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

ID: ALA2287366

PubChem CID: 1022260

Max Phase: Preclinical

Molecular Formula: C17H17Cl2N3O3

Molecular Weight: 382.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(C(=O)Nc2cc(Cl)ccc2Cl)c(C(=O)OC(C)C)nc1C

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

Standard InChI Key:  OKOLKUHQDUTVQU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   14.9557   -1.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9545   -2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6626   -3.1352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3722   -2.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3694   -1.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6608   -1.4979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2479   -1.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2465   -3.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0756   -1.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7848   -1.8978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0725   -0.6747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4910   -1.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1986   -1.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9043   -1.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9017   -0.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1875   -0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4847   -0.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0806   -3.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7876   -2.7236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7739   -0.2712    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.6134   -1.8916    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.0819   -3.9505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7902   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4973   -3.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7915   -5.1752    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
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287366

   Propan-2-yl 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: 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: 3.45

CX LogD: 3.45

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.80

Np Likeness Score: -1.51

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