SID26757355

ID: ALA1896251

Chembl Id: CHEMBL1896251

Cas Number: 153719-23-4

PubChem CID: 5485188

Max Phase: Preclinical

Molecular Formula: C8H10ClN5O3S

Molecular Weight: 291.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1COCN(Cc2cnc(Cl)s2)/C1=N\[N+](=O)[O-]

Standard InChI:  InChI=1S/C8H10ClN5O3S/c1-12-4-17-5-13(8(12)11-14(15)16)3-6-2-10-7(9)18-6/h2H,3-5H2,1H3/b11-8-

Standard InChI Key:  NWWZPOKUUAIXIW-FLIBITNWSA-N

Alternative Forms

1. Parent:

   

   ALA1896251

   THIAMETHOXAM

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: 291.72

Molecular Weight (Monoisotopic): 291.0193

AlogP: 1.02

#Rotatable Bonds: 3

Polar Surface Area: 84.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 0.40

CX LogP: 1.07

CX LogD: 1.07

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.61

Np Likeness Score: -0.48

References

1. PubChem BioAssay data set, 

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11. Zhang L, Greenberg SM, Zhang Y, Liu TX..  (2011)  Effectiveness of thiamethoxam and imidacloprid seed treatments against Bemisia tabaci (Hemiptera: Aleyrodidae) on cotton.,  67  (2): [PMID:21077123] [10.1002/ps.2056]

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13. Feng Y, Wu Q, Wang S, Chang X, Xie W, Xu B, Zhang Y..  (2010)  Cross-resistance study and biochemical mechanisms of thiamethoxam resistance in B-biotype Bemisia tabaci (Hemiptera: Aleyrodidae).,  66  (3): [PMID:19937914] [10.1002/ps.1877]

14. Shi X, Jiang L, Wang H, Qiao K, Wang D, Wang K..  (2011)  Toxicities and sublethal effects of seven neonicotinoid insecticides on survival, growth and reproduction of imidacloprid-resistant cotton aphid, Aphis gossypii.,  67  (12): [PMID:21714058] [10.1002/ps.2207]

15. Bruck DJ, Bolda M, Tanigoshi L, Klick J, Kleiber J, DeFrancesco J, Gerdeman B, Spitler H..  (2011)  Laboratory and field comparisons of insecticides to reduce infestation of Drosophila suzukii in berry crops.,  67  (11): [PMID:21800409] [10.1002/ps.2242]

16. Van Timmeren S, Wise JC, Isaacs R..  (2012)  Soil application of neonicotinoid insecticides for control of insect pests in wine grape vineyards.,  68  (4): [PMID:22290809] [10.1002/ps.2285]

17. Guillén J, Bielza P..  (2013)  Thiamethoxam acts as a target-site synergist of spinosad in resistant strains of Frankliniella occidentalis.,  69  (2): [PMID:22847768] [10.1002/ps.3372]

18. Lanka SK, Ottea JA, Davis JA, Hernandez AB, Stout MJ..  (2013)  Systemic effects of thiamethoxam and chlorantraniliprole seed treatments on adult Lissorhoptrus oryzophilus (Coleoptera: Curculionidae) in rice.,  69  (2): [PMID:22927256] [10.1002/ps.3382]

19. Stamm MD, Heng-Moss TM, Baxendale FP, Siegfried BD, Gaussoin RE, Snow DD, Cassada DA..  (2013)  Effect of distribution and concentration of topically applied neonicotinoid insecticides in buffalograss, Buchloe dactyloides, leaf tissues on the differential mortality of Blissus occiduus under field conditions.,  69  (2): [PMID:22933384] [10.1002/ps.3387]

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Source

Source(2):

• Scientific Literature
• PubChem BioAssays