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

ID: ALA4095583

PubChem CID: 137654074

Max Phase: Preclinical

Molecular Formula: C22H16N4O7S

Molecular Weight: 480.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1cccc(Oc2no[n+]([O-])c2S(=O)(=O)c2ccccc2)c1)c1ccccc1O

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

Standard InChI Key:  CHKIBKIZIJIQSR-OEAKJJBVSA-N

Molfile:  

     RDKit          2D

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   29.1960   -9.4720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9884   -9.6866    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.7781   -8.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2518  -10.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.8364  -10.8106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1307  -10.3986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   23.4171  -11.6210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7210   -9.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0161   -9.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3055   -9.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3042  -10.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0097  -10.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1808  -11.0128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4312   -9.1729    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
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  1 11  1  0
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  5 22  1  0
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 28 29  1  0
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 31 32  2  0
 32 26  1  0
 14 33  1  0
 28 34  1  0
M  CHG  2  14   1  33  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4095583

   ---

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: -1.35

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