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

ID: ALA2287172

PubChem CID: 15580869

Max Phase: Preclinical

Molecular Formula: C14H19BrClNO

Molecular Weight: 332.67

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H19BrClNO/c1-9(10-5-7-11(16)8-6-10)17-13(18)12(15)14(2,3)4/h5-9,12H,1-4H3,(H,17,18)

Standard InChI Key:  LOGHWBBZMUTRQJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    6.2432   -2.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2357   -2.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9404   -3.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6532   -2.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6567   -2.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9514   -1.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3651   -3.4076    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.5319   -1.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5380   -0.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8143   -2.1500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1029   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3853   -2.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1091   -0.9071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6740   -1.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9565   -2.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6802   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -2.9642    0.0000 Br  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:

   

   ALA2287172

   2-bromo-N-[1-(4-chlorophenyl)ethyl]-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: 332.67

Molecular Weight (Monoisotopic): 331.0339

AlogP: 4.33

#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: 12.59

CX Basic pKa: ┄

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.82

Np Likeness Score: -0.96

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