{2-[(S)-2-((S)-2-Amino-4-methyl-pentanoylamino)-propionylamino]-acetylamino}-acetic acid ethyl ester

ID: ALA101066

PubChem CID: 44332724

Max Phase: Preclinical

Molecular Formula: C15H28N4O5

Molecular Weight: 344.41

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CCOC(=O)CNC(=O)CNC(=O)[C@H](C)NC(=O)[C@@H](N)CC(C)C

Standard InChI:  InChI=1S/C15H28N4O5/c1-5-24-13(21)8-17-12(20)7-18-14(22)10(4)19-15(23)11(16)6-9(2)3/h9-11H,5-8,16H2,1-4H3,(H,17,20)(H,18,22)(H,19,23)/t10-,11-/m0/s1

Standard InChI Key:  GEXSGIPVYWYDQJ-QWRGUYRKSA-N

Molfile:  

     RDKit          2D

 24 23  0  0  1  0  0  0  0  0999 V2000
    2.4292   -7.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -7.3667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5792   -7.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2917   -7.7792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -7.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7250   -7.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -7.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8667   -7.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4417   -7.3750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -8.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5792   -6.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7167   -8.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8667   -6.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -6.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125   -7.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1542   -7.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0000   -7.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5792   -7.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4375   -6.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -8.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3000   -7.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -5.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -5.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0125   -7.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  5  1  0
  4  3  1  0
  5  2  1  0
  6 15  1  0
  7  1  1  0
  8 16  1  0
  9  6  1  0
 10  1  2  0
 11  3  2  0
 12  6  2  0
 13  8  2  0
  7 14  1  1
 15  4  1  0
 16  9  1  0
 17  7  1  0
 18  8  1  0
 19 14  1  0
  5 20  1  6
 21 18  1  0
 22 19  1  0
 23 19  1  0
 24 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA101066

   ethyl 2-[[2-[[(2S)-2-[[(2S)-2-amino-4-methylpentanoyl]amino]propanoyl]amino]acetyl]amino]acetate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 344.41

Molecular Weight (Monoisotopic): 344.2060

AlogP: -1.34

#Rotatable Bonds: 10

Polar Surface Area: 139.62

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.98

CX Basic pKa: 8.13

CX LogP: -1.57

CX LogD: -2.37

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.36

Np Likeness Score: -0.55

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