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Enfuvirtide information


Enfuvirtide
Clinical data
Trade namesFuzeon
AHFS/Drugs.comMonograph
MedlinePlusa603023
License data
  • US DailyMed: Enfuvirtide
Pregnancy
category
  • AU: B2[1]
Routes of
administration		Subcutaneous
ATC code
  • J05AX07 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)[1]
  • CA: ℞-only
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Bioavailability84.3% (SC)
Protein binding92%
MetabolismLiver
Elimination half-life3.8 hours
Excretionunknown
Identifiers
CAS Number
  • 159519-65-0 checkY
PubChem CID
  • 16130199
DrugBank
  • DB00109 checkY
ChemSpider
  • 16743716 checkY
UNII
  • 19OWO1T3ZE
KEGG
  • D02499 ☒N
ChEBI
  • CHEBI:608828 ☒N
ChEMBL
  • ChEMBL525076 ☒N
NIAID ChemDB
  • 059486
CompTox Dashboard (EPA)
  • DTXSID20166672 Edit this at Wikidata
ECHA InfoCard100.169.201 Edit this at Wikidata
Chemical and physical data
FormulaC204H301N51O64
Molar mass4491.945 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc3c[nH]c4c3cccc4)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](Cc5c[nH]c6c5cccc6)C(=O)N[C@@H](Cc7ccccc7)C(=O)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](Cc8cnc[nH]8)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](Cc9ccc(cc9)O)NC(=O)C
InChI
  • InChI=1S/C204H301N51O64/c1-20-102(15)166(253-195(310)137(75-100(11)12)239-200(315)150(93-258)251-190(305)143(82-112-90-215-95-219-112)248-203(318)167(103(16)21-2)254-196(311)138(76-101(13)14)240-201(316)151(94-259)252-204(319)168(105(18)260)255-197(312)139(221-106(19)261)78-108-45-47-113(262)48-46-108)202(317)233-131(58-68-164(280)281)178(293)228-130(57-67-163(278)279)182(297)250-149(92-257)198(313)232-125(52-62-155(210)266)179(294)245-145(84-157(212)268)191(306)229-124(51-61-154(209)265)175(290)224-122(49-59-152(207)263)173(288)226-126(53-63-159(270)271)176(291)222-120(43-31-33-69-205)172(287)244-144(83-156(211)267)192(307)231-127(54-64-160(272)273)177(292)225-123(50-60-153(208)264)174(289)227-128(55-65-161(274)275)180(295)235-134(72-97(5)6)185(300)237-133(71-96(3)4)184(299)230-129(56-66-162(276)277)181(296)236-135(73-98(7)8)187(302)247-147(86-165(282)283)194(309)223-121(44-32-34-70-206)171(286)241-140(79-109-87-216-117-40-28-25-37-114(109)117)183(298)220-104(17)170(285)249-148(91-256)199(314)238-136(74-99(9)10)186(301)242-142(81-111-89-218-119-42-30-27-39-116(111)119)189(304)246-146(85-158(213)269)193(308)243-141(80-110-88-217-118-41-29-26-38-115(110)118)188(303)234-132(169(214)284)77-107-35-23-22-24-36-107/h22-30,35-42,45-48,87-90,95-105,120-151,166-168,216-218,256-260,262H,20-21,31-34,43-44,49-86,91-94,205-206H2,1-19H3,(H2,207,263)(H2,208,264)(H2,209,265)(H2,210,266)(H2,211,267)(H2,212,268)(H2,213,269)(H2,214,284)(H,215,219)(H,220,298)(H,221,261)(H,222,291)(H,223,309)(H,224,290)(H,225,292)(H,226,288)(H,227,289)(H,228,293)(H,229,306)(H,230,299)(H,231,307)(H,232,313)(H,233,317)(H,234,303)(H,235,295)(H,236,296)(H,237,300)(H,238,314)(H,239,315)(H,240,316)(H,241,286)(H,242,301)(H,243,308)(H,244,287)(H,245,294)(H,246,304)(H,247,302)(H,248,318)(H,249,285)(H,250,297)(H,251,305)(H,252,319)(H,253,310)(H,254,311)(H,255,312)(H,270,271)(H,272,273)(H,274,275)(H,276,277)(H,278,279)(H,280,281)(H,282,283)/t102-,103-,104-,105+,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,132-,133-,134-,135-,136-,137-,138-,139-,140-,141-,142-,143-,144-,145-,146-,147-,148-,149-,150-,151-,166-,167-,168-/m0/s1 checkY
  • Key:PEASPLKKXBYDKL-FXEVSJAOSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Enfuvirtide (INN), sold under the brand name Fuzeon, is an HIV fusion inhibitor, the first of a class of antiretroviral drugs used in combination therapy for the treatment of AIDS/HIV.

  1. ^ a b "Product". guildlink.com.au. Archived from the original on 8 January 2023. Retrieved 8 January 2023.

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Enfuvirtide

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Enfuvirtide (INN), sold under the brand name Fuzeon, is an HIV fusion inhibitor, the first of a class of antiretroviral drugs used in combination therapy...

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Proteinopathy

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"Pharmaceutical amyloidosis associated with subcutaneous insulin and enfuvirtide administration". Amyloid. 21 (2): 71–5. doi:10.3109/13506129.2013.876984...

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Brazilian Controlled Drugs and Substances Act

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Atazanavir Darunavir Delavirdine Didanosine (ddI) Dolutegravir Efavirenz Enfuvirtide Stavudine (d4T) Etravirine Fosamprenavir Indinavir Lamivudine (3TC) Lopinavir...

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T20

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(classification), a disability athletics classification Twenty20, a form of cricket Enfuvirtide, an HIV drug T20 road (Tanzania) German torpedo boat T20 IBM ThinkPad...

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Roche

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(sulfadoxine/pyrimethamine), for malaria and toxoplasmosis. Fuzeon (enfuvirtide), for salvage therapy of HIV-1 infection. Gazyva (obinutuzumab), for...

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List of antiviral drugs

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(single pill) 2015 (Genvoya) Emtricitabine HIV Gilead Sciences NRTI 2003 Enfuvirtide HIV Entry inhibitor 2003 Ensitrelvir COVID-19 Shionogi 3C-like protease...

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Amyloid

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type AKer Semenogelin-1 (SGI) Seminal vesicle amyloidosis ASem1 Proteins S100A8/A9 Prostate cancer none Enfuvirtide Injection-localized amyloidosis AEnf...

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Antiviral drug

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At least one of these entry inhibitors—a biomimetic peptide called Enfuvirtide, or the brand name Fuzeon—has received FDA approval and has been in use...

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Drug design

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members of the class were developed Selective COX-2 inhibitor NSAIDs Enfuvirtide, a peptide HIV entry inhibitor Nonbenzodiazepines like zolpidem and zopiclone...

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Peptide synthesis

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large-scale piloting of one of the first synthesized peptide drugs, enfuvirtide, began in the 1990s, when market demand adjusted the relative prices...

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Dapivirine Ring

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Lenacapavir (LEN) Entry/fusion inhibitors (Discovery and development) gp41 (Enfuvirtide (ENF, T-20))◊ CCR5 (Maraviroc (MVC) Vicriviroc†, Cenicriviroc†, Leronlimab†)...

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Coiled coil

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PMID 22908191. Greenberg ML, Cammack N (August 2004). "Resistance to enfuvirtide, the first HIV fusion inhibitor". The Journal of Antimicrobial Chemotherapy...

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Antimicrobial peptides

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Dalbavancin, bacterial infections, IV Daptomycin, bacterial infections, IV Enfuvirtide, HIV, subcutaneous injection Oritavancin, bacterial infections, IV Teicoplanin...

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Entry inhibitor

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referred to as a "chemokine receptor antagonist" or a "CCR5 inhibitor." Enfuvirtide binds to gp41 and interferes with its ability to approximate the two...

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Gp41

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potential target for therapeutic intervention and inhibitory peptides. Enfuvirtide (also known as T-20) is a 36-residue alpha-peptide fusion inhibitor drug...

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Fine chemical

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synthesis. Thus, for the production of Roche's anti-AIDS drug Fuzeon (enfuvirtide), three fragments of 10–12 amino acids are first made by solid-phase...

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Fostemsavir

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is unlikely to promote resistance to itself. Investigators found that enfuvirtide-resistant and ibalizumab-resistant HIV envelopes remained susceptible...

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ATC code J05

Last Update:

J05AX02 Lysozyme J05AX05 Inosine pranobex J05AX06 Pleconaril J05AX07 Enfuvirtide J05AX09 Maraviroc J05AX10 Maribavir J05AX12 Dolutegravir J05AX13 Umifenovir...

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Semzuvolimab

Last Update:

Lenacapavir (LEN) Entry/fusion inhibitors (Discovery and development) gp41 (Enfuvirtide (ENF, T-20))◊ CCR5 (Maraviroc (MVC) Vicriviroc†, Cenicriviroc†, Leronlimab†)...

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Formyl peptide receptor 1

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peptide T20/DP178 is a licensed anti-retrovirus agent (pentafuside) termed Enfuvirtide which acts at the level of HIV-target cell fusion and is used clinically...

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