(3S,5S,8R,9S,10S,13S,14S,17S)-17-((R)-1-hydroxy-1-(thiazol-2-yl)ethyl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-ol

ID: ALA1819418

Chembl Id: CHEMBL1819418

PubChem CID: 54768533

Max Phase: Preclinical

Molecular Formula: C24H37NO2S

Molecular Weight: 403.63

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H37NO2S/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/h12-13,15-20,26-27H,4-11,14H2,1-3H3/t15-,16-,17-,18-,19-,20-,22-,23-,24+/m0/s1

Standard InChI Key:  SNAYUEVITPFENZ-KSCDMFPQSA-N

Alternative Forms

1. Parent:

   

   ALA1819418

   (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-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: 403.63

Molecular Weight (Monoisotopic): 403.2545

AlogP: 5.37

#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: 4.46

CX LogD: 4.46

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: 1.63

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