N-(1-(4-chlorophenyl)ethyl)-2-fluoro-3,3-dimethylbutanamide

ID: ALA2286945

PubChem CID: 76309192

Max Phase: Preclinical

Molecular Formula: C14H19ClFNO

Molecular Weight: 271.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(NC(=O)C(F)C(C)(C)C)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C14H19ClFNO/c1-9(10-5-7-11(15)8-6-10)17-13(18)12(16)14(2,3)4/h5-9,12H,1-4H3,(H,17,18)

Standard InChI Key:  WEKGQRDIZBUVBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   20.2981   -2.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2906   -3.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9954   -3.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7082   -3.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7117   -2.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0063   -1.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4200   -3.4785    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.5867   -1.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5930   -0.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8692   -2.2208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1577   -1.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4402   -2.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1640   -0.9779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7288   -1.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0112   -2.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7350   -0.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0090   -1.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4339   -3.0351    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
  1  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 12 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286945

   N-[1-(4-chlorophenyl)ethyl]-2-fluoro-3,3-dimethylbutanamide

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: 271.76

Molecular Weight (Monoisotopic): 271.1139

AlogP: 3.90

#Rotatable Bonds: 3

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.08

CX Basic pKa: ┄

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.89

Np Likeness Score: -1.20

References

1. MANABE A, MAEDA K, ENOMOTO M, TAKANO H, KATOH T, YAMADA Y, OGURI Y.  (2002)  Synthesis and Fungicidal Activity of -Cyanoacetamide Derivatives: Discovery of a New Rice Blast Fungicide, Diclocymet (S-2900),  27  (3): [10.1584/jpestics.27.257]

Source

Source(1):

• Scientific Literature