6-Chloro-N-(2-chloro-5-hydroxyphenyl)pyrazine-2-carboxamide

ID: ALA491049

PubChem CID: 24881733

Max Phase: Preclinical

Molecular Formula: C11H7Cl2N3O2

Molecular Weight: 284.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(O)ccc1Cl)c1cncc(Cl)n1

Standard InChI:  InChI=1S/C11H7Cl2N3O2/c12-7-2-1-6(17)3-8(7)16-11(18)9-4-14-5-10(13)15-9/h1-5,17H,(H,16,18)

Standard InChI Key:  UDXOJFQHUNBPKA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   10.9777   -5.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9766   -6.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6914   -6.8027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4078   -6.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4050   -5.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6896   -5.1497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1179   -5.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8339   -5.5534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1148   -4.3186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5468   -5.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2613   -5.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9737   -5.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9710   -4.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2500   -3.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5405   -4.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2623   -6.3765    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.2439   -3.0765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2632   -5.1501    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  7  9  2  0
  4  5  1  0
  8 10  1  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
 11 16  1  0
  7  8  1  0
 14 17  1  0
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA491049

   6-chloro-N-(2-chloro-5-hydroxyphenyl)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: 284.10

Molecular Weight (Monoisotopic): 282.9915

AlogP: 2.74

#Rotatable Bonds: 2

Polar Surface Area: 75.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.75

CX Basic pKa: ┄

CX LogP: 2.14

CX LogD: 2.12

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.89

Np Likeness Score: -1.35

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