IMPPAT Phytochemical information: 
Neocycasin-a
Neocycasin-a
Summary

SMILES: OCC1OC(OC/N=[N+](\C)/[O-])C(C(C1O)OC1OC(CO)C(C(C1O)O)O)O
InChI: InChI=1S/C14H26N2O12/c1-16(24)15-4-25-13-11(23)12(8(20)6(3-18)26-13)28-14-10(22)9(21)7(19)5(2-17)27-14/h5-14,17-23H,2-4H2,1H3/b16-15+
InChIKey: JJUIEUVEXJLADW-FOCLMDBBSA-N
DeepSMILES: OCCOCOC/N=[N+]\C)/[O-])))))CCC6O))OCOCCO))CCC6O))O))O)))))))O
Scaffold Graph/Node/Bond level: C1CCC(OC2CCOCC2)OC1
Scaffold Graph/Node level: C1CCC(OC2CCOCC2)OC1
Scaffold Graph level: C1CCC(CC2CCCCC2)CC1
Functional groups: CO; COC(OC/N=[N+](\C)[O-])C; COC(C)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbohydrates and carbohydrate conjugates
Synonymous chemical names:
neocycasin-a
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Neocycasin-a
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 414.36
Log P RDKit -4.82
Topological polar surface area (Å2) RDKit 216.96
Number of hydrogen bond acceptors RDKit 13
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 14
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.71
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 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
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 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
Neocycasin-a
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 1
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.118544
Neocycasin-a
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -11.68
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 3
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