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

ID: ALA2296207

PubChem CID: 76331223

Max Phase: Preclinical

Molecular Formula: C21H16N4O3S

Molecular Weight: 404.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2nnc(SCCOc3ccc(C=C(C#N)C#N)cc3)o2)c1

Standard InChI:  InChI=1S/C21H16N4O3S/c1-26-19-4-2-3-17(12-19)20-24-25-21(28-20)29-10-9-27-18-7-5-15(6-8-18)11-16(13-22)14-23/h2-8,11-12H,9-10H2,1H3

Standard InChI Key:  IVITYJDOIYZMRR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.3425   -7.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5239   -7.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1207   -8.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5670   -8.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0464   -9.1109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8246   -8.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2238   -8.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9234   -7.5907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.3309   -7.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7811   -9.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4801   -8.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1962   -9.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4629   -7.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4490   -7.1129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9090   -9.5299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127   -7.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5186   -6.3336    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  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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 18 19  2  0
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 20 21  2  0
 21 16  1  0
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 22 23  2  0
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 25 26  3  0
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  5 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2296207

   2-[[4-[2-[[5-(3-Methoxyphenyl)-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: 404.45

Molecular Weight (Monoisotopic): 404.0943

AlogP: 4.35

#Rotatable Bonds: 8

Polar Surface Area: 104.96

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.31

Np Likeness Score: -1.71

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