1U6Q

Substituted 2-Naphthamadine inhibitors of Urokinase

Experimental Data Snapshot

  • Method: X-RAY DIFFRACTION
  • Resolution: 2.02 Å
  • R-Value Free: 0.290 
  • R-Value Work: 0.270 
  • R-Value Observed: 0.270 

wwPDB Validation   3D Report Full Report


Ligand Structure Quality Assessment 


This is version 1.2 of the entry. See complete history. 


Literature

Naphthamidine urokinase plasminogen activator inhibitors with improved pharmacokinetic properties.

Bruncko, M., McClellan, W.J., Wendt, M.D., Sauer, D.R., Geyer, A., Dalton, C.R., Kaminski, M.A., Weitzberg, M., Gong, J., Dellaria, J.F., Mantei, R., Zhao, X., Nienaber, V.L., Stewart, K., Klinghofer, V., Bouska, J., Rockway, T.W., Giranda, V.L.

(2005) Bioorg Med Chem Lett 15: 93-98

  • DOI: https://doi.org/10.1016/j.bmcl.2004.10.026
  • Primary Citation of Related Structures:  
    1U6Q

  • PubMed Abstract: 

    A series of non-amide-linked 6-substituted-2-naphthamidine urokinase plasminogen activator (uPA) inhibitors are described. These compounds possess excellent binding activities and selectivities with significantly improved pharmacokinetic profiles versus previously described amide-linked inhibitors.

    • Organizational Affiliation: 

    Cancer Research, Global Pharmaceutical R&D, Abbott Laboratories, 100 Abbott Park Road, Abbott Park, IL 60064-6101, USA. milan.bruncko@abbott.com


Macromolecules
Find similar proteins by: 
(by identity cutoff)  |  3D Structure
Entity ID: 1
MoleculeChains Sequence LengthOrganismDetailsImage
Urokinase-type plasminogen activator245Homo sapiensMutation(s): 0 
Gene Names: PLAU
EC: 3.4.21.73
UniProt & NIH Common Fund Data Resources
Find proteins for P00749 (Homo sapiens)
Explore P00749 
Go to UniProtKB:  P00749
PHAROS:  P00749
GTEx:  ENSG00000122861 
Entity Groups  
Sequence Clusters30% Identity50% Identity70% Identity90% Identity95% Identity100% Identity
UniProt GroupP00749
Sequence Annotations
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  • Reference Sequence
Small Molecules
Ligands 1 Unique
IDChains Name / Formula / InChI Key2D Diagram3D Interactions
745
Query on 745
Download Ideal Coordinates CCD File 
B [auth A]TRANS-6-(2-PHENYLCYCLOPROPYL)-NAPHTHALENE-2-CARBOXAMIDINE
C20 H18 N2
NQRIWXVAIWPBEM-OALUTQOASA-N
Binding Affinity Annotations 
IDSourceBinding Affinity
745 PDBBind:  1U6Q Ki: 1310 (nM) from 1 assay(s)
BindingDB:  1U6Q Ki: min: 1259, max: 1310 (nM) from 2 assay(s)
Experimental Data & Validation

Experimental Data

  • Method: X-RAY DIFFRACTION
  • Resolution: 2.02 Å
  • R-Value Free: 0.290 
  • R-Value Work: 0.270 
  • R-Value Observed: 0.270 
  • Space Group: P 21 21 21
Unit Cell:
Length ( Å )Angle ( ˚ )
a = 55.16α = 90
b = 53β = 90
c = 82.3γ = 90

Structure Validation

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Ligand Structure Quality Assessment 


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Entry History 

Deposition Data

Revision History  (Full details and data files)

  • Version 1.0: 2004-10-19
    Type: Initial release
  • Version 1.1: 2008-04-30
    Changes: Version format compliance
  • Version 1.2: 2011-07-13
    Changes: Version format compliance