(R)-2-Amino-3-(2-amino-benzenesulfonyl)-propionic acid

ID: ALA88626

PubChem CID: 44322835

Max Phase: Preclinical

Molecular Formula: C9H12N2O4S

Molecular Weight: 244.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccccc1S(=O)(=O)C[C@@H](N)C(=O)O

Standard InChI:  InChI=1S/C9H12N2O4S/c10-6-3-1-2-4-8(6)16(14,15)5-7(11)9(12)13/h1-4,7H,5,10-11H2,(H,12,13)/t7-/m1/s1

Standard InChI Key:  JJUXYMMPJKOKBD-SSDOTTSWSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  1  0  0  0  0  0999 V2000
    6.1750  -13.9000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542  -14.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1667  -13.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4667  -15.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1792  -15.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542  -13.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542  -13.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542  -12.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917  -16.3875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542  -15.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8917  -15.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417  -13.1000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8792  -12.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417  -11.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8750  -11.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542  -11.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  6
  5  4  1  0
  6  1  2  0
  7  1  2  0
  8  3  1  0
  9  5  2  0
 10  4  1  0
 11  5  1  0
 12  8  1  0
 13  3  2  0
 14  8  2  0
 15 13  1  0
 16 15  2  0
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA88626

   (R)-2-Amino-3-(2-amino-benzenesulfonyl)-propionic acid

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: 244.27

Molecular Weight (Monoisotopic): 244.0518

AlogP: -0.55

#Rotatable Bonds: 4

Polar Surface Area: 123.48

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.57

CX Basic pKa: 7.73

CX LogP: -3.23

CX LogD: -3.39

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.61

Np Likeness Score: -0.45

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