IMPPAT Phytochemical information: 
Desacetylnimbinolide
Desacetylnimbinolide
Summary

SMILES: COC(=O)C[C@H]1[C@@]2(C)[C@H](O[C@H]3C2=C(C)[C@@H](C3)C2=CC(OC2=O)O)[C@@H]([C@@H]2[C@]1(C)C(=O)C=C[C@@]2(C)C(=O)OC)O
InChI: InChI=1S/C28H34O10/c1-12-13(14-10-19(31)38-24(14)33)9-15-20(12)28(4)16(11-18(30)35-5)27(3)17(29)7-8-26(2,25(34)36-6)22(27)21(32)23(28)37-15/h7-8,10,13,15-16,19,21-23,31-32H,9,11H2,1-6H3/t13-,15-,16-,19?,21-,22+,23-,26-,27+,28-/m1/s1
InChIKey: BVQNIBAODYOZFD-YLUOUPASSA-N
DeepSMILES: COC=O)C[C@H][C@@]C)[C@H]O[C@H]C5=CC)[C@@H]C5)C=CCOC5=O)))O)))))))))[C@@H][C@@H][C@]6C)C=O)C=C[C@@]6C)C=O)OC)))))))))O
Scaffold Graph/Node/Bond level: O=C1OCC=C1C1C=C2C(C1)OC1CC3CC=CC(=O)C3CC21
Scaffold Graph/Node level: OC1CCCC2CC3OC4CC(C5CCOC5O)CC4C3CC12
Scaffold Graph level: CC1CCCC1C1CC2CC3CC4CCCC(C)C4CC3C2C1
Functional groups: COC(C)=O; COC; CC(=C(C)C)C; CC1=CC(O)OC1=O; CC=CC(=O)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthofurans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
desacetylnimbinolide
External chemical identifiers:
CID:CID_102285346
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Desacetylnimbinolide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 530.57
Log P RDKit 1.39
Topological polar surface area (Å2) RDKit 145.66
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 38
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 0.36
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.64
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 2
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 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Desacetylnimbinolide
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 2
Ghose rule RDKit Failed
Veber rule RDKit Good
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 0.31
Desacetylnimbinolide
ADME 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 No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.25
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