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

ID: ALA101904

PubChem CID: 44332899

Max Phase: Preclinical

Molecular Formula: C14H27N5O4

Molecular Weight: 329.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H27N5O4/c1-8(2)5-10(15)14(23)19-9(3)13(22)18-7-12(21)17-6-11(20)16-4/h8-10H,5-7,15H2,1-4H3,(H,16,20)(H,17,21)(H,18,22)(H,19,23)/t9-,10-/m0/s1

Standard InChI Key:  PVXLVPHXTBKZSU-UWVGGRQHSA-N

Molfile:  

     RDKit          2D

 23 22  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
   11.3875   -7.8167    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
    4.2500   -4.4917    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 17  1  0
 22 19  1  0
 23 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA101904

   H-Leu-Ala-Gly-Gly-NHMe

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: 329.40

Molecular Weight (Monoisotopic): 329.2063

AlogP: -2.16

#Rotatable Bonds: 9

Polar Surface Area: 142.42

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.16

CX Basic pKa: 8.13

CX LogP: -2.65

CX LogD: -3.46

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.33

Np Likeness Score: -0.50

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