2-(2-Amino-3-phenyl-propionylamino)-propionic acid anion

ID: ALA164965

Cas Number: 76612-31-2

PubChem CID: 36689048

Max Phase: Preclinical

Molecular Formula: C12H16N2O3

Molecular Weight: 236.27

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H16N2O3/c1-8(12(16)17)14-11(15)10(13)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)/t8-,10-/m1/s1

Standard InChI Key:  MIDZLCFIAINOQN-PSASIEDQSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    1.2917   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042   -0.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4375   -0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792   -0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7250   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -0.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542   -0.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917    0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4375   -1.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792   -1.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -1.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167    0.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8458   -1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -2.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8458   -2.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583   -1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5625   -2.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  5  1  0
  4  1  1  0
  5  2  1  0
  6  4  1  0
  7  3  1  0
  8  1  2  0
  9  3  2  0
  4 10  1  1
 11 10  1  0
  5 12  1  6
 13 11  2  0
 14 11  1  0
 15 14  2  0
 16 13  1  0
 17 15  1  0
 16 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA164965

   D-Phenylalanyl-D-alanine

Molecule Features

Natural Product: Yes

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: 0.15

#Rotatable Bonds: 5

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: 3.73

CX Basic pKa: 8.01

CX LogP: -1.72

CX LogD: -1.81

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.68

Np Likeness Score: 0.08

References

1. Fournié-Zaluski MC, Lucas-Soroca E, Devin J, Roques BP..  (1986)  1H NMR configurational correlation for retro-inverso dipeptides: application to the determination of the absolute configuration of "enkephalinase" inhibitors. Relationships between stereochemistry and enzyme recognition.,  29  (5): [PMID:3517331] [10.1021/jm00155a027]

Source

Source(1):

• Scientific Literature