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

ID: ALA29137

PubChem CID: 44278030

Max Phase: Preclinical

Molecular Formula: C9H11FN2O4S

Molecular Weight: 262.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1c(F)cccc1S(=O)(=O)CC(N)C(=O)O

Standard InChI:  InChI=1S/C9H11FN2O4S/c10-5-2-1-3-7(8(5)12)17(15,16)4-6(11)9(13)14/h1-3,6H,4,11-12H2,(H,13,14)

Standard InChI Key:  JTBYIMAWLVROIU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    5.0417   -2.2417    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7625   -2.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3292   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4750   -2.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1917   -2.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -3.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -1.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6167   -3.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9042   -2.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0500   -3.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4667   -1.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6167   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1917   -3.4667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -4.7250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042   -3.4875    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
 17  9  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA29137

   2-Amino-3-(2-amino-3-fluoro-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: 262.26

Molecular Weight (Monoisotopic): 262.0424

AlogP: -0.41

#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: 1.23

CX Basic pKa: 7.73

CX LogP: -3.09

CX LogD: -3.24

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.63

Np Likeness Score: -0.89

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