N-(1-(4-chlorophenyl)ethyl)-2-cyano-3-methylbutanamide

ID: ALA2286937

PubChem CID: 14774354

Max Phase: Preclinical

Molecular Formula: C14H17ClN2O

Molecular Weight: 264.76

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H17ClN2O/c1-9(2)13(8-16)14(18)17-10(3)11-4-6-12(15)7-5-11/h4-7,9-10,13H,1-3H3,(H,17,18)

Standard InChI Key:  YDQNLRBCFWUVAT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   19.1189  -11.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1114  -12.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8162  -12.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5290  -12.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5325  -11.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8271  -10.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2408  -12.5872    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.4075  -10.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4138  -10.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6899  -11.3295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9785  -10.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2610  -11.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9848  -10.0867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2547  -12.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2504  -12.9690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5496  -10.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5558  -10.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8320  -11.3080    0.0000 C   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  3  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286937

   N-[1-(4-chlorophenyl)ethyl]-2-cyano-3-methylbutanamide

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: 264.76

Molecular Weight (Monoisotopic): 264.1029

AlogP: 3.31

#Rotatable Bonds: 4

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: 9.82

CX Basic pKa: ┄

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.91

Np Likeness Score: -1.24

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