IMPPAT Phytochemical information: 
Phyllantidine

Phyllantidine
Summary

SMILES: O=C1C=C2[C@@]3(O1)C[C@@H](C=C2)ON1[C@H]3CCCC1
InChI: InChI=1S/C13H15NO3/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(11)17-10/h4-5,7,10-11H,1-3,6,8H2/t10-,11+,13+/m1/s1
InChIKey: CTFXYMMZXWWOFY-MDZLAQPJSA-N
DeepSMILES: O=CC=C[C@@]O5)C[C@@H]C=C6))ON[C@H]6CCCC6
Scaffold Graph/Node/Bond level: O=C1C=C2C=CC3CC2(O1)C1CCCCN1O3
Scaffold Graph/Node level: OC1CC2CCC3CC2(O1)C1CCCCN1O3
Scaffold Graph level: CC1CC2CCC3CC4CCCCC4C2(C1)C3
Functional groups: CC=CC1=CC(=O)OC1; CN(C)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Oxazinanes
ClassyFire Subclass: 1,2-oxazinanes
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
phyllantidine
External chemical identifiers:
CID:12314211; ChEMBL:CHEMBL398499; ZINC:ZINC000028972952
Chemical structure download


Phyllantidine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 233.27
Log P RDKit 1.34
Topological polar surface area (Å2) RDKit 38.77
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.23
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.62
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
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 4


Phyllantidine
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 0.5917


Phyllantidine
ADMET 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 -6.91
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No