Flufenoxuron

ID: ALA2287680

Cas Number: 101463-69-8

PubChem CID: 91766

Product Number: F109949, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H11ClF6N2O3

Molecular Weight: 488.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC(=O)c1c(F)cccc1F)Nc1ccc(Oc2ccc(C(F)(F)F)cc2Cl)cc1F

Standard InChI:  InChI=1S/C21H11ClF6N2O3/c22-12-8-10(21(26,27)28)4-7-17(12)33-11-5-6-16(15(25)9-11)29-20(32)30-19(31)18-13(23)2-1-3-14(18)24/h1-9H,(H2,29,30,31,32)

Standard InChI Key:  RYLHNOVXKPXDIP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
    5.3538   -5.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6415   -5.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251   -5.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2128   -5.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2128   -4.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251   -4.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6415   -4.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3538   -6.7606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0702   -5.5252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3538   -4.2856    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251   -6.7606    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.7867   -5.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7867   -6.7606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5032   -5.5252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2154   -5.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9277   -5.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6399   -5.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6399   -6.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9277   -7.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2154   -6.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9277   -4.7002    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.3564   -7.1752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0729   -6.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0729   -5.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7893   -5.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5016   -5.9356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5016   -6.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7893   -7.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2180   -5.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9303   -5.9356    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2180   -4.7002    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.9303   -5.1106    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.3564   -5.5252    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
  7 10  1  0
  3 11  1  0
 12 13  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 16 21  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
 22 23  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 26 29  1  0
 24 33  1  0
 18 22  1  0
 14 15  1  0
 12 14  1  0
  9 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287680

   Flufenoxuron

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: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 488.77

Molecular Weight (Monoisotopic): 488.0362

AlogP: 6.53

#Rotatable Bonds: 4

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.99

CX Basic pKa: ┄

CX LogP: 6.13

CX LogD: 6.12

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -1.74

References

1. Tohnishi M, Nakao H, Furuya T, Seo A, Kodama H, Tsubata K, Fujioka S, Kodama H, Hirooka T, Nishimatsu T.  (2005)  Flubendiamide, a Novel Insecticide Highly Active against Lepidopterous Insect Pests,  30  (4): [10.1584/jpestics.30.354]

2. KOYANAGI T, MORITA M, FUJII Y.  (1998)  Synthesis and Insecticidal Activity of Alkylated N-Benzoyl-N-Phenylureas and Their Toxicity to Aquatic Invertebrate,  23  (3): [10.1584/jpestics.23.250]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays