IMPPAT Phytochemical information: 
Isonarthogenin

Isonarthogenin
Summary

SMILES: COc1cccc2c1oc(c2)C(=O)C1=C(O)C(=O)N(C1c1ccc(cc1)O)c1nc(c(s1)C(=O)C)C
InChI: InChI=1S/C26H20N2O7S/c1-12-24(13(2)29)36-26(27-12)28-20(14-7-9-16(30)10-8-14)19(22(32)25(28)33)21(31)18-11-15-5-4-6-17(34-3)23(15)35-18/h4-11,20,30,32H,1-3H3
InChIKey: SDSGTLDQZGXZMP-UHFFFAOYSA-N
DeepSMILES: COcccccc6occ5)C=O)C=CO)C=O)NC5cccccc6))O))))))cnccs5)C=O)C)))C
Scaffold Graph/Node/Bond level: O=C(C1=CC(=O)N(c2nccs2)C1c1ccccc1)c1cc2ccccc2o1
Scaffold Graph/Node level: OC(C1CC2CCCCC2O1)C1CC(O)N(C2NCCS2)C1C1CCCCC1
Scaffold Graph level: CC1CC(C(C)C2CC3CCCCC3C2)C(C2CCCCC2)C1C1CCCC1
Functional groups: cC(C)=O; cOC; coc; cC(=O)C1=C(O)C(=O)N(c)C1; cO; cnc; csc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyrrolines
ClassyFire Subclass: Phenylpyrrolines
Synonymous chemical names:
isonarthogenin
Chemical structure download


Isonarthogenin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 504.52
Log P RDKit 4.9
Topological polar surface area (Å2) RDKit 130.17
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 1
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.04
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 22
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.15
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 4
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


Isonarthogenin
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 0.354824


Isonarthogenin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -6.05
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No