ETOFENPROX

ID: ALA2105573

Cas Number: 80844-07-1

PubChem CID: 71245

Product Number: E109999, Order Now?

Max Phase: Phase

Molecular Formula: C25H28O3

Molecular Weight: 376.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(C(C)(C)COCc2cccc(Oc3ccccc3)c2)cc1

Standard InChI:  InChI=1S/C25H28O3/c1-4-27-22-15-13-21(14-16-22)25(2,3)19-26-18-20-9-8-12-24(17-20)28-23-10-6-5-7-11-23/h5-17H,4,18-19H2,1-3H3

Standard InChI Key:  YREQHYQNNWYQCJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -0.3375    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417    0.4458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7792   -0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333   -1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208    0.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542   -0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0292   -0.3875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208   -1.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7625    1.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042   -1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1250   -0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5375   -1.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -1.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8208    1.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417    0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -1.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5625   -2.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2167    2.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667    1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458   -2.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7292    2.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042    2.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8042    2.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  1  0
  4  7  2  0
  5  2  1  0
  6  2  2  0
  7 13  1  0
  8 10  2  0
  9 14  1  0
 10  6  1  0
 11  5  2  0
 12  3  1  0
 13 19  1  0
 14  1  1  0
 15  8  1  0
 16 21  1  0
 17  1  1  0
 18  1  1  0
 19  9  1  0
 20 16  2  0
 21 13  2  0
 22 15  1  0
 23 12  2  0
 24 12  1  0
 25 22  1  0
 26 23  1  0
 27 24  2  0
 28 27  1  0
 11  8  1  0
  4 20  1  0
 26 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2105573

   Etofenprox

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 376.50

Molecular Weight (Monoisotopic): 376.2038

AlogP: 6.37

#Rotatable Bonds: 9

Polar Surface Area: 27.69

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.30

CX LogD: 6.30

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.43

Np Likeness Score: -0.84

References

1. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

2. PubChem BioAssay data set, 

3. Akamatsu M..  (2011)  Importance of physicochemical properties for the design of new pesticides.,  59  (7): [PMID:20879794] [10.1021/jf102525e]

4. Campos MR, Picanço MC, Martins JC, Tomaz AC, Guedes RNC..  (2011)  Insecticide selectivity and behavioral response of the earwig Doru luteipes,  30  (12): [10.1016/j.cropro.2011.08.013]

5. Achaleke J, Martin T, Ghogomu RT, Vaissayre M, Brévault T..  (2009)  Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa.,  65  (10): [PMID:19548293] [10.1002/ps.1807]

6. 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]

7. NISHIMURA K, OKIMOTO H, UENO T, SHIRAISHI S, KODAKA K, TOMODA K.  (1996)  Comparison of Acaricidal, Insecticidal, and Nerve Activities of Halfenprox (MTI-732) and Related Compounds,  21  (3): [10.1584/jpestics.21.311]

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

9. Baldessari M, Trona F, Angeli G, Ioriatti C..  (2010)  Effectiveness of five insecticides for the control of adults and young stages of Cacopsylla melanoneura (Förster) (Hemiptera: Psyllidae) in a semi-field trial.,  66  (3): [PMID:19937976] [10.1002/ps.1876]

10. PubChem BioAssay data set, 

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• USP Dictionary of USAN and International Drug Names