[2,3-dihydro-2,2-dimethyl-7-benzofuranyl[(di-n-butylamino)thio]methyl carbamate

ID: ALA2228572

Cas Number: 55285-14-8

PubChem CID: 41384

Product Number: C114552, Order Now?

Max Phase: Preclinical

Molecular Formula: C20H32N2O3S

Molecular Weight: 380.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(CCCC)SN(C)C(=O)Oc1cccc2c1OC(C)(C)C2

Standard InChI:  InChI=1S/C20H32N2O3S/c1-6-8-13-22(14-9-7-2)26-21(5)19(23)24-17-12-10-11-16-15-20(3,4)25-18(16)17/h10-12H,6-9,13-15H2,1-5H3

Standard InChI Key:  JLQUFIHWVLZVTJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    9.2621   -3.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4407   -3.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0322   -4.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2108   -4.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8022   -3.8984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2108   -3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0322   -3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4407   -2.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2621   -2.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809   -3.8984    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -4.6117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9809   -5.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7510   -4.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424   -5.3207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424   -3.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211   -3.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1125   -4.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912   -4.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826   -3.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2912   -3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406   -2.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7039   -1.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1519   -1.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2517   -1.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672   -2.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1125   -3.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 16 26  1  0
 20 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2228572

   Carbosulfan solution

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: 380.55

Molecular Weight (Monoisotopic): 380.2134

AlogP: 5.30

#Rotatable Bonds: 9

Polar Surface Area: 42.01

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.38

CX LogP: 5.16

CX LogD: 5.16

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: 0.03

References

1. Meher HC, Gajbhiye VT, Singh G, Kamra A, Chawla G..  (2010)  Persistence and nematicidal efficacy of carbosulfan, cadusafos, phorate, and triazophos in soil and uptake by chickpea and tomato crops under tropical conditions.,  58  (3): [PMID:20085277] [10.1021/jf903609d]

2. Wang Y, Yu R, Zhao X, Chen L, Wu C, Cang T, Wang Q..  (2012)  Susceptibility of adult Trichogramma nubilale (Hymenoptera: Trichogrammatidae) to selected insecticides with different modes of action,  34  [10.1016/j.cropro.2011.12.007]

3. Ma Y, Gao Z, Dang Z, Li Y, Pan W.  (2012)  Effect of temperature on the toxicity of several insecticides to Apolygus lucorum (Heteroptera: Miridae),  37  (2): [10.1584/jpestics.D11-013]

4. Yokoyama A, Ohtsu K, Iwafune T, Nagai T, Ishihara S, Kobara Y, Horio T, Endo S.  (2009)  A useful new insecticide bioassay using first-instar larvae of a net-spinning caddisfly, Cheumatopsyche brevilineata (Trichoptera: Hydropsychidae),  34  (1): [10.1584/jpestics.G08-26]

5. Xie W, Wang S, Wu Q, Feng Y, Pan H, Jiao X, Zhou L, Yang X, Fu W, Teng H, Xu B, Zhang Y..  (2011)  Induction effects of host plants on insecticide susceptibility and detoxification enzymes of Bemisia tabaci (Hemiptera: Aleyrodidae).,  67  (1): [PMID:21162148] [10.1002/ps.2037]

6. ENDO S, TSURUMACHI M.  (2000)  Insecticide Resistance and Insensitive Acetylcholinesterase in Small Brown Planthopper, Laodelphax striatellus,  25  (4): [10.1584/jpestics.25.395]

7. Carletto J, Martin T, Vanlerberghe-Masutti F, Brévault T..  (2010)  Insecticide resistance traits differ among and within host races in Aphis gossypii.,  66  (3): [PMID:19908228] [10.1002/ps.1874]

8. 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]

9. PubChem BioAssay data set, 

10. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays