1-[(6-Chloropyridin-3-yl)methyl]piperazine-2,3-dione 3-O-Methyloxime

ID: ALA2272694

PubChem CID: 10869295

Max Phase: Preclinical

Molecular Formula: C11H13ClN4O2

Molecular Weight: 268.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C1/NCCN(Cc2ccc(Cl)nc2)C1=O

Standard InChI:  InChI=1S/C11H13ClN4O2/c1-18-15-10-11(17)16(5-4-13-10)7-8-2-3-9(12)14-6-8/h2-3,6H,4-5,7H2,1H3,(H,13,15)

Standard InChI Key:  SLNCTQCXEXOORY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   12.7121   -1.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2993   -2.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7022   -2.7819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5178   -2.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9288   -2.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5235   -1.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4822   -2.0694    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.7460   -2.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1533   -2.7882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7382   -3.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1420   -4.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9595   -4.2075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3716   -3.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9661   -2.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9210   -3.4909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7295   -4.9072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9123   -4.9027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5076   -4.1927    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
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 10 15  2  0
 11 16  2  0
 16 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272694

   4-[(6-Chloropyridin-3-yl)methyl]-6-(methoxyamino)-2,3-dihydropyrazin-5-one

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: 268.70

Molecular Weight (Monoisotopic): 268.0727

AlogP: 0.63

#Rotatable Bonds: 3

Polar Surface Area: 66.82

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.68

CX LogP: 0.45

CX LogD: 0.45

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.64

Np Likeness Score: -1.22

References

1. Samaritoni JG, Demeter DA, Gifford JM, Watson GB, Kempe MS, Bruce TJ..  (2003)  Dihydropiperazine neonicotinoid compounds. Synthesis and insecticidal activity.,  51  (10): [PMID:12720388] [10.1021/jf021185r]

Source

Source(1):

• Scientific Literature