5-tert-Butyl-N-(2-trifluoromethylphenyl)pyrazine-2-carboxamide

ID: ALA498408

PubChem CID: 24881798

Max Phase: Preclinical

Molecular Formula: C16H16F3N3O

Molecular Weight: 323.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cnc(C(=O)Nc2ccccc2C(F)(F)F)cn1

Standard InChI:  InChI=1S/C16H16F3N3O/c1-15(2,3)13-9-20-12(8-21-13)14(23)22-11-7-5-4-6-10(11)16(17,18)19/h4-9H,1-3H3,(H,22,23)

Standard InChI Key:  KAPCZZRWCXTUAD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   -4.3723  -19.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3734  -20.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6586  -20.6694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9422  -20.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9450  -19.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6604  -19.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2321  -19.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5161  -19.4201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352  -18.1853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032  -19.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888  -19.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237  -19.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210  -18.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1000  -17.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8095  -18.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0882  -20.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8083  -21.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6794  -21.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4953  -19.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0877  -20.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958  -21.0667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373  -20.2467    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9127  -20.2411    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
  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
 11 20  1  0
  8 10  1  0
 20 21  1  0
  2  3  1  0
 20 22  1  0
 10 11  2  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498408

   5-tert-butyl-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: 323.32

Molecular Weight (Monoisotopic): 323.1245

AlogP: 4.05

#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: 13.71

CX Basic pKa: ┄

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -1.75

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