1-(2-Chloropyridin-5-yl)methyl-3,6-dihydro-4-methyl-2-cyanoiminopiperazin-5-one

ID: ALA2272687

PubChem CID: 10891159

Max Phase: Preclinical

Molecular Formula: C12H12ClN5O

Molecular Weight: 277.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C/C(=N\C#N)N(Cc2ccc(Cl)nc2)CC1=O

Standard InChI:  InChI=1S/C12H12ClN5O/c1-17-6-11(16-8-14)18(7-12(17)19)5-9-2-3-10(13)15-4-9/h2-4H,5-7H2,1H3/b16-11+

Standard InChI Key:  TVYWNTIQJPNERJ-LFIBNONCSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   21.8746   -6.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4618   -7.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8647   -8.2711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6802   -8.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0912   -7.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6859   -6.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6446   -7.5587    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.9084   -7.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3157   -8.2774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9006   -8.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3044   -9.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1220   -9.6967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5340   -8.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1285   -8.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0834   -8.9801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5266  -10.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6708   -9.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2633  -10.3886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3512   -8.9942    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
 12 16  1  0
 15 17  1  0
 17 18  3  0
 13 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272687

   [1-[(6-Chloropyridin-3-yl)methyl]-4-methyl-5-oxopiperazin-2-ylidene]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: 277.71

Molecular Weight (Monoisotopic): 277.0730

AlogP: 0.89

#Rotatable Bonds: 2

Polar Surface Area: 72.59

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.39

CX LogP: -0.07

CX LogD: -0.07

Aromatic Rings: 1

Heavy Atoms: 19

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