granisetron   Click here for help

GtoPdb Ligand ID: 2300

Synonyms: BRL 43694 | BRL-43694 | Kytril® | LY-278584 | Sancuso® | Sustol®
Approved drug
granisetron is an approved drug (FDA (1993), EMA (2012))
Compound class: Synthetic organic
Comment: There is some ambiguity in that the FDA label specifies 1-methyl-N-[(1R,3r,5S)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide. The closest to this in PubChem is the 1S, 5R, as shown. However, the majority of the bioactivity data is linked to the enantiomer CID 3510.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 50.16
Molecular weight 312.2
XLogP 2.61
No. Lipinski's rules broken 0
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Canonical SMILES CN1C2CCCC1CC(C2)NC(=O)c1nn(c2c1cccc2)C
Isomeric SMILES CN1[C@@H]2CCC[C@H]1CC(C2)NC(=O)c1nn(c2c1cccc2)C
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+
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1993), EMA (2012))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
6230 granisetron
Synonyms Click here for help
BRL 43694 | BRL-43694 | Kytril® | LY-278584 | Sancuso® | Sustol®
Database Links Click here for help
CAS Registry No. 109889-09-0 (source: Scifinder)
DrugBank Ligand DB00889
GtoPdb PubChem SID 135650322
PubChem CID 5284566
Search Google for chemical match using the InChIKey MFWNKCLOYSRHCJ-AGUYFDCRSA-N
Search Google for chemicals with the same backbone MFWNKCLOYSRHCJ
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UniChem Compound Search for chemical match using the InChIKey MFWNKCLOYSRHCJ-AGUYFDCRSA-N
UniChem Connectivity Search for chemical match using the InChIKey MFWNKCLOYSRHCJ-AGUYFDCRSA-N
Wikipedia Granisetron