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

ID: ALA3125369

Cas Number: 441289-28-7

PubChem CID: 736365

Max Phase: Preclinical

Molecular Formula: C14H10N4O3S

Molecular Weight: 314.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(CSc2nnc(-c3ccncc3)o2)cc1

Standard InChI:  InChI=1S/C14H10N4O3S/c19-18(20)12-3-1-10(2-4-12)9-22-14-17-16-13(21-14)11-5-7-15-8-6-11/h1-8H,9H2

Standard InChI Key:  UNQNIANBMFBFLI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   32.6384  -24.2544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3762  -23.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0388  -22.9782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7132  -23.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4630  -24.2448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6687  -23.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4389  -23.0646    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.9509  -23.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2435  -23.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2573  -22.1990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9845  -21.7989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6891  -22.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1430  -23.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8687  -23.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5699  -23.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2950  -23.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3171  -22.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6079  -21.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8855  -22.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0430  -21.9145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0634  -21.0888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7478  -22.3449    0.0000 O   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
 20 21  2  0
 20 22  1  0
 17 20  1  0
M  CHG  2  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3125369

   4-{5-[(4-Nitrobenzyl)sulfanyl]-1,3,4-oxadiazol-2-yl}pyridine

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: 314.33

Molecular Weight (Monoisotopic): 314.0474

AlogP: 3.33

#Rotatable Bonds: 5

Polar Surface Area: 94.95

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.48

CX LogP: 2.63

CX LogD: 2.63

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.40

Np Likeness Score: -2.21

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