data_QKJ
#

_chem_comp.id                                   QKJ
_chem_comp.name                                 "3-(3-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)propanoic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C18 H24 N4 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-11-06
_chem_comp.pdbx_modified_date                   2020-11-06
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       360.408
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    QKJ
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       6UWQ
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
QKJ  C11  C1   C  0  1  Y  N  N   -9.598   7.059  15.617   2.483   0.239   1.846  C11  QKJ   1  
QKJ  C12  C2   C  0  1  Y  N  N  -10.213   8.291  15.569   3.615   0.285   2.637  C12  QKJ   2  
QKJ  C15  C3   C  0  1  N  N  N   -7.240  10.665  15.451   6.338   0.695   0.053  C15  QKJ   3  
QKJ  C16  C4   C  0  1  N  N  N   -5.717  10.494  15.589   6.923  -0.684  -0.256  C16  QKJ   4  
QKJ  C01  C5   C  0  1  N  N  N   -8.487   6.451  11.799  -5.079   2.761  -1.724  C01  QKJ   5  
QKJ  C02  C6   C  0  1  N  N  N   -6.948   6.292  11.752  -4.763   2.251  -0.316  C02  QKJ   6  
QKJ  C03  C7   C  0  1  Y  N  N   -6.630   4.949  11.143  -5.323   0.862  -0.147  C03  QKJ   7  
QKJ  C04  C8   C  0  1  Y  N  N   -6.090   3.934  11.868  -4.557  -0.245  -0.467  C04  QKJ   8  
QKJ  C06  C9   C  0  1  N  N  N   -6.710   3.530  14.184  -2.236  -0.069   0.029  C06  QKJ   9  
QKJ  C07  C10  C  0  1  N  N  N   -6.168   3.942  15.547  -0.893   0.096  -0.684  C07  QKJ  10  
QKJ  C08  C11  C  0  1  N  N  N   -6.295   5.455  15.717   0.233   0.132   0.351  C08  QKJ  11  
QKJ  C10  C12  C  0  1  Y  N  N   -8.212   6.990  15.612   2.599   0.336   0.467  C10  QKJ  12  
QKJ  C13  C13  C  0  1  Y  N  N   -9.445   9.445  15.519   4.861   0.433   2.056  C13  QKJ  13  
QKJ  C14  C14  C  0  1  Y  N  N   -8.056   9.390  15.512   4.978   0.535   0.683  C14  QKJ  14  
QKJ  C17  C15  C  0  1  N  N  N   -5.120  11.762  16.322   8.283  -0.523  -0.885  C17  QKJ  15  
QKJ  C20  C16  C  0  1  Y  N  N   -7.438   8.135  15.559   3.850   0.484  -0.114  C20  QKJ  16  
QKJ  C21  C17  C  0  1  Y  N  N   -5.841   2.711  11.198  -5.119  -1.516  -0.294  C21  QKJ  17  
QKJ  C24  C18  C  0  1  Y  N  N   -6.680   3.595   9.279  -7.059  -0.528   0.462  C24  QKJ  18  
QKJ  N22  N1   N  0  1  N  N  N   -5.299   1.674  11.869  -4.389  -2.656  -0.600  N22  QKJ  19  
QKJ  N23  N2   N  0  1  Y  N  N   -6.138   2.550   9.908  -6.360  -1.614   0.168  N23  QKJ  20  
QKJ  N25  N3   N  0  1  N  N  N   -6.987   3.447   7.971  -8.350  -0.667   0.948  N25  QKJ  21  
QKJ  N26  N4   N  0  1  Y  N  N   -6.939   4.763   9.850  -6.554   0.687   0.314  N26  QKJ  22  
QKJ  O05  O1   O  0  1  N  N  N   -5.757   4.067  13.217  -3.288  -0.102  -0.938  O05  QKJ  23  
QKJ  O09  O2   O  0  1  N  N  N   -7.706   5.709  15.664   1.488   0.285  -0.315  O09  QKJ  24  
QKJ  O18  O3   O  0  1  N  N  N   -3.881  11.795  16.434   8.737   0.582  -1.068  O18  QKJ  25  
QKJ  O19  O4   O  0  1  N  N  N   -5.968  12.593  16.712   8.990  -1.607  -1.243  O19  QKJ  26  
QKJ  H1   H1   H  0  1  N  N  N  -10.189   6.156  15.658   1.510   0.124   2.300  H1   QKJ  27  
QKJ  H2   H2   H  0  1  N  N  N  -11.291   8.358  15.570   3.526   0.206   3.711  H2   QKJ  28  
QKJ  H3   H3   H  0  1  N  N  N   -7.439  11.147  14.482   6.997   1.224   0.742  H3   QKJ  29  
QKJ  H4   H4   H  0  1  N  N  N   -7.581  11.323  16.264   6.245   1.266  -0.871  H4   QKJ  30  
QKJ  H5   H5   H  0  1  N  N  N   -5.499   9.591  16.178   7.016  -1.254   0.669  H5   QKJ  31  
QKJ  H6   H6   H  0  1  N  N  N   -5.265  10.398  14.591   6.264  -1.213  -0.944  H6   QKJ  32  
QKJ  H7   H7   H  0  1  N  N  N   -8.742   7.426  12.241  -4.674   3.765  -1.846  H7   QKJ  33  
QKJ  H8   H8   H  0  1  N  N  N   -8.893   6.394  10.778  -4.629   2.095  -2.461  H8   QKJ  34  
QKJ  H9   H9   H  0  1  N  N  N   -8.920   5.646  12.412  -6.159   2.784  -1.868  H9   QKJ  35  
QKJ  H10  H10  H  0  1  N  N  N   -6.537   6.345  12.771  -3.683   2.227  -0.173  H10  QKJ  36  
QKJ  H11  H11  H  0  1  N  N  N   -6.510   7.092  11.138  -5.213   2.916   0.421  H11  QKJ  37  
QKJ  H12  H12  H  0  1  N  N  N   -7.710   3.959  14.020  -2.235  -0.999   0.596  H12  QKJ  38  
QKJ  H13  H13  H  0  1  N  N  N   -6.764   2.434  14.105  -2.393   0.770   0.707  H13  QKJ  39  
QKJ  H14  H14  H  0  1  N  N  N   -6.742   3.436  16.337  -0.736  -0.743  -1.362  H14  QKJ  40  
QKJ  H15  H15  H  0  1  N  N  N   -5.109   3.653  15.622  -0.894   1.026  -1.252  H15  QKJ  41  
QKJ  H16  H16  H  0  1  N  N  N   -5.879   5.773  16.685   0.076   0.970   1.030  H16  QKJ  42  
QKJ  H17  H17  H  0  1  N  N  N   -5.775   5.982  14.903   0.235  -0.799   0.919  H17  QKJ  43  
QKJ  H18  H18  H  0  1  N  N  N   -9.936  10.406  15.485   5.744   0.469   2.677  H18  QKJ  44  
QKJ  H19  H19  H  0  1  N  N  N   -6.361   8.061  15.554   3.943   0.559  -1.187  H19  QKJ  45  
QKJ  H20  H20  H  0  1  N  N  N   -5.198   0.894  11.252  -3.483  -2.576  -0.937  H20  QKJ  46  
QKJ  H21  H21  H  0  1  N  N  N   -4.402   1.938  12.222  -4.786  -3.533  -0.477  H21  QKJ  47  
QKJ  H22  H22  H  0  1  N  N  N   -7.385   4.296   7.623  -8.870   0.120   1.175  H22  QKJ  48  
QKJ  H23  H23  H  0  1  N  N  N   -6.157   3.233   7.456  -8.733  -1.551   1.061  H23  QKJ  49  
QKJ  H24  H24  H  0  1  N  N  N   -5.528  13.317  17.141   9.856  -1.453  -1.643  H24  QKJ  50  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
QKJ  N25  C24  SING  N  N   1  
QKJ  C24  N26  DOUB  Y  N   2  
QKJ  C24  N23  SING  Y  N   3  
QKJ  N26  C03  SING  Y  N   4  
QKJ  N23  C21  DOUB  Y  N   5  
QKJ  C03  C02  SING  N  N   6  
QKJ  C03  C04  DOUB  Y  N   7  
QKJ  C21  C04  SING  Y  N   8  
QKJ  C21  N22  SING  N  N   9  
QKJ  C02  C01  SING  N  N  10  
QKJ  C04  O05  SING  N  N  11  
QKJ  O05  C06  SING  N  N  12  
QKJ  C06  C07  SING  N  N  13  
QKJ  C15  C14  SING  N  N  14  
QKJ  C15  C16  SING  N  N  15  
QKJ  C14  C13  DOUB  Y  N  16  
QKJ  C14  C20  SING  Y  N  17  
QKJ  C13  C12  SING  Y  N  18  
QKJ  C07  C08  SING  N  N  19  
QKJ  C20  C10  DOUB  Y  N  20  
QKJ  C12  C11  DOUB  Y  N  21  
QKJ  C16  C17  SING  N  N  22  
QKJ  C10  C11  SING  Y  N  23  
QKJ  C10  O09  SING  N  N  24  
QKJ  O09  C08  SING  N  N  25  
QKJ  C17  O18  DOUB  N  N  26  
QKJ  C17  O19  SING  N  N  27  
QKJ  C11  H1   SING  N  N  28  
QKJ  C12  H2   SING  N  N  29  
QKJ  C15  H3   SING  N  N  30  
QKJ  C15  H4   SING  N  N  31  
QKJ  C16  H5   SING  N  N  32  
QKJ  C16  H6   SING  N  N  33  
QKJ  C01  H7   SING  N  N  34  
QKJ  C01  H8   SING  N  N  35  
QKJ  C01  H9   SING  N  N  36  
QKJ  C02  H10  SING  N  N  37  
QKJ  C02  H11  SING  N  N  38  
QKJ  C06  H12  SING  N  N  39  
QKJ  C06  H13  SING  N  N  40  
QKJ  C07  H14  SING  N  N  41  
QKJ  C07  H15  SING  N  N  42  
QKJ  C08  H16  SING  N  N  43  
QKJ  C08  H17  SING  N  N  44  
QKJ  C13  H18  SING  N  N  45  
QKJ  C20  H19  SING  N  N  46  
QKJ  N22  H20  SING  N  N  47  
QKJ  N22  H21  SING  N  N  48  
QKJ  N25  H22  SING  N  N  49  
QKJ  N25  H23  SING  N  N  50  
QKJ  O19  H24  SING  N  N  51  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
QKJ  SMILES            ACDLabs               12.01  "c1ccc(CCC(=O)O)cc1OCCCOc2c(CC)nc(nc2N)N"  
QKJ  InChI             InChI                 1.03   "InChI=1S/C18H24N4O4/c1-2-14-16(17(19)22-18(20)21-14)26-10-4-9-25-13-6-3-5-12(11-13)7-8-15(23)24/h3,5-6,11H,2,4,7-10H2,1H3,(H,23,24)(H4,19,20,21,22)"  
QKJ  InChIKey          InChI                 1.03   HMQJRDLOETYJSB-UHFFFAOYSA-N  
QKJ  SMILES_CANONICAL  CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2cccc(CCC(O)=O)c2"  
QKJ  SMILES            CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2cccc(CCC(O)=O)c2"  
QKJ  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2cccc(c2)CCC(=O)O"  
QKJ  SMILES            "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2cccc(c2)CCC(=O)O"  
#   #
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
QKJ  "SYSTEMATIC NAME"  ACDLabs               12.01  "3-(3-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)propanoic acid"  
QKJ  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "3-[3-[3-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]oxypropoxy]phenyl]propanoic acid"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
QKJ  "Create component"  2019-11-06  RCSB  
QKJ  "Initial release"   2020-11-11  RCSB  
##
