3beta-Hydroxy-16alpha-(pyridin-2-yl)-pregna-5-en-20-one

ID: ALA1819426

Chembl Id: CHEMBL1819426

PubChem CID: 54768575

Max Phase: Preclinical

Molecular Formula: C26H35NO2

Molecular Weight: 393.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)[C@H]1[C@H](c2ccccn2)C[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C

Standard InChI:  InChI=1S/C26H35NO2/c1-16(28)24-20(23-6-4-5-13-27-23)15-22-19-8-7-17-14-18(29)9-11-25(17,2)21(19)10-12-26(22,24)3/h4-7,13,18-22,24,29H,8-12,14-15H2,1-3H3/t18-,19+,20-,21-,22-,24-,25-,26-/m0/s1

Standard InChI Key:  SMQJKOJNKYWEFF-WGLIYWEGSA-N

Alternative Forms

1. Parent:

   

   ALA1819426

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

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: 393.57

Molecular Weight (Monoisotopic): 393.2668

AlogP: 5.30

#Rotatable Bonds: 2

Polar Surface Area: 50.19

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.46

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: 1.70

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