2-(4-chlorobenzyl)-5-(methylsulfonyl)-1,3,4-oxadiazole

ID: ALA2228974

PubChem CID: 56957988

Max Phase: Preclinical

Molecular Formula: C10H9ClN2O3S

Molecular Weight: 272.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1nnc(Cc2ccc(Cl)cc2)o1

Standard InChI:  InChI=1S/C10H9ClN2O3S/c1-17(14,15)10-13-12-9(16-10)6-7-2-4-8(11)5-3-7/h2-5H,6H2,1H3

Standard InChI Key:  VOWDLXQMYITWDB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   22.1962   -9.1171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0134   -9.1171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2678   -8.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6048   -7.8582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9461   -8.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0453   -8.0889    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.6518   -8.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8306   -7.2928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6230   -7.5033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1688   -8.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9985   -7.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6074   -6.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4377   -5.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6596   -5.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0512   -6.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2241   -7.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4883   -4.8922    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  6  7  1  0
  6  8  2  0
  6  9  2  0
  5 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228974

   2-[(4-Chlorophenyl)methyl]-5-methylsulfonyl-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: 272.71

Molecular Weight (Monoisotopic): 272.0022

AlogP: 1.72

#Rotatable Bonds: 3

Polar Surface Area: 73.06

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.04

CX LogD: 1.04

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.85

Np Likeness Score: -1.35

References

1. Xu WM, Han FF, He M, Hu DY, He J, Yang S, Song BA..  (2012)  Inhibition of tobacco bacterial wilt with sulfone derivatives containing an 1,3,4-oxadiazole moiety.,  60  (4): [PMID:22208183] [10.1021/jf203772d]

Source

Source(1):

• Scientific Literature