2-[(2-ammonio-3-phenylpropanoyl)amino]propanoate

ID: ALA2371838

PubChem CID: 6993122

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+/m0/s1

Standard InChI Key:  MIDZLCFIAINOQN-WCBMZHEXSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  1  0  0  0  0  0999 V2000
    5.6336   -2.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0437   -2.9867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4314   -3.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8266   -2.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8093   -2.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0437   -1.5576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2184   -3.0695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3992   -1.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3992   -2.9867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2450   -4.1051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707   -1.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0213   -1.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1606   -0.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1606   -2.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405   -2.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3405   -0.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9304   -1.5576    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  1  1  0
  6  1  2  0
  7  3  2  0
  8  5  1  0
  5  9  1  6
 10  3  1  0
 11  8  1  0
  4 12  1  1
 13 11  2  0
 14 11  1  0
 15 14  2  0
 16 13  1  0
 17 15  1  0
 17 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2371838

   (2S)-2-[[(2R)-2-amino-3-phenylpropanoyl]amino]propanoic acid

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. 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