IMPPAT Phytochemical information: 
Fraternusterol
Fraternusterol
Summary

SMILES: O[C@@H]1CC/C=C/[C@@H]2/C(=C\C[C@H](C)[C@H](CCC2)[C@@H](C(=O)C[C@@H](C(C)C)C)C)/[C@H](CC1)C
InChI: InChI=1S/C28H48O2/c1-19(2)22(5)18-28(30)23(6)26-13-9-11-24-10-7-8-12-25(29)16-14-21(4)27(24)17-15-20(26)3/h7,10,17,19-26,29H,8-9,11-16,18H2,1-6H3/b10-7+,27-17-/t20-,21-,22-,23-,24-,25+,26-/m0/s1
InChIKey: DFQMREWYKZDWFU-CYDGZIKHSA-N
DeepSMILES: O[C@@H]CC/C=C/[C@@H]/C=C\C[C@H]C)[C@H]CCC9)))[C@@H]C=O)C[C@@H]CC)C))C))))C))))))/[C@H]CC%10))C
Scaffold Graph/Node/Bond level: C1=CC2CCCCCCC=C2CCCCCC1
Scaffold Graph/Node level: C1CCCCC2CCCCCCCC2CCC1
Scaffold Graph level: C1CCCCC2CCCCCCCC2CCC1
Functional groups: CO; C/C=C/C; C/C=C(\C)C; CC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Alcohols and polyols
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Ergostane steroids
Synonymous chemical names:
fraternusterol
External chemical identifiers:
CID:CID_100951228
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Fraternusterol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 416.69
Log P RDKit 7.37
Topological polar surface area (Å2) RDKit 37.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 30
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 23
Shape complexity RDKit 0.82
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
Fraternusterol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 2
Ghose rule RDKit Failed
Veber rule RDKit Good
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 0.47
Fraternusterol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly 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 -3.46
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 No