Desmethylthiamethoxam

ID: ALA2269822

PubChem CID: 136139145

Max Phase: Preclinical

Molecular Formula: C7H8ClN5O3S

Molecular Weight: 277.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])/N=C1\NCOCN1Cc1cnc(Cl)s1

Standard InChI:  InChI=1S/C7H8ClN5O3S/c8-6-9-1-5(17-6)2-12-4-16-3-10-7(12)11-13(14)15/h1H,2-4H2,(H,10,11)

Standard InChI Key:  LOXCNVOJGRNBFX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   23.2157  -15.7165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2157  -16.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9209  -16.9381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6262  -16.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6262  -15.7165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9209  -15.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9209  -14.4866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6286  -14.0780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6332  -13.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3409  -14.4849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5068  -15.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7409  -15.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0573  -15.1489    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.4176  -15.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7037  -16.4231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5201  -16.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6302  -15.4390    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  1 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 14 17  1  0
M  CHG  2   8   1  10  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2269822

   DESMETHYLTHIAMETHOXAM

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: 277.69

Molecular Weight (Monoisotopic): 277.0036

AlogP: 0.68

#Rotatable Bonds: 3

Polar Surface Area: 92.89

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.40

CX LogP: 0.81

CX LogD: 0.81

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.65

Np Likeness Score: -0.89

References

1. Zhang A, Kayser H, Maienfisch P, Casida JE..  (2000)  Insect nicotinic acetylcholine receptor: conserved neonicotinoid specificity of [(3)H]imidacloprid binding site.,  75  (3): [PMID:10936213] [10.1046/j.1471-4159.2000.751294.x]

Source

Source(1):

• Scientific Literature