N2-(2,5-dimethylphenyl)-5,6-dimethylpyrazine-2,3-dicarboxamide

ID: ALA2287357

PubChem CID: 76334626

Max Phase: Preclinical

Molecular Formula: C16H18N4O2

Molecular Weight: 298.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c(NC(=O)c2nc(C)c(C)nc2C(N)=O)c1

Standard InChI:  InChI=1S/C16H18N4O2/c1-8-5-6-9(2)12(7-8)20-16(22)14-13(15(17)21)18-10(3)11(4)19-14/h5-7H,1-4H3,(H2,17,21)(H,20,22)

Standard InChI Key:  QAQDHORYWTWODR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    6.4288  -20.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4277  -21.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1357  -21.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8454  -21.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8425  -20.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1339  -19.9920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7210  -19.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7196  -21.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5487  -19.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2579  -20.3919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5456  -19.1688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9641  -19.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6718  -20.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3775  -19.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3748  -19.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6606  -18.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9578  -19.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5537  -21.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2470  -18.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0865  -20.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5550  -22.4446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2608  -21.2177    0.0000 O   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
  1  7  1  0
  2  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  4 18  1  0
 17 19  1  0
 14 20  1  0
 18 21  1  0
 18 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287357

   N~2~-(2,5-dimethylphenyl)-5,6-dimethyl-2,3-pyrazinedicarboxamide

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: 298.35

Molecular Weight (Monoisotopic): 298.1430

AlogP: 2.06

#Rotatable Bonds: 3

Polar Surface Area: 97.97

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.74

CX Basic pKa: ┄

CX LogP: 1.54

CX LogD: 1.54

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.91

Np Likeness Score: -1.46

References

1. TSUDA T, TAMURA J, USDA H, ICHIMOTO I.  (1992)  Synthesis of Esters, Amides, N-Alkylamides and N, N-Dialkylamides of 2, 3-Dimethyl-5-(2, 5-disubstituted phenylaminocarbonyl)-6-pyrazinecarboxylic Acid and Their Phytotoxicity,  17  (4): [10.1584/jpestics.17.4_261]

Source

Source(1):

• Scientific Literature