IMPPAT Phytochemical information: 
Phyllanthosecosteryl ester
Phyllanthosecosteryl ester
Summary

SMILES: CCCCCCCCC(CCCCCCCCC(CCCCCC(=O)O[C@H]1CC[C@H](/C(=C\C[C@@H]2C=CC[C@]3([C@H]2CC[C@@H]3[C@@H](CC[C@H](C(C)C)CC)C)C)/C1)C)O)O
InChI: InChI=1S/C53H96O4/c1-8-10-11-12-15-19-26-47(54)27-20-16-13-14-17-21-28-48(55)29-22-18-23-30-52(56)57-49-36-32-42(5)46(40-49)35-34-45-25-24-39-53(7)50(37-38-51(45)53)43(6)31-33-44(9-2)41(3)4/h24-25,35,41-45,47-51,54-55H,8-23,26-34,36-40H2,1-7H3/b46-35-/t42-,43-,44-,45+,47?,48?,49+,50-,51+,53-/m1/s1
InChIKey: DPKORVSWWANHIB-KSKAUROESA-N
DeepSMILES: CCCCCCCCCCCCCCCCCCCCCCCC=O)O[C@H]CC[C@H]/C=C\C[C@@H]C=CC[C@][C@H]6CC[C@@H]5[C@@H]CC[C@H]CC)C))CC)))))C))))))C))))))))/C6))C))))))))))))O))))))))))O
Scaffold Graph/Node/Bond level: C1=CC(CC=C2CCCCC2)C2CCCC2C1
Scaffold Graph/Node level: C1CCC(CCC2CCCC3CCCC32)CC1
Scaffold Graph level: C1CCC(CCC2CCCC3CCCC32)CC1
Functional groups: CC=CC; CO; CC(=O)OC; C/C=C(/C)C
Chemical classification

NP Classifier Biosynthetic pathway: Terpenoids
Synonymous chemical names:
Phyllanthosecosteryl ester, phyllanthosecosteryl ester
External chemical identifiers:
CID:CID_177544568
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Phyllanthosecosteryl ester
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 797.35
Log P RDKit 15.29
Topological polar surface area (Å2) RDKit 66.76
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 53
Number of heavy atoms RDKit 57
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.19
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 48
Shape complexity RDKit 0.91
Number of rotatable bonds RDKit 32
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 2
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Phyllanthosecosteryl ester
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.04
Phyllanthosecosteryl ester
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Insoluble
Solubility class [Silicos-IT] SwissADME Insoluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME 1.26
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