5-tert-Butyl-6-chloro-N-(4-fluorophenyl)pyrazine-2-carboxamide

ID: ALA495542

PubChem CID: 24881863

Max Phase: Preclinical

Molecular Formula: C15H15ClFN3O

Molecular Weight: 307.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ncc(C(=O)Nc2ccc(F)cc2)nc1Cl

Standard InChI:  InChI=1S/C15H15ClFN3O/c1-15(2,3)12-13(16)20-11(8-18-12)14(21)19-10-6-4-9(17)5-7-10/h4-8H,1-3H3,(H,19,21)

Standard InChI Key:  NFKBRWOBVLYDKY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    4.3191  -24.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3179  -25.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0327  -25.6633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7491  -25.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7462  -24.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309  -24.0104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4591  -24.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1751  -24.4141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4559  -23.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8879  -23.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6023  -24.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3146  -23.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3120  -23.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5910  -22.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8816  -23.1791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6031  -25.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831  -26.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0119  -26.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1962  -24.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6045  -24.0108    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.0242  -22.7558    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  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
  1 20  1  0
  8 10  1  0
 13 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA495542

   5-tert-butyl-6-chloro-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: 307.76

Molecular Weight (Monoisotopic): 307.0888

AlogP: 3.82

#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: 3.91

CX LogD: 3.91

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.92

Np Likeness Score: -1.85

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