3-[4-(diethylamino)-3-nitrophenyl]-1,2,3-oxadiazol-3-ium-5-olate

ID: ALA97909

PubChem CID: 405165

Max Phase: Preclinical

Molecular Formula: C12H14N4O4

Molecular Weight: 278.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(-[n+]2cc([O-])on2)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C12H14N4O4/c1-3-14(4-2)10-6-5-9(7-11(10)16(18)19)15-8-12(17)20-13-15/h5-8H,3-4H2,1-2H3

Standard InChI Key:  ZXEGRBZGAJLPGN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    6.4542    0.4708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0292   -1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2042    0.1333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0292   -2.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5375    1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3417    1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7542    0.7458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417    0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167    0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167   -2.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -2.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -1.1917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7542    2.1833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0292    0.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750   -1.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  7  2  0
  3  1  2  0
  4  2  1  0
  5  1  1  0
  6  5  2  0
  7 10  1  0
  8  3  1  0
  9 11  2  0
 10  1  1  0
 11 16  1  0
 12  4  1  0
 13  4  2  0
 14  9  1  0
 15  6  1  0
 16 10  2  0
 17 14  1  0
 18 14  1  0
 19 18  1  0
 20 17  1  0
  8  6  1  0
  2  9  1  0
M  CHG  4   1   1   4   1  12  -1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA97909

   N-(4-Diethylamine-3-nitrophenyl)sydnone

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: 278.27

Molecular Weight (Monoisotopic): 278.1015

AlogP: 0.78

#Rotatable Bonds: 5

Polar Surface Area: 99.35

Molecular Species: ACID

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.98

CX Basic pKa: ┄

CX LogP: 2.41

CX LogD: 2.42

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.45

Np Likeness Score: -1.23

References

1. Dunkley CS, Thoman CJ..  (2003)  Synthesis and biological evaluation of a novel phenyl substituted sydnone series as potential antitumor agents.,  13  (17): [PMID:14611853] [10.1016/s0960-894x(03)00487-6]

Source

Source(1):

• Scientific Literature