2-(4-chlorobenzo[d]thiazol-2-ylamino)-2-oxo-1-phenylethanesulfonic acid

ID: ALA4756947

PubChem CID: 124115335

Max Phase: Preclinical

Molecular Formula: C15H11ClN2O4S2

Molecular Weight: 382.85

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc2c(Cl)cccc2s1)C(c1ccccc1)S(=O)(=O)O

Standard InChI:  InChI=1S/C15H11ClN2O4S2/c16-10-7-4-8-11-12(10)17-15(23-11)18-14(19)13(24(20,21)22)9-5-2-1-3-6-9/h1-8,13H,(H,17,18,19)(H,20,21,22)

Standard InChI Key:  QYEGDEFNLHKLPL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.9151  -10.4501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7323  -10.4501    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.3237   -9.7424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6178  -11.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6166  -12.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3247  -12.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0343  -12.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0315  -11.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3229  -11.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7377  -11.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4469  -11.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4408  -10.0408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1531  -11.2640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8623  -11.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4500  -12.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9487  -12.4821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6054  -11.3346    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.1546  -11.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7474  -12.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1566  -13.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9728  -13.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3781  -12.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9665  -11.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7499  -14.0604    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  4  5  2  0
  5  6  1  0
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  8 10  1  0
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 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
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 18 19  2  0
 19 20  1  0
 20 21  2  0
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 23 18  1  0
 20 24  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4756947

    ---

Associated Targets(Human)

ACP1 Tchem Low molecular weight phosphotyrosine protein phosphatase (1161 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Biocomponents

Calculated Properties

Molecular Weight: 382.85Molecular Weight (Monoisotopic): 381.9849AlogP: 3.52#Rotatable Bonds: 4
Polar Surface Area: 96.36Molecular Species: ACIDHBA: 5HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: -1.81CX Basic pKa: CX LogP: 2.29CX LogD: 1.25
Aromatic Rings: 3Heavy Atoms: 24QED Weighted: 0.67Np Likeness Score: -1.66

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