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

ID: ALA1819427

Chembl Id: CHEMBL1819427

PubChem CID: 54768608

Max Phase: Preclinical

Molecular Formula: C28H37NO3

Molecular Weight: 435.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4C[C@@H](c5ccccn5)[C@H](C(C)=O)[C@@]4(C)CC[C@@H]32)C1

Standard InChI:  InChI=1S/C28H37NO3/c1-17(30)26-22(25-7-5-6-14-29-25)16-24-21-9-8-19-15-20(32-18(2)31)10-12-27(19,3)23(21)11-13-28(24,26)4/h5-8,14,20-24,26H,9-13,15-16H2,1-4H3/t20-,21+,22-,23-,24-,26-,27-,28-/m0/s1

Standard InChI Key:  JWUZFJVUISWUCA-CJESEYNQSA-N

Alternative Forms

1. Parent:

   

   ALA1819427

   [(3S,8S,9S,10R,13S,14S,16R,17S)-17-acetyl-10,13-dimethyl-16-pyridin-2-yl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-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: 435.61

Molecular Weight (Monoisotopic): 435.2773

AlogP: 5.87

#Rotatable Bonds: 3

Polar Surface Area: 56.26

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.46

CX LogP: 4.36

CX LogD: 4.36

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: 1.60

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