data_9QO
#

_chem_comp.id                                   9QO
_chem_comp.name                                 "5-(3-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)-6-ethylpyrimidine-2,4-diamine"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H28 N8 O2"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2018-06-21
_chem_comp.pdbx_modified_date                   2019-04-05
_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                       424.499
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    9QO
_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       6A2K
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
9QO  C2   C1   C  0  1  Y  N  N  29.347   5.144  55.708  -7.754   0.192  -0.951  C2   9QO   1  
9QO  C4   C2   C  0  1  Y  N  N  29.430   4.366  57.949  -5.787   1.330  -0.560  C4   9QO   2  
9QO  C5   C3   C  0  1  Y  N  N  28.511   5.363  58.326  -5.302   0.214   0.147  C5   9QO   3  
9QO  C6   C4   C  0  1  Y  N  N  28.052   6.253  57.338  -6.127  -0.903   0.262  C6   9QO   4  
9QO  C9   C5   C  0  1  N  N  N  27.096   7.412  57.642  -5.657  -2.125   1.008  C9   9QO   5  
9QO  C10  C6   C  0  1  N  N  N  25.761   7.125  57.021  -4.904  -3.050   0.050  C10  9QO   6  
9QO  C12  C7   C  0  1  Y  N  N  27.377   4.409  60.312  -3.804   0.235   2.139  C12  9QO   7  
9QO  C14  C8   C  0  1  Y  N  N  27.193   5.606  62.415  -1.422   0.243   1.892  C14  9QO   8  
9QO  C16  C9   C  0  1  Y  N  N  28.287   6.625  60.523  -2.819   0.229  -0.062  C16  9QO   9  
9QO  C18  C10  C  0  1  N  N  N  27.454   8.307  63.757   0.816   0.218   0.377  C18  9QO  10  
9QO  C20  C11  C  0  1  N  N  N  25.258   9.484  63.643   3.291   0.204   0.035  C20  9QO  11  
9QO  C11  C12  C  0  1  Y  N  N  28.061   5.477  59.747  -3.949   0.226   0.753  C11  9QO  12  
9QO  C13  C13  C  0  1  Y  N  N  26.946   4.468  61.640  -2.543   0.246   2.701  C13  9QO  13  
9QO  C15  C14  C  0  1  Y  N  N  27.857   6.702  61.859  -1.558   0.229   0.510  C15  9QO  14  
9QO  N1   N1   N  0  1  Y  N  N  28.486   6.114  56.049  -7.328  -0.876  -0.293  N1   9QO  15  
9QO  C19  C15  C  0  1  N  N  N  26.775   9.665  63.588   1.933   0.202  -0.669  C19  9QO  16  
9QO  C25  C16  C  0  1  Y  N  N  20.957   8.662  60.884   8.135   0.188   0.442  C25  9QO  17  
9QO  C23  C17  C  0  1  Y  N  N  23.211   8.059  61.340   6.275  -1.001  -0.226  C23  9QO  18  
9QO  C27  C18  C  0  1  Y  N  N  22.403  10.266  61.879   6.294   1.391  -0.248  C27  9QO  19  
9QO  C22  C19  C  0  1  Y  N  N  23.456   9.342  61.880   5.614   0.188  -0.479  C22  9QO  20  
9QO  N3   N2   N  0  1  Y  N  N  29.819   4.270  56.651  -7.005   1.276  -1.087  N3   9QO  21  
9QO  C30  C20  C  0  1  N  N  N  24.260   6.963  61.262   5.587  -2.321  -0.459  C30  9QO  22  
9QO  N29  N3   N  0  1  N  N  N  19.746   8.300  60.383   9.436   0.181   0.923  N29  9QO  23  
9QO  N24  N4   N  0  1  Y  N  N  21.966   7.757  60.872   7.521  -0.965   0.229  N24  9QO  24  
9QO  C31  C21  C  0  1  N  N  N  23.702   5.624  60.785   5.844  -2.783  -1.894  C31  9QO  25  
9QO  N26  N5   N  0  1  Y  N  N  21.179   9.911  61.388   7.539   1.348   0.212  N26  9QO  26  
9QO  N28  N6   N  0  1  N  N  N  22.565  11.523  62.371   5.673   2.608  -0.487  N28  9QO  27  
9QO  O21  O1   O  0  1  N  N  N  24.688   9.743  62.356   4.334   0.189  -0.942  O21  9QO  28  
9QO  O17  O2   O  0  1  N  N  N  28.112   7.860  62.559  -0.453   0.217  -0.281  O17  9QO  29  
9QO  N8   N7   N  0  1  N  N  N  29.946   3.461  58.838  -5.009   2.464  -0.704  N8   9QO  30  
9QO  N7   N8   N  0  1  N  N  N  29.730   5.068  54.421  -9.015   0.171  -1.520  N7   9QO  31  
9QO  H1   H1   H  0  1  N  N  N  27.503   8.344  57.224  -4.994  -1.823   1.819  H1   9QO  32  
9QO  H2   H2   H  0  1  N  N  N  26.980   7.518  58.731  -6.518  -2.651   1.421  H2   9QO  33  
9QO  H3   H3   H  0  1  N  N  N  25.070   7.954  57.236  -5.539  -3.282  -0.805  H3   9QO  34  
9QO  H4   H4   H  0  1  N  N  N  25.878   7.019  55.932  -3.997  -2.554  -0.295  H4   9QO  35  
9QO  H5   H5   H  0  1  N  N  N  25.355   6.192  57.439  -4.640  -3.972   0.568  H5   9QO  36  
9QO  H6   H6   H  0  1  N  N  N  27.177   3.527  59.721  -4.678   0.237   2.773  H6   9QO  37  
9QO  H7   H7   H  0  1  N  N  N  26.870   5.637  63.445  -0.438   0.252   2.336  H7   9QO  38  
9QO  H8   H8   H  0  1  N  N  N  28.802   7.467  60.084  -2.926   0.218  -1.137  H8   9QO  39  
9QO  H9   H9   H  0  1  N  N  N  26.691   7.565  64.037   0.898  -0.666   1.010  H9   9QO  40  
9QO  H10  H10  H  0  1  N  N  N  28.201   8.385  64.560   0.906   1.114   0.991  H10  9QO  41  
9QO  H11  H11  H  0  1  N  N  N  24.834  10.185  64.377   3.381   1.100   0.649  H11  9QO  42  
9QO  H12  H12  H  0  1  N  N  N  25.025   8.452  63.944   3.373  -0.680   0.668  H12  9QO  43  
9QO  H13  H13  H  0  1  N  N  N  26.419   3.630  62.071  -2.432   0.257   3.775  H13  9QO  44  
9QO  H14  H14  H  0  1  N  N  N  27.058  10.099  62.618   1.843  -0.694  -1.283  H14  9QO  45  
9QO  H15  H15  H  0  1  N  N  N  27.094  10.338  64.397   1.850   1.086  -1.301  H15  9QO  46  
9QO  H16  H16  H  0  1  N  N  N  24.694   6.823  62.263   5.977  -3.062   0.238  H16  9QO  47  
9QO  H17  H17  H  0  1  N  N  N  25.047   7.282  60.563   4.514  -2.204  -0.301  H17  9QO  48  
9QO  H18  H18  H  0  1  N  N  N  19.788   7.355  60.059   9.896   1.018   1.087  H18  9QO  49  
9QO  H19  H19  H  0  1  N  N  N  19.053   8.377  61.099   9.884  -0.662   1.095  H19  9QO  50  
9QO  H20  H20  H  0  1  N  N  N  24.511   4.880  60.752   5.453  -2.042  -2.591  H20  9QO  51  
9QO  H21  H21  H  0  1  N  N  N  22.920   5.284  61.480   6.916  -2.900  -2.052  H21  9QO  52  
9QO  H22  H22  H  0  1  N  N  N  23.273   5.743  59.779   5.345  -3.738  -2.063  H22  9QO  53  
9QO  H23  H23  H  0  1  N  N  N  21.704  12.026  62.291   4.760   2.631  -0.817  H23  9QO  54  
9QO  H24  H24  H  0  1  N  N  N  22.834  11.472  63.333   6.150   3.437  -0.325  H24  9QO  55  
9QO  H25  H25  H  0  1  N  N  N  30.564   2.837  58.359  -4.120   2.495  -0.317  H25  9QO  56  
9QO  H26  H26  H  0  1  N  N  N  30.450   3.946  59.552  -5.351   3.229  -1.193  H26  9QO  57  
9QO  H27  H27  H  0  1  N  N  N  29.282   5.792  53.896  -9.574  -0.617  -1.432  H27  9QO  58  
9QO  H28  H28  H  0  1  N  N  N  30.722   5.178  54.362  -9.341   0.945  -2.005  H28  9QO  59  
#   #
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
9QO  N7   C2   SING  N  N   1  
9QO  C2   N1   DOUB  Y  N   2  
9QO  C2   N3   SING  Y  N   3  
9QO  N1   C6   SING  Y  N   4  
9QO  N3   C4   DOUB  Y  N   5  
9QO  C10  C9   SING  N  N   6  
9QO  C6   C9   SING  N  N   7  
9QO  C6   C5   DOUB  Y  N   8  
9QO  C4   C5   SING  Y  N   9  
9QO  C4   N8   SING  N  N  10  
9QO  C5   C11  SING  N  N  11  
9QO  C11  C12  DOUB  Y  N  12  
9QO  C11  C16  SING  Y  N  13  
9QO  C12  C13  SING  Y  N  14  
9QO  N29  C25  SING  N  N  15  
9QO  C16  C15  DOUB  Y  N  16  
9QO  C31  C30  SING  N  N  17  
9QO  N24  C25  DOUB  Y  N  18  
9QO  N24  C23  SING  Y  N  19  
9QO  C25  N26  SING  Y  N  20  
9QO  C30  C23  SING  N  N  21  
9QO  C23  C22  DOUB  Y  N  22  
9QO  N26  C27  DOUB  Y  N  23  
9QO  C13  C14  DOUB  Y  N  24  
9QO  C15  C14  SING  Y  N  25  
9QO  C15  O17  SING  N  N  26  
9QO  C27  C22  SING  Y  N  27  
9QO  C27  N28  SING  N  N  28  
9QO  C22  O21  SING  N  N  29  
9QO  O21  C20  SING  N  N  30  
9QO  O17  C18  SING  N  N  31  
9QO  C19  C20  SING  N  N  32  
9QO  C19  C18  SING  N  N  33  
9QO  C9   H1   SING  N  N  34  
9QO  C9   H2   SING  N  N  35  
9QO  C10  H3   SING  N  N  36  
9QO  C10  H4   SING  N  N  37  
9QO  C10  H5   SING  N  N  38  
9QO  C12  H6   SING  N  N  39  
9QO  C14  H7   SING  N  N  40  
9QO  C16  H8   SING  N  N  41  
9QO  C18  H9   SING  N  N  42  
9QO  C18  H10  SING  N  N  43  
9QO  C20  H11  SING  N  N  44  
9QO  C20  H12  SING  N  N  45  
9QO  C13  H13  SING  N  N  46  
9QO  C19  H14  SING  N  N  47  
9QO  C19  H15  SING  N  N  48  
9QO  C30  H16  SING  N  N  49  
9QO  C30  H17  SING  N  N  50  
9QO  N29  H18  SING  N  N  51  
9QO  N29  H19  SING  N  N  52  
9QO  C31  H20  SING  N  N  53  
9QO  C31  H21  SING  N  N  54  
9QO  C31  H22  SING  N  N  55  
9QO  N28  H23  SING  N  N  56  
9QO  N28  H24  SING  N  N  57  
9QO  N8   H25  SING  N  N  58  
9QO  N8   H26  SING  N  N  59  
9QO  N7   H27  SING  N  N  60  
9QO  N7   H28  SING  N  N  61  
#   #
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
9QO  SMILES            ACDLabs               12.01  "c1(nc(c(c(N)n1)c2cccc(c2)OCCCOc3c(CC)nc(nc3N)N)CC)N"  
9QO  InChI             InChI                 1.03   "InChI=1S/C21H28N8O2/c1-3-14-16(18(22)28-20(24)26-14)12-7-5-8-13(11-12)30-9-6-10-31-17-15(4-2)27-21(25)29-19(17)23/h5,7-8,11H,3-4,6,9-10H2,1-2H3,(H4,22,24,26,28)(H4,23,25,27,29)"  
9QO  InChIKey          InChI                 1.03   IMDBCJZTZFNOKU-UHFFFAOYSA-N  
9QO  SMILES_CANONICAL  CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2cccc(c2)c3c(N)nc(N)nc3CC"  
9QO  SMILES            CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2cccc(c2)c3c(N)nc(N)nc3CC"  
9QO  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "CCc1c(c(nc(n1)N)N)c2cccc(c2)OCCCOc3c(nc(nc3N)N)CC"  
9QO  SMILES            "OpenEye OEToolkits"  2.0.6  "CCc1c(c(nc(n1)N)N)c2cccc(c2)OCCCOc3c(nc(nc3N)N)CC"  
#   #
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
9QO  "SYSTEMATIC NAME"  ACDLabs               12.01  "5-(3-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)-6-ethylpyrimidine-2,4-diamine"  
9QO  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.6  "5-[3-[3-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]oxypropoxy]phenyl]-6-ethyl-pyrimidine-2,4-diamine"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
9QO  "Create component"  2018-06-21  PDBJ  
9QO  "Initial release"   2019-04-10  RCSB  
##
