IMPPAT Phytochemical information: 
Japodagrone

Japodagrone
Summary

SMILES: C[C@H]1CCC(C)(C)[C@@H]2CC[C@](/C=C/3\[C@](C1=O)(O)C=C(C3=O)C)(O2)C
InChI: InChI=1S/C20H28O4/c1-12-6-8-18(3,4)15-7-9-19(5,24-15)11-14-16(21)13(2)10-20(14,23)17(12)22/h10-12,15,23H,6-9H2,1-5H3/b14-11-/t12-,15-,19+,20+/m0/s1
InChIKey: DIFCOVWODQVBLT-BESYKYKSSA-N
DeepSMILES: C[C@H]CCCC)C)[C@@H]CC[C@]/C=C\[C@]C%12=O))O)C=CC\5=O))C))))))O5)C
Scaffold Graph/Node/Bond level: O=C1C=CC2C(=O)CCCCC3CCC(C=C12)O3
Scaffold Graph/Node level: OC1CCCCC2CCC(CC3C(O)CCC13)O2
Scaffold Graph level: CC1CCCCC2CCC(C2)CC2C(C)CCC12
Functional groups: CC1=CC/C(=C\C)C1=O; CC(=O)C; CO; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Oxolanes
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
Synonymous chemical names:
japodagrone
External chemical identifiers:
CID:CID_101437129
Chemical structure download


Japodagrone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 332.44
Log P RDKit 3.14
Topological polar surface area (Å2) RDKit 63.6
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.7
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
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 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


Japodagrone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.740063


Japodagrone
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.33
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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