(6-Chloropyridin-3-yl)methyl(4-methyl-3-oxo-3,4,5,6-tetrahydropyrazin-2-yl)cyanamide

ID: ALA2272683

PubChem CID: 76330710

Max Phase: Preclinical

Molecular Formula: C12H12ClN5O

Molecular Weight: 277.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN=C(N(C#N)Cc2ccc(Cl)nc2)C1=O

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

Standard InChI Key:  BDGYWHOIJWZSAA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    1.9401  -18.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5273  -19.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9302  -20.2607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7457  -20.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1567  -19.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7514  -18.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101  -19.5483    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9739  -19.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3812  -20.2670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9713  -20.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1984  -20.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5631  -21.6860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6042  -20.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4179  -20.9775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8315  -20.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4254  -19.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6057  -19.5570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1936  -21.6806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8225  -21.6875    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 11  1  0
 10 12  3  0
 11 13  1  0
 11 17  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 13 18  2  0
 14 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272683

   (6-Chloropyridin-3-yl)methyl-(1-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: 277.72

Molecular Weight (Monoisotopic): 277.0730

AlogP: 0.89

#Rotatable Bonds: 2

Polar Surface Area: 72.59

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.54

CX LogD: 0.54

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.46

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