CWB

1-methyl-N-[(1R,5S)-9-methyl-9-azabicyclo[3.3.1]nonan-3-yl]indazole-3-carboxamide

Created:	2012-10-09
Last modified:	2021-03-01

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2 entries where CWB is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	47
Chiral Atom Count	2
Bond Count	50
Aromatic Bond Count	10

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Chemical Component Summary
Name	1-methyl-N-[(1R,5S)-9-methyl-9-azabicyclo[3.3.1]nonan-3-yl]indazole-3-carboxamide
Synonyms	GRANISETRON
Systematic Name (OpenEye OEToolkits)	1-methyl-N-[(1R,5S)-9-methyl-9-azabicyclo[3.3.1]nonan-3-yl]indazole-3-carboxamide
Formula	C₁₈ H₂₄ N₄ O
Molecular Weight	312.409
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C(c2nn(c1ccccc12)C)NC4CC3N(C)C(CCC3)C4
SMILES	CACTVS	3.385	CN1[CH]2CCC[CH]1CC(C2)NC(=O)c3nn(C)c4ccccc34
SMILES	OpenEye OEToolkits	1.9.2	Cn1c2ccccc2c(n1)C(=O)NC3CC4CCCC(C3)N4C
Canonical SMILES	CACTVS	3.385	CN1[C@@H]2CCC[C@H]1CC(C2)NC(=O)c3nn(C)c4ccccc34
Canonical SMILES	OpenEye OEToolkits	1.9.2	Cn1c2ccccc2c(n1)C(=O)NC3C[C@H]4CCC[C@@H](C3)N4C
InChI	InChI	1.03	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	InChI	1.03	MFWNKCLOYSRHCJ-BTTYYORXSA-N

Drug Info: DrugBank

DrugBank ID	DB00889
Name	Granisetron
Groups	approved investigational
Description	A serotonin receptor (5HT-3 selective) antagonist that has been used as an antiemetic and antinauseant for cancer chemotherapy patients.
Synonyms	Granisetron Granisetrón Granisétron Granisetronum Granisetron hydrochloride
Brand Names	Nat-granisetron Granisetron Apo-granisetron Kytril Granisetron Hydrochloride Kytril 1mg/1ml Sancuso Kytril Tablets 1mg Sustol Jamp Granisetron Granisetron Hydrochloride Injection Granisetron Hydrochloride Injection Sdz Granisetron hydrochloride Granisol
Indication	For the prevention of nausea and vomiting associated with initial and repeat courses of emetogenic cancer therapy (including high dose cisplatin), postoperation, and radiation (including total body irradiation and daily fractionated abdominal radiation).
Categories	Alimentary Tract and Metabolism Antidepressive Agents Antiemetic Serotonin 5-HT3 Receptor Antagonists Antiemetics Antiemetics and Antinauseants Autonomic Agents Aza Compounds Azabicyclo Compounds Central Nervous System Agents Central Nervous System Depressants Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Substrates Gastrointestinal Agents Heterocyclic Compounds, Fused-Ring Indazoles Moderate Risk QTc-Prolonging Agents Neurotransmitter Agents Peripheral Nervous System Agents Pyrazoles QTc Prolonging Agents Serotonergic Drugs Shown to Increase Risk of Serotonin Syndrome Serotonin 3 Receptor Antagonists Serotonin 5-HT3 Receptor Antagonists Serotonin Agents Serotonin Receptor Antagonists
ATC-Code	A04AA02
CAS number	109889-09-0

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
5-hydroxytryptamine receptor 3A	MLLWVQQALLALLLPTLLAQGEARRSRNTTRPALLRLSDYLLTNYRKGVR...	unknown	antagonist
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate
Cytochrome P450 1A1	MLFPISMSATEFLLASVIFCLVFWVIRASRPQVPKGLKNPPGPWGWPLIG...	unknown	substrate

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682