[(2-ammonio-3-phenylpropanoyl)(methyl)amino]acetate

ID: ALA2371159

PubChem CID: 46832474

Max Phase: Preclinical

Molecular Formula: C12H16N2O3

Molecular Weight: 236.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC(=O)O)C(=O)[C@@H](N)Cc1ccccc1

Standard InChI:  InChI=1S/C12H16N2O3/c1-14(8-11(15)16)12(17)10(13)7-9-5-3-2-4-6-9/h2-6,10H,7-8,13H2,1H3,(H,15,16)/t10-/m0/s1

Standard InChI Key:  GXPXVNNQIQAOBT-JTQLQIEISA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   -1.4674   -0.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7565    0.0706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1782    0.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6651    0.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0457   -0.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8932   -0.3409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4674   -1.1640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1782    0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3884   -0.3284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6651    0.9062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8932    1.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7565    0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5999    0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8890    2.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6041    2.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3232    1.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3232    2.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  5  1  0
  5  2  1  0
  6  3  1  0
  7  1  2  0
  3  8  1  1
  9  4  1  0
 10  4  2  0
 11  8  1  0
 12  2  1  0
 13 11  1  0
 14 11  2  0
 15 14  1  0
 16 13  2  0
 17 15  2  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2371159

   Phenylalanylsarcosine

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: 236.27

Molecular Weight (Monoisotopic): 236.1161

AlogP: 0.10

#Rotatable Bonds: 5

Polar Surface Area: 83.63

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.77

CX Basic pKa: 8.00

CX LogP: -2.07

CX LogD: -2.15

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.76

Np Likeness Score: -0.26

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