IMPPAT Phytochemical information: 
Taxodione

Taxodione
Summary

SMILES: CC(C1=CC2=CC(=O)[C@@H]3[C@](C2=C(C1=O)O)(C)CCCC3(C)C)C
InChI: InChI=1S/C20H26O3/c1-11(2)13-9-12-10-14(21)18-19(3,4)7-6-8-20(18,5)15(12)17(23)16(13)22/h9-11,18,23H,6-8H2,1-5H3/t18-,20+/m0/s1
InChIKey: FNNZMRSRVYUVQT-AZUAARDMSA-N
DeepSMILES: CCC=CC=CC=O)[C@@H][C@]C6=CC%10=O))O)))C)CCCC6C)C))))))))))))C
Scaffold Graph/Node/Bond level: O=C1C=CC2=CC(=O)C3CCCCC3C2=C1
Scaffold Graph/Node level: OC1CCC2CC(O)C3CCCCC3C2C1
Scaffold Graph level: CC1CCC2CC(C)C3CCCCC3C2C1
Functional groups: CC1=CC2=CC(=O)CCC2=C(O)C1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Abeoabietane diterpenoids|Totarane diterpenoids
Synonymous chemical names:
Taxodione, taxodione
External chemical identifiers:
CID:CID_73588; ChEMBL:CHEMBL235195; ChEBI:CHEBI:9419; ZINC:ZINC000030726792; FDASRS:W96G420HJX; SureChEMBL:SCHEMBL3847860
Chemical structure download


Taxodione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 314.43
Log P RDKit 4.31
Topological polar surface area (Å2) RDKit 54.37
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.1
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.6
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Taxodione
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 Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.78


Taxodione
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.31
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No


Taxodione
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000349078FDPS816
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.