N-(1-((5-butoxy-6-chloropyridin-3-yl)methyl)imidazolidin-2-ylidene)nitramide

ID: ALA2287712

PubChem CID: 136240209

Max Phase: Preclinical

Molecular Formula: C13H18ClN5O3

Molecular Weight: 327.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCOc1cc(CN2CCN/C2=N\[N+](=O)[O-])cnc1Cl

Standard InChI:  InChI=1S/C13H18ClN5O3/c1-2-3-6-22-11-7-10(8-16-12(11)14)9-18-5-4-15-13(18)17-19(20)21/h7-8H,2-6,9H2,1H3,(H,15,17)

Standard InChI Key:  UPGFPZXLYKOWBN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    2.3511  -12.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3500  -13.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0580  -13.4946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7677  -13.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7648  -12.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0562  -11.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710  -11.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1802  -12.2572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2684  -13.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0683  -13.2404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4743  -12.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9251  -11.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6419  -13.4937    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6629  -13.6223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8354  -14.4210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6158  -14.6723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2323  -14.9712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6433  -11.8577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9357  -12.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2279  -11.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4860  -12.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4862  -13.0840    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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  2 13  1  0
  9 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2287712

   ---

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: 327.77

Molecular Weight (Monoisotopic): 327.1098

AlogP: 1.87

#Rotatable Bonds: 7

Polar Surface Area: 92.89

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.70

CX LogD: 1.70

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.36

Np Likeness Score: -0.78

References

1. Nishimura K, Kiriyama K, Kagabu S.  (2006)  Quantitative structureactivity relationships of imidacloprid and its analogs with substituents at the C5 position on the pyridine ring in the neuroblocking activity,  31  (2): [10.1584/jpestics.31.110]

2. Kagabu S, Fujii Y, Nishimura K.  (2006)  Insecticidal activity of imidacloprid derivatives with an alkoxy group at the C5 position of the pyridine ring,  31  (2): [10.1584/jpestics.31.150]

Source

Source(1):

• Scientific Literature