3EQP

Crystal Structure of Ack1 with compound T95


Experimental Data Snapshot

  • Method: X-RAY DIFFRACTION
  • Resolution: 2.30 Å
  • R-Value Free: 0.284 
  • R-Value Work: 0.221 
  • R-Value Observed: 0.224 

wwPDB Validation   3D Report Full Report


Ligand Structure Quality Assessment 


This is version 1.2 of the entry. See complete history


Literature

Identification and optimization of N3,N6-diaryl-1H-pyrazolo[3,4-d]pyrimidine-3,6-diamines as a novel class of ACK1 inhibitors.

Kopecky, D.J.Hao, X.Chen, Y.Fu, J.Jiao, X.Jaen, J.C.Cardozo, M.G.Liu, J.Wang, Z.Walker, N.P.Wesche, H.Li, S.Farrelly, E.Xiao, S.H.Kayser, F.

(2008) Bioorg Med Chem Lett 18: 6352-6356

  • DOI: https://doi.org/10.1016/j.bmcl.2008.10.092
  • Primary Citation of Related Structures:  
    3EQP, 3EQR

  • PubMed Abstract: 

    A new series of pyrazolo[3,4-d]pyrimidine-3,6-diamines was designed and synthesized as potent and selective inhibitors of the nonreceptor tyrosine kinase, ACK1. These compounds arose from efforts to rigidify an earlier series of N-aryl pyrimidine-5-carboxamides. The synthesis and structure-activity relationships of this new series of inhibitors are reported. The most promising compounds were also profiled for their pharmacokinetic properties.


  • Organizational Affiliation

    Department of Chemistry, Amgen Inc., 1120 Veterans Boulevard, South San Francisco, CA 94080, USA. dkopecky@amgen.com


Macromolecules
Find similar proteins by:  (by identity cutoff)  |  3D Structure
Entity ID: 1
MoleculeChains Sequence LengthOrganismDetailsImage
Activated CDC42 kinase 1A [auth B],
B [auth A]
276Homo sapiensMutation(s): 0 
Gene Names: TNK2ACK1
EC: 2.7.10.2
UniProt & NIH Common Fund Data Resources
Find proteins for Q07912 (Homo sapiens)
Explore Q07912 
Go to UniProtKB:  Q07912
PHAROS:  Q07912
GTEx:  ENSG00000061938 
Entity Groups  
Sequence Clusters30% Identity50% Identity70% Identity90% Identity95% Identity100% Identity
UniProt GroupQ07912
Sequence Annotations
Expand
  • Reference Sequence
Small Molecules
Ligands 2 Unique
IDChains Name / Formula / InChI Key2D Diagram3D Interactions
T95
Query on T95

Download Ideal Coordinates CCD File 
C [auth B],
E [auth A]
N-(2,6-dimethylphenyl)-4-(2-ethoxyphenoxy)-2-({4-[4-(2-hydroxyethyl)piperazin-1-yl]phenyl}amino)pyrimidine-5-carboxamide
C33 H38 N6 O4
QFKVGNGFBPPYQL-UHFFFAOYSA-N
CL
Query on CL

Download Ideal Coordinates CCD File 
D [auth B]CHLORIDE ION
Cl
VEXZGXHMUGYJMC-UHFFFAOYSA-M
Experimental Data & Validation

Experimental Data

  • Method: X-RAY DIFFRACTION
  • Resolution: 2.30 Å
  • R-Value Free: 0.284 
  • R-Value Work: 0.221 
  • R-Value Observed: 0.224 
  • Space Group: P 1 21 1
Unit Cell:
Length ( Å )Angle ( ˚ )
a = 70.996α = 90
b = 43.114β = 99.87
c = 92.848γ = 90
Software Package:
Software NamePurpose
REFMACrefinement
PDB_EXTRACTdata extraction

Structure Validation

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Ligand Structure Quality Assessment 


Entry History 

Deposition Data

Revision History  (Full details and data files)

  • Version 1.0: 2008-12-02
    Type: Initial release
  • Version 1.1: 2011-07-13
    Changes: Version format compliance
  • Version 1.2: 2023-12-27
    Changes: Data collection, Database references, Derived calculations