Design and structure-activity relationship of thrombin inhibitors with an azaphenylalanine scaffold: Potency and selectivity enhancements via P2 optimization

Bioorganic and Medicinal Chemistry

Volumn 9, Issue 10, 2001, Pages 2745-2756

  Zega, A ^a   Mlinsek G ^b   Sepic P ^a   Golic Grdadolnik S ^b   Solmajer T ^b,c   Tschopp, T B ^d   Steiner, B ^d   Kikelj, D ^a   Urleb, U ^a,c  

^a UNIVERSITY OF LJUBLJANA   (Slovenia)

^b NATIONAL INSTITUTE OF CHEMISTRY   (Slovenia)

^c Lek Pharmaceutical/Chem Co dd   (Slovenia)

^d F HOFFMANN LA ROCHE LTD   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

1 [3 (4 AMIDINOPHENYL) 2 (1,2,3,4 TETRAHYDRO 2 METHYL 7 ISOQUINOLINYLSULFONAMIDO)PROPIONYL] 1,2,3,6 TETRAHYDRO 4 METHYLPICOLINIC ACID; 4 [[1 AZEPANYLCARBONYL) 2 (2 NAPHTHASULFONYL)HYDRAZINO]METHYL] N' HYDROXYBENZENECARBOXIMIDAMIDE; AMIDE; AMIDRAZONE DERIVATIVE; ARGATROBAN; AZAPHENYLALANINE; BENZAMIDINE DERIVATIVE; BMS 189090; CARBOXYLIC ACID DERIVATIVE; HYDRAZIDE DERIVATIVE; LB 30057; N' (1 AZEPANYLCARBONYL) N' (4 CYANOBENZYL) 2 NAPHTHALENESULFONOHYDRAZIDE; N' HYDROXY 4 [[1 [(2 METHYL 1 PIPERIDINYL)CARBONYL] 2 (2 NAPHTHYLSULFONYL)HYDRAZINO]METHYL]BENZENECARBOXIMIDAMIDE; N' HYDROXY 4 [[1 [(4 METHYL 1 PIPERIDINYL)CARBONYL] 2 (2 NAPHTHYLSULFONYL)HYDRAZINO]METHYL]BENZENECARBOXIMIDAMIDE; N' HYDROXY 4 [[2 (2 NAPHTHYLSULFONYL) 1 (1 PIPERIDINYLCARBONYL)HYDRAZINO]METHYL]BENZENECARBOXIMIDAMIDE; NITROGEN; TERT BUTYL 2 (1 AZEPANYLCARBONYL) 2 (4 CYANOBENZYL)HYDRAZINECARBOXYLIC ACID; THROMBIN INHIBITOR; THROMBIN PSEUDOPEPTIDE INHIBITOR; UNCLASSIFIED DRUG;

CONFERENCE PAPER; DIAGNOSTIC TEST; DRUG DESIGN; DRUG INHIBITION; DRUG POTENCY; DRUG SELECTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROGEN BOND; HYDROPHOBICITY; IN VITRO STUDY; MOLECULE; STEREOISOMERISM; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; THEORETICAL STUDY;

ANTITHROMBINS; AZA COMPOUNDS; BINDING SITES; CATALYSIS; COMBINATORIAL CHEMISTRY TECHNIQUES; CRYSTALLOGRAPHY, X-RAY; ENZYME INHIBITORS; LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MOLECULAR MIMICRY; MOLECULAR STRUCTURE; NIPECOTIC ACIDS; OLIGOPEPTIDES; PHENYLALANINE; SERINE; SPECTROPHOTOMETRY, INFRARED; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EQUIDAE;

EID: 0034847145     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(01)00202-4     Document Type: Article

References (45)