U6Z

1-[(~{E})-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione

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is present as a standalone ligand in 1 entries

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Chemical Component Summary
Name	1-[(~{E})-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione
Synonyms	Nitrofurantoin
Identifiers	1-[(~{E})-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione
Formula	C₈ H₆ N₄ O₅
Molecular Weight	238.157
Type	NON-POLYMER
Isomeric SMILES	c1cc(oc1/C=N/N2CC(=O)NC2=O)N(=O)=O
InChI	InChI=1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/b9-3+
InChIKey	NXFQHRVNIOXGAQ-YCRREMRBSA-N

Chemical Details
Formal Charge	0
Atom Count	23
Chiral Atom Count	0
Bond Count	24
Aromatic Bond Count	5

Drug Info: DrugBank

DrugBank ID	DB00698
Name	Nitrofurantoin
Groups	approved vet_approved
Description	Nitrofurantoin is a nitrofuran antibiotic used to treat uncomplicated urinary tract infections.[L6856,L6859,L6862] Nitrofurantoin is converted by bacterial nitroreductases to electrophilic intermediates which inhibit the citric acid cycle as well as synthesis of DNA, RNA, and protein.[A179824] This drug is more resistant to the development of bacterial resistance because it acts on many targets at once.[A179824] Nitrofurantoin is a second line treatment to [trimethoprim]/[sulfamethoxazole].[A179830] Nitrofurantoin was granted FDA approval on 6 February 1953.[L6895]
Synonyms	5-Nitrofurantoin nitrofurantoinum Nitrofurantoin nitrofurantoine Nitrofurantoin anhydrous Nitrofurantoin, macrocrystalline 1-((5-nitro-2-furanyl)methylene)amino-2,4-imidazolidenedione Nitrofurantoin macrocrystalline N-(5-Nitrofurfurylidene)-1-aminohydantoin Nitrofurantoin macrocrystal Nitrofurantoin, macrocrystals Nitrofurantoin sodium nitrofurantoina Nitrofurantoin monohydrate Nitrofurantoinum anhydrous 1-((5-nitrofurfurylidene)amino)hydantoin
Brand Names	Novo-furan Sus 25mg/5ml Nephronex Tab 50mg Furadantin Macrobid Macrodantin (50 Mg) Jamp Nitrofurantoin Nitrofurantoin Nitrofurantoin monohydrate macrocrystals Macrodantin (100 Mg) Nitrofurantoin macrocrystals Novo-furan 100mg Macrodantin PMS-nitrofurantoin Bid Macrodantin Cap 25mg Nu-nitrofurantoin Tablets Nitrofurantoin (monohydrate/macrocrystals) Nitrofurantion Macrocrystals Nitrofurantoin Monohydrate/Macrocrystalline Nitrofurantion Nitrofurantoin Monohydrate/Macrocrystal Nitrofurantoin Monohydrate/ Macrocrystalline Nitrofurantoin Mono Nitrofurantoin Macrocrystals Nitrofurantoin monohydrate/macrocrystals (monohydrate/macrocrystals) Nitrofurantoin 50 Tab 50mg Macrodantin Cap 100mg Nitrofurantoin Monohydrate/Macrocrystals Novo-furan Tab 50mg Teva-nitrofurantoin NITROFURANTOIN (monohydrate/macrocrystals) Macrodantin Cap 50mg Nitrofurantoine 100 Tab 100mg Nitrofurantoin Monohydrate Macrocrystalline Auro-nitrofurantoin Bid Nitrofurantoin (macrocrystals)
Indication	Nitrofurantoin is indicated to treat acute uncomplicated urinary tract infections.[L6856,L6859,L6862]
Categories	Agents causing hyperkalemia Anti-Bacterial Agents Anti-Infective Agents Anti-Infective Agents, Urinary Antibacterials for Systemic Use Antiinfectives for Systemic Use BCRP/ABCG2 Substrates BSEP/ABCB11 Substrates Drugs that are Mainly Renally Excreted Furans Methemoglobinemia Associated Agents Nitro Compounds Nitrofuran Antibacterial Nitrofuran Derivatives Nitrofurans P-glycoprotein substrates Renal Agents Thyroxine-binding globulin substrates
ATC-Code	J01XE01 J01XE51
CAS number	67-20-9

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Probable pyruvate-flavodoxin oxidoreductase	MITIDGNGAVASVAFRTSEVIAIYPITPSSTMAEQADAWAGNGLKNVWGD...	unknown	potentiator
Oxygen-insensitive NADPH nitroreductase	MTPTIELICGHRSIRHFTDEPISEAQREAIINSARATSSSSFLQCSSIIR...	unknown	potentiator
30S ribosomal protein S10	MQNQRIRIRLKAFDHRLIDQATAEIVETAKRTGAQVRGPIPLPTRKERFT...	unknown	inhibitor
NADPH--cytochrome P450 reductase	MGDSHVDTSSTVSEAVAEEVSLFSMTDMILFSLIVGLLTYWFLFRKKKEE...	unknown	substrate
ATP-binding cassette sub-family G member 2	MSSSNVEVFIPVSQGNTNGFPATASNDLKAFTEGAVLSFHNICYRVKLKS...	unknown	substrate
Bile salt export pump	MSDSVILRSIKKFGEENDGFESDKSYNNDKKSRLQDEKKGDGVRVGFFQL...	unknown	substrate
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	substrate
Canalicular multispecific organic anion transporter 1	MLEKFCNSTFWNSSFLDSPEADLPLCFEQTVLVWIPLGYLWLLAPWQLLH...	unknown
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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