data_HZU
#

_chem_comp.id                                   HZU
_chem_comp.name                                 "(2S)-2-[(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)methyl]-3-fluoropropanoic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C19 H25 F N4 O4"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2022-01-03
_chem_comp.pdbx_modified_date                   2022-02-04
_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                       392.425
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HZU
_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       5SD9
_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
HZU  C10   C1   C  0  1  Y  N  N  -27.949  10.531  -25.568   4.254  -0.358   0.198  C10   HZU   1  
HZU  C13   C2   C  0  1  N  N  N  -29.244   7.076  -25.545   0.596  -0.150  -0.192  C13   HZU   2  
HZU  C17   C3   C  0  1  Y  N  N  -29.174   5.033  -29.312  -2.495   2.723  -0.094  C17   HZU   3  
HZU  C20   C4   C  0  1  Y  N  N  -31.601   4.818  -30.590  -5.080   1.882  -0.619  C20   HZU   4  
HZU  C21   C5   C  0  1  Y  N  N  -31.558   5.422  -29.344  -4.041   0.972  -0.653  C21   HZU   5  
HZU  C22   C6   C  0  1  N  N  N  -32.840   5.929  -28.716  -4.316  -0.475  -0.970  C22   HZU   6  
HZU  C24   C7   C  0  1  N  N  N  -34.577   7.800  -28.496  -5.720  -0.766   1.077  C24   HZU   7  
HZU  C26   C8   C  0  1  N  N  N  -32.088   8.233  -28.845  -4.630  -2.727   0.020  C26   HZU   8  
HZU  C01   C9   C  0  1  N  N  N  -29.115  10.952  -28.956   4.668  -1.596  -2.845  C01   HZU   9  
HZU  C02   C10  C  0  1  N  N  N  -29.460  11.238  -27.472   4.478  -0.181  -2.296  C02   HZU  10  
HZU  C03   C11  C  0  1  Y  N  N  -28.231  11.397  -26.587   5.052  -0.100  -0.904  C03   HZU  11  
HZU  C05   C12  C  0  1  Y  N  N  -26.373  12.627  -26.055   6.841   0.294   0.496  C05   HZU  12  
HZU  C08   C13  C  0  1  Y  N  N  -26.787  10.767  -24.797   4.830  -0.271   1.471  C08   HZU  13  
HZU  C12   C14  C  0  1  N  N  N  -28.352   8.214  -26.016   1.996   0.386   0.113  C12   HZU  14  
HZU  C14   C15  C  0  1  N  N  N  -29.161   5.948  -26.571  -0.416   0.995  -0.121  C14   HZU  15  
HZU  C16   C16  C  0  1  Y  N  N  -30.313   5.519  -28.706  -2.745   1.390  -0.384  C16   HZU  16  
HZU  C18   C17  C  0  1  Y  N  N  -29.247   4.426  -30.560  -3.537   3.630  -0.066  C18   HZU  17  
HZU  C19   C18  C  0  1  Y  N  N  -30.462   4.317  -31.202  -4.828   3.210  -0.328  C19   HZU  18  
HZU  C23   C19  C  0  1  N  N  S  -33.316   7.318  -29.182  -4.477  -1.261   0.333  C23   HZU  19  
HZU  F25   F1   F  0  1  N  N  N  -34.788   7.120  -27.258  -5.578   0.595   1.367  F25   HZU  20  
HZU  N04   N1   N  0  1  Y  N  N  -27.436  12.455  -26.818   6.326   0.219  -0.721  N04   HZU  21  
HZU  N06   N2   N  0  1  N  N  N  -25.586  13.682  -26.329   8.177   0.631   0.643  N06   HZU  22  
HZU  N07   N3   N  0  1  Y  N  N  -26.013  11.820  -25.051   6.113   0.055   1.576  N07   HZU  23  
HZU  N09   N4   N  0  1  N  N  N  -26.464   9.938  -23.776   4.070  -0.520   2.605  N09   HZU  24  
HZU  O11   O1   O  0  1  N  N  N  -28.731   9.415  -25.266   2.941  -0.683   0.047  O11   HZU  25  
HZU  O15   O2   O  0  1  N  N  N  -30.277   6.120  -27.458  -1.723   0.494  -0.407  O15   HZU  26  
HZU  O27   O3   O  0  1  N  N  N  -31.820   8.335  -27.633  -4.612  -3.105  -1.127  O27   HZU  27  
HZU  O28   O4   O  0  1  N  N  N  -31.537   8.721  -29.857  -4.787  -3.614   1.016  O28   HZU  28  
HZU  H132  H1   H  0  0  N  N  N  -28.899   6.714  -24.565   0.584  -0.584  -1.192  H132  HZU  29  
HZU  H131  H2   H  0  0  N  N  N  -30.283   7.428  -25.461   0.332  -0.914   0.539  H131  HZU  30  
HZU  H171  H3   H  0  0  N  N  N  -28.220   5.125  -28.814  -1.488   3.050   0.116  H171  HZU  31  
HZU  H201  H4   H  0  0  N  N  N  -32.550   4.735  -31.100  -6.089   1.556  -0.823  H201  HZU  32  
HZU  H221  H5   H  0  0  N  N  N  -33.636   5.206  -28.945  -5.232  -0.551  -1.556  H221  HZU  33  
HZU  H222  H6   H  0  0  N  N  N  -32.687   5.973  -27.628  -3.484  -0.887  -1.541  H222  HZU  34  
HZU  H241  H7   H  0  0  N  N  N  -35.437   7.616  -29.157  -6.600  -0.914   0.452  H241  HZU  35  
HZU  H242  H8   H  0  0  N  N  N  -34.489   8.879  -28.301  -5.835  -1.326   2.005  H242  HZU  36  
HZU  H013  H9   H  0  0  N  N  N  -30.044  10.849  -29.536   4.326  -1.634  -3.878  H013  HZU  37  
HZU  H011  H10  H  0  0  N  N  N  -28.521  11.784  -29.361   5.724  -1.863  -2.802  H011  HZU  38  
HZU  H012  H11  H  0  0  N  N  N  -28.535  10.020  -29.024   4.091  -2.299  -2.244  H012  HZU  39  
HZU  H021  H12  H  0  0  N  N  N  -30.048  12.166  -27.423   4.991   0.532  -2.942  H021  HZU  40  
HZU  H022  H13  H  0  0  N  N  N  -30.062  10.402  -27.086   3.415   0.057  -2.265  H022  HZU  41  
HZU  H121  H14  H  0  0  N  N  N  -28.497   8.383  -27.093   2.260   1.151  -0.617  H121  HZU  42  
HZU  H122  H15  H  0  0  N  N  N  -27.297   7.968  -25.823   2.008   0.820   1.113  H122  HZU  43  
HZU  H141  H16  H  0  0  N  N  N  -28.217   6.013  -27.131  -0.403   1.429   0.879  H141  HZU  44  
HZU  H142  H17  H  0  0  N  N  N  -29.222   4.972  -26.068  -0.152   1.760  -0.852  H142  HZU  45  
HZU  H181  H18  H  0  0  N  N  N  -28.353   4.040  -31.026  -3.343   4.668   0.160  H181  HZU  46  
HZU  H191  H19  H  0  0  N  N  N  -30.526   3.846  -32.172  -5.641   3.920  -0.303  H191  HZU  47  
HZU  H231  H20  H  0  0  N  N  N  -33.467   7.306  -30.272  -3.597  -1.113   0.958  H231  HZU  48  
HZU  H062  H21  H  0  0  N  N  N  -25.961  14.185  -27.108   8.722   0.809  -0.140  H062  HZU  49  
HZU  H061  H22  H  0  0  N  N  N  -25.546  14.284  -25.532   8.568   0.689   1.529  H061  HZU  50  
HZU  H091  H23  H  0  0  N  N  N  -25.630  10.265  -23.332   3.134  -0.757   2.520  H091  HZU  51  
HZU  H092  H24  H  0  0  N  N  N  -27.211   9.921  -23.111   4.477  -0.458   3.484  H092  HZU  52  
HZU  H1    H25  H  0  1  N  N  N  -30.794   9.249  -29.590  -4.881  -4.543   0.766  H1    HZU  53  
#   #
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
HZU  C02  C01   SING  N  N   1  
HZU  C03  C02   SING  N  N   2  
HZU  N04  C03   DOUB  Y  N   3  
HZU  C05  N04   SING  Y  N   4  
HZU  N06  C05   SING  N  N   5  
HZU  N07  C05   DOUB  Y  N   6  
HZU  C08  N07   SING  Y  N   7  
HZU  N09  C08   SING  N  N   8  
HZU  C10  C08   DOUB  Y  N   9  
HZU  O11  C10   SING  N  N  10  
HZU  C12  O11   SING  N  N  11  
HZU  C13  C12   SING  N  N  12  
HZU  C14  C13   SING  N  N  13  
HZU  O15  C14   SING  N  N  14  
HZU  C16  O15   SING  N  N  15  
HZU  C17  C16   DOUB  Y  N  16  
HZU  C18  C17   SING  Y  N  17  
HZU  C19  C18   DOUB  Y  N  18  
HZU  C20  C19   SING  Y  N  19  
HZU  C21  C20   DOUB  Y  N  20  
HZU  C22  C21   SING  N  N  21  
HZU  C23  C22   SING  N  N  22  
HZU  F25  C24   SING  N  N  23  
HZU  C24  C23   SING  N  N  24  
HZU  C26  C23   SING  N  N  25  
HZU  O27  C26   DOUB  N  N  26  
HZU  O28  C26   SING  N  N  27  
HZU  C03  C10   SING  Y  N  28  
HZU  C16  C21   SING  Y  N  29  
HZU  C13  H132  SING  N  N  30  
HZU  C13  H131  SING  N  N  31  
HZU  C17  H171  SING  N  N  32  
HZU  C20  H201  SING  N  N  33  
HZU  C22  H221  SING  N  N  34  
HZU  C22  H222  SING  N  N  35  
HZU  C24  H241  SING  N  N  36  
HZU  C24  H242  SING  N  N  37  
HZU  C01  H013  SING  N  N  38  
HZU  C01  H011  SING  N  N  39  
HZU  C01  H012  SING  N  N  40  
HZU  C02  H021  SING  N  N  41  
HZU  C02  H022  SING  N  N  42  
HZU  C12  H121  SING  N  N  43  
HZU  C12  H122  SING  N  N  44  
HZU  C14  H141  SING  N  N  45  
HZU  C14  H142  SING  N  N  46  
HZU  C18  H181  SING  N  N  47  
HZU  C19  H191  SING  N  N  48  
HZU  C23  H231  SING  N  N  49  
HZU  N06  H062  SING  N  N  50  
HZU  N06  H061  SING  N  N  51  
HZU  N09  H091  SING  N  N  52  
HZU  N09  H092  SING  N  N  53  
HZU  O28  H1    SING  N  N  54  
#   #
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
HZU  SMILES            ACDLabs               12.01  "CCc1nc(N)nc(N)c1OCCCOc1ccccc1CC(CF)C(=O)O"  
HZU  InChI             InChI                 1.03   "InChI=1S/C19H25FN4O4/c1-2-14-16(17(21)24-19(22)23-14)28-9-5-8-27-15-7-4-3-6-12(15)10-13(11-20)18(25)26/h3-4,6-7,13H,2,5,8-11H2,1H3,(H,25,26)(H4,21,22,23,24)/t13-/m1/s1"  
HZU  InChIKey          InChI                 1.03   CDIUQIVTNPRVDS-CYBMUJFWSA-N  
HZU  SMILES_CANONICAL  CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2ccccc2C[C@H](CF)C(O)=O"  
HZU  SMILES            CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2ccccc2C[CH](CF)C(O)=O"  
HZU  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2ccccc2C[C@@H](CF)C(=O)O"  
HZU  SMILES            "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2ccccc2CC(CF)C(=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
HZU  "SYSTEMATIC NAME"  ACDLabs               12.01  "(2S)-2-[(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)methyl]-3-fluoropropanoic acid"  
HZU  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "(2~{R})-2-[[2-[3-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]oxypropoxy]phenyl]methyl]-3-fluoranyl-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
HZU  "Create component"  2022-01-03  RCSB  
HZU  "Initial release"   2022-02-09  RCSB  
##
