3-(4-azetidin-1-yl-3-nitrophenyl)-1,2,3-oxadiazol-3-ium-5-olate

ID: ALA317141

PubChem CID: 405161

Max Phase: Preclinical

Molecular Formula: C11H10N4O4

Molecular Weight: 262.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(-[n+]2cc([O-])on2)ccc1N1CCC1

Standard InChI:  InChI=1S/C11H10N4O4/c16-11-7-14(12-19-11)8-2-3-9(13-4-1-5-13)10(6-8)15(17)18/h2-3,6-7H,1,4-5H2

Standard InChI Key:  ACILEPOSWOIEFE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 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
    4.3167   -0.7792    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
    5.7417    0.0500    0.0000 C   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
    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
    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
    2.5917   -1.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -2.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8042   -0.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  8  2  0
  3  1  2  0
  4  2  1  0
  5  1  1  0
  6  5  2  0
  7 12  2  0
  8 10  1  0
  9  3  1  0
 10  1  1  0
 11  7  1  0
 12 16  1  0
 13  4  1  0
 14  4  2  0
 15  6  1  0
 16 10  2  0
 17 19  1  0
 18 11  1  0
 19 11  1  0
  9  6  1  0
  2  7  1  0
 18 17  1  0
M  CHG  4   1   1   4   1  13  -1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA317141

   N-(4-Azetidine-1-yl-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: 262.23

Molecular Weight (Monoisotopic): 262.0702

AlogP: 0.14

#Rotatable Bonds: 3

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: 1.59

CX LogD: 1.59

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.44

Np Likeness Score: -1.37

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