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

ID: ALA1214311

Chembl Id: CHEMBL1214311

PubChem CID: 49863858

Max Phase: Preclinical

Molecular Formula: C26H39NO2

Molecular Weight: 397.60

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)c1ccccn1

Standard InChI:  InChI=1S/C26H39NO2/c1-24-13-11-18(28)16-17(24)7-8-19-20-9-10-22(25(20,2)14-12-21(19)24)26(3,29)23-6-4-5-15-27-23/h4-6,15,17-22,28-29H,7-14,16H2,1-3H3/t17-,18-,19-,20-,21-,22-,24-,25-,26+/m0/s1

Standard InChI Key:  WNRARNRVPKLSLW-PXKWDJPTSA-N

Alternative Forms

1. Parent:

   

   ALA1214311

   (3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1R)-1-hydroxy-1-pyridin-2-ylethyl]-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: 397.60

Molecular Weight (Monoisotopic): 397.2981

AlogP: 5.31

#Rotatable Bonds: 2

Polar Surface Area: 53.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.44

CX Basic pKa: 4.51

CX LogP: 4.60

CX LogD: 4.60

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: 1.52

References

1. Prado-Prado FJ, García-Mera X, González-Díaz H..  (2010)  Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.,  18  (6): [PMID:20185316] [10.1016/j.bmc.2010.01.068]

2. 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