N-(4-chlorophenethyl)-2-cyano-3,3-dimethylbutanamide

ID: ALA2287173

PubChem CID: 76331029

Max Phase: Preclinical

Molecular Formula: C15H19ClN2O

Molecular Weight: 278.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)C(C#N)C(=O)NCCc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C15H19ClN2O/c1-15(2,3)13(10-17)14(19)18-9-8-11-4-6-12(16)7-5-11/h4-7,13H,8-9H2,1-3H3,(H,18,19)

Standard InChI Key:  RPIYFLJFZUXJAJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   26.4031  -15.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6855  -15.8336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9742  -15.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2566  -15.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9803  -14.5907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5452  -15.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8276  -15.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5515  -14.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8255  -14.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2504  -16.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2460  -17.4729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1145  -15.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8320  -15.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5387  -15.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2558  -15.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2625  -14.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5461  -14.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8319  -14.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9795  -14.2178    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  4 10  1  0
 10 11  3  0
  1 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287173

   N-[2-(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: 3.18

#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: 9.97

CX Basic pKa: ┄

CX LogP: 3.34

CX LogD: 3.33

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.92

Np Likeness Score: -0.91

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