data_HEI
#

_chem_comp.id                                   HEI
_chem_comp.name                                 "1-(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)piperidine-4-carboxylic acid"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C21 H29 N5 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                       415.486
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    HEI
_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       5SCY
_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
HEI  C01   C1   C  0  1  N  N  N   5.546   3.253  15.875  -4.629   2.302   2.580  C01   HEI   1  
HEI  C02   C2   C  0  1  N  N  N   6.984   2.908  16.328  -4.725   0.807   2.266  C02   HEI   2  
HEI  C03   C3   C  0  1  Y  N  N   7.951   3.938  15.795  -5.428   0.615   0.947  C03   HEI   3  
HEI  C05   C4   C  0  1  Y  N  N   8.662   6.132  15.851  -7.376   0.303  -0.247  C05   HEI   4  
HEI  C08   C5   C  0  1  Y  N  N   9.750   4.692  14.453  -5.402   0.397  -1.434  C08   HEI   5  
HEI  C10   C6   C  0  1  Y  N  N   8.903   3.642  14.871  -4.706   0.577  -0.233  C10   HEI   6  
HEI  C12   C7   C  0  1  N  N  N   8.277   2.061  13.154  -2.580  -0.482  -0.106  C12   HEI   7  
HEI  C13   C8   C  0  1  N  N  N   8.411   0.554  12.902  -1.090  -0.131  -0.116  C13   HEI   8  
HEI  C14   C9   C  0  1  N  N  N   7.854  -0.300  14.044  -0.264  -1.412   0.013  C14   HEI   9  
HEI  C16   C10  C  0  1  Y  N  N   5.651  -0.420  15.111   2.006  -2.118   0.110  C16   HEI  10  
HEI  C17   C11  C  0  1  Y  N  N   6.168  -1.109  16.188   1.539  -3.417   0.216  C17   HEI  11  
HEI  C18   C12  C  0  1  Y  N  N   5.365  -1.415  17.288   2.434  -4.466   0.324  C18   HEI  12  
HEI  C19   C13  C  0  1  Y  N  N   4.051  -1.016  17.287   3.794  -4.222   0.327  C19   HEI  13  
HEI  C20   C14  C  0  1  Y  N  N   3.528  -0.318  16.208   4.268  -2.928   0.222  C20   HEI  14  
HEI  C21   C15  C  0  1  Y  N  N   4.304   0.006  15.099   3.377  -1.871   0.107  C21   HEI  15  
HEI  C23   C16  C  0  1  N  N  N   2.599   1.554  14.156   4.695  -0.407  -1.200  C23   HEI  16  
HEI  C24   C17  C  0  1  N  N  N   2.392   2.430  12.912   5.078   1.065  -1.370  C24   HEI  17  
HEI  C25   C18  C  0  1  N  N  N   2.330   1.576  11.638   5.835   1.538  -0.126  C25   HEI  18  
HEI  C26   C19  C  0  1  N  N  N   3.557   0.682  11.510   4.956   1.323   1.109  C26   HEI  19  
HEI  C27   C20  C  0  1  N  N  N   3.707  -0.143  12.785   4.577  -0.157   1.208  C27   HEI  20  
HEI  C28   C21  C  0  1  N  N  N   2.239   2.438  10.339   6.164   3.002  -0.263  C28   HEI  21  
HEI  N04   N1   N  0  1  Y  N  N   7.839   5.181  16.287  -6.746   0.473   0.905  N04   HEI  22  
HEI  N06   N2   N  0  1  N  N  N   8.510   7.377  16.356  -8.755   0.159  -0.247  N06   HEI  23  
HEI  N07   N3   N  0  1  Y  N  N   9.623   5.927  14.944  -6.724   0.268  -1.400  N07   HEI  24  
HEI  N09   N4   N  0  1  N  N  N  10.718   4.471  13.545  -4.722   0.359  -2.643  N09   HEI  25  
HEI  N22   N5   N  0  1  N  N  N   3.782   0.682  14.004   3.854  -0.560  -0.006  N22   HEI  26  
HEI  O11   O1   O  0  1  N  N  N   9.071   2.366  14.344  -3.352   0.714  -0.226  O11   HEI  27  
HEI  O15   O2   O  0  1  N  N  N   6.434  -0.095  14.020   1.127  -1.085   0.003  O15   HEI  28  
HEI  O29   O3   O  0  1  N  N  N   2.814   3.541  10.394   5.828   3.607  -1.254  O29   HEI  29  
HEI  O30   O4   O  0  1  N  N  N   1.631   1.905   9.387   6.830   3.635   0.715  O30   HEI  30  
HEI  H012  H1   H  0  0  N  N  N   4.847   2.499  16.266  -4.120   2.441   3.533  H012  HEI  31  
HEI  H011  H2   H  0  0  N  N  N   5.268   4.245  16.260  -4.068   2.803   1.791  H011  HEI  32  
HEI  H013  H3   H  0  0  N  N  N   5.500   3.260  14.776  -5.632   2.725   2.638  H013  HEI  33  
HEI  H021  H4   H  0  0  N  N  N   7.028   2.900  17.427  -3.722   0.384   2.208  H021  HEI  34  
HEI  H022  H5   H  0  0  N  N  N   7.260   1.915  15.943  -5.286   0.305   3.054  H022  HEI  35  
HEI  H121  H6   H  0  0  N  N  N   7.223   2.323  13.326  -2.803  -1.145  -0.942  H121  HEI  36  
HEI  H122  H7   H  0  0  N  N  N   8.659   2.624  12.290  -2.828  -0.983   0.830  H122  HEI  37  
HEI  H132  H8   H  0  0  N  N  N   7.866   0.304  11.980  -0.842   0.369  -1.052  H132  HEI  38  
HEI  H131  H9   H  0  0  N  N  N   9.477   0.314  12.774  -0.867   0.531   0.720  H131  HEI  39  
HEI  H142  H10  H  0  0  N  N  N   8.092  -1.362  13.881  -0.512  -1.913   0.949  H142  HEI  40  
HEI  H141  H11  H  0  0  N  N  N   8.273   0.026  15.007  -0.487  -2.075  -0.824  H141  HEI  41  
HEI  H171  H12  H  0  0  N  N  N   7.204  -1.415  16.180   0.477  -3.611   0.215  H171  HEI  42  
HEI  H181  H13  H  0  0  N  N  N   5.772  -1.958  18.128   2.069  -5.479   0.407  H181  HEI  43  
HEI  H191  H14  H  0  0  N  N  N   3.420  -1.247  18.132   4.489  -5.045   0.413  H191  HEI  44  
HEI  H201  H15  H  0  0  N  N  N   2.491  -0.018  16.229   5.332  -2.740   0.225  H201  HEI  45  
HEI  H232  H16  H  0  0  N  N  N   1.708   0.927  14.306   4.143  -0.743  -2.078  H232  HEI  46  
HEI  H231  H17  H  0  0  N  N  N   2.742   2.203  15.032   5.598  -1.006  -1.087  H231  HEI  47  
HEI  H242  H18  H  0  0  N  N  N   1.449   2.987  13.018   5.715   1.176  -2.248  H242  HEI  48  
HEI  H241  H19  H  0  0  N  N  N   3.229   3.139  12.829   4.176   1.663  -1.497  H241  HEI  49  
HEI  H251  H20  H  0  0  N  N  N   1.435   0.938  11.689   6.757   0.966  -0.022  H251  HEI  50  
HEI  H261  H21  H  0  0  N  N  N   4.453   1.304  11.366   5.506   1.618   2.003  H261  HEI  51  
HEI  H262  H22  H  0  0  N  N  N   3.435   0.010  10.648   4.052   1.926   1.022  H262  HEI  52  
HEI  H272  H23  H  0  0  N  N  N   2.841  -0.815  12.870   5.481  -0.757   1.309  H272  HEI  53  
HEI  H271  H24  H  0  0  N  N  N   4.628  -0.740  12.709   3.939  -0.311   2.078  H271  HEI  54  
HEI  H062  H25  H  0  0  N  N  N   7.758   7.380  17.015  -9.245   0.184   0.589  H062  HEI  55  
HEI  H061  H26  H  0  0  N  N  N   9.355   7.657  16.813  -9.229   0.034  -1.084  H061  HEI  56  
HEI  H092  H27  H  0  0  N  N  N  11.216   5.321  13.375  -5.212   0.238  -3.472  H092  HEI  57  
HEI  H091  H28  H  0  0  N  N  N  11.350   3.778  13.893  -3.757   0.454  -2.660  H091  HEI  58  
HEI  H1    H29  H  0  1  N  N  N   1.653   2.483   8.633   7.018   4.574   0.582  H1    HEI  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
HEI  C02  C01   SING  N  N   1  
HEI  C03  C02   SING  N  N   2  
HEI  N04  C03   DOUB  Y  N   3  
HEI  C05  N04   SING  Y  N   4  
HEI  N06  C05   SING  N  N   5  
HEI  N07  C05   DOUB  Y  N   6  
HEI  C08  N07   SING  Y  N   7  
HEI  N09  C08   SING  N  N   8  
HEI  C10  C08   DOUB  Y  N   9  
HEI  O11  C10   SING  N  N  10  
HEI  C12  O11   SING  N  N  11  
HEI  C13  C12   SING  N  N  12  
HEI  C14  C13   SING  N  N  13  
HEI  O15  C14   SING  N  N  14  
HEI  C16  O15   SING  N  N  15  
HEI  C17  C16   DOUB  Y  N  16  
HEI  C18  C17   SING  Y  N  17  
HEI  C19  C18   DOUB  Y  N  18  
HEI  C20  C19   SING  Y  N  19  
HEI  C21  C20   DOUB  Y  N  20  
HEI  N22  C21   SING  N  N  21  
HEI  C23  N22   SING  N  N  22  
HEI  C24  C23   SING  N  N  23  
HEI  C25  C24   SING  N  N  24  
HEI  C27  C26   SING  N  N  25  
HEI  C26  C25   SING  N  N  26  
HEI  C28  C25   SING  N  N  27  
HEI  O29  C28   DOUB  N  N  28  
HEI  O30  C28   SING  N  N  29  
HEI  C03  C10   SING  Y  N  30  
HEI  C16  C21   SING  Y  N  31  
HEI  N22  C27   SING  N  N  32  
HEI  C01  H012  SING  N  N  33  
HEI  C01  H011  SING  N  N  34  
HEI  C01  H013  SING  N  N  35  
HEI  C02  H021  SING  N  N  36  
HEI  C02  H022  SING  N  N  37  
HEI  C12  H121  SING  N  N  38  
HEI  C12  H122  SING  N  N  39  
HEI  C13  H132  SING  N  N  40  
HEI  C13  H131  SING  N  N  41  
HEI  C14  H142  SING  N  N  42  
HEI  C14  H141  SING  N  N  43  
HEI  C17  H171  SING  N  N  44  
HEI  C18  H181  SING  N  N  45  
HEI  C19  H191  SING  N  N  46  
HEI  C20  H201  SING  N  N  47  
HEI  C23  H232  SING  N  N  48  
HEI  C23  H231  SING  N  N  49  
HEI  C24  H242  SING  N  N  50  
HEI  C24  H241  SING  N  N  51  
HEI  C25  H251  SING  N  N  52  
HEI  C26  H261  SING  N  N  53  
HEI  C26  H262  SING  N  N  54  
HEI  C27  H272  SING  N  N  55  
HEI  C27  H271  SING  N  N  56  
HEI  N06  H062  SING  N  N  57  
HEI  N06  H061  SING  N  N  58  
HEI  N09  H092  SING  N  N  59  
HEI  N09  H091  SING  N  N  60  
HEI  O30  H1    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
HEI  SMILES            ACDLabs               12.01  "CCc1nc(N)nc(N)c1OCCCOc1ccccc1N1CCC(CC1)C(=O)O"  
HEI  InChI             InChI                 1.03   "InChI=1S/C21H29N5O4/c1-2-15-18(19(22)25-21(23)24-15)30-13-5-12-29-17-7-4-3-6-16(17)26-10-8-14(9-11-26)20(27)28/h3-4,6-7,14H,2,5,8-13H2,1H3,(H,27,28)(H4,22,23,24,25)"  
HEI  InChIKey          InChI                 1.03   NPVGDVKBVUITFR-UHFFFAOYSA-N  
HEI  SMILES_CANONICAL  CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2ccccc2N3CCC(CC3)C(O)=O"  
HEI  SMILES            CACTVS                3.385  "CCc1nc(N)nc(N)c1OCCCOc2ccccc2N3CCC(CC3)C(O)=O"  
HEI  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2ccccc2N3CCC(CC3)C(=O)O"  
HEI  SMILES            "OpenEye OEToolkits"  2.0.7  "CCc1c(c(nc(n1)N)N)OCCCOc2ccccc2N3CCC(CC3)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
HEI  "SYSTEMATIC NAME"  ACDLabs               12.01  "1-(2-{3-[(2,4-diamino-6-ethylpyrimidin-5-yl)oxy]propoxy}phenyl)piperidine-4-carboxylic acid"  
HEI  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "1-[2-[3-[2,4-bis(azanyl)-6-ethyl-pyrimidin-5-yl]oxypropoxy]phenyl]piperidine-4-carboxylic 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
HEI  "Create component"  2022-01-03  RCSB  
HEI  "Initial release"   2022-02-09  RCSB  
##
