IMPPAT Phytochemical information: 
5Alpha-cholestan-3beta-ol, 2-methylene-
5Alpha-cholestan-3beta-ol, 2-methylene-
Summary

SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@@]1(C)CC(=C)[C@@H](C2)O)C)C
InChI: InChI=1S/C28H48O/c1-18(2)8-7-9-19(3)23-12-13-24-22-11-10-21-16-26(29)20(4)17-28(21,6)25(22)14-15-27(23,24)5/h18-19,21-26,29H,4,7-17H2,1-3,5-6H3/t19-,21+,22+,23-,24+,25+,26-,27+,28-/m1/s1
InChIKey: ABRWCGWMRMPLID-RIWHDLKRSA-N
DeepSMILES: CCCCC[C@H][C@H]CC[C@@H][C@@]5C)CC[C@H][C@H]6CC[C@@H][C@@]6C)CC=C)[C@@H]C6)O)))))))))))))))))C)))))C
Scaffold Graph/Node/Bond level: C=C1CCC2CCC3C4CCCC4CCC3C2C1
Scaffold Graph/Node level: CC1CCC2CCC3C4CCCC4CCC3C2C1
Scaffold Graph level: CC1CCC2CCC3C4CCCC4CCC3C2C1
Functional groups: CO; C=C(C)C
Chemical classification

NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Cholestane steroids
Synonymous chemical names:
5alpha-cholestan-3beta-ol, 2-methylene-, cholestan-3-ol, 2-methylene-, (3.beta., 5.alpha)
External chemical identifiers:
CID:CID_177843078
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
5Alpha-cholestan-3beta-ol, 2-methylene-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 400.69
Log P RDKit 7.63
Topological polar surface area (Å2) RDKit 20.23
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.32
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 0.93
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
5Alpha-cholestan-3beta-ol, 2-methylene-
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.470129
5Alpha-cholestan-3beta-ol, 2-methylene-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -2.25
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