2-[(2-ammoniohexanoyl)amino]propanoate

ID: ALA2371154

PubChem CID: 45049835

Max Phase: Preclinical

Molecular Formula: C9H18N2O3

Molecular Weight: 202.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H18N2O3/c1-3-4-5-7(10)8(12)11-6(2)9(13)14/h6-7H,3-5,10H2,1-2H3,(H,11,12)(H,13,14)/t6-,7-/m0/s1

Standard InChI Key:  XLEHGXUWECZZQJ-BQBZGAKWSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
   -1.8125   -0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0958   -0.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833   -0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2458   -0.6917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500   -0.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125   -1.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5250   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292    0.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833   -1.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5250    0.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2458    0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2458    1.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9583    2.1958    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
  5  8  1  0
  6  3  1  0
  7  1  2  0
  8  1  1  0
  9  3  2  0
  4 10  1  6
  8 11  1  1
 12 11  1  0
 13 12  1  0
 14 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2371154

   (2S)-2-{[(2S)-2-aminohexanoyl]amino}propanoic acid

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: 202.25

Molecular Weight (Monoisotopic): 202.1317

AlogP: 0.09

#Rotatable Bonds: 6

Polar Surface Area: 92.42

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.96

CX Basic pKa: 8.44

CX LogP: -1.97

CX LogD: -2.00

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.57

Np Likeness Score: 0.37

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]

Source

Source(1):

• Scientific Literature