IMPPAT Phytochemical information: 
Meliatoxin B2
Meliatoxin B2
Summary

SMILES: CC(=O)OC1C(O)C23COC(C(C1OC(=O)C)(C2CC(C1(C3C(=O)CC2(C1CC(=O)C2c1ccoc1)C)C)O)C)OC(=O)C(C)C
InChI: InChI=1S/C34H44O12/c1-15(2)29(41)46-30-33(7)22-11-23(39)32(6)21-10-19(37)24(18-8-9-42-13-18)31(21,5)12-20(38)26(32)34(22,14-43-30)27(40)25(44-16(3)35)28(33)45-17(4)36/h8-9,13,15,21-28,30,39-40H,10-12,14H2,1-7H3
InChIKey: RVDWIBIPETYACU-UHFFFAOYSA-N
DeepSMILES: CC=O)OCCO)CCOCCC8OC=O)C))))C6CCCC%10C=O)CCC6CC=O)C5cccoc5)))))))))C)))))C))O))))C))OC=O)CC)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(C)=O; coc; CO; COC(OC(C)=O)C; CC(=O)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: Limonoids
Synonymous chemical names:
Meliatoxin B2, meliatoxin b2
External chemical identifiers:
CID:CID_174646
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Meliatoxin B2
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 644.71
Log P RDKit 2.72
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 34
Number of heavy atoms RDKit 46
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 13
Stereochemical complexity RDKit 0.38
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 25
Shape complexity RDKit 0.74
Number of rotatable bonds RDKit 8
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 B2
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 Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.354665
Meliatoxin B2
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 -8.94
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