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

ID: ALA2287363

PubChem CID: 76309224

Max Phase: Preclinical

Molecular Formula: C15H13Cl2N3O3

Molecular Weight: 354.19

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H13Cl2N3O3/c1-7-8(2)19-13(15(22)23-3)12(18-7)14(21)20-11-6-9(16)4-5-10(11)17/h4-6H,1-3H3,(H,20,21)

Standard InChI Key:  ZVSOEVFKYNKINZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   23.8044  -27.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8033  -28.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5113  -28.4269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2210  -28.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2182  -27.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5095  -26.7895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0966  -26.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0953  -28.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9243  -26.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6336  -27.1895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9213  -25.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3397  -26.7782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0474  -27.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7531  -26.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7504  -25.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0362  -25.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3335  -25.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9293  -28.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6364  -28.0152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6227  -25.5629    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.4621  -27.1832    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.9306  -29.2421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2236  -29.6518    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
M  END

Alternative Forms

1. Parent:

   

   ALA2287363

   Methyl 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: 354.19

Molecular Weight (Monoisotopic): 353.0334

AlogP: 3.44

#Rotatable Bonds: 3

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: 2.68

CX LogD: 2.68

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.85

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