IMPPAT Phytochemical information: 
Isonimolicinolide
Isonimolicinolide
Summary

SMILES: CC(=O)O[C@@H]1CC2C(C3C1(C)C1=CC(=O)[C@@]([C@@]1(CC3)C)(OC(=O)C)C1=CC(=O)OC1O)(C)C=CC(=O)C2(C)C
InChI: InChI=1S/C30H36O9/c1-15(31)37-23-14-19-26(3,4)21(33)9-10-27(19,5)18-8-11-28(6)20(29(18,23)7)13-22(34)30(28,39-16(2)32)17-12-24(35)38-25(17)36/h9-10,12-13,18-19,23,25,36H,8,11,14H2,1-7H3/t18?,19?,23-,25?,27?,28-,29?,30+/m1/s1
InChIKey: ZXURWFKNHWDZSV-XSVBSQRJSA-N
DeepSMILES: CC=O)O[C@@H]CCCCC6C)C=CC=O)[C@@][C@@]5CC9))C))OC=O)C)))C=CC=O)OC5O))))))))))))C)C=CC=O)C6C)C
Scaffold Graph/Node/Bond level: O=C1C=CC2C(CCC3C4=CC(=O)C(C5=CC(=O)OC5)C4CCC32)C1
Scaffold Graph/Node level: OC1CCC2C(CCC3C2CCC2C3CC(O)C2C2COC(O)C2)C1
Scaffold Graph level: CC1CCC2C(CCC3C2CCC2C3CC(C)C2C2CCC(C)C2)C1
Functional groups: CC(=O)OC; CC1=CC(=O)CC1; CC1=CC(=O)OC1O; CC=CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Triterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
isonimolicinolide
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isonimolicinolide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 540.61
Log P RDKit 3.14
Topological polar surface area (Å2) RDKit 133.27
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 39
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 19
Shape complexity RDKit 0.63
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Isonimolicinolide
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.42
Isonimolicinolide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.69
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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