6-Chloro-N-p-tolylpyrazine-2-carboxamide

ID: ALA496349

PubChem CID: 24881803

Max Phase: Preclinical

Molecular Formula: C12H10ClN3O

Molecular Weight: 247.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2cncc(Cl)n2)cc1

Standard InChI:  InChI=1S/C12H10ClN3O/c1-8-2-4-9(5-3-8)15-12(17)10-6-14-7-11(13)16-10/h2-7H,1H3,(H,15,17)

Standard InChI Key:  PNTFOZOLBXNNAB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -4.1098  -14.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1109  -15.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3961  -15.9610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6797  -15.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6825  -14.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3979  -14.3080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9696  -14.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2536  -14.7118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9727  -13.4770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5407  -14.2966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1737  -14.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8862  -14.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8835  -13.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1625  -13.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5470  -13.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8243  -14.3085    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5959  -13.0533    0.0000 C   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:

   

   ALA496349

   6-chloro-N-(4-methylphenyl)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: 247.69

Molecular Weight (Monoisotopic): 247.0512

AlogP: 2.69

#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: 13.78

CX Basic pKa: ┄

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.89

Np Likeness Score: -1.82

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