N2-tert-butyl-N3-(5-fluoro-2-methylphenyl)-5,6-dimethylpyrazine-2,3-dicarboxamide

ID: ALA2286639

PubChem CID: 76330992

Max Phase: Preclinical

Molecular Formula: C19H23FN4O2

Molecular Weight: 358.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(F)cc1NC(=O)c1nc(C)c(C)nc1C(=O)NC(C)(C)C

Standard InChI:  InChI=1S/C19H23FN4O2/c1-10-7-8-13(20)9-14(10)23-17(25)15-16(18(26)24-19(4,5)6)22-12(3)11(2)21-15/h7-9H,1-6H3,(H,23,25)(H,24,26)

Standard InChI Key:  NNSYKBQOROPSLI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    4.3074  -14.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063  -15.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0143  -15.8347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7240  -15.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7211  -14.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125  -14.1974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4356  -14.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1489  -14.5973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4325  -13.3701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4364  -15.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4336  -16.6623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1435  -15.4354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1386  -12.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8432  -13.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5488  -12.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5462  -12.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8320  -11.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1292  -12.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1399  -17.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4176  -11.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2579  -13.3639    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982  -15.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5996  -14.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8490  -16.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1371  -17.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8417  -17.4788    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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 10 12  2  0
  9 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 11 19  1  0
 18 20  1  0
 15 21  1  0
  2 22  1  0
  1 23  1  0
 19 24  1  0
 19 25  1  0
 19 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286639

   3-N-tert-butyl-2-N-(5-fluoro-2-methylphenyl)-5,6-dimethylpyrazine-2,3-dicarboxamide

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: 358.42

Molecular Weight (Monoisotopic): 358.1805

AlogP: 3.32

#Rotatable Bonds: 3

Polar Surface Area: 83.98

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.02

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.88

Np Likeness Score: -1.62

References

1. TSUDA T, KOBAYASHI K, ICHIMOTO I.  (1997)  Synthesis of N-Alkyl-2, 3-dimethyl-5-[N-(5-halo-2-methylphenyl)carbamoyl]-6-pyrazinecarboxamides and Their Herbicidal Activity,  22  (3): [10.1584/jpestics.22.218]

Source

Source(1):

• Scientific Literature