(2R)-1-(oxido-NNO-azoxy)pyrrolidine-2-carboxylate; disodium

ID: ALA344694

PubChem CID: 136136550

Max Phase: Preclinical

Molecular Formula: C5H7N3Na2O4

Molecular Weight: 175.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C([O-])[C@H]1CCCN1/[N+]([O-])=N/[O-].[Na+].[Na+]

Standard InChI:  InChI=1S/C5H9N3O4.2Na/c9-5(10)4-2-1-3-7(4)8(12)6-11;;/h4,11H,1-3H2,(H,9,10);;/q;2*+1/p-2/b8-6-;;/t4-;;/m1../s1

Standard InChI Key:  BWIOFDWWAQUTIZ-HOYNHVRTSA-L

Molfile:  

     RDKit          2D

 14 12  0  0  0  0  0  0  0  0999 V2000
    1.9542    0.2208    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   -1.7458   -0.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833    0.2208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0208    0.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333   -1.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083    1.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4958   -0.9542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0375   -1.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4042    0.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3208    1.9583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583    0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2958    1.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1208    1.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2417   -2.5250    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  2  2  0
  4  6  1  6
  7  2  1  0
  8  5  1  0
  9  6  1  0
 10  6  2  0
 11  3  1  0
 12  4  1  0
 13 11  1  0
 12 13  1  0
M  CHG  6   1   1   2   1   7  -1   8  -1   9  -1  14   1
M  END

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: 175.14

Molecular Weight (Monoisotopic): 175.0593

AlogP: -0.20

#Rotatable Bonds: 2

Polar Surface Area: 99.20

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.50

CX Basic pKa: ┄

CX LogP: -3.27

CX LogD: -4.55

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.34

Np Likeness Score: 0.13

References

1. Saavedra JE, Southan GJ, Davies KM, Lundell A, Markou C, Hanson SR, Adrie C, Hurford WE, Zapol WM, Keefer LK..  (1996)  Localizing antithrombotic and vasodilatory activity with a novel, ultrafast nitric oxide donor.,  39  (22): [PMID:8893830] [10.1021/jm960616s]

Source

Source(1):

• Scientific Literature