IMPPAT Phytochemical information: 
Phragmalin 3-isobutyrate 30-propionate
Phragmalin 3-isobutyrate 30-propionate
Summary

SMILES: CCC(=O)OC1C23OC4(OC2(CCC2(C3CC(=O)OC2c2ccoc2)C)C2(C3(C1(O)C(OC(=O)C(C)C)C(C3)(C2CC(=O)OC)C)O4)C)C
InChI: InChI=1S/C36H46O13/c1-9-22(37)45-28-35(41)27(46-26(40)18(2)3)30(5)17-34(35)31(6,20(30)14-23(38)42-8)33-12-11-29(4)21(36(28,33)49-32(7,47-33)48-34)15-24(39)44-25(29)19-10-13-43-16-19/h10,13,16,18,20-21,25,27-28,41H,9,11-12,14-15,17H2,1-8H3
InChIKey: KCUHVQNGKXNNCX-UHFFFAOYSA-N
DeepSMILES: CCC=O)OCCOCOC5CCCC9CC=O)OC6cccoc5))))))))))C))))CCC9O)COC=O)CC)C))))CC5)C6CC=O)OC)))))C))))O6))C))))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; COC1(C)OCCO1; COC(=O)C; 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:
3-isobutyrate-30-propionates of phragmalin
External chemical identifiers:
CID:CID_432148
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Phragmalin 3-isobutyrate 30-propionate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 686.75
Log P RDKit 3.89
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 36
Number of heavy atoms RDKit 49
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 0.36
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 28
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-isobutyrate 30-propionate
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 0.324574
Phragmalin 3-isobutyrate 30-propionate
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 -8.57
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