Ketcher 02262011332D 1   1.00000     0.00000     0

 15 16  0     0  0            999 V2000
    7.0664   -6.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7356   -5.5425    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5664   -7.1516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6491   -5.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5447   -6.9437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5151   -5.4492    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.3812   -5.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0719   -6.1809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2947   -5.5425    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.4857   -6.9438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9638   -6.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4639   -7.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9583   -6.1810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5462   -6.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3650   -5.2675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  1  3  2  0     0  0
  2  4  1  0     0  0
  3  5  1  0     0  0
  4  5  2  0     0  0
  4  6  1  0     0  0
  6  7  1  0     0  0
  1  8  1  0     0  0
  7  9  1  0     0  0
  7 10  2  0     0  0
  9 11  1  0     0  0
 10 12  1  0     0  0
 11 12  2  0     0  0
 11 13  1  0     0  0
 13 14  2  0     0  0
 13 15  1  0     0  0
M  CHG  2  13   1  15  -1
M  END
> <ID>
CHEBI:146227

> <NAME>
halicin

> <DEFINITION>
A member of the class of thiadiazoles that is 1,3,4-thiadiazol-2-amine which is substituted by a (5-nitro-1,3-thiazol-2-yl)sulfanediyl group at position 5. It is a c-Jun N-terminal kinase inhibitor (IC50 = 0.7uM) and exhibits antibacterial properties.

> <STAR>
3

> <SYNONYM>
SU3327; SU-3327; SU 3327; 5-[(5-nitro-1,3-thiazol-2-yl)thio]-1,3,4-thiadiazol-2-amine; 5-(5-nitrothiazol-2-ylthio)-1,3,4-thiadiazol-2-amine; 2-amino-5-[(5-nitro-2-thiazolyl)thio]-1,3,4-thiadiazole

> <IUPAC_NAME>
5-[(5-nitro-1,3-thiazol-2-yl)sulfanyl]-1,3,4-thiadiazol-2-amine

> <FORMULA>
C5H3N5O2S3

> <MASS>
261.290

> <MONOISOTOPIC_MASS>
260.94489

> <CHARGE>
0

> <SMILES>
C=1(SC(=NN1)SC=2SC(=CN2)[N+](=O)[O-])N

> <INCHI>
InChI=1S/C5H3N5O2S3/c6-3-8-9-5(14-3)15-4-7-1-2(13-4)10(11)12/h1H,(H2,6,8)

> <INCHIKEY>
NQQBNZBOOHHVQP-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
40045-50-9

> <REAXYS_REGISTRY_NUMBER>
1139980

> <WIKIPEDIA_ACCESSION>
Halicin

> <PUBMED_CITATION>
19271755; 24838066; 25423094; 26491845; 32084340

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