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

ID: ALA2286944

PubChem CID: 14512891

Max Phase: Preclinical

Molecular Formula: C15H19ClN2O

Molecular Weight: 278.78

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H19ClN2O/c1-10(11-5-7-12(16)8-6-11)18-14(19)13(9-17)15(2,3)4/h5-8,10,13H,1-4H3,(H,18,19)

Standard InChI Key:  JXOKMANZTQHBGF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    5.6849   -6.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6775   -7.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3823   -8.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0951   -7.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0986   -6.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3932   -6.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8069   -8.2203    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9736   -6.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9798   -5.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2561   -6.9627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446   -6.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8271   -6.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5509   -5.7198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1157   -6.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3981   -6.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1219   -5.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3959   -6.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8208   -7.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8165   -8.6021    0.0000 N   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
 18 19  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286944

   N-[1-(4-chlorophenyl)ethyl]-2-cyano-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: 278.78

Molecular Weight (Monoisotopic): 278.1186

AlogP: 3.70

#Rotatable Bonds: 3

Polar Surface Area: 52.89

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.97

CX Basic pKa: ┄

CX LogP: 3.46

CX LogD: 3.46

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.92

Np Likeness Score: -1.16

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