2-tert-butyl-N-(1-(4-chlorophenyl)ethyl)but-3-ynamide

ID: ALA2286943

PubChem CID: 76323774

Max Phase: Preclinical

Molecular Formula: C16H20ClNO

Molecular Weight: 277.80

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H20ClNO/c1-6-14(16(3,4)5)15(19)18-11(2)12-7-9-13(17)10-8-12/h1,7-11,14H,2-5H3,(H,18,19)

Standard InChI Key:  QDWHKLNMRVHFAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   27.5103   -1.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5028   -2.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2076   -3.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9203   -2.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9239   -1.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2185   -1.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6323   -3.1867    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.7989   -1.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8052   -0.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0814   -1.9291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3700   -1.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6524   -1.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3762   -0.6862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9411   -1.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2235   -1.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9472   -0.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2213   -1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6463   -2.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6418   -3.5684    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  1  0
 14 16  1  0
 14 17  1  0
 12 18  1  0
 18 19  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286943

   2-tert-butyl-N-[1-(4-chlorophenyl)ethyl]but-3-ynamide

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: 277.80

Molecular Weight (Monoisotopic): 277.1233

AlogP: 3.81

#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: 13.70

CX Basic pKa: ┄

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: -0.86

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