3-[3,5-Bis(trifluoromethyl)phenyl]amino-2-nitro-3-oxopropionitrilepotassium salt

ID: ALA1649607

PubChem CID: 51031070

Max Phase: Preclinical

Molecular Formula: C11H4F6KN3O3

Molecular Weight: 340.16

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H4F6N3O3.K/c12-10(13,14)5-1-6(11(15,16)17)3-7(2-5)19-9(21)8(4-18)20(22)23;/h1-3H,(H-,19,21,22,23);/q-1;+1

Standard InChI Key:  FTKSZZUVIKQZQH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 23  0  0  0  0  0  0  0  0999 V2000
   12.9063  -18.7813    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
   16.4486  -16.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4474  -16.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1622  -17.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8787  -16.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8758  -16.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1604  -15.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7326  -17.2809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0185  -16.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3037  -17.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0191  -16.0429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5234  -17.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2866  -18.1043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7411  -16.7387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9953  -18.5335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5667  -18.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5938  -17.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5951  -18.1049    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.3076  -16.8663    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.3042  -17.6917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.1580  -14.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8712  -14.3892    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.4423  -14.3935    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.1500  -13.9750    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
 17 18  1  0
 17 19  1  0
  9 10  1  0
 17 20  1  0
  5  6  1  0
  7 21  1  0
  9 11  2  0
 21 22  1  0
  3  4  1  0
 21 23  1  0
  6  7  2  0
 21 24  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: 340.16

Molecular Weight (Monoisotopic): 340.0162

AlogP: 2.64

#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: -7.50

CX Basic pKa: 1.49

CX LogP: 0.74

CX LogD: -0.21

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.39

Np Likeness Score: -1.31

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