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

ID: ALA2272689

Cas Number: 562814-44-2

PubChem CID: 71441372

Max Phase: Preclinical

Molecular Formula: C10H10ClN3O2

Molecular Weight: 239.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NCCN(Cc2ccc(Cl)nc2)C1=O

Standard InChI:  InChI=1S/C10H10ClN3O2/c11-8-2-1-7(5-13-8)6-14-4-3-12-9(15)10(14)16/h1-2,5H,3-4,6H2,(H,12,15)

Standard InChI Key:  HVZQSNUGEHHPNR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    9.9221  -12.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5093  -13.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9122  -14.3381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7278  -14.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1388  -13.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7335  -12.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6921  -13.6257    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.9559  -13.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3633  -14.3445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9481  -15.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3520  -15.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1695  -15.7637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5816  -15.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1761  -14.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1310  -15.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9395  -16.4635    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA2272689

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

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: 239.66

Molecular Weight (Monoisotopic): 239.0462

AlogP: 0.19

#Rotatable Bonds: 2

Polar Surface Area: 62.30

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.65

CX Basic pKa: 0.82

CX LogP: -0.05

CX LogD: -0.05

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.59

Np Likeness Score: -1.25

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