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

ID: ALA2287365

PubChem CID: 1801242

Max Phase: Preclinical

Molecular Formula: C17H17Cl2N3O3

Molecular Weight: 382.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H17Cl2N3O3/c1-4-7-25-17(24)15-14(20-9(2)10(3)21-15)16(23)22-13-8-11(18)5-6-12(13)19/h5-6,8H,4,7H2,1-3H3,(H,22,23)

Standard InChI Key:  QSBYQXQNRRDYHV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    6.3297   -2.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3286   -2.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0367   -3.2302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7463   -2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7435   -1.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0349   -1.5928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6219   -1.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6206   -3.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4496   -1.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1589   -1.9927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4466   -0.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8651   -1.5815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5727   -1.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2784   -1.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2758   -0.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5615   -0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8588   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4547   -3.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1617   -2.8185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1480   -0.3662    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.9874   -1.9865    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.4559   -4.0454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1643   -4.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8714   -4.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5797   -4.4507    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
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287365

   Propyl 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: 382.25

Molecular Weight (Monoisotopic): 381.0647

AlogP: 4.22

#Rotatable Bonds: 5

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: 3.56

CX LogD: 3.56

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: -1.50

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