5-tert-Butyl-6-chloro-N-p-tolylpyrazine-2-carboxamide

ID: ALA448573

PubChem CID: 24881801

Max Phase: Preclinical

Molecular Formula: C16H18ClN3O

Molecular Weight: 303.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2cnc(C(C)(C)C)c(Cl)n2)cc1

Standard InChI:  InChI=1S/C16H18ClN3O/c1-10-5-7-11(8-6-10)19-15(21)12-9-18-13(14(17)20-12)16(2,3)4/h5-9H,1-4H3,(H,19,21)

Standard InChI Key:  XHEOBPLQFLPUDK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    5.2194    0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2182    0.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9331   -0.2444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6495    0.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6466    0.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9313    1.4086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3596    1.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0756    1.0049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3564    2.2397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7885    1.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5029    1.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2153    1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2127    2.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4916    2.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7822    2.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5035   -0.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7833   -0.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9122   -0.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0964    0.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048    1.4082    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.9250    2.6634    0.0000 C   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:

   

   ALA448573

   5-tert-butyl-6-chloro-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: 303.79

Molecular Weight (Monoisotopic): 303.1138

AlogP: 3.99

#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: 13.98

CX Basic pKa: ┄

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 2

Heavy Atoms: 21

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