Structure via PubChem · Public domain (PubChem)
indinavir
Sign in to saveAlso known as L-735524, MK-639, IDV, (1(1S,2R),5(S))-2,3,5-trideoxy-N-(2,3-dihydro-2-hydroxy-1H-inden-1-yl)-5-(2-(((1,1-dimethylethyl)amino)carbonyl)-4-(3-pyridinylmethyl)-1-piperazinyl)-2-(phenylmethyl)-D-erythro-pentonamide, indinavir anhydrous
Indinavir (IDV; trade name Crixivan, made by Merck) is a protease inhibitor used as a component of highly active antiretroviral therapy to treat HIV/AIDS. It is soluble white powder administered orally in combination with other antiviral drugs. The drug prevents protease from functioning normally. Consequently, HIV viruses cannot reproduce, causing a decrease in the viral load. Commercially sold indinavir is indinavir anhydrous, which is indinavir with an additional amine in the hydroxyethylene backbone. This enhances its solubility and oral bioavailability, making it easier for users to intak
Chemical data
- Formula
- C36H47N5O4
- Molecular weight
- 613.8 g/mol
- IUPAC name
- (2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-oxopentyl]-N-tert-butyl-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide
- SMILES
- CC(C)(C)NC(=O)[C@@H]1CN(CCN1C[C@H](C[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H]3[C@@H](CC4=CC=CC=C34)O)O)CC5=CN=CC=C5
- InChIKey
- CBVCZFGXHXORBI-PXQQMZJSSA-N
- XLogP
- 2.8
- Polar surface area
- 118 Ų
- H-bond donors
- 4
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
2,833 papers- Indinavir urolithiasis.Current opinion in urology · 2000
- Indinavir crystalluria.Kidney international · 2006
- Indinavir: a review of its use in the management of HIV infection.Drugs · 1999
- Optimizing indinavir regimens.HIV medicine · 2000
- Indinavir-related alopecia.AIDS (London, England) · 1998
via PubMed
Wikidata facts
- Subclass of
- protease inhibitor
- Mass
- 613.363
- Has use
- medication
Show 12 more facts
- chemical formula
- C₃₆H₄₇N₅O₄
- significant drug interaction
- rifapentine
- World Health Organisation international non-proprietary name
- indinavir
- medical condition treated
- HIV infection
- canonical SMILES
- CC(C)(C)NC(=O)C1CN(CCN1CC(CC(CC2=CC=CC=C2)C(=O)NC3C(CC4=CC=CC=C34)O)O)CC5=CN=CC=C5
- isomeric SMILES
- CC(C)(C)NC(=O)[C@@H]1CN(CCN1C[C@H](C[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H]3[C@@H](CC4=CC=CC=C34)O)O)CC5=CN=CC=C5
- defined daily dose
- 2.4
- Commons category
- Indinavir
- subject has role
- essential medicine
- found in taxon
- Streptomyces
- short name
- IDV
- different from
- IDV
Sources (7)
via Wikidata · CC0
~14 min read
Encyclopedic overview
13 sectionsContents
- Medical uses
- Viral resistance
- Side effects
- Chemical properties
- History
- Clinical trials
- Study 035
- ACTG 320
- Controversy
- Supply
- Distribution
- Price
- References
{{Drugbox | Verifiedfields = changed | verifiedrevid = 477168143 | IUPAC_name = (2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-4-{[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]carbamoyl}butyl]-N-tert-butyl-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide | image = Indinavir structure.svg | image_class = skin-invert-image | width = 251 | image2 = Indinavir ball-and-stick.png | image_class2 = bg-transparent
| tradename = Crixivan | Drugs.com = | MedlinePlus = a696028 | licence_US = Indinavir | legal_status = | routes_of_administration = Oral
Excerpted from Wikipedia’s “indinavir” article, available under the CC BY-SA 4.0 licence.