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

ID: ALA3125374

PubChem CID: 76321807

Max Phase: Preclinical

Molecular Formula: C15H13N3O2S

Molecular Weight: 299.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CSc2nnc(-c3ccncc3)o2)cc1

Standard InChI:  InChI=1S/C15H13N3O2S/c1-19-13-4-2-11(3-5-13)10-21-15-18-17-14(20-15)12-6-8-16-9-7-12/h2-9H,10H2,1H3

Standard InChI Key:  BTIVMESQJSOEIF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   11.8333  -19.1313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5711  -18.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2336  -17.8552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9080  -18.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6579  -19.1217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8636  -17.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6336  -17.9415    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.1459  -18.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4385  -17.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4523  -17.0761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1795  -16.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8839  -17.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3377  -18.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0634  -17.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7645  -18.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4896  -18.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5116  -17.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8025  -16.7594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0802  -17.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2368  -16.7957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9415  -17.2261    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
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3125374

   2-[(4-Methoxyphenyl)methylsulfanyl]-5-pyridin-4-yl-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: 299.36

Molecular Weight (Monoisotopic): 299.0728

AlogP: 3.43

#Rotatable Bonds: 5

Polar Surface Area: 61.04

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.48

CX LogP: 2.54

CX LogD: 2.54

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: -1.84

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