSMILES: OCCCCC5C)O)))CCC3C)C))CCC7C)O
Scaffold Graph/Node/Bond level: C1CC2CCCC2C2CC2C1
Scaffold Graph/Node level: C1CC2CCCC2C2CC2C1
Scaffold Graph level: C1CC2CCCC2C2CC2C1
Functional groups: 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: Aromadendrane sesquiterpenoids
Synonymous chemical names:
Perhydrocyclopropa[e]azulene-4,5,6-triol, 1,1,4,6-tetramethyl
External chemical identifiers:
CID:CID_536447
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Perhydrocyclopropa[e]azulene-4,5,6-triol, 1,1,4,6-tetramethyl
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 254.37
Log P RDKit 1.55
Topological polar surface area (Å2) RDKit 60.69
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.47
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 15
Shape complexity RDKit 1
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
Perhydrocyclopropa[e]azulene-4,5,6-triol, 1,1,4,6-tetramethyl
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.61
Perhydrocyclopropa[e]azulene-4,5,6-triol, 1,1,4,6-tetramethyl
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 -6.89
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 Yes