2-(benzo[d]thiazol-2-ylamino)-2-oxo-1-(3-(trifluoromethyl)phenyl)ethanesulfonic acid

ID: ALA4762053

PubChem CID: 162659864

Max Phase: Preclinical

Molecular Formula: C16H11F3N2O4S2

Molecular Weight: 416.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc2ccccc2s1)C(c1cccc(C(F)(F)F)c1)S(=O)(=O)O

Standard InChI:  InChI=1S/C16H11F3N2O4S2/c17-16(18,19)10-5-3-4-9(8-10)13(27(23,24)25)14(22)21-15-20-11-6-1-2-7-12(11)26-15/h1-8,13H,(H,20,21,22)(H,23,24,25)

Standard InChI Key:  XQHZCJRZJZFKOB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.1431  -11.0610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9603  -11.0610    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.5517  -10.3533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8457  -12.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8446  -13.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5526  -13.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2623  -13.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2594  -12.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5508  -11.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9656  -11.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6748  -12.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6687  -10.6517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3810  -11.8748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0903  -12.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6779  -13.1032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1766  -13.0929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8333  -11.9454    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.3825  -12.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9754  -13.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3846  -13.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2008  -13.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6060  -13.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1945  -12.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1379  -11.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1377  -11.0694    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.4303  -12.2953    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.4274  -11.4778    0.0000 F   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 19  1  0
 18 17  1  0
 17 14  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  4 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762053

   ---

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: 416.40

Molecular Weight (Monoisotopic): 416.0112

AlogP: 3.88

#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: -1.77

CX Basic pKa: ┄

CX LogP: 2.33

CX LogD: 1.52

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.63

Np Likeness Score: -1.67

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