(R,S)-methyl-imidacloprid

ID: ALA2272995

PubChem CID: 136249292

Max Phase: Preclinical

Molecular Formula: C10H12ClN5O2

Molecular Weight: 269.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(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)

Standard InChI Key:  PCQCQCIFVHSSNM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    0.8612   -3.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600   -4.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681   -4.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2777   -4.0506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749   -3.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5663   -2.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5679   -5.2773    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5638   -2.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2703   -1.5948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0205   -1.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655   -1.3201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1548   -0.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560   -0.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1915   -2.7282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9691   -2.9796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5808   -2.4331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1452   -3.7798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8549   -1.5991    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  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2272995

   (R,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]

Source

Source(1):

• Scientific Literature