N-[(Cyanomethyl-carbamoyl)-methyl]-2,2,2-trifluoro-acetamide

ID: ALA319222

PubChem CID: 44332869

Max Phase: Preclinical

Molecular Formula: C6H6F3N3O2

Molecular Weight: 209.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CCNC(=O)CNC(=O)C(F)(F)F

Standard InChI:  InChI=1S/C6H6F3N3O2/c7-6(8,9)5(14)12-3-4(13)11-2-1-10/h2-3H2,(H,11,13)(H,12,14)

Standard InChI Key:  JBDBNPGJOYCUMY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
    2.6042   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3292   -2.2542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375   -3.0667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6125   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -1.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625   -3.8917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875   -2.6542    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250   -3.6500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6042   -3.8917    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7500   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1792   -2.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8917   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  5  3  0
  4  2  1  0
  5 14  1  0
  6 12  1  0
  7  2  2  0
  8  6  2  0
  9  1  1  0
 10  1  1  0
 11  1  1  0
 12  4  1  0
 13  6  1  0
 14 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA319222

   N-[2-(cyanomethylamino)-2-oxoethyl]-2,2,2-trifluoroacetamide

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: 209.13

Molecular Weight (Monoisotopic): 209.0412

AlogP: -0.70

#Rotatable Bonds: 3

Polar Surface Area: 81.99

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.09

CX Basic pKa: ┄

CX LogP: -1.24

CX LogD: -2.05

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.60

Np Likeness Score: -1.87

References

1. Cornish JA, Murray H, Kemp GD, Gani D.  (1995)  Inhibitors of the adenovirus type 2 proteinase based on substrate-like tetrapeptide nitriles,  5  (1): [10.1016/0960-894X(94)00452-L]

Source

Source(1):

• Scientific Literature