2-(4-(2-(5-phenyl-1,3,4-oxadiazol-2-ylthio)ethoxy)benzylidene)malononitrile

ID: ALA2296205

PubChem CID: 76309421

Max Phase: Preclinical

Molecular Formula: C20H14N4O2S

Molecular Weight: 374.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC(C#N)=Cc1ccc(OCCSc2nnc(-c3ccccc3)o2)cc1

Standard InChI:  InChI=1S/C20H14N4O2S/c21-13-16(14-22)12-15-6-8-18(9-7-15)25-10-11-27-20-24-23-19(26-20)17-4-2-1-3-5-17/h1-9,12H,10-11H2

Standard InChI Key:  QMBKDEJDYGUTAG-UHFFFAOYSA-N

Molfile:  

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    4.9385   -3.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3454   -3.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9380   -2.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1195   -2.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7162   -3.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1626   -3.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6420   -3.8528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4201   -3.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4190   -2.7820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6402   -2.5315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1359   -3.9945    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.8354   -3.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8194   -2.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5189   -2.3326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9600   -3.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605   -3.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6417   -2.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9264   -2.3021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3766   -3.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0756   -3.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7917   -3.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0584   -2.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0446   -1.8548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5045   -4.2718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  1  0
  8  9  1  0
  7  8  1  0
  9 10  2  0
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  9 12  1  0
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 16 17  2  0
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 18 19  2  0
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 21 16  1  0
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 23 24  1  0
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 25 26  3  0
 24 27  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2296205

   2-[[4-[2-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethoxy]phenyl]methylidene]propanedinitrile

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: 374.43

Molecular Weight (Monoisotopic): 374.0837

AlogP: 4.34

#Rotatable Bonds: 7

Polar Surface Area: 95.73

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.34

Np Likeness Score: -1.78

References

1. Deora GS, Karthikeyan C, Moorthy NSHN, Rathore V, Rawat AK, Tamrakar AK, Srivastava AK, Trivedi P.  (2013)  Design, synthesis and biological evaluation of novel arylidine-malononitrile derivatives as non-carboxylic inhibitors of protein tyrosine phosphatase 1B,  22  (11): [10.1007/s00044-013-0528-1]

Source

Source(1):

• Scientific Literature