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

ID: ALA4071945

PubChem CID: 137639583

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)c1cccc(O)c1

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

Standard InChI Key:  NUCOZLIURDZISA-OEAKJJBVSA-N

Molfile:  

     RDKit          2D

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   36.6580  -15.2460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.4917  -14.2967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2883  -14.5155    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.0738  -13.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5311  -15.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.1022  -16.4617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   31.6874  -15.6321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2623  -16.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.2578  -18.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9686  -17.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8394  -16.4325    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
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  9 10  2  0
 10  5  1  0
  9  1  1  0
  1 11  1  0
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 14 22  1  0
  6 23  1  0
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 24 25  1  0
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 27 29  2  0
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 32 33  2  0
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 30 34  1  0
M  CHG  2  14   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4071945

   ---

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: 8.76

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 2.55

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.23

Np Likeness Score: -1.28

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