(S)-methyl-imidacloprid

ID: ALA2272996

PubChem CID: 135928430

Max Phase: Preclinical

Molecular Formula: C10H12ClN5O2

Molecular Weight: 269.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](c1ccc(Cl)nc1)N1CCN/C1=N\[N+](=O)[O-]

Standard InChI:  InChI=1S/C10H12ClN5O2/c1-7(8-2-3-9(11)13-6-8)15-5-4-12-10(15)14-16(17)18/h2-3,6-7H,4-5H2,1H3,(H,12,14)/t7-/m0/s1

Standard InChI Key:  PCQCQCIFVHSSNM-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    6.2101   -3.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2089   -4.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9170   -4.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6266   -4.0052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6238   -3.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9152   -2.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9168   -5.2319    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.9127   -1.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6192   -1.5494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3694   -1.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9144   -1.2747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5037   -0.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7049   -0.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5404   -2.6828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3180   -2.9342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9297   -2.3877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4941   -3.7344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2038   -1.5537    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
  3  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  9  1  0
 10 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  8 18  1  6
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2272996

   (S)-METHYL-IMIDACLOPRID

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: 269.69

Molecular Weight (Monoisotopic): 269.0680

AlogP: 1.25

#Rotatable Bonds: 3

Polar Surface Area: 83.66

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.95

CX LogD: 0.95

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.51

Np Likeness Score: -1.04

References

1. Kagabu S, Kiriyama K, Nishiwaki H, Kumamoto Y, Tada T, Nishimura K..  (2003)  Asymmetric chloronicotinyl insecticide, 1-[1-(6-chloro-3-pyridyl)ethyl]-2-nitroiminoimidazolidine: preparation, resolution and biological activities toward insects and their nerve preparations.,  67  (5): [PMID:12834274] [10.1271/bbb.67.980]

2. Kiriyama K, Kagabu S, Nishimura K.  (2004)  Insecticidal Activities of the Enantiomers of Asymmetric 1-[1-(6-Chloro-3-pyridyl)ethyl]-2-nitroiminoimidazolidine against American Cockroach, Cucurbit Leaf Beetle, Green Rice Leafhopper and Green Peach Aphid Following Injection, Dipping and Spraying,  29  (1): [10.1584/jpestics.29.43]

Source

Source(1):

• Scientific Literature