Cyflufenamid

ID: ALA2251733

Cas Number: 180409-60-3

PubChem CID: 135515530

Product Number: C347461, Order Now?

Max Phase: Preclinical

Molecular Formula: C20H17F5N2O2

Molecular Weight: 412.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccccc1)N/C(=N\OCC1CC1)c1c(C(F)(F)F)ccc(F)c1F

Standard InChI:  InChI=1S/C20H17F5N2O2/c21-15-9-8-14(20(23,24)25)17(18(15)22)19(27-29-11-13-6-7-13)26-16(28)10-12-4-2-1-3-5-12/h1-5,8-9,13H,6-7,10-11H2,(H,26,27,28)

Standard InChI Key:  ACMXQHFNODYQAT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   23.4577   -9.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4566  -10.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1646  -10.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8743  -10.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8715   -9.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1629   -9.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5827  -10.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2897  -10.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9981  -10.6880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2884   -9.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7051  -10.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4135  -10.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7039   -9.4611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9955   -9.0536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9942   -8.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7013   -7.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5147   -7.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1050   -7.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4104  -11.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1179  -11.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8259  -11.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8220  -10.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1139  -10.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1094   -9.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8149   -9.0465    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.3995   -9.0543    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.1052   -8.6383    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.7021  -11.9113    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.1188  -12.7283    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  1  0
 18 17  1  0
 16 18  1  0
 12 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 12  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 19 28  1  0
 20 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251733

   Cyflufenamid

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: 412.36

Molecular Weight (Monoisotopic): 412.1210

AlogP: 4.43

#Rotatable Bonds: 6

Polar Surface Area: 50.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.06

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.33

Np Likeness Score: -1.09

References

1. Cohen R, Omari N, Porat A, Edelstein M..  (2012)  Management of Macrophomina wilt in melons using grafting or fungicide soil application: Pathological, horticultural and economical aspects,  35  [10.1016/j.cropro.2011.12.015]

2. Haramoto M, Hamamura H, Sano S, Felsenstein FG, Otani H.  (2006)  Sensitivity monitoring of powdery mildew pathogens to cyflufenamid and the evaluation of resistance risk,  31  (4): [10.1584/jpestics.G06-13]

3. Haramoto M, Yamanaka H, Sano H, Sano S, Otani H.  (2006)  Fungicidal activities of cyflufenamid against various plant-pathogenic fungi,  31  (2): [10.1584/jpestics.31.95]

Source

Source(1):

• Scientific Literature