N-(2-Chlorophenyl)-5-(pentylamino)pyrazine-2-carboxamide

ID: ALA3355708

PubChem CID: 109288149

Max Phase: Preclinical

Molecular Formula: C16H19ClN4O

Molecular Weight: 318.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCNc1cnc(C(=O)Nc2ccccc2Cl)cn1

Standard InChI:  InChI=1S/C16H19ClN4O/c1-2-3-6-9-18-15-11-19-14(10-20-15)16(22)21-13-8-5-4-7-12(13)17/h4-5,7-8,10-11H,2-3,6,9H2,1H3,(H,18,20)(H,21,22)

Standard InChI Key:  MEFBVVSGNPISDW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   28.7471  -20.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1556  -21.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9299  -20.9997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7471  -22.4138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9299  -22.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5213  -21.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1556  -20.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7471  -19.5857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9728  -20.2906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5213  -23.1229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7041  -23.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2955  -22.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4783  -22.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0697  -21.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2525  -21.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3814  -20.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1986  -20.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6072  -21.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1986  -22.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3814  -22.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9728  -21.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6072  -20.2906    0.0000 Cl  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
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 10 11  1  0
  5 10  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 17 22  1  0
  9 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3355708

   N-(2-chlorophenyl)-5-(pentylamino)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: 318.81

Molecular Weight (Monoisotopic): 318.1247

AlogP: 3.98

#Rotatable Bonds: 7

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: 3.46

CX LogD: 3.46

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -1.78

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