IMPPAT Phytochemical information: 
Crotophorbolone

Crotophorbolone
Summary

SMILES: OCC1=C[C@H]2[C@H](C(=C)C)C(=O)C[C@H]([C@@]2(C2[C@@](C1)(O)C(=O)C(=C2)C)O)C
InChI: InChI=1S/C20H26O5/c1-10(2)17-14-7-13(9-21)8-19(24)16(5-11(3)18(19)23)20(14,25)12(4)6-15(17)22/h5,7,12,14,16-17,21,24-25H,1,6,8-9H2,2-4H3/t12-,14+,16?,17+,19-,20-/m1/s1
InChIKey: BSVMBYATENQPHV-XFZRQYKWSA-N
DeepSMILES: OCC=C[C@H][C@H]C=C)C))C=O)C[C@H][C@@]6C[C@@]C%11)O)C=O)C=C5)C)))))O))C
Scaffold Graph/Node/Bond level: O=C1CCC2C(C=CCC3C(=O)C=CC32)C1
Scaffold Graph/Node level: OC1CCC2C(CCCC3C(O)CCC32)C1
Scaffold Graph level: CC1CCC2C(CCCC3C(C)CCC32)C1
Functional groups: CO; CC(=CC)C; C=C(C)C; CC(=O)C; CC1=CCCC1=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: Daphnane diterpenoids|Tetracyclic diterpenoids
Synonymous chemical names:
crotophorbolone
External chemical identifiers:
CID:CID_102259583
Chemical structure download


Crotophorbolone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 346.42
Log P RDKit 1.33
Topological polar surface area (Å2) RDKit 94.83
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.3
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 2
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


Crotophorbolone
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 Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.655944


Crotophorbolone
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 -8.06
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 No
P-glycoprotein substrate SwissADME Yes