2-{[2-(methylammonio)propanoyl]amino}propanoate

ID: ALA2371151

Cas Number: 61370-50-1

PubChem CID: 71396412

Max Phase: Preclinical

Molecular Formula: C7H14N2O3

Molecular Weight: 174.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C7H14N2O3/c1-4(8-3)6(10)9-5(2)7(11)12/h4-5,8H,1-3H3,(H,9,10)(H,11,12)/t4-,5-/m0/s1

Standard InChI Key:  BNOGWBQUPQZAPG-WHFBIAKZSA-N

Molfile:  

     RDKit          2D

 12 11  0  0  0  0  0  0  0  0999 V2000
    0.9392    0.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2247    0.6844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2042    0.6843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898    0.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3681    0.2719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9187    0.2718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9392   -0.5532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537    0.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2042    1.5093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0826    0.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898   -0.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537    1.5094    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
 10  5  1  0
  4 11  1  1
  8 12  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2371151

   N-Methyl-L-alanyl-L-alanine

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: 174.20

Molecular Weight (Monoisotopic): 174.1004

AlogP: -0.82

#Rotatable Bonds: 4

Polar Surface Area: 78.43

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.82

CX Basic pKa: 8.90

CX LogP: -3.16

CX LogD: -3.17

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.52

Np Likeness Score: 0.22

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