(S)-2-Amino-4-methyl-pentanoic acid ((S)-1-{[(carbamoylmethyl-carbamoyl)-methyl]-carbamoyl}-ethyl)-amide

ID: ALA105467

PubChem CID: 44332914

Max Phase: Preclinical

Molecular Formula: C13H25N5O4

Molecular Weight: 315.37

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](N)C(=O)N[C@@H](C)C(=O)NCC(=O)NCC(N)=O

Standard InChI:  InChI=1S/C13H25N5O4/c1-7(2)4-9(14)13(22)18-8(3)12(21)17-6-11(20)16-5-10(15)19/h7-9H,4-6,14H2,1-3H3,(H2,15,19)(H,16,20)(H,17,21)(H,18,22)/t8-,9-/m0/s1

Standard InChI Key:  KDWZWCIMYHIPCT-IUCAKERBSA-N

Molfile:  

     RDKit          2D

 22 21  0  0  1  0  0  0  0  0999 V2000
    4.2417   -6.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9542   -6.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875   -6.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042   -6.9792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6750   -6.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5292   -6.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5292   -6.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6792   -6.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2500   -6.5750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375   -7.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3875   -5.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5292   -7.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6792   -5.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5292   -5.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8167   -6.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9625   -6.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3917   -6.9917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8042   -6.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6750   -7.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500   -4.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -5.1042    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  8  1  0
 18  7  1  0
 19 14  1  0
  5 20  1  6
 21 19  1  0
 22 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA105467

   H-Leu-Ala-Gly-Gly-NH2

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: 315.37

Molecular Weight (Monoisotopic): 315.1907

AlogP: -2.42

#Rotatable Bonds: 9

Polar Surface Area: 156.41

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.17

CX Basic pKa: 8.13

CX LogP: -2.88

CX LogD: -3.68

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.32

Np Likeness Score: -0.59

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