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CHEBI:63621 - saquinavir

ChEBI IDCHEBI:63621
ChEBI Namesaquinavir
Stars
DefinitionAn aspartic acid derivative obtained by formal condensation of the primary amino group of (2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)octahydroisoquinolin-2(1H)-yl]-3-hydroxy-1-phenylbutan-2-ylamine with the carboxy group of N2(-quinolin-2-ylcarbonyl)-L-asparagine. An inhibitor of HIV-1 protease.
Secondary ChEBI IDCHEBI:9028
Last Modified24 February 2016
DownloadsMolfile
FormulaC38H50N6O5
Net Charge0
Average Mass670.855
Monoisotopic Mass670.38427
SMILES[H][C@@]12CCCC[C@]1([H])CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(N)=O)NC(=O)c1ccc3ccccc3n1)[C@H](C(=O)NC(C)(C)C)C2
InChIInChI=1S/C38H50N6O5/c1-38(2,3)43-37(49)32-20-26-14-7-8-15-27(26)22-44(32)23-33(45)30(19-24-11-5-4-6-12-24)41-36(48)31(21-34(39)46)42-35(47)29-18-17-25-13-9-10-16-28(25)40-29/h4-6,9-13,16-18,26-27,30-33,45H,7-8,14-15,19-23H2,1-3H3,(H2,39,46)(H,41,48)(H,42,47)(H,43,49)/t26-,27+,30-,31-,32-,33+/m0/s1
InChIKeyQWAXKHKRTORLEM-UGJKXSETSA-N
Wikipedia
Roles Classification
Biological Roles:
HIV protease inhibitor  An inhibitor of HIV protease, an enzyme required for production of proteins needed for viral assembly.
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
Application:
antiviral drug  A substance used in the prophylaxis or therapy of virus diseases.
ChEBI Ontology
Outgoing Relation(s)
saquinavir (CHEBI:63621) has role antiviral drug (CHEBI:36044)
saquinavir (CHEBI:63621) has role HIV protease inhibitor (CHEBI:35660)
saquinavir (CHEBI:63621) is a L-asparagine derivative (CHEBI:52987)
saquinavir (CHEBI:63621) is a quinolines (CHEBI:26513)
IUPAC Name 
N1-{(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)octahydroisoquinolin-2(1H)-yl]-3-hydroxy-1-phenylbutan-2-yl}-N2-(quinolin-2-ylcarbonyl)-L-aspartamide
INN  Source
saquinavirKEGG DRUG
Brand Name  Source
FortovaseKEGG DRUG
Manual XrefsDatabases
D00429KEGG DRUG
DB01232DrugBank
SaquinavirWikipedia
EP432695Patent
US5196438Patent
LSM-2205LINCS
Registry NumbersSources
Reaxys:5469491Reaxys
CAS:127779-20-8KEGG DRUG
CAS:127779-20-8ChemIDplus
Citations