5-(Hexylamino)-N-phenylpyrazine-2-carboxamide

ID: ALA3355694

PubChem CID: 118721012

Max Phase: Preclinical

Molecular Formula: C17H22N4O

Molecular Weight: 298.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCNc1cnc(C(=O)Nc2ccccc2)cn1

Standard InChI:  InChI=1S/C17H22N4O/c1-2-3-4-8-11-18-16-13-19-15(12-20-16)17(22)21-14-9-6-5-7-10-14/h5-7,9-10,12-13H,2-4,8,11H2,1H3,(H,18,20)(H,21,22)

Standard InChI Key:  YNYCPMKMYVSTCB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   30.6504   -2.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3595   -2.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6504   -3.3496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0686   -2.5324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0686   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3595   -3.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9454   -2.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9454   -1.3067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2363   -2.5324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5314   -2.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8223   -2.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1132   -2.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1132   -1.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8223   -0.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5314   -1.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7777   -3.7582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4826   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1917   -3.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8967   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6058   -3.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3148   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0239   -3.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  3  6  1  0
  7  8  2  0
  7  9  1  0
  1  7  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
  9 10  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 16 17  1  0
  5 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3355694

   ---

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: 298.39

Molecular Weight (Monoisotopic): 298.1794

AlogP: 3.72

#Rotatable Bonds: 8

Polar Surface Area: 66.91

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.54

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: -1.40

References

1. Zitko J, Servusová B, Janoutová A, Paterová P, Mandíková J, Garaj V, Vejsová M, Marek J, Doležal M, Doležal M..  (2015)  Synthesis and antimycobacterial evaluation of 5-alkylamino-N-phenylpyrazine-2-carboxamides.,  23  (1): [PMID:25438883] [10.1016/j.bmc.2014.11.014]

Source

Source(1):

• Scientific Literature