6-Chloro-N-(3-trifluoromethylphenyl)pyrazine-2-carboxamide

ID: ALA496348

PubChem CID: 24881735

Max Phase: Preclinical

Molecular Formula: C12H7ClF3N3O

Molecular Weight: 301.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(C(F)(F)F)c1)c1cncc(Cl)n1

Standard InChI:  InChI=1S/C12H7ClF3N3O/c13-10-6-17-5-9(19-10)11(20)18-8-3-1-2-7(4-8)12(14,15)16/h1-6H,(H,18,20)

Standard InChI Key:  VXNCEYUSHOKAAC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.2932  -10.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2920  -10.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0068  -11.3183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7231  -10.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7202  -10.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0050   -9.6654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4332   -9.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1491  -10.0691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4300   -8.8344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8619   -9.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5763  -10.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2886   -9.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2860   -8.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5650   -8.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8556   -8.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5787   -9.6658    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.0044  -10.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7148  -10.4740    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.4161   -9.3480    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.5963  -10.7797    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  8 10  1  0
  2  3  1  0
 10 11  2  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  5  7  1  0
 14 15  2  0
 15 10  1  0
  3  4  2  0
  1 16  1  0
  7  8  1  0
 12 17  1  0
 17 18  1  0
  7  9  2  0
 17 19  1  0
  4  5  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA496348

   6-chloro-N-[3-(trifluoromethyl)phenyl]pyrazine-2-carboxamide

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: 301.66

Molecular Weight (Monoisotopic): 301.0230

AlogP: 3.40

#Rotatable Bonds: 2

Polar Surface Area: 54.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.43

CX Basic pKa: ┄

CX LogP: 2.72

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.92

Np Likeness Score: -2.05

References

1. Dolezal M, Dolezal M, Cmedlova P, Palek L, Vinsova J, Kunes J, Buchta V, Jampilek J, Kralova K..  (2008)  Synthesis and antimycobacterial evaluation of substituted pyrazinecarboxamides.,  43  (5): [PMID:17870211] [10.1016/j.ejmech.2007.07.013]

Source

Source(1):

• Scientific Literature