2-Amino-3-(2-amino-5-methyl-benzenesulfonyl)-propionic acid

ID: ALA28468

PubChem CID: 44278065

Max Phase: Preclinical

Molecular Formula: C10H14N2O4S

Molecular Weight: 258.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(N)c(S(=O)(=O)CC(N)C(=O)O)c1

Standard InChI:  InChI=1S/C10H14N2O4S/c1-6-2-3-7(11)9(4-6)17(15,16)5-8(12)10(13)14/h2-4,8H,5,11-12H2,1H3,(H,13,14)

Standard InChI Key:  VJJCBQQQYNTFQL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    4.0542   -1.3875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -1.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7667   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -1.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2000   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0500   -0.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0500   -2.2125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -2.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9125   -1.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -0.5542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250   -3.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0542   -3.0417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -2.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125   -1.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125   -2.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1917   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  1  0
  5  4  1  0
  6  1  2  0
  7  1  2  0
  8  2  1  0
  9  2  2  0
 10  5  2  0
 11  4  1  0
 12  8  2  0
 13  8  1  0
 14  5  1  0
 15  9  1  0
 16 15  2  0
 17 15  1  0
 12 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA28468

   2-Amino-3-(2-amino-5-methyl-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: 258.30

Molecular Weight (Monoisotopic): 258.0674

AlogP: -0.24

#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: 0.80

CX Basic pKa: 7.73

CX LogP: -2.72

CX LogD: -2.87

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.64

Np Likeness Score: -0.67

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