(S)-N-[(Cyanomethyl-carbamoyl)-methyl]-2-(2,2,2-trifluoro-acetylamino)-propionamide

ID: ALA103110

PubChem CID: 44332726

Max Phase: Preclinical

Molecular Formula: C9H11F3N4O3

Molecular Weight: 280.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)C(F)(F)F)C(=O)NCC(=O)NCC#N

Standard InChI:  InChI=1S/C9H11F3N4O3/c1-5(16-8(19)9(10,11)12)7(18)15-4-6(17)14-3-2-13/h5H,3-4H2,1H3,(H,14,17)(H,15,18)(H,16,19)/t5-/m0/s1

Standard InChI Key:  RFDDGXOXRICLPE-YFKPBYRVSA-N

Molfile:  

     RDKit          2D

 19 18  0  0  1  0  0  0  0  0999 V2000
    1.5750   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -2.6542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4417   -2.2542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1500   -3.0667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7167   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7250   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2875   -3.8917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292   -1.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750   -3.8917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8625   -3.0667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750   -2.4417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750   -1.8292    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8625   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2917   -2.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0042   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7167   -3.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  7  1  0
  5  8  3  0
  6  4  1  0
  7  3  1  0
  8 18  1  0
  9 16  1  0
 10  2  2  0
 11  4  2  0
 12  9  2  0
 13  1  1  0
 14  1  1  0
 15  1  1  0
 16  6  1  0
 17  9  1  0
 18 17  1  0
  7 19  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA103110

   (2S)-N-[2-(cyanomethylamino)-2-oxoethyl]-2-[(2,2,2-trifluoroacetyl)amino]propanamide

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: 280.21

Molecular Weight (Monoisotopic): 280.0783

AlogP: -1.19

#Rotatable Bonds: 5

Polar Surface Area: 111.09

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.47

CX Basic pKa: ┄

CX LogP: -1.78

CX LogD: -2.46

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.55

Np Likeness Score: -1.56

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