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

ID: ALA3125371

PubChem CID: 71212494

Max Phase: Preclinical

Molecular Formula: C15H13N3O2S

Molecular Weight: 299.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(CSc2nnc(-c3ccncc3)o2)c1

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

Standard InChI Key:  YKRURDYJEBYRAL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   21.8809   -9.3806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6186   -8.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2812   -8.1045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9556   -8.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7055   -9.3710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9112   -8.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6812   -8.1909    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.1935   -8.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4860   -8.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4998   -7.3254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2270   -6.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9315   -7.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3854   -8.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1111   -8.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8122   -8.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5373   -8.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5594   -7.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8502   -7.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1278   -7.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2413   -8.6982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2194   -9.5237    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
 16 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3125371

   2-[(3-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: -2.02

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