CHEBI:45409 - ritonavir

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ChEBI Name ritonavir
ChEBI ID CHEBI:45409
Definition An L-valine derivative that is L-valinamide in which α-amino group has been acylated by a [(2-isopropyl-1,3-thiazol-4-yl)methyl]methylcarbamoyl group and in which a hydrogen of the carboxamide amino group has been replaced by a (2R,4S,5S)-4-hydroxy-1,6-diphenyl-5-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}hexan-2-yl group. A CYP3A inhibitor and antiretroviral drug from the protease inhibitor class used to treat HIV infection and AIDS, it is often used as a fixed-dose combination with another protease inhibitor, lopinavir. Also used in combination with dasabuvir sodium hydrate, ombitasvir and paritaprevir (under the trade name Viekira Pak) for treatment of chronic hepatitis C virus genotype 1 infection as well as cirrhosis of the liver.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8873
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Formula C37H48N6O5S2
Net Charge 0
Average Mass 720.94400
Monoisotopic Mass 720.31276
InChI InChI=1S/C37H48N6O5S2/c1-24(2)33(42-36(46)43(5)20-29-22-49-35(40-29)25(3)4)34(45)39-28(16-26-12-8-6-9-13-26)18-32(44)31(17-27-14-10-7-11-15-27)41-37(47)48-21-30-19-38-23-50-30/h6-15,19,22-25,28,31-33,44H,16-18,20-21H2,1-5H3,(H,39,45)(H,41,47)(H,42,46)/t28-,31-,32-,33-/m0/s1
InChIKey NCDNCNXCDXHOMX-XGKFQTDJSA-N
SMILES CC(C)[C@H](NC(=O)N(C)Cc1csc(n1)C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](Cc1ccccc1)NC(=O)OCc1cncs1)Cc1ccccc1
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
HIV protease inhibitor
An inhibitor of HIV protease, an enzyme required for production of proteins needed for viral assembly.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
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ChEBI Ontology
Outgoing ritonavir (CHEBI:45409) has role antiviral drug (CHEBI:36044)
ritonavir (CHEBI:45409) has role environmental contaminant (CHEBI:78298)
ritonavir (CHEBI:45409) has role HIV protease inhibitor (CHEBI:35660)
ritonavir (CHEBI:45409) has role xenobiotic (CHEBI:35703)
ritonavir (CHEBI:45409) is a 1,3-thiazoles (CHEBI:38418)
ritonavir (CHEBI:45409) is a L-valine derivative (CHEBI:84129)
ritonavir (CHEBI:45409) is a carbamate ester (CHEBI:23003)
ritonavir (CHEBI:45409) is a carboxamide (CHEBI:37622)
ritonavir (CHEBI:45409) is a ureas (CHEBI:47857)
Incoming Kaletra (CHEBI:145924) has part ritonavir (CHEBI:45409)
Paxlovid (CHEBI:192712) has part ritonavir (CHEBI:45409)
Technivie (CHEBI:90919) has part ritonavir (CHEBI:45409)
Viekira Pak (CHEBI:85177) has part ritonavir (CHEBI:45409)
IUPAC Name
N-[(2S,4S,5S)-4-hydroxy-1,6-diphenyl-5-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}hexan-2-yl]-N2-(methyl{[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl}carbamoyl)-L-valinamide
INN Source
ritonavir ChemIDplus
Manual Xrefs Databases
2391 DrugCentral
C07240 KEGG COMPOUND
D00427 KEGG DRUG
HMDB0014646 HMDB
LSM-5623 LINCS
RIT PDBeChem
Ritonavir Wikipedia
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Registry Numbers Types Sources
155213-67-5 CAS Registry Number KEGG COMPOUND
155213-67-5 CAS Registry Number ChemIDplus
768009 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11363086 PubMed citation Europe PMC
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9585800 PubMed citation Europe PMC
Last Modified
16 April 2024
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag