IMPPAT Phytochemical information: 
Melianin A
Melianin A
Summary

SMILES: CC(=O)O[C@@H]1C[C@H]2C(C)(C)[C@H](OC(=O)c3ccccc3)C[C@@H]([C@@]2([C@@H]2[C@]1(C)C1=CC[C@H]([C@@]1(CC2)C)[C@H]1CO[C@H]([C@@H](C1)O)C(O)(C)C)C)OC(=O)C
InChI: InChI=1S/C41H58O9/c1-23(42)48-33-20-31-37(3,4)32(50-36(45)25-13-11-10-12-14-25)21-34(49-24(2)43)41(31,9)30-17-18-39(7)27(15-16-29(39)40(30,33)8)26-19-28(44)35(47-22-26)38(5,6)46/h10-14,16,26-28,30-35,44,46H,15,17-22H2,1-9H3/t26-,27+,28-,30+,31+,32-,33-,34+,35-,39+,40+,41-/m1/s1
InChIKey: XNGZDMDUXPOASU-LLMUJASKSA-N
DeepSMILES: CC=O)O[C@@H]C[C@H]CC)C)[C@H]OC=O)cccccc6))))))))C[C@@H][C@@]6[C@@H][C@]%10C)C=CC[C@H][C@@]5CC9))C))[C@H]CO[C@H][C@@H]C6)O))CO)C)C))))))))))))C))OC=O)C
Scaffold Graph/Node/Bond level: O=C(OC1CCC2C(CCC3C4=CCC(C5CCCOC5)C4CCC32)C1)c1ccccc1
Scaffold Graph/Node level: OC(OC1CCC2C(CCC3C2CCC2C(C4CCCOC4)CCC23)C1)C1CCCCC1
Scaffold Graph level: CC(CC1CCC2C(CCC3C2CCC2C(C4CCCCC4)CCC23)C1)C1CCCCC1
Functional groups: CC(=O)OC; COC; CO; cC(=O)OC; CC=C(C)C
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: Apotirucallane triterpenoids
Synonymous chemical names:
melianin a, Melianin A
External chemical identifiers:
CID:CID_101277363; ZINC:ZINC000255280994
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Melianin A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 694.91
Log P RDKit 6.44
Topological polar surface area (Å2) RDKit 128.59
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 41
Number of heavy atoms RDKit 50
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 12
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 30
Shape complexity RDKit 0.73
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Melianin A
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 4
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.196537
Melianin A
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly 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 -5.36
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
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