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

ID: ALA2286940

PubChem CID: 76312906

Max Phase: Preclinical

Molecular Formula: C14H20ClNO2

Molecular Weight: 269.77

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H20ClNO2/c1-9(10-5-7-11(15)8-6-10)16-13(18)12(17)14(2,3)4/h5-9,12,17H,1-4H3,(H,16,18)

Standard InChI Key:  ZHERLGLFFRKJMW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   21.9226   -7.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9152   -7.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6200   -8.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3327   -7.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3363   -7.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6309   -6.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0446   -8.2827    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.2113   -6.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2176   -5.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4938   -7.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7824   -6.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0648   -7.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7886   -5.7821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3535   -6.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6359   -7.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3596   -5.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6337   -6.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0586   -7.8393    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA2286940

   N-[1-(4-chlorophenyl)ethyl]-2-hydroxy-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: 269.77

Molecular Weight (Monoisotopic): 269.1183

AlogP: 2.92

#Rotatable Bonds: 3

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.63

CX Basic pKa: ┄

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.89

Np Likeness Score: -0.81

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]

2. 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