PALINAVIR

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C41H52N6O5
Molecular Weight	708.8888
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)[C@H](NC(=O)C1=CC=C2C=CC=CC2=N1)C(=O)N[C@@H](CC3=CC=CC=C3)[C@H](O)CN4CC[C@H](C[C@H]4C(=O)NC(C)(C)C)OCC5=CC=NC=C5

InChI

InChIKey=RXBWRFDZXRAEJT-SZNOJMITSA-N

InChI=1S/C41H52N6O5/c1-27(2)37(45-38(49)33-16-15-30-13-9-10-14-32(30)43-33)40(51)44-34(23-28-11-7-6-8-12-28)36(48)25-47-22-19-31(52-26-29-17-20-42-21-18-29)24-35(47)39(50)46-41(3,4)5/h6-18,20-21,27,31,34-37,48H,19,22-26H2,1-5H3,(H,44,51)(H,45,49)(H,46,50)/t31-,34+,35+,36-,37+/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9145853 | https://www.ncbi.nlm.nih.gov/pubmed/9607960

Palinavir (formerly BILA2011BS) is a potent inhibitor of the human immunodeficiency virus type 1 (HIV-1) and type 2 (HIV-2) proteases and was studied for the treatment of HIV infections. However, information about the current development of this drug is not available.

Originator

Approval Year

PubMed

Title	Date	PubMed
International Congress on Chemotherapy.	1995 Sep	11362904
Potent HIV protease inhibitors containing a novel (hydroxyethyl)amide isostere.	1997 Jul 4	9216835
Antiviral properties of palinavir, a potent inhibitor of the human immunodeficiency virus type 1 protease.	1997 May	9145853
Multiple effects of an anti-human immunodeficiency virus nucleocapsid inhibitor on virus morphology and replication.	1999 Dec	10559314
2',6'-Dimethylphenoxyacetyl: a new achiral high affinity P(3)-P(2) ligand for peptidomimetic-based HIV protease inhibitors.	2000 Mar 23	10737742

Name

Type

Language

PALINAVIR

Official Name

English

BILA-2011-BS

Code

English

PALINAVIR [USAN]

Common Name

English

palinavir [INN]

Common Name

English

BILA 2011 BS

Code

English

N-[(1S)-1-[[(1S,2R)-1-Benzyl-3-[(2S,4R)-2-(tert-butylcarbamoyl)-4-(4-pyridylmethoxy)piperidino]-2-hydroxypropyl]carbamoyl]-2-methylpropyl]quinaldamide

Common Name

English

2-QUINOLINECARBOXAMIDE, N-(1-(((3-(2-(((1,1-DIMETHYLETHYL)AMINO)CARBONYL)-4-(4-PYRIDINYLMETHOXY)-1-PIPERIDINYL)-2-HYDROXY-1-(PHENYLMETHYL)PROPYL)AMINO)CARBONYL)-2-METHYLPROPYL)-(2S-(1(1R*(R*),2S*),2.ALPHA.,4.ALPHA.))-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C97366