IMPPAT Phytochemical information: 
Meliatoxin B1
Meliatoxin B1
Summary

SMILES: CCC(C(=O)OC1OCC23C(C1(C)C(OC(=O)C)C(C2O)OC(=O)C)CC(C1(C3C(=O)CC2(C1CC(=O)C2c1ccoc1)C)C)O)C
InChI: InChI=1S/C35H46O12/c1-8-16(2)30(42)47-31-34(7)23-12-24(40)33(6)22-11-20(38)25(19-9-10-43-14-19)32(22,5)13-21(39)27(33)35(23,15-44-31)28(41)26(45-17(3)36)29(34)46-18(4)37/h9-10,14,16,22-29,31,40-41H,8,11-13,15H2,1-7H3
InChIKey: PGTAYRVRANEPEM-UHFFFAOYSA-N
DeepSMILES: CCCC=O)OCOCCCC6C)COC=O)C)))CC6O))OC=O)C))))))CCCC6C=O)CCC6CC=O)C5cccoc5)))))))))C)))))C))O))))))))))C
Scaffold Graph/Node/Bond level: O=C1CC2C(CC(=O)C3C2CCC2C4CCCC23COC4)C1c1ccoc1
Scaffold Graph/Node level: OC1CC2C(CC(O)C3C2CCC2C4CCCC23COC4)C1C1CCOC1
Scaffold Graph level: CC1CC2C(CC(C)C3C2CCC2C4CCCC23CCC4)C1C1CCCC1
Functional groups: COC(OC(C)=O)C; CC(=O)C; coc; CO; COC(C)=O
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:
Meliatoxin B1, meliatoxin b1
External chemical identifiers:
CID:CID_174647
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Meliatoxin B1
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 658.74
Log P RDKit 3.11
Topological polar surface area (Å2) RDKit 175.87
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 35
Number of heavy atoms RDKit 47
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 14
Stereochemical complexity RDKit 0.4
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.74
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 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Meliatoxin B1
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 3
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 0.34
Meliatoxin B1
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.77
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