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Details

Stereochemistry ABSOLUTE
Molecular Formula C33H41N5O6S2
Molecular Weight 667.839
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KNI-272

SMILES

CSC[C@H](NC(=O)COC1=C2C=CN=CC2=CC=C1)C(=O)N[C@@H](CC3=CC=CC=C3)[C@H](O)C(=O)N4CSC[C@H]4C(=O)NC(C)(C)C

InChI

InChIKey=NJBBLOIWMSYVCQ-VZTVMPNDSA-N
InChI=1S/C33H41N5O6S2/c1-33(2,3)37-31(42)26-19-46-20-38(26)32(43)29(40)24(15-21-9-6-5-7-10-21)36-30(41)25(18-45-4)35-28(39)17-44-27-12-8-11-22-16-34-14-13-23(22)27/h5-14,16,24-26,29,40H,15,17-20H2,1-4H3,(H,35,39)(H,36,41)(H,37,42)/t24-,25-,26-,29-/m0/s1

HIDE SMILES / InChI

Molecular Formula C33H41N5O6S2
Molecular Weight 667.839
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and antiviral property of allophenylnorstatine-based HIV protease inhibitors incorporating D-cysteine derivatives as P2/P3 moieties.
2007-08-01
Oxidative modifications of kynostatin-272, a potent human immunodeficiency virus type 1 protease inhibitor: potential mechanism for altered activity in monocytes/macrophages.
2002-02
Targets of a protease inhibitor, KNI-272, in HIV-1-infected cells.
2001-03
Synthesis and biological evaluation of prodrug-type anti-HIV agents: ester conjugates of carboxylic acid-containing dipeptide HIV protease inhibitors and a reverse transcriptase inhibitor.
2001-02
Thermodynamic dissection of the binding energetics of KNI-272, a potent HIV-1 protease inhibitor.
2000-09
Structure-activity relationship of orally potent tripeptide-based HIV protease inhibitors containing hydroxymethylcarbonyl isostere.
2000-09
Structure-activity relationship of small-sized HIV protease inhibitors containing allophenylnorstatine.
1999-05-20
A new class of anti-HIV agents: synthesis and activity of conjugates of HIV protease inhibitors with a reverse transcriptase inhibitor.
1999-03-22
Relative potency of protease inhibitors in monocytes/macrophages acutely and chronically infected with human immunodeficiency virus.
1998-08
Anti-HIV agents that selectively target retroviral nucleocapsid protein zinc fingers without affecting cellular zinc finger proteins.
1998-04-23
KNI-577, a potent small-sized HIV protease inhibitor based on the dipeptide containing the hydroxymethylcarbonyl isostere as an ideal transition-state mimic.
1998-03
HIV-1 protease inhibitors containing a novel C2 symmetrical hydroxyalkylgem-diamino core structure.
1997-06
Lecithinized superoxide dismutase: an inhibitor of human immunodeficiency virus replication.
1997-03-01
Assessment of a cytoprotection assay for the discovery and evaluation of anti-human immunodeficiency virus compounds utilizing a genetically-impaired virus.
1996-04-26
Design and synthesis of substrate-based peptidomimetic human immunodeficiency virus protease inhibitors containing the hydroxymethylcarbonyl isostere.
1996
Kinetic characterization and cross-resistance patterns of HIV-1 protease mutants selected under drug pressure.
1995-07-25
A simple and rapid method for preliminary evaluation of in vivo efficacy of anti-HIV compounds in mice.
1995-05
Solubilization of a tripeptide HIV protease inhibitor using a combination of ionization and complexation with chemically modified cyclodextrins.
1994-08
Protein binding of human immunodeficiency virus protease inhibitor KNI-272 and alteration of its in vitro antiretroviral activity in the presence of high concentrations of proteins.
1994-05
In vitro anti-human immunodeficiency virus (HIV) activities of transition state mimetic HIV protease inhibitors containing allophenylnorstatine.
1993-04
Kynostatin (KNI)-227 and -272, highly potent anti-HIV agents: conformationally constrained tripeptide inhibitors of HIV protease containing allophenylnorstatine.
1992-08
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:29:58 GMT 2025
Edited
by admin
on Mon Mar 31 18:29:58 GMT 2025
Record UNII
MUL0OE3YBF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-651714
Preferred Name English
KNI-272
Common Name English
N-T-BUTYL-3-((2S,3S)-2-HYDROXY-3-(N-((R)-2-(N-(ISOQUINOLIN-5-YLOXYACETYL)AMINO))-3-METHYLTHIOPROPANOYLAMINO)-4-PHENYLBUTANOYL)-1,3-THIAZOLIDINE-4-CARBOXAMIDE,L-
Common Name English
KYNOSTATIN
Common Name English
4-THIAZOLIDINECARBOXAMIDE, N-(1,1-DIMETHYLETHYL)-3-(2-HYDROXY-3-((2-(((5-ISOQUINOLINYLOXY)ACETYL)AMINO)-3-(METHYLTHIO)-1-OXOPROPYL)AMINO)-1-OXO-4-PHENYLBUTYL)-, (4R-(3(2S*,3S*(R*)),4R*))-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C783
Created by admin on Mon Mar 31 18:29:58 GMT 2025 , Edited by admin on Mon Mar 31 18:29:58 GMT 2025
Code System Code Type Description
PUBCHEM
60927
Created by admin on Mon Mar 31 18:29:58 GMT 2025 , Edited by admin on Mon Mar 31 18:29:58 GMT 2025
PRIMARY
CAS
147318-81-8
Created by admin on Mon Mar 31 18:29:58 GMT 2025 , Edited by admin on Mon Mar 31 18:29:58 GMT 2025
PRIMARY
FDA UNII
MUL0OE3YBF
Created by admin on Mon Mar 31 18:29:58 GMT 2025 , Edited by admin on Mon Mar 31 18:29:58 GMT 2025
PRIMARY
EPA CompTox
DTXSID90933095
Created by admin on Mon Mar 31 18:29:58 GMT 2025 , Edited by admin on Mon Mar 31 18:29:58 GMT 2025
PRIMARY
NSC
651714
Created by admin on Mon Mar 31 18:29:58 GMT 2025 , Edited by admin on Mon Mar 31 18:29:58 GMT 2025
PRIMARY
NCI_THESAURUS
C29140
Created by admin on Mon Mar 31 18:29:58 GMT 2025 , Edited by admin on Mon Mar 31 18:29:58 GMT 2025
PRIMARY NCIT