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

ID: ALA2287174

PubChem CID: 76331030

Max Phase: Preclinical

Molecular Formula: C16H21ClN2O

Molecular Weight: 292.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Cc1ccc(Cl)cc1)NC(=O)C(C#N)C(C)(C)C

Standard InChI:  InChI=1S/C16H21ClN2O/c1-11(9-12-5-7-13(17)8-6-12)19-15(20)14(10-18)16(2,3)4/h5-8,11,14H,9H2,1-4H3,(H,19,20)

Standard InChI Key:  KBBUHVAFLHHTIM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    4.1318  -20.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4143  -21.3961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7028  -20.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9853  -21.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091  -20.1534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2740  -20.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5564  -21.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2801  -20.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542  -20.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9791  -22.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9747  -23.0355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8431  -21.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5607  -20.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2674  -21.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9844  -21.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9911  -20.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2747  -19.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5606  -20.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7082  -19.7804    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1381  -20.1641    0.0000 C   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
  1 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287174

   N-[1-(4-chlorophenyl)propan-2-yl]-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: 292.81

Molecular Weight (Monoisotopic): 292.1342

AlogP: 3.57

#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: 3.75

CX LogD: 3.75

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.92

Np Likeness Score: -0.99

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