2-ammonio-4-oxo-4-phenyl-(2S)-butanoate

ID: ALA315803

Cas Number: 119817-54-8

PubChem CID: 10888792

Max Phase: Preclinical

Molecular Formula: C10H11NO3

Molecular Weight: 193.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](CC(=O)c1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C10H11NO3/c11-8(10(13)14)6-9(12)7-4-2-1-3-5-7/h1-5,8H,6,11H2,(H,13,14)/t8-/m0/s1

Standard InChI Key:  QXRCVKLRAOSZCP-QMMMGPOBSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    5.8167   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5292   -1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1042   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5375   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2625   -3.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2417   -1.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8042   -1.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1042   -1.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6792   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917   -3.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6792   -4.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542   -3.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1167   -2.0750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  1  1  0
  4  1  1  0
  4  5  1  1
  6  2  1  0
  7  2  2  0
  8  3  2  0
  9  3  1  0
 10  9  1  0
 11  9  2  0
 12 10  2  0
 13 11  1  0
 14 13  2  0
  4 15  1  6
 12 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA315803

   (S)-2-Amino-4-oxo-4-phenylbutanoic 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: 193.20

Molecular Weight (Monoisotopic): 193.0739

AlogP: 0.67

#Rotatable Bonds: 4

Polar Surface Area: 80.39

Molecular Species: ZWITTERION

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.90

CX Basic pKa: 8.96

CX LogP: -1.73

CX LogD: -1.74

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.69

Np Likeness Score: 0.38

References

1. Ross FC, Botting NP, Leeson PD.  (1996)  Synthesis of phosphinic acid transition state analogues for the reaction catalysed by kynureninase,  6  (22): [10.1016/S0960-894X(96)00483-0]

Source

Source(1):

• Scientific Literature