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Details

Stereochemistry ABSOLUTE
Molecular Formula C35H53N3O9
Molecular Weight 659.81
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LASINAVIR

SMILES

COCCNC(=O)[C@@H](NC(=O)[C@@H](C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)OC(C)(C)C)CC2=C(OC)C(OC)=C(OC)C=C2)C(C)C

InChI

InChIKey=BEUUJDAEPJZWHM-COROXYKFSA-N
InChI=1S/C35H53N3O9/c1-22(2)29(33(41)36-17-18-43-6)38-32(40)25(20-24-15-16-28(44-7)31(46-9)30(24)45-8)21-27(39)26(19-23-13-11-10-12-14-23)37-34(42)47-35(3,4)5/h10-16,22,25-27,29,39H,17-21H2,1-9H3,(H,36,41)(H,37,42)(H,38,40)/t25-,26+,27+,29+/m1/s1

HIDE SMILES / InChI
LASINAVIR, a hydroxyethylene derivative, is highly specific human immunodeficiency virus (HIV) protease inhibitor with an IC50 of 1 nM. Its clinical development was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis of potent and orally active HIV-protease inhibitors.
1996 Jun
Profile of CGP 61755: a novel and potent HIV-1 protease inhibitor that shows enhanced anti-HIV activity when combined with other antiretroviral agents in vitro.
1996 Oct 26
In vitro effect of alpha1-acid glycoprotein on the anti-human immunodeficiency virus (HIV) activity of the protease inhibitor CGP 61755: a comparative study with other relevant HIV protease inhibitors.
1997 May
Patents

Sample Use Guides

In Vitro Use Guide
Lasinavir (CGP 61755) is highly specific for HIV-1 protease with an IC50 of 1 nM. The ED90 in MT-2, PBLs and macrophages is infected with laboratory strains of HIV-1 or clinical isolates is 30-100 nM. In chronically infected macrophages the ED90 is 1000 nM. When the antiviral activity of CGP 61755 on HIV-1 infected lymphocytes was examined using serum free medium an ED99 of 60 nM was determined, while in the presence of 10% human serum the same activity was achieved with 120 nM.
Name Type Language
LASINAVIR
INN   WHO-DD  
INN  
Official Name English
lasinavir [INN]
Common Name English
CGP-61755
Code English
Lasinavir [WHO-DD]
Common Name English
TERT-BUTYL ((.ALPHA.S)-.ALPHA.-((1S,3R)-1-HYDROXY-3-(((1S)-1-((2-METHOXYETHYL)CARBAMOYL)-2-METHYLPROPYL)CARBAMOYL)-4-(2,3,4-TRIMETHOXYPHENYL)BUTYL)PHENETHYL)CARBAMATE
Common Name English
BMS-234475
Code English
14-OXA-2,8,11-TRIAZAPENTADECANOIC ACID, 4-HYDROXY-9-(1-METHYLETHYL)-7,10-DIOXO-3-(PHENYLMETHYL)-6-((2,3,4-TRIMETHOXYPHENYL)METHYL)-, 1,1-DIMETHYLETHYL ESTER, (3S,4S,6R,9S)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C97366
Created by admin on Fri Dec 15 16:39:20 GMT 2023 , Edited by admin on Fri Dec 15 16:39:20 GMT 2023
Code System Code Type Description
SMS_ID
100000082558
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CAS
175385-62-3
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EVMPD
SUB08407MIG
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PUBCHEM
464372
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EPA CompTox
DTXSID801045798
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WIKIPEDIA
Lasinavir
Created by admin on Fri Dec 15 16:39:20 GMT 2023 , Edited by admin on Fri Dec 15 16:39:20 GMT 2023
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NCI_THESAURUS
C80627
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FDA UNII
0QGV8237I3
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ChEMBL
CHEMBL2104331
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INN
7565
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