IMPPAT Phytochemical information: 
22-Deoxoisocucurbitacin D
22-Deoxoisocucurbitacin D
Summary

SMILES: O=C1CC2C(=CCC3C2(C)C(=O)CC2(C3(C)CC(C2C(C/C=C/C(O)(C)C)(O)C)O)C)C(C1O)(C)C
InChI: InChI=1S/C30H46O6/c1-25(2,35)12-9-13-29(7,36)23-20(32)15-27(5)21-11-10-17-18(14-19(31)24(34)26(17,3)4)30(21,8)22(33)16-28(23,27)6/h9-10,12,18,20-21,23-24,32,34-36H,11,13-16H2,1-8H3/b12-9+
InChIKey: LTAMPOZNZZLEID-FMIVXFBMSA-N
DeepSMILES: O=CCCC=CCCC6C)C=O)CCC6C)CCC5CC/C=C/CO)C)C)))))O)C)))O))))C))))))))CC6O))C)C
Scaffold Graph/Node/Bond level: O=C1CCC2=CCC3C4CCCC4CC(=O)C3C2C1
Scaffold Graph/Node level: OC1CCC2CCC3C4CCCC4CC(O)C3C2C1
Scaffold Graph level: CC1CCC2CCC3C4CCCC4CC(C)C3C2C1
Functional groups: CC(=O)C; CO; CC=C(C)C; C/C=C/C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Cucurbitacins
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Cucurbitane triterpenoids
Synonymous chemical names:
22-deoxoisocucurbitacin D, 22-deoxoisocucurbitacin d
External chemical identifiers:
CID:CID_5474792; ChEBI:CHEBI:168010
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
22-Deoxoisocucurbitacin D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 502.69
Log P RDKit 3.75
Topological polar surface area (Å2) RDKit 115.06
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
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 24
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
22-Deoxoisocucurbitacin D
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 3
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 0.435441
22-Deoxoisocucurbitacin D
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 -7.42
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 Yes
P-glycoprotein substrate SwissADME Yes