4-[(6-Chloropyridin-3-yl)methyl]-3-oxopiperazin-2-ylidenecyanamide

ID: ALA2272695

PubChem CID: 10945285

Max Phase: Preclinical

Molecular Formula: C11H10ClN5O

Molecular Weight: 263.69

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H10ClN5O/c12-9-2-1-8(5-15-9)6-17-4-3-14-10(11(17)18)16-7-13/h1-2,5H,3-4,6H2,(H,14,16)

Standard InChI Key:  WMRMVQPCEGWFLZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    6.7689   -1.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3561   -2.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7590   -2.9016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5746   -2.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9856   -2.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5803   -1.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5389   -2.1891    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.8027   -2.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2101   -2.9079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -3.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1988   -4.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0163   -4.3272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4284   -3.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0229   -2.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9778   -3.6105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7863   -5.0269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9691   -5.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1558   -5.0218    0.0000 N   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  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272695

   [1-[(6-Chloropyridin-3-yl)methyl]-6-oxo-2,3-dihydropyrazin-5-yl]cyanamide

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: 263.69

Molecular Weight (Monoisotopic): 263.0574

AlogP: 0.55

#Rotatable Bonds: 2

Polar Surface Area: 81.38

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.82

CX LogP: 0.28

CX LogD: 0.28

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.62

Np Likeness Score: -1.40

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