2-(pyridin-4-yl)-5-(4-(trifluoromethyl)benzylthio)-1,3,4-oxadiazole

ID: ALA3125372

PubChem CID: 7658216

Max Phase: Preclinical

Molecular Formula: C15H10F3N3OS

Molecular Weight: 337.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1ccc(CSc2nnc(-c3ccncc3)o2)cc1

Standard InChI:  InChI=1S/C15H10F3N3OS/c16-15(17,18)12-3-1-10(2-4-12)9-23-14-21-20-13(22-14)11-5-7-19-8-6-11/h1-8H,9H2

Standard InChI Key:  HNCJGNANAWAELF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.8088  -13.6252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5466  -12.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2091  -12.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8834  -12.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6333  -13.6156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392  -12.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090  -12.4356    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1215  -12.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4141  -12.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4280  -11.5702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1551  -11.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596  -11.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3131  -12.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387  -12.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7397  -12.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4648  -12.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4868  -11.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7777  -11.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0554  -11.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2119  -11.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9166  -11.7202    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2324  -10.4643    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.9213  -10.8721    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  2  6  1  0
  4  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  6  1  0
  7 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3125372

   2-Pyridin-4-yl-5-[[4-(trifluoromethyl)phenyl]methylsulfanyl]-1,3,4-oxadiazole

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: 337.33

Molecular Weight (Monoisotopic): 337.0497

AlogP: 4.44

#Rotatable Bonds: 4

Polar Surface Area: 51.81

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.48

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -2.07

References

1. Lukas TJ, Schiltz GE, Arrat H, Scheidt K, Siddique T..  (2014)  Discovery of 1,3,4-oxidiazole scaffold compounds as inhibitors of superoxide dismutase expression.,  24  (6): [PMID:24560539] [10.1016/j.bmcl.2014.01.078]

Source

Source(1):

• Scientific Literature