5-tert-Butyl-N-(4-fluorophenyl)pyrazine-2-carboxamide

ID: ALA496552

PubChem CID: 24881804

Max Phase: Preclinical

Molecular Formula: C15H16FN3O

Molecular Weight: 273.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cnc(C(=O)Nc2ccc(F)cc2)cn1

Standard InChI:  InChI=1S/C15H16FN3O/c1-15(2,3)13-9-17-12(8-18-13)14(20)19-11-6-4-10(16)5-7-11/h4-9H,1-3H3,(H,19,20)

Standard InChI Key:  AFWVVRZUDBEFJW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   10.1194  -15.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1182  -16.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8331  -16.4860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5495  -16.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5466  -15.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8313  -14.8330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2596  -14.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9756  -15.2368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2564  -14.0020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6885  -14.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4029  -15.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1153  -14.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1127  -13.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3916  -13.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6822  -14.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4034  -16.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6833  -16.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8122  -17.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9964  -15.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8250  -13.5783    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
  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
 13 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA496552

   5-tert-butyl-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: 273.31

Molecular Weight (Monoisotopic): 273.1277

AlogP: 3.17

#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: ┄

CX Basic pKa: ┄

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: -1.86

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