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

ID: ALA280572

PubChem CID: 18368983

Max Phase: Preclinical

Molecular Formula: C9H12N2O4S

Molecular Weight: 244.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccccc1S(=O)(=O)CC(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)

Standard InChI Key:  JJUXYMMPJKOKBD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    2.4417    0.2500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375   -0.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792    0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5917   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417    1.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -0.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375   -0.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3042    0.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750    1.0833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6000   -0.9792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4542   -1.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167    0.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -1.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3042   -0.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3042   -0.9917    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  0
  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:

   

   ALA280572

   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. Drysdale MJ, Reinhard JF..  (1998)  S-aryl cysteine S,S-dioxides as inhibitors of mammalian kynureninase.,  8  (2): [PMID:9871640] [10.1016/s0960-894x(97)10209-8]

Source

Source(1):

• Scientific Literature