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

ID: ALA3125368

Cas Number: 485334-75-6

PubChem CID: 865342

Max Phase: Preclinical

Molecular Formula: C15H13N3OS

Molecular Weight: 283.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(CSc2nnc(-c3ccncc3)o2)cc1

Standard InChI:  InChI=1S/C15H13N3OS/c1-11-2-4-12(5-3-11)10-20-15-18-17-14(19-15)13-6-8-16-9-7-13/h2-9H,10H2,1H3

Standard InChI Key:  UAXALMYFSXJXSD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   24.1893  -23.7508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9271  -22.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5896  -22.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2639  -22.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0137  -23.7412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2197  -22.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9895  -22.5612    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.5020  -22.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7946  -22.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8085  -21.6958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5356  -21.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2400  -21.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6936  -22.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4192  -22.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1202  -23.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8453  -22.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8673  -21.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1581  -21.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4360  -21.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5924  -21.4153    0.0000 C   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
M  END

Alternative Forms

1. Parent:

   

   ALA3125368

   4-(5-{[(4-Methylphenyl)methyl]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: 283.36

Molecular Weight (Monoisotopic): 283.0779

AlogP: 3.73

#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: 3.21

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -2.05

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