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

ID: ALA523740

PubChem CID: 24881802

Max Phase: Preclinical

Molecular Formula: C12H7ClF3N3O

Molecular Weight: 301.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1C(F)(F)F)c1cncc(Cl)n1

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

Standard InChI Key:  JBGYSBZNIHTORI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    3.6690   -9.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678  -10.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827  -11.2349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990  -10.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961   -9.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3809   -9.5820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8090   -9.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5250   -9.9858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8058   -8.7511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2378   -9.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9521   -9.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6644   -9.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6618   -8.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9408   -8.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2315   -8.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9545   -9.5825    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.9532  -10.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9450  -11.6321    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7781  -10.8123    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1283  -10.8066    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
 11 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:

   

   ALA523740

   6-chloro-N-[2-(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: 13.15

CX Basic pKa: ┄

CX LogP: 2.72

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.92

Np Likeness Score: -1.96

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