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

ID: ALA2228975

PubChem CID: 56958159

Max Phase: Preclinical

Molecular Formula: C11H11ClN2O3S

Molecular Weight: 286.74

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H11ClN2O3S/c1-2-18(15,16)11-14-13-10(17-11)7-8-3-5-9(12)6-4-8/h3-6H,2,7H2,1H3

Standard InChI Key:  LHWHULBAKLLOMA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   30.1576   -9.0841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9748   -9.0841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2292   -8.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5662   -7.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9075   -8.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0067   -8.0559    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.6133   -8.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7920   -7.2598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5845   -7.4703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1302   -8.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9599   -7.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5688   -6.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3991   -5.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6211   -5.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0126   -6.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1855   -7.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4497   -4.8592    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.4422   -9.4027    0.0000 C   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
  7 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228975

   2-[(4-Chlorophenyl)methyl]-5-ethylsulfonyl-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: 286.74

Molecular Weight (Monoisotopic): 286.0179

AlogP: 2.11

#Rotatable Bonds: 4

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: 1.55

CX LogD: 1.55

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: -1.58

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