ZMR

ZANAMIVIR

Created:	1999-07-08
Last modified:	2020-07-17

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27 entries where ZMR is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	43
Chiral Atom Count	5
Bond Count	43
Aromatic Bond Count	0

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Chemical Component Summary
Name	ZANAMIVIR
Synonyms	4-GUANIDINO-2-DEOXY-2,3-DEHYDRO-N-ACETYL-NEURAMINIC ACID; 4-guanidino-Neu5Ac2en; MODIFIED SIALIC ACID
Systematic Name (OpenEye OEToolkits)	(2~{R},3~{R},4~{S})-3-acetamido-4-carbamimidamido-2-[(1~{R},2~{R})-1,2,3-tris(oxidanyl)propyl]-3,4-dihydro-2~{H}-pyran- 6-carboxylic acid
Formula	C₁₂ H₂₀ N₄ O₇
Molecular Weight	332.31
Type	D-SACCHARIDE

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	C(=O)(O)C1=CC(C(NC(=O)C)C(O1)C(O)C(O)CO)N\C(=N)N
SMILES	CACTVS	3.385	CC(=O)N[CH]1[CH](NC(N)=N)C=C(O[CH]1[CH](O)[CH](O)CO)C(O)=O
SMILES	OpenEye OEToolkits	2.0.7	CC(=O)NC1C(C=C(OC1C(C(CO)O)O)C(=O)O)NC(=N)N
Canonical SMILES	CACTVS	3.385	CC(=O)N[C@@H]1[C@@H](NC(N)=N)C=C(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O
Canonical SMILES	OpenEye OEToolkits	2.0.7	[H]/N=C(\N)/N[C@H]1C=C(O[C@H]([C@@H]1NC(=O)C)[C@@H]([C@@H](CO)O)O)C(=O)O
InChI	InChI	1.03	InChI=1S/C12H20N4O7/c1-4(18)15-8-5(16-12(13)14)2-7(11(21)22)23-10(8)9(20)6(19)3-17/h2,5-6,8-10,17,19-20H,3H2,1H3,(H,15,18)(H,21,22)(H4,13,14,16)/t5-,6+,8+,9+,10+/m0/s1
InChIKey	InChI	1.03	ARAIBEBZBOPLMB-UFGQHTETSA-N

Drug Info: DrugBank

DrugBank ID	DB00558
Name	Zanamivir
Groups	approved investigational
Description	A guanido-neuraminic acid that is used to inhibit neuraminidase.
Synonyms	(2R,3R,4S)-3-(acetylamino)-4-carbamimidamido-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid GANA Zanamivir 5-(acetylamino)-2,6-anhydro-4-carbamimidamido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid 4-guanidino-2,4-dideoxy-2,3-dehydro-N-acetylneuraminic acid 5-acetamido-2,6-anhydro-3,4,5-trideoxy-4-guanidino-D-glycero-D-galacto-non-2-enonic acid 4-guanidino-Neu5Ac2en
Brand Names	Relenza Dectova
Indication	For the prevention and treatment of influenza A and B.
Categories	Acids, Acyclic Amidines Amino Sugars Anti-Infective Agents Antiinfectives for Systemic Use Antiviral Agents Antivirals for Systemic Use Carbohydrates Direct Acting Antivirals Drugs that are Mainly Renally Excreted Enzyme Inhibitors Guanidines Hydroxy Acids Neuraminic Acids Neuraminidase Inhibitors Pyrans Sialic Acids Sugar Acids
ATC-Code	J05AH01
CAS number	139110-80-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Neuraminidase	MNPNQKIITIGSVSLTIATICFLMQIAILVTTVTLHFKQYECSSPPNNQV...	unknown	inhibitor
Neuraminidase	MLPSTIQTLTLFLTSGGVLLSLYVSASLSYLLYSDILLKFSSKITAPTMT...	unknown	inhibitor
Sialidase-2	MASLPVLQKESVFQSGAHAYRIPALLYLPGQQSLLAFAEQRASKKDEHAE...	unknown	inhibitor

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