IMPPAT Phytochemical information: 
Bacogenin a2
Bacogenin a2
Summary

SMILES: OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)OC[C@H]([C@H]1O[C@@H]([C@@H]([C@H]1O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]31CO[C@]1(C3)[C@@H]2[C@@](C)(O)[C@@H](CO1)C=C(C)C)C)C)O[C@@H]1OC[C@@H]([C@@H]([C@H]1O)O)O
InChI: InChI=1S/C46H74O17/c1-21(2)14-22-16-58-46-19-45(20-59-46)23(37(46)44(22,7)55)8-9-28-42(5)12-11-29(41(3,4)27(42)10-13-43(28,45)6)62-40-35(54)32(51)36(63-40)26(61-38-33(52)30(49)24(48)17-56-38)18-57-39-34(53)31(50)25(15-47)60-39/h14,22-40,47-55H,8-13,15-20H2,1-7H3/t22-,23-,24+,25+,26-,27+,28-,29+,30+,31+,32-,33-,34-,35-,36-,37+,38+,39-,40+,42+,43-,44+,45+,46-/m1/s1
InChIKey: MOTXTNHNHWTPDJ-UZSSWEHUSA-N
DeepSMILES: OC[C@@H]O[C@H][C@@H][C@H]5O))O))OC[C@H][C@H]O[C@@H][C@@H][C@H]5O))O))O[C@H]CC[C@][C@H]C6C)C))CC[C@@][C@@H]6CC[C@H][C@]6CO[C@]C5)[C@@H]6[C@@]C)O)[C@@H]CO6))C=CC)C))))))))))))))C)))))C)))))))))O[C@@H]OC[C@@H][C@@H][C@H]6O))O))O
Scaffold Graph/Node/Bond level: C1CCC(OC(COC2CCCO2)C2CCC(OC3CCC4C(CCC5C4CCC4C6CCCOC67CC54CO7)C3)O2)OC1
Scaffold Graph/Node level: C1CCC(OC(COC2CCCO2)C2CCC(OC3CCC4C(CCC5C4CCC4C6CCCOC67CC54CO7)C3)O2)OC1
Scaffold Graph level: C1CCC(CC(CCC2CCCC2)C2CCC(CC3CCC4C(CCC5C4CCC4C6CCCCC67CCC54C7)C3)C2)CC1
Functional groups: CC(C)=CC; CO; CO[C@@H](C)OC; CO[C@H](C)OC; CO[C@](C)(C)OC
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: Dammarane and Protostane triterpenoids
Synonymous chemical names:
bacogenin a2
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Bacogenin a2
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 899.08
Log P RDKit 0.46
Topological polar surface area (Å2) RDKit 255.91
Number of hydrogen bond acceptors RDKit 17
Number of hydrogen bond donors RDKit 9
Number of carbon atoms RDKit 46
Number of heavy atoms RDKit 63
Number of heteroatoms RDKit 17
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 24
Stereochemical complexity RDKit 0.52
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 44
Shape complexity RDKit 0.96
Number of rotatable bonds RDKit 10
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 5
Number of aliphatic rings RDKit 9
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 9
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 5
Number of saturated rings RDKit 9
Number of Smallest Set of Smallest Rings (SSSR) RDKit 9
Bacogenin a2
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
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 0.1351