N-(4-phenoxyphenyl)pyrazine-2-carboxamide

ID: ALA2269044

PubChem CID: 695409

Max Phase: Preclinical

Molecular Formula: C17H13N3O2

Molecular Weight: 291.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Oc2ccccc2)cc1)c1cnccn1

Standard InChI:  InChI=1S/C17H13N3O2/c21-17(16-12-18-10-11-19-16)20-13-6-8-15(9-7-13)22-14-4-2-1-3-5-14/h1-12H,(H,20,21)

Standard InChI Key:  HJJZYIKIZMNGTF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    4.6747   -5.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6736   -6.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -7.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0913   -6.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0885   -5.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3798   -5.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9656   -7.0511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7946   -5.4086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5039   -5.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5036   -6.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2120   -7.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9192   -6.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9134   -5.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2045   -5.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582   -6.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501   -7.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2588   -5.8247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8435   -6.6386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1360   -7.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1349   -7.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8472   -8.2730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5519   -7.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269044

   N-(4-phenoxyphenyl)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: 291.31

Molecular Weight (Monoisotopic): 291.1008

AlogP: 3.52

#Rotatable Bonds: 4

Polar Surface Area: 64.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.99

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -1.56

References

1. Balcells M, Avilla J, Profitos J, Canela R..  (2000)  Synthesis of phenoxyphenyl pyridine and pyrazine carboxamides. Activity against Cydia pomonella (L.) eggs.,  48  (1): [PMID:10637056] [10.1021/jf990404e]

Source

Source(1):

• Scientific Literature