IMPPAT Phytochemical information: 
incaspitolide D
incaspitolide D
Summary

SMILES: O=C(C(C)C)O[C@@H]1[C@H](C)CCC(=O)[C@]([C@@H]([C@@H]2[C@@H]([C@H]1O)C(=C)C(=O)O2)OC(=O)C(C)C)(C)O
InChI: InChI=1S/C23H34O9/c1-10(2)20(26)30-17-12(5)8-9-14(24)23(7,29)19(32-21(27)11(3)4)18-15(16(17)25)13(6)22(28)31-18/h10-12,15-19,25,29H,6,8-9H2,1-5,7H3/t12-,15-,16-,17-,18+,19-,23+/m1/s1
InChIKey: LEFVAHAOTFBSKA-DQWWWAKVSA-N
DeepSMILES: O=CCC)C))O[C@@H][C@H]C)CCC=O)[C@][C@@H][C@@H][C@@H][C@H]%10O))C=C)C=O)O5)))))OC=O)CC)C)))))C)O
Scaffold Graph/Node/Bond level: C=C1C(=O)OC2CCC(=O)CCCCCC12
Scaffold Graph/Node level: CC1C(O)OC2CCC(O)CCCCCC21
Scaffold Graph level: CC1CCCCCC2C(CC1)CC(C)C2C
Functional groups: CC(=O)OC; CC(=O)C; CO; C=C1CCOC1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Germacrane sesquiterpenoids
Synonymous chemical names:
incaspitolide d
External chemical identifiers:
CID:CID_44423088; ChEMBL:CHEMBL227462; ZINC:ZINC000028642971
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
incaspitolide D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 454.52
Log P RDKit 1.33
Topological polar surface area (Å2) RDKit 136.43
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 32
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.3
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.74
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
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 2
incaspitolide D
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
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 0.37
incaspitolide D
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 High
Log Kp (Skin permeation, cm/s) SwissADME -7.49
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