(E)-4-(4-((2-(2-hydroxybenzoyl)hydrazono)methyl)phenoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide

ID: ALA4085341

PubChem CID: 137647306

Max Phase: Preclinical

Molecular Formula: C22H16N4O7S

Molecular Weight: 480.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(Oc2no[n+]([O-])c2S(=O)(=O)c2ccccc2)cc1)c1ccccc1O

Standard InChI:  InChI=1S/C22H16N4O7S/c27-19-9-5-4-8-18(19)20(28)24-23-14-15-10-12-16(13-11-15)32-21-22(26(29)33-25-21)34(30,31)17-6-2-1-3-7-17/h1-14,27H,(H,24,28)/b23-14+

Standard InChI Key:  ZMVQSYUVNWKZQP-OEAKJJBVSA-N

Molfile:  

     RDKit          2D

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   22.9639  -15.9641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7976  -15.0149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5942  -15.2336    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.3838  -14.4359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8369  -16.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8317  -17.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5382  -17.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.5447  -15.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6755  -16.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7609  -17.1888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5642  -17.3597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9737  -16.6483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   25.7907  -16.5639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1175  -17.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4121  -17.1798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6979  -17.5843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9885  -17.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2743  -17.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9933  -16.3502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5682  -17.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8545  -17.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8493  -18.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5637  -18.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2745  -18.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5754  -16.3386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  9  1  1  0
  1 11  1  0
 11 12  2  0
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 15 11  1  0
 15  3  1  0
  3 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 14 22  1  0
  6 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 27  1  0
 29 34  1  0
M  CHG  2  14   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4085341

   ---

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: 480.46

Molecular Weight (Monoisotopic): 480.0740

AlogP: 2.40

#Rotatable Bonds: 7

Polar Surface Area: 158.03

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.03

CX Basic pKa: ┄

CX LogP: 3.22

CX LogD: 3.12

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.23

Np Likeness Score: -1.30

References

1. Dutra LA, Guanaes JFO, Johmann N, Lopes Pires ME, Chin CM, Marcondes S, Dos Santos JL..  (2017)  Synthesis, antiplatelet and antithrombotic activities of resveratrol derivatives with NO-donor properties.,  27  (11): [PMID:28400236] [10.1016/j.bmcl.2017.04.007]

Source

Source(1):

• Scientific Literature