N-(biphenyl-2-yl)-3-chloropyrazine-2-carboxamide

ID: ALA2272358

PubChem CID: 76308866

Max Phase: Preclinical

Molecular Formula: C17H12ClN3O

Molecular Weight: 309.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1-c1ccccc1)c1nccnc1Cl

Standard InChI:  InChI=1S/C17H12ClN3O/c18-16-15(19-10-11-20-16)17(22)21-14-9-5-4-8-13(14)12-6-2-1-3-7-12/h1-11H,(H,21,22)

Standard InChI Key:  UAUPYOPLQGSJPL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   30.1562   -5.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1551   -6.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8631   -6.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5728   -6.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5700   -5.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8614   -5.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8648   -7.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1554   -8.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1548   -8.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8630   -9.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5731   -8.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5702   -8.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4471   -6.8282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7397   -6.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0317   -6.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7403   -5.6018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3251   -6.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6176   -6.8220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6162   -7.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3282   -8.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0328   -7.6396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3274   -5.5978    0.0000 Cl  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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272358

   3-chloro-N-(2-phenylphenyl)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: 309.76

Molecular Weight (Monoisotopic): 309.0669

AlogP: 4.05

#Rotatable Bonds: 3

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: 13.40

CX Basic pKa: ┄

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -1.30

References

1. Yoshikawa Y, Katsuta H, Kishi J, Yanase Y.  (2011)  Structure-activity relationship of carboxin-related carboxamides as fungicide,  36  (3): [10.1584/jpestics.G10-70]

Source

Source(1):

• Scientific Literature