N-((4-chlorophenyl)(methoxy)methyl)-2-cyano-3,3-dimethylbutanamide

ID: ALA2287175

PubChem CID: 76323797

Max Phase: Preclinical

Molecular Formula: C15H19ClN2O2

Molecular Weight: 294.78

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H19ClN2O2/c1-15(2,3)12(9-17)13(19)18-14(20-4)10-5-7-11(16)8-6-10/h5-8,12,14H,1-4H3,(H,18,19)

Standard InChI Key:  OOLUEKBHWUULLI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   18.2775  -15.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5599  -16.3331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8486  -15.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1310  -16.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8548  -15.0904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4197  -15.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7021  -16.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4259  -15.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7000  -15.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1249  -17.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1204  -17.9725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9889  -16.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9785  -17.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6890  -17.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4075  -17.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4111  -16.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7000  -15.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1194  -17.5952    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.2837  -15.1011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0013  -14.6940    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  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
  1 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287175

   N-[(4-chlorophenyl)-methoxymethyl]-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: 294.78

Molecular Weight (Monoisotopic): 294.1135

AlogP: 3.29

#Rotatable Bonds: 4

Polar Surface Area: 62.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.87

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 3.32

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.87

Np Likeness Score: -0.47

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