2-Nitro-3-(4-nitrophenyl)amino-3-oxopropionitrile potassium salt

ID: ALA1651807

PubChem CID: 90660744

Max Phase: Preclinical

Molecular Formula: C9H5KN4O5

Molecular Weight: 249.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC(C(=O)Nc1ccc([N+](=O)[O-])cc1)=[N+]([O-])[O-].[K+]

Standard InChI:  InChI=1S/C9H5N4O5.K/c10-5-8(13(17)18)9(14)11-6-1-3-7(4-2-6)12(15)16;/h1-4H,(H-,11,14,17,18);/q-1;+1

Standard InChI Key:  KNPXAVKOUYDEEO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 18  0  0  0  0  0  0  0  0999 V2000
   12.5312  -22.7187    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
   16.3140  -19.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3128  -20.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0272  -21.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7433  -20.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7404  -19.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0254  -19.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5984  -21.1394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8847  -20.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1704  -21.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8853  -19.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3905  -20.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1533  -21.9622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6087  -20.5974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8616  -22.3911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4338  -22.3615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4551  -19.4808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4520  -18.6563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1706  -19.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  5  6  1  0
  9 11  2  0
  3  4  1  0
  6  7  2  0
 10 12  1  0
 13 10  2  0
  7  2  1  0
 12 14  3  0
  2  3  2  0
  3  8  1  0
 13 15  1  0
 13 16  1  0
  4  5  2  0
  8  9  1  0
 17 18  2  0
 17 19  1  0
  6 17  1  0
M  CHG  6   1   1  13   1  15  -1  16  -1  17   1  19  -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: 249.16

Molecular Weight (Monoisotopic): 249.0265

AlogP: 0.51

#Rotatable Bonds: 3

Polar Surface Area: 145.16

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -6.89

CX Basic pKa: 1.50

CX LogP: -1.78

CX LogD: -2.03

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.36

Np Likeness Score: -1.53

References

1. Giorgis M, Lolli ML, Rolando B, Rao A, Tosco P, Chaurasia S, Marabello D, Fruttero R, Gasco A..  (2011)  1,2,5-Oxadiazole analogues of leflunomide and related compounds.,  46  (1): [PMID:21109332] [10.1016/j.ejmech.2010.10.029]

Source

Source(1):

• Scientific Literature