(20R)-3beta-Acetoxy-5alpha-pregnan-20-(pyridin-2-yl)-20-ol

ID: ALA1819424

Chembl Id: CHEMBL1819424

PubChem CID: 54768573

Max Phase: Preclinical

Molecular Formula: C28H41NO3

Molecular Weight: 439.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@@]2(C)[C@H]3CC[C@@H]2[C@@](C)(O)c2ccccn2)C1

Standard InChI:  InChI=1S/C28H41NO3/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/h5-7,16,19-24,31H,8-15,17H2,1-4H3/t19-,20-,21-,22-,23-,24-,26-,27-,28+/m0/s1

Standard InChI Key:  ALMGQWYITBDEIG-PNILWBGMSA-N

Alternative Forms

1. Parent:

   

   ALA1819424

   [(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1R)-1-hydroxy-1-pyridin-2-ylethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-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: 439.64

Molecular Weight (Monoisotopic): 439.3086

AlogP: 5.88

#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: 5.04

CX LogD: 5.04

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.60

Np Likeness Score: 1.50

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