LASINAVIR

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 Search

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

Molecular Formula	C35H53N3O9
Molecular Weight	659.81
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8916294 | https://adisinsight.springer.com/drugs/800006772

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

Originator

Approval Year

PubMed

Title	Date	PubMed
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	9129067

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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:39:20 GMT 2023` Edited by `admin` on `Fri Dec 15 16:39:20 GMT 2023`
Record UNII	0QGV8237I3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LASINAVIR

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