5-tert-Butyl-6-chloro-N-(3-trifluoromethylphenyl)pyrazine-2-carboxamide

ID: ALA496157

PubChem CID: 24863349

Max Phase: Preclinical

Molecular Formula: C16H15ClF3N3O

Molecular Weight: 357.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ncc(C(=O)Nc2cccc(C(F)(F)F)c2)nc1Cl

Standard InChI:  InChI=1S/C16H15ClF3N3O/c1-15(2,3)12-13(17)23-11(8-21-12)14(24)22-10-6-4-5-9(7-10)16(18,19)20/h4-8H,1-3H3,(H,22,24)

Standard InChI Key:  OITRXFQJXBGAQQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   -3.1306    0.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1318    0.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4169   -0.3444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7005    0.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7034    0.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4187    1.3086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9904    1.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2744    0.9049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9936    2.1397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4385    1.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1529    0.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8653    1.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8627    2.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416    2.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4322    2.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8465   -0.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5667   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4378   -1.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2536    0.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8452    1.3082    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5812    0.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917    0.5000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9929    1.6261    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1730    0.1942    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
  2 16  1  0
  7  8  1  0
 16 17  1  0
 16 18  1  0
  7  9  2  0
 16 19  1  0
  4  5  1  0
  1 20  1  0
  8 10  1  0
 12 21  1  0
  2  3  1  0
 21 22  1  0
 10 11  2  0
 21 23  1  0
  5  6  2  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA496157

   5-tert-butyl-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: 357.76

Molecular Weight (Monoisotopic): 357.0856

AlogP: 4.70

#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: 13.62

CX Basic pKa: ┄

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -1.83

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