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

ID: ALA1819419

Chembl Id: CHEMBL1819419

PubChem CID: 54768534

Max Phase: Preclinical

Molecular Formula: C26H39NO3S

Molecular Weight: 445.67

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)c2nccs2)C1

Standard InChI:  InChI=1S/C26H39NO3S/c1-16(28)30-18-9-11-24(2)17(15-18)5-6-19-20-7-8-22(25(20,3)12-10-21(19)24)26(4,29)23-27-13-14-31-23/h13-14,17-22,29H,5-12,15H2,1-4H3/t17-,18-,19-,20-,21-,22-,24-,25-,26+/m0/s1

Standard InChI Key:  GKMGLMYCHOBSIX-PXKWDJPTSA-N

Alternative Forms

1. Parent:

   

   ALA1819419

   [(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1R)-1-hydroxy-1-(1,3-thiazol-2-yl)ethyl]-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: 445.67

Molecular Weight (Monoisotopic): 445.2651

AlogP: 5.94

#Rotatable Bonds: 3

Polar Surface Area: 59.42

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.94

CX Basic pKa: 1.80

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.58

Np Likeness Score: 1.59

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