6-Chloro-N-(4-fluorophenyl)pyrazine-2-carboxamide

ID: ALA496182

PubChem CID: 24881734

Max Phase: Preclinical

Molecular Formula: C11H7ClFN3O

Molecular Weight: 251.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(F)cc1)c1cncc(Cl)n1

Standard InChI:  InChI=1S/C11H7ClFN3O/c12-10-6-14-5-9(16-10)11(17)15-8-3-1-7(13)2-4-8/h1-6H,(H,15,17)

Standard InChI Key:  PCLKITBTJNMODG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -3.1723   -9.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734  -10.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4586  -10.5777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7422  -10.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7450   -9.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4604   -8.9247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321   -8.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3161   -9.3284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0352   -8.0936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3968   -8.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1112   -9.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237   -8.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8210   -8.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1000   -7.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3905   -8.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8868   -8.9251    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5334   -7.6700    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  2  0
  4  5  1  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
 13 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA496182

   6-chloro-N-(4-fluorophenyl)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: 251.65

Molecular Weight (Monoisotopic): 251.0262

AlogP: 2.52

#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: 13.51

CX Basic pKa: ┄

CX LogP: 1.98

CX LogD: 1.98

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.89

Np Likeness Score: -2.12

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