IMPPAT Phytochemical information: 
Longilene peroxide

Longilene peroxide
Summary

SMILES: C[C@H]([C@H]1CC[C@H](O1)[C@H]1CC[C@@H](O1)[C@@H]1CC[C@@H](O1)[C@H](C/C=C/C(O)(C)C)C)C/C=C/C(O)(C)C
InChI: InChI=1S/C28H48O5/c1-19(9-7-17-27(3,4)29)21-11-13-23(31-21)25-15-16-26(33-25)24-14-12-22(32-24)20(2)10-8-18-28(5,6)30/h7-8,17-26,29-30H,9-16H2,1-6H3/b17-7+,18-8+/t19-,20-,21+,22+,23-,24-,25+,26+/m0/s1
InChIKey: JKCKDVJGGOMNHE-WBMRNAERSA-N
DeepSMILES: C[C@H][C@H]CC[C@H]O5)[C@H]CC[C@@H]O5)[C@@H]CC[C@@H]O5)[C@H]C/C=C/CO)C)C)))))C))))))))))))))C/C=C/CO)C)C
Scaffold Graph/Node/Bond level: C1COC(C2CCC(C3CCCO3)O2)C1
Scaffold Graph/Node level: C1COC(C2CCC(C3CCCO3)O2)C1
Scaffold Graph level: C1CCC(C2CCC(C3CCCC3)C2)C1
Functional groups: C/C=C/C; CO; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Oxolanes
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Polyethers
NP Classifier Class: Oxasqualenoids
Synonymous chemical names:
longilene peroxide
External chemical identifiers:
CID:101129808
Chemical structure download


Longilene peroxide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 464.69
Log P RDKit 5.34
Topological polar surface area (Å2) RDKit 68.15
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 24
Shape complexity RDKit 0.86
Number of rotatable bonds RDKit 10
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
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 0
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Longilene peroxide
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
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 0.4275


Longilene peroxide
ADMET 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 High
Log Kp (Skin permeation, cm/s) SwissADME -5.88
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No