IMPPAT Phytochemical information: 
Phragmalin 3,30-diisobutyrate
Phragmalin 3,30-diisobutyrate
Summary

SMILES: COC(=O)CC1C2(C)C34CCC5(C(C64OC(O3)(OC32CC1(C)C(C3(C6OC(=O)C(C)C)O)OC(=O)C(C)C)C)CC(=O)OC5c1ccoc1)C
InChI: InChI=1S/C37H48O13/c1-18(2)26(40)46-28-31(6)17-35-32(7,21(31)14-23(38)43-9)34-12-11-30(5)22(15-24(39)45-25(30)20-10-13-44-16-20)37(34,50-33(8,48-34)49-35)29(36(28,35)42)47-27(41)19(3)4/h10,13,16,18-19,21-22,25,28-29,42H,11-12,14-15,17H2,1-9H3
InChIKey: MBTCJFPZNOOGKO-UHFFFAOYSA-N
DeepSMILES: COC=O)CCCC)CCCCCC6OCO9)OC%11CC%14C)CC5C%10OC=O)CC)C)))))O))OC=O)CC)C)))))))))C))))CC=O)OC6cccoc5))))))))))C
Scaffold Graph/Node/Bond level: O=C1CC2C(CCC34OC5OC67CC(CC6CC23O5)CC74)C(c2ccoc2)O1
Scaffold Graph/Node level: OC1CC2C(CCC34OC5OC67CC(CC6CC23O5)CC74)C(C2CCOC2)O1
Scaffold Graph level: CC1CC(C2CCCC2)C2CCC34CC5CC67CC(CC6CC3(C5)C2C1)CC74
Functional groups: COC(C)=O; COC(=O)C; COC1(C)OCCO1; coc; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Triterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
phragmalin-3,30-diisobutyrate
External chemical identifiers:
CID:CID_432149
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Phragmalin 3,30-diisobutyrate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 700.78
Log P RDKit 4.14
Topological polar surface area (Å2) RDKit 166.26
Number of hydrogen bond acceptors RDKit 13
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 37
Number of heavy atoms RDKit 50
Number of heteroatoms RDKit 13
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 13
Stereochemical complexity RDKit 0.35
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 29
Shape complexity RDKit 0.78
Number of rotatable bonds RDKit 10
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 7
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 8
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 7
Number of Smallest Set of Smallest Rings (SSSR) RDKit 8
Phragmalin 3,30-diisobutyrate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.31892
Phragmalin 3,30-diisobutyrate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.25
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