2-oxo-1-phenyl-2-(thiazol-2-ylamino)ethanesulfonic acid

ID: ALA4763052

PubChem CID: 124115338

Max Phase: Preclinical

Molecular Formula: C11H10N2O4S2

Molecular Weight: 298.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nccs1)C(c1ccccc1)S(=O)(=O)O

Standard InChI:  InChI=1S/C11H10N2O4S2/c14-10(13-11-12-6-7-18-11)9(19(15,16)17)8-4-2-1-3-5-8/h1-7,9H,(H,12,13,14)(H,15,16,17)

Standard InChI Key:  VRYUBUAPNAFCJK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   38.5236   -2.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3407   -2.1049    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.9321   -1.3972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2262   -3.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2250   -4.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9331   -4.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6427   -4.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6399   -3.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9313   -2.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3461   -2.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0553   -3.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0492   -1.6956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7615   -2.9187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4707   -3.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0584   -4.1471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.5571   -4.1368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3570   -4.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7630   -3.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2138   -2.9893    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 10 11  1  0
 10  2  1  0
  2 12  1  0
 11 13  1  0
 13 14  1  0
 11 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763052

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 298.35

Molecular Weight (Monoisotopic): 298.0082

AlogP: 1.71

#Rotatable Bonds: 4

Polar Surface Area: 96.36

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.55

CX Basic pKa: ┄

CX LogP: 0.02

CX LogD: -0.83

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: -1.30

References

1. He R,Wang J,Yu ZH,Zhang RY,Liu S,Wu L,Zhang ZY.  (2016)  Inhibition of Low Molecular Weight Protein Tyrosine Phosphatase by an Induced-Fit Mechanism.,  59  (19.0): [PMID:27676368] [10.1021/acs.jmedchem.6b00993]

2. Forghieri, Marco M and 8 more authors.  2009-04-01  Synthesis, activity and molecular modeling of a new series of chromones as low molecular weight protein tyrosine phosphatase inhibitors.  [PMID:19297174]

3. He, Yantao Y and 11 more authors.  2013-06-27  A potent and selective small-molecule inhibitor for the lymphoid-specific tyrosine phosphatase (LYP), a target associated with autoimmune diseases.  [PMID:23713581]

4. He, Rongjun R and 6 more authors.  2016-10-13  Inhibition of Low Molecular Weight Protein Tyrosine Phosphatase by an Induced-Fit Mechanism.  [PMID:27676368]

Source

Source(1):

• Scientific Literature