5-tert-Butyl-N-p-tolylpyrazine-2-carboxamide

ID: ALA498409

PubChem CID: 24881805

Max Phase: Preclinical

Molecular Formula: C16H19N3O

Molecular Weight: 269.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2cnc(C(C)(C)C)cn2)cc1

Standard InChI:  InChI=1S/C16H19N3O/c1-11-5-7-12(8-6-11)19-15(20)13-9-18-14(10-17-13)16(2,3)4/h5-10H,1-4H3,(H,19,20)

Standard InChI Key:  LDNMSSQGDLSKBQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   11.2986  -19.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2974  -20.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0122  -20.4527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7287  -20.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7258  -19.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0104  -18.7997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4387  -18.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1547  -19.2034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4356  -17.9686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8677  -18.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5821  -19.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2945  -18.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2918  -17.9611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5708  -17.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8613  -17.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5826  -20.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8625  -20.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9914  -21.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1756  -19.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0042  -17.5449    0.0000 C   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:

   

   ALA498409

   5-tert-butyl-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: 269.35

Molecular Weight (Monoisotopic): 269.1528

AlogP: 3.33

#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: 3.46

CX LogD: 3.46

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: -1.61

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