[(1-{6-[(4E,Z)-1,1-Difluoro-4-(methoxyimino)butyl]pyridin-3-yl}ethyl)(methyl)oxido-lamda-6-sulfanylidene]cyanamide

ID: ALA2288608

PubChem CID: 122177268

Max Phase: Preclinical

Molecular Formula: C14H18F2N4O2S

Molecular Weight: 344.39

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H18F2N4O2S/c1-11(23(3,21)20-10-17)12-5-6-13(18-9-12)14(15,16)7-4-8-19-22-2/h5-6,8-9,11H,4,7H2,1-3H3

Standard InChI Key:  ZEFPWRSXVTWVRD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    4.8490  -19.5194    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2615  -20.2339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635  -19.1069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8490  -21.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1345  -22.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4200  -21.9944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4200  -21.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1345  -20.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8490  -21.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1345  -23.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3095  -23.2319    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1345  -24.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9595  -23.2319    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1345  -19.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4200  -19.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4365  -18.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635  -18.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5635  -17.4569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4200  -24.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4200  -25.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7056  -25.7069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7056  -26.5319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4200  -26.9444    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  1  0
 20 21  2  3
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288608

   ---

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: 344.39

Molecular Weight (Monoisotopic): 344.1119

AlogP: 3.23

#Rotatable Bonds: 7

Polar Surface Area: 87.70

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.46

CX LogP: 1.16

CX LogD: 1.16

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.43

Np Likeness Score: -0.69

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