IMPPAT Phytochemical information: 
Bryophyllin B
Bryophyllin B
Summary

SMILES: O[C@H]1C[C@@H](OC(=O)C)[C@]23[C@](C1)(O)CC[C@@H]1[C@@H]3[C@H](O[C@@H]2O)C[C@]2([C@]1(O)CC[C@@H]2c1ccc(=O)oc1)C
InChI: InChI=1S/C26H34O9/c1-13(27)34-19-9-15(28)10-24(31)7-5-17-21-18(35-22(30)26(19,21)24)11-23(2)16(6-8-25(17,23)32)14-3-4-20(29)33-12-14/h3-4,12,15-19,21-22,28,30-32H,5-11H2,1-2H3/t15-,16+,17+,18+,19+,21+,22-,23+,24-,25-,26+/m0/s1
InChIKey: IJJFGJIZGZSCBF-LMFPGIEDSA-N
DeepSMILES: O[C@H]C[C@@H]OC=O)C)))[C@@][C@]C6)O)CC[C@@H][C@@H]6[C@H]O[C@@H]9O)))C[C@][C@]6O)CC[C@@H]5cccc=O)oc6))))))))))C
Scaffold Graph/Node/Bond level: O=c1ccc(C2CCC3C2CC2OCC45CCCCC4CCC3C25)co1
Scaffold Graph/Node level: OC1CCC(C2CCC3C2CC2OCC45CCCCC4CCC3C25)CO1
Scaffold Graph level: CC1CCC(C2CCC3C2CC2CCC45CCCCC4CCC3C25)CC1
Functional groups: CO; coc; CC(=O)OC; CO[C@H](O)C; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroid lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Bufadienolides
Synonymous chemical names:
bryophyllin b
External chemical identifiers:
CID:CID_44575928; ChEMBL:CHEMBL486882; ZINC:ZINC000049877521
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Bryophyllin B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 490.55
Log P RDKit 1.21
Topological polar surface area (Å2) RDKit 146.66
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.42
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 20
Shape complexity RDKit 0.77
Number of rotatable bonds RDKit 3
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
Bryophyllin B
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 1
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 0.449188
Bryophyllin B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.17
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes