ethyl 3-(2,5-dichlorophenylcarbamoyl)-5,6-dimethylpyrazine-2-carboxylate

ID: ALA2287364

PubChem CID: 1229657

Max Phase: Preclinical

Molecular Formula: C16H15Cl2N3O3

Molecular Weight: 368.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1nc(C)c(C)nc1C(=O)Nc1cc(Cl)ccc1Cl

Standard InChI:  InChI=1S/C16H15Cl2N3O3/c1-4-24-16(23)14-13(19-8(2)9(3)20-14)15(22)21-12-7-10(17)5-6-11(12)18/h5-7H,4H2,1-3H3,(H,21,22)

Standard InChI Key:  QFRIDTBJWUZYAR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   -2.3470   -2.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3458   -2.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6424   -3.3870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9323   -2.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9294   -2.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6406   -1.7496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0507   -1.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0576   -3.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2241   -1.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4876   -2.1496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2293   -0.9265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1937   -1.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9014   -2.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6071   -1.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6045   -0.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8902   -0.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1875   -0.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2208   -3.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4904   -2.9753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4767   -0.5230    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3161   -2.1433    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2221   -4.2022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930   -4.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2001   -4.2000    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
  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
 18 19  2  0
 17 20  1  0
 14 21  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287364

   Ethyl 3-[(2,5-dichlorophenyl)carbamoyl]-5,6-dimethylpyrazine-2-carboxylate

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: 368.22

Molecular Weight (Monoisotopic): 367.0490

AlogP: 3.83

#Rotatable Bonds: 4

Polar Surface Area: 81.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.81

CX Basic pKa: ┄

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -1.56

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