5-ammonio-2-[(2-ammoniopropanoyl)amino]pentanoate

ID: ALA2371842

Cas Number: 643755-41-3

PubChem CID: 20112232

Max Phase: Preclinical

Molecular Formula: C8H17N3O3

Molecular Weight: 203.24

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H17N3O3/c1-5(10)7(12)11-6(8(13)14)3-2-4-9/h5-6H,2-4,9-10H2,1H3,(H,11,12)(H,13,14)/t5-,6-/m0/s1

Standard InChI Key:  VUEDSARGIZJRJU-WDSKDSINSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
   -2.2254    1.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5114    1.9624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835    1.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7891    1.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534    1.5407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6430    1.5615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2171    0.7223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394    1.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6556   -0.9269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835    2.7933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0626   -0.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7849    0.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394    2.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0709    0.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  1  0
  4  2  1  0
  8  5  1  1
  6  3  1  0
  7  1  2  0
  8  1  1  0
  9 11  1  0
 10  3  2  0
 11 14  1  0
  4 12  1  6
 13  8  1  0
 14 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2371842

   Alanyl ornithine

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: 203.24

Molecular Weight (Monoisotopic): 203.1270

AlogP: -1.36

#Rotatable Bonds: 6

Polar Surface Area: 118.44

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.80

CX Basic pKa: 9.92

CX LogP: -4.08

CX LogD: -4.97

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.42

Np Likeness Score: 0.51

References

1. Gebauer S, Knütter I, Hartrodt B, Brandsch M, Neubert K, Thondorf I..  (2003)  Three-dimensional quantitative structure-activity relationship analyses of peptide substrates of the mammalian H+/peptide cotransporter PEPT1.,  46  (26): [PMID:14667225] [10.1021/jm030976x]

2. Biegel A, Gebauer S, Hartrodt B, Brandsch M, Neubert K, Thondorf I..  (2005)  Three-dimensional quantitative structure-activity relationship analyses of beta-lactam antibiotics and tripeptides as substrates of the mammalian H+/peptide cotransporter PEPT1.,  48  (13): [PMID:15974593] [10.1021/jm048982w]

Source

Source(1):

• Scientific Literature