2-hydroxy-5-((4-(N-thiazol-2-ylsulfamoyl)phenyl)diazenyl)benzoic acid

ID: ALA1270562

Chembl Id: CHEMBL1270562

Cas Number: 515-58-2

PubChem CID: 185464

Max Phase: Phase

Molecular Formula: C16H12N4O5S2

Molecular Weight: 404.43

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: NSC-114428 | Salazosulfathiazole|515-58-2|NSC-114428|56PE10F2EA|CHEMBL1270562|2-hydroxy-5-[[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]diazenyl]benzoic acid|5-(p-(2-Thiazolylsulfamoyl)phenylazo)salicylic acid|Salazosulfatiazol|Salazosulfathiazolum|Salazo-Sulfathiazolum|Salazosulfathiazole [INN:DCF]|5-[p-(2-Thiazolylsulfamoyl)phenylazo]salicylic acid|UNII-56PE10F2EA|Salazothiazol|Salazothiazole|Reutan|NSC 114428|5-(4-(2-Thiazolyl)sulfamoyl)phenylazo)salicylsaeure|SALAZOSULFATHIAZOLE [INN]|DTXSID70862091Show More

Canonical SMILES:  O=C(O)c1cc(/N=N/c2ccc(S(=O)(=O)Nc3nccs3)cc2)ccc1O

Standard InChI:  InChI=1S/C16H12N4O5S2/c21-14-6-3-11(9-13(14)15(22)23)19-18-10-1-4-12(5-2-10)27(24,25)20-16-17-7-8-26-16/h1-9,21H,(H,17,20)(H,22,23)/b19-18+

Standard InChI Key:  FESOWBQMOCAPBN-VHEBQXMUSA-N

Alternative Forms

  1. Parent:

Associated Targets(Human)

PHLPP2 Tbio PH domain leucine-rich repeat-containing protein phosphatase 2 (32 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: YesAvailability: 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

Calculated Properties

Molecular Weight: 404.43Molecular Weight (Monoisotopic): 404.0249AlogP: 3.76#Rotatable Bonds: 6
Polar Surface Area: 141.31Molecular Species: ACIDHBA: 8HBD: 3
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 3.23CX Basic pKa: 0.65CX LogP: 4.21CX LogD: 0.20
Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.53Np Likeness Score: -1.32

References

1. Sierecki E, Sinko W, McCammon JA, Newton AC..  (2010)  Discovery of small molecule inhibitors of the PH domain leucine-rich repeat protein phosphatase (PHLPP) by chemical and virtual screening.,  53  (19): [PMID:20836557] [10.1021/jm100331d]
2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date,