[{1-[6-(1,1-Difluorobut-3-en-1-yl)pyridin-3-yl]ethyl}(methyl)oxido-lambda6-sulfanylidene]cyanamide

ID: ALA2288414

PubChem CID: 76320230

Max Phase: Preclinical

Molecular Formula: C13H15F2N3OS

Molecular Weight: 299.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCC(F)(F)c1ccc(C(C)S(C)(=O)=NC#N)cn1

Standard InChI:  InChI=1S/C13H15F2N3OS/c1-4-7-13(14,15)12-6-5-11(8-17-12)10(2)20(3,19)18-9-16/h4-6,8,10H,1,7H2,2-3H3

Standard InChI Key:  OAFRETJEXRDORT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   27.3352  -13.5448    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.9293  -14.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7465  -14.2510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5061  -13.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5049  -14.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2130  -14.7823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9226  -14.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9198  -13.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2112  -13.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7969  -14.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0895  -14.3722    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.7962  -15.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0836  -15.1841    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.6260  -13.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6229  -12.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0414  -13.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3405  -14.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9386  -15.6695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0882  -16.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0876  -16.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  5 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
  8 14  1  0
 14  1  1  0
 14 15  1  0
  1 16  1  0
  3 17  1  0
 17 18  3  0
 12 19  1  0
 19 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288414

   [1-[6-(1,1-Difluorobut-3-enyl)pyridin-3-yl]ethyl-methyl-oxo-lambda6-sulfanylidene]cyanamide

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: 299.35

Molecular Weight (Monoisotopic): 299.0904

AlogP: 3.39

#Rotatable Bonds: 5

Polar Surface Area: 66.11

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.15

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.62

Np Likeness Score: -0.87

References

1. Cutler P, Slater R, Edmunds AJ, Maienfisch P, Hall RG, Earley FG, Pitterna T, Pal S, Paul VL, Goodchild J, Blacker M, Hagmann L, Crossthwaite AJ..  (2013)  Investigating the mode of action of sulfoxaflor: a fourth-generation neonicotinoid.,  69  (5): [PMID:23112103] [10.1002/ps.3413]

Source

Source(1):

• Scientific Literature