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

ID: ALA30201

PubChem CID: 44278064

Max Phase: Preclinical

Molecular Formula: C10H14N2O5S

Molecular Weight: 274.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(S(=O)(=O)CC(N)C(=O)O)c1N

Standard InChI:  InChI=1S/C10H14N2O5S/c1-17-7-3-2-4-8(9(7)12)18(15,16)5-6(11)10(13)14/h2-4,6H,5,11-12H2,1H3,(H,13,14)

Standard InChI Key:  HLMSHWRCFFGBKU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    5.4042   -2.2417    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6917   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1167   -2.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6917   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292   -2.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5500   -2.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   -3.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   -1.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -3.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2625   -2.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -3.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292   -1.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5542   -3.4667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -4.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792   -5.1292    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  3  1  0
  6  5  1  0
  7  1  2  0
  8  1  2  0
  9  4  2  0
 10  6  2  0
 11  4  1  0
 12  5  1  0
 13  2  2  0
 14  6  1  0
 15  9  1  0
 16 13  1  0
 17 16  2  0
 18 15  1  0
 17  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA30201

   2-Amino-3-(2-amino-3-methoxy-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: 274.30

Molecular Weight (Monoisotopic): 274.0623

AlogP: -0.54

#Rotatable Bonds: 5

Polar Surface Area: 132.71

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.62

CX Basic pKa: 7.73

CX LogP: -3.39

CX LogD: -3.54

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.61

Np Likeness Score: -0.38

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