Mrv0541 02031412312D          

 23 26  0  0  0  0            999 V2000
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    1.2514   -4.5328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0353   -4.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0553   -3.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0353   -4.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399   -2.9832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5453   -2.5517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0553   -5.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6316   -3.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6316   -5.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181   -4.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3181   -4.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1736   -2.1745    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5410   -1.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0668   -2.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976   -1.5408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5398   -0.6505    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6964   -0.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1706   -0.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0639   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263   -0.7238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4767   -1.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  1  1  0  0  0  0
  3  2  1  0  0  0  0
  9  3  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  2  0  0  0  0
 10  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  5  2  0  0  0  0
 11  6  1  0  0  0  0
 14  7  1  6  0  0  0
 12 10  2  0  0  0  0
 13 11  2  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 18 15  1  0  0  0  0
 17 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 21 20  1  0  0  0  0
 17 22  1  1  0  0  0
 18 22  1  1  0  0  0
 22 23  1  0  0  0  0
M  END
> <ID>
CHEBI:5537

> <NAME>
granisetron

> <DEFINITION>
A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 1-methyl-1H-indazole-3-carboxylic acid with the primary amino group of (3-endo)-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine. A selective 5-HT3 receptor antagonist, it is used (generally as the monohydrochloride salt) to manage nausea and vomiting caused by cancer chemotherapy and radiotherapy, and to prevent and treat postoperative nausea and vomiting.

> <STAR>
3

> <SYNONYM>
BRL 43694; APF530; APF 530; 1-methyl-N-(9-methyl-endo-9-azabicyclo(3.3.1)non-3-yl)-1H-indazole-3-carboxamide

> <IUPAC_NAME>
1-methyl-N-[(3-endo)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide

> <INN>
granisetronum; granisetron; granisetron; granisetron

> <BRAND_NAME>
Sustol; Sancuso; Sancuso; Kevatril

> <FORMULA>
C18H24N4O

> <MASS>
312.40940

> <MONOISOTOPIC_MASS>
312.19501

> <CHARGE>
0

> <SMILES>
CN1[C@H]2CCC[C@@H]1C[C@@H](C2)NC(=O)c1nn(C)c2ccccc12

> <INCHI>
InChI=1S/C18H24N4O/c1-21-13-6-5-7-14(21)11-12(10-13)19-18(23)17-15-8-3-4-9-16(15)22(2)20-17/h3-4,8-9,12-14H,5-7,10-11H2,1-2H3,(H,19,23)/t12-,13+,14-

> <INCHIKEY>
MFWNKCLOYSRHCJ-BTTYYORXSA-N

> <CAS_REGISTRY_NUMBER>
109889-09-0

> <REAXYS_REGISTRY_NUMBER>
3655275

> <CHEMIDPLUS>
109889-09-0

> <DRUGBANK_ACCESSION>
DB00889

> <KEGG_COMPOUND_ACCESSION>
C07023

> <KEGG_DRUG_ACCESSION>
D04370

> <PDBECHEM_ACCESSION>
CWB

> <WIKIPEDIA_ACCESSION>
Granisetron

> <PUBMED_CITATION>
1650335; 2169778; 22452942; 24388937; 2540014; 25834466; 25866983; 26289588; 26812081; 26925101; 26997579; 27073822; 27129842; 27162748; 27184113; 27186139; 27358385; 27382819; 27400689; 27571447; 27650869; 27703112; 27746523; 27809336; 27895421; 27915445; 28002447; 28061543; 28168082; 28211304

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