(20R)-3beta-Acetoxy-pregna-5-en-20-(pyridin-2-yl)-20-ol

ID: ALA1819422

Chembl Id: CHEMBL1819422

PubChem CID: 54768537

Max Phase: Preclinical

Molecular Formula: C28H39NO3

Molecular Weight: 437.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@@](C)(O)c5ccccn5)[C@@]4(C)CC[C@@H]32)C1

Standard InChI:  InChI=1S/C28H39NO3/c1-18(30)32-20-12-14-26(2)19(17-20)8-9-21-22-10-11-24(27(22,3)15-13-23(21)26)28(4,31)25-7-5-6-16-29-25/h5-8,16,20-24,31H,9-15,17H2,1-4H3/t20-,21-,22-,23-,24-,26-,27-,28+/m0/s1

Standard InChI Key:  GLHGSCNNZJSXAN-FVXQNEOVSA-N

Alternative Forms

1. Parent:

   

   ALA1819422

   [(3S,8S,9S,10R,13S,14S,17S)-17-[(1R)-1-hydroxy-1-pyridin-2-ylethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

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: 437.62

Molecular Weight (Monoisotopic): 437.2930

AlogP: 5.80

#Rotatable Bonds: 3

Polar Surface Area: 59.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.44

CX Basic pKa: 4.51

CX LogP: 4.63

CX LogD: 4.63

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: 1.75

References

1. Shingate BB, Hazra BG, Salunke DB, Pore VS, Shirazi F, Deshpande MV..  (2011)  Stereoselective synthesis and antimicrobial activity of steroidal C-20 tertiary alcohols with thiazole/pyridine side chain.,  46  (9): [PMID:21664730] [10.1016/j.ejmech.2011.05.032]

Source

Source(1):

• Scientific Literature