(20R)-Pregna-5-en-20-(thiazol-2-yl)-3beta,20-diol

ID: ALA1819415

Chembl Id: CHEMBL1819415

PubChem CID: 54768500

Max Phase: Preclinical

Molecular Formula: C24H35NO2S

Molecular Weight: 401.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@@]43C)[C@@H]1CC[C@@H]2[C@@](C)(O)c1nccs1

Standard InChI:  InChI=1S/C24H35NO2S/c1-22-10-8-16(26)14-15(22)4-5-17-18-6-7-20(23(18,2)11-9-19(17)22)24(3,27)21-25-12-13-28-21/h4,12-13,16-20,26-27H,5-11,14H2,1-3H3/t16-,17-,18-,19-,20-,22-,23-,24+/m0/s1

Standard InChI Key:  XUVZXXRWWZAFQH-KIJBANGJSA-N

Alternative Forms

1. Parent:

   

   ALA1819415

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

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: 401.62

Molecular Weight (Monoisotopic): 401.2389

AlogP: 5.29

#Rotatable Bonds: 2

Polar Surface Area: 53.35

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.94

CX Basic pKa: 1.80

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: 1.95

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