indinavir

Also 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 Å²
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

Mass: 613.363

Show 7 more facts

chemical formula: C₃₆H₄₇N₅O₄
World Health Organisation international non-proprietary name: indinavir
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
short name: IDV

Sources (7)

via Wikidata · CC0

~14 min read

Article

13 sections

Contents

Medical uses
Viral resistance
Side effects
Chemical properties
History
Clinical trials
Study 035
ACTG 320
Controversy
Supply
Distribution
Price
References

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