IMPPAT Phytochemical information: 
Nimbocinolide
Nimbocinolide
Summary

SMILES: CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC[C@H]([C@@]1([C@H]([C@H]3OC(=O)C(O)(C)C)O)C)C1=CC(OC1=O)O)(C)C=CC(=O)C2(C)C
InChI: InChI=1S/C32H42O10/c1-15(33)40-21-14-19-28(2,3)20(34)11-12-30(19,6)24-23(42-27(38)29(4,5)39)25(36)31(7)17(9-10-18(31)32(21,24)8)16-13-22(35)41-26(16)37/h10-13,17,19,21-25,35-36,39H,9,14H2,1-8H3/t17-,19-,21+,22?,23-,24+,25-,30-,31-,32+/m0/s1
InChIKey: BQVRARANLWBOLS-IXTPREFVSA-N
DeepSMILES: CC=O)O[C@@H]C[C@@H][C@][C@@H][C@]6C)C=CC[C@H][C@@]5[C@H][C@H]9OC=O)CO)C)C)))))O))C))C=CCOC5=O)))O))))))))))C)C=CC=O)C6C)C
Scaffold Graph/Node/Bond level: O=C1C=CC2C(CCC3C4=CCC(C5=CCOC5=O)C4CCC32)C1
Scaffold Graph/Node level: OC1CCC2C(CCC3C2CCC2C(C4CCOC4O)CCC32)C1
Scaffold Graph level: CC1CCC2C(CCC3C2CCC2C(C4CCCC4C)CCC23)C1
Functional groups: CC(=O)OC; CC=C(C)C; CO; CC1=CC(O)OC1=O; CC(=O)C=CC
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: Apotirucallane triterpenoids|Limonoids
Synonymous chemical names:
Nimbocinolide, nimbocinolide
External chemical identifiers:
CID:CID_13875774
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Nimbocinolide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 586.68
Log P RDKit 2.54
Topological polar surface area (Å2) RDKit 156.66
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 42
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.31
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 22
Shape complexity RDKit 0.69
Number of rotatable bonds RDKit 6
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
Nimbocinolide
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 Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.25
Nimbocinolide
ADME 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 Low
Log Kp (Skin permeation, cm/s) SwissADME -8.03
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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