3-(3,5-Difluorophenyl)amino-2-nitro-3-oxopropionitrile potassium salt

ID: ALA1651806

PubChem CID: 51031213

Max Phase: Preclinical

Molecular Formula: C9H4F2KN3O3

Molecular Weight: 240.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC(C(=O)Nc1cc(F)cc(F)c1)=[N+]([O-])[O-].[K+]

Standard InChI:  InChI=1S/C9H4F2N3O3.K/c10-5-1-6(11)3-7(2-5)13-9(15)8(4-12)14(16)17;/h1-3H,(H-,13,15,16,17);/q-1;+1

Standard InChI Key:  XJEMZXLQATUAFB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
    6.9375  -22.8437    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
   10.5996  -20.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5984  -20.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3128  -21.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0287  -20.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0258  -20.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3110  -19.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8841  -21.3245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1704  -20.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4561  -21.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1711  -20.0873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6764  -21.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4391  -22.1473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8947  -20.7826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1473  -22.5762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7197  -22.5465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7433  -21.3234    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3085  -18.8491    0.0000 F   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
  5 17  1  0
  8  9  1  0
  7 18  1  0
M  CHG  4   1   1  13   1  15  -1  16  -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: 240.15

Molecular Weight (Monoisotopic): 240.0226

AlogP: 0.88

#Rotatable Bonds: 2

Polar Surface Area: 102.02

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -7.29

CX Basic pKa: 1.50

CX LogP: -0.51

CX LogD: -1.68

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.47

Np Likeness Score: -1.66

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