(S)-3-(2-(3-(Naphthalen-2-yl)-1,2,4-oxadiazol-5-yl)piperidin-1-yl)propan-1-ol

ID: ALA4539531

PubChem CID: 155549961

Max Phase: Preclinical

Molecular Formula: C20H23N3O2

Molecular Weight: 337.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OCCCN1CCCC[C@H]1c1nc(-c2ccc3ccccc3c2)no1

Standard InChI:  InChI=1S/C20H23N3O2/c24-13-5-12-23-11-4-3-8-18(23)20-21-19(22-25-20)17-10-9-15-6-1-2-7-16(15)14-17/h1-2,6-7,9-10,14,18,24H,3-5,8,11-13H2/t18-/m0/s1

Standard InChI Key:  GDZSDWIMYIJLKI-SFHVURJKSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   16.3426   -5.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1242   -5.9645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5942   -5.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1008   -4.6412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3300   -4.9101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4112   -5.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6896   -6.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9401   -5.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1431   -7.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7925   -7.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8271   -5.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6407   -5.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0413   -5.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6222   -4.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8024   -4.5707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3861   -7.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2891   -6.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5393   -6.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8859   -6.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9872   -7.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7372   -7.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3822   -3.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7790   -3.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3588   -2.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7556   -1.7403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  6  3  1  1
  1  7  1  0
  7  8  2  0
  8 17  1  0
 16  9  1  0
  9 10  2  0
 10  7  1  0
  6 11  1  0
  6 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 16  2  0
 15 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539531

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 337.42

Molecular Weight (Monoisotopic): 337.1790

AlogP: 3.80

#Rotatable Bonds: 5

Polar Surface Area: 62.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.41

CX LogP: 3.60

CX LogD: 3.29

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.20

References

1. Festa C, Finamore C, Marchianò S, Di Leva FS, Carino A, Monti MC, Del Gaudio F, Ceccacci S, Limongelli V, Zampella A, Fiorucci S, De Marino S..  (2019)  Investigation around the Oxadiazole Core in the Discovery of a New Chemotype of Potent and Selective FXR Antagonists.,  10  (4): [PMID:30996787] [10.1021/acsmedchemlett.8b00534]

Source

Source(1):

• Scientific Literature