(3S,5R,10S,13R,14R,17R)-17-((R)-6-hydroxy-6-methylheptan-2-yl)-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

ID: ALA4203007

Chembl Id: CHEMBL4203007

PubChem CID: 130276292

Max Phase: Preclinical

Molecular Formula: C30H52O2

Molecular Weight: 444.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](CCCC(C)(C)O)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3

Standard InChI:  InChI=1S/C30H52O2/c1-20(10-9-16-26(2,3)32)21-13-18-30(8)23-11-12-24-27(4,5)25(31)15-17-28(24,6)22(23)14-19-29(21,30)7/h20-21,24-25,31-32H,9-19H2,1-8H3/t20-,21-,24+,25+,28-,29-,30+/m1/s1

Standard InChI Key:  RCOOUPCIIFDFER-GIICLEHTSA-N

Alternative Forms

1. Parent:

   

   ALA4203007

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 444.74

Molecular Weight (Monoisotopic): 444.3967

AlogP: 7.67

#Rotatable Bonds: 5

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.64

CX LogD: 6.64

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: 3.08

References

1. Yang X, Chen XJ, Yang Z, Xi YB, Wang L, Wu Y, Yan YB, Rao Y..  (2018)  Synthesis, Evaluation, and Structure-Activity Relationship Study of Lanosterol Derivatives To Reverse Mutant-Crystallin-Induced Protein Aggregation.,  61  (19): [PMID:30153006] [10.1021/acs.jmedchem.8b00705]

2. Sagimori I, Yoshioka H, Hashimoto Y, Ohgane K..  (2020)  Luciferase-based HMG-CoA reductase degradation assay for activity and selectivity profiling of oxy(lano)sterols.,  28  (3): [PMID:31902650] [10.1016/j.bmc.2019.115298]

Source

Source(1):

• Scientific Literature