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

ID: ALA526290

PubChem CID: 24863350

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)Nc2cccc(C(F)(F)F)c2)cn1

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

Standard InChI Key:  YGQOOMWDDQJVEC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    2.5902  -19.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5891  -20.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3039  -20.7944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0203  -20.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0175  -19.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3021  -19.1414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7304  -19.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4464  -19.5451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7273  -18.3103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1593  -19.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8737  -19.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5862  -19.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5835  -18.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8625  -17.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1530  -18.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743  -20.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542  -21.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2831  -21.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4672  -20.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3020  -19.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0125  -19.9500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7137  -18.8239    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8939  -20.2558    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
 12 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:

   

   ALA526290

   5-tert-butyl-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: 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: 13.99

CX Basic pKa: ┄

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -1.83

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