data_XJN
# 
_chem_comp.id                                    XJN 
_chem_comp.name                                  "3-(2-{3-[(2,4-diamino-6-pentylpyrimidin-5-yl)oxy]propoxy}phenyl)propanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H30 N4 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-23 
_chem_comp.pdbx_modified_date                    2023-12-08 
_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                        402.487 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XJN 
_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        8F81 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
XJN C1  C1  C 0 1 Y N N N N N -6.797  1.938  9.279  -5.825 1.835  -0.353 C1  XJN 1  
XJN C3  C2  C 0 1 Y N N N N N -6.260  2.270  11.876 -3.321 0.903  -0.604 C3  XJN 2  
XJN N4  N1  N 0 1 Y N N N N N -7.008  3.154  9.822  -5.437 0.807  0.384  N4  XJN 3  
XJN O2  O1  O 0 1 N N N N N N -8.174  3.938  15.786 2.628  0.358  0.475  O2  XJN 4  
XJN O3  O2  O 0 1 N N N N N N -14.472 3.309  15.973 5.747  -0.944 -3.729 O3  XJN 5  
XJN C4  C3  C 0 1 N N N N N N -6.892  1.760  14.161 -1.056 1.005  0.118  C4  XJN 6  
XJN N3  N2  N 0 1 N N N N N N -5.565  -0.066 11.906 -2.910 2.605  -2.275 N3  XJN 7  
XJN C2  C4  C 0 1 Y N N N N N -6.067  1.002  11.224 -3.762 1.990  -1.370 C2  XJN 8  
XJN N2  N3  N 0 1 Y N N N N N -6.333  0.857  9.922  -5.009 2.421  -1.216 N2  XJN 9  
XJN N1  N4  N 0 1 N N N N N N -7.083  1.788  7.967  -7.122 2.308  -0.223 N1  XJN 10 
XJN C8  C5  C 0 1 Y N N N N N -7.792  6.208  16.516 3.517  1.788  2.156  C8  XJN 11 
XJN C5  C6  C 0 1 N N N N N N -6.556  2.209  15.565 0.298  0.353  -0.168 C5  XJN 12 
XJN C6  C7  C 0 1 N N N N N N -6.758  3.683  15.826 1.363  0.968  0.742  C6  XJN 13 
XJN C10 C8  C 0 1 Y N N N N N -9.674  7.663  16.756 5.848  1.678  2.690  C10 XJN 14 
XJN C11 C9  C 0 1 Y N N N N N -10.511 6.636  16.353 6.021  0.683  1.746  C11 XJN 15 
XJN C12 C10 C 0 1 Y N N N N N -10.021 5.371  16.030 4.946  0.246  0.996  C12 XJN 16 
XJN C13 C11 C 0 1 N N N N N N -10.943 4.251  15.578 5.137  -0.834 -0.038 C13 XJN 17 
XJN C14 C12 C 0 1 N N N N N N -12.386 4.436  16.008 5.351  -0.194 -1.411 C14 XJN 18 
XJN C15 C13 C 0 1 N N N N N N -13.301 3.310  15.549 5.542  -1.274 -2.444 C15 XJN 19 
XJN C16 C14 C 0 1 Y N N N N N -6.739  3.318  11.132 -4.207 0.322  0.285  C16 XJN 20 
XJN C17 C15 C 0 1 N N N N N N -7.009  4.683  11.704 -3.779 -0.850 1.131  C17 XJN 21 
XJN C18 C16 C 0 1 N N N N N N -8.510  4.930  11.830 -4.075 -2.153 0.385  C18 XJN 22 
XJN C19 C17 C 0 1 N N N N N N -8.955  6.107  12.688 -3.641 -3.342 1.244  C19 XJN 23 
XJN C20 C18 C 0 1 N N N N N N -8.368  7.441  12.286 -3.937 -4.645 0.498  C20 XJN 24 
XJN C21 C19 C 0 1 N N N N N N -8.917  8.567  13.137 -3.503 -5.834 1.356  C21 XJN 25 
XJN C7  C20 C 0 1 Y N N N N N -8.634  5.182  16.121 3.689  0.794  1.203  C7  XJN 26 
XJN C9  C21 C 0 1 Y N N N N N -8.319  7.445  16.835 4.597  2.230  2.895  C9  XJN 27 
XJN O1  O3  O 0 1 N N N N N N -6.012  2.424  13.233 -2.050 0.431  -0.732 O1  XJN 28 
XJN O4  O4  O 0 1 N N N N N N -12.849 2.445  14.767 5.510  -2.436 -2.117 O4  XJN 29 
XJN H1  H1  H 0 1 N N N N N N -14.940 2.565  15.611 5.864  -1.672 -4.356 H1  XJN 30 
XJN H2  H2  H 0 1 N N N N N N -7.936  2.020  13.930 -1.327 0.837  1.160  H2  XJN 31 
XJN H3  H3  H 0 1 N N N N N N -6.759  0.671  14.080 -0.990 2.076  -0.073 H3  XJN 32 
XJN H4  H4  H 0 1 N N N N N N -5.468  -0.843 11.284 -2.001 2.284  -2.382 H4  XJN 33 
XJN H5  H5  H 0 1 N N N N N N -4.671  0.171  12.285 -3.223 3.357  -2.802 H5  XJN 34 
XJN H6  H6  H 0 1 N N N N N N -7.422  2.653  7.598  -7.731 1.886  0.403  H6  XJN 35 
XJN H7  H7  H 0 1 N N N N N N -6.256  1.518  7.474  -7.419 3.061  -0.757 H7  XJN 36 
XJN H8  H8  H 0 1 N N N N N N -6.726  6.042  16.575 2.540  2.220  2.316  H8  XJN 37 
XJN H9  H9  H 0 1 N N N N N N -7.192  1.648  16.265 0.233  -0.719 0.022  H9  XJN 38 
XJN H10 H10 H 0 1 N N N N N N -5.500  1.969  15.757 0.570  0.520  -1.211 H10 XJN 39 
XJN H11 H11 H 0 1 N N N N N N -6.356  3.948  16.815 1.092  0.800  1.784  H11 XJN 40 
XJN H12 H12 H 0 1 N N N N N N -6.248  4.275  15.052 1.429  2.039  0.551  H12 XJN 41 
XJN H13 H13 H 0 1 N N N N N N -10.084 8.630  17.007 6.692  2.024  3.269  H13 XJN 42 
XJN H14 H14 H 0 1 N N N N N N -11.573 6.820  16.287 6.999  0.253  1.588  H14 XJN 43 
XJN H15 H15 H 0 1 N N N N N N -10.573 3.305  16.001 6.008  -1.436 0.222  H15 XJN 44 
XJN H16 H16 H 0 1 N N N N N N -10.912 4.198  14.480 4.252  -1.469 -0.067 H16 XJN 45 
XJN H17 H17 H 0 1 N N N N N N -12.757 5.381  15.586 4.481  0.408  -1.671 H17 XJN 46 
XJN H18 H18 H 0 1 N N N N N N -12.419 4.487  17.106 6.236  0.442  -1.382 H18 XJN 47 
XJN H19 H19 H 0 1 N N N N N N -6.547  4.755  12.700 -2.710 -0.782 1.333  H19 XJN 48 
XJN H20 H20 H 0 1 N N N N N N -6.572  5.445  11.041 -4.328 -0.838 2.073  H20 XJN 49 
XJN H21 H21 H 0 1 N N N N N N -8.904  5.093  10.816 -5.144 -2.221 0.183  H21 XJN 50 
XJN H22 H22 H 0 1 N N N N N N -8.960  4.021  12.257 -3.526 -2.165 -0.557 H22 XJN 51 
XJN H23 H23 H 0 1 N N N N N N -10.051 6.182  12.625 -2.572 -3.274 1.445  H23 XJN 52 
XJN H24 H24 H 0 1 N N N N N N -8.661  5.903  13.728 -4.190 -3.330 2.185  H24 XJN 53 
XJN H25 H25 H 0 1 N N N N N N -7.275  7.402  12.406 -5.006 -4.713 0.296  H25 XJN 54 
XJN H26 H26 H 0 1 N N N N N N -8.614  7.637  11.232 -3.388 -4.657 -0.444 H26 XJN 55 
XJN H27 H27 H 0 1 N N N N N N -8.470  9.520  12.818 -3.714 -6.762 0.825  H27 XJN 56 
XJN H28 H28 H 0 1 N N N N N N -10.009 8.617  13.018 -2.434 -5.766 1.558  H28 XJN 57 
XJN H29 H29 H 0 1 N N N N N N -8.671  8.382  14.193 -4.052 -5.822 2.298  H29 XJN 58 
XJN H30 H30 H 0 1 N N N N N N -7.663  8.244  17.148 4.464  3.006  3.634  H30 XJN 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 
XJN N1  C1  SING N N 1  
XJN C1  N4  DOUB Y N 2  
XJN C1  N2  SING Y N 3  
XJN N4  C16 SING Y N 4  
XJN N2  C2  DOUB Y N 5  
XJN C16 C17 SING N N 6  
XJN C16 C3  DOUB Y N 7  
XJN C2  C3  SING Y N 8  
XJN C2  N3  SING N N 9  
XJN C17 C18 SING N N 10 
XJN C18 C19 SING N N 11 
XJN C3  O1  SING N N 12 
XJN C20 C19 SING N N 13 
XJN C20 C21 SING N N 14 
XJN O1  C4  SING N N 15 
XJN C4  C5  SING N N 16 
XJN O4  C15 DOUB N N 17 
XJN C15 O3  SING N N 18 
XJN C15 C14 SING N N 19 
XJN C5  C6  SING N N 20 
XJN C13 C14 SING N N 21 
XJN C13 C12 SING N N 22 
XJN O2  C6  SING N N 23 
XJN O2  C7  SING N N 24 
XJN C12 C7  DOUB Y N 25 
XJN C12 C11 SING Y N 26 
XJN C7  C8  SING Y N 27 
XJN C11 C10 DOUB Y N 28 
XJN C8  C9  DOUB Y N 29 
XJN C10 C9  SING Y N 30 
XJN O3  H1  SING N N 31 
XJN C4  H2  SING N N 32 
XJN C4  H3  SING N N 33 
XJN N3  H4  SING N N 34 
XJN N3  H5  SING N N 35 
XJN N1  H6  SING N N 36 
XJN N1  H7  SING N N 37 
XJN C8  H8  SING N N 38 
XJN C5  H9  SING N N 39 
XJN C5  H10 SING N N 40 
XJN C6  H11 SING N N 41 
XJN C6  H12 SING N N 42 
XJN C10 H13 SING N N 43 
XJN C11 H14 SING N N 44 
XJN C13 H15 SING N N 45 
XJN C13 H16 SING N N 46 
XJN C14 H17 SING N N 47 
XJN C14 H18 SING N N 48 
XJN C17 H19 SING N N 49 
XJN C17 H20 SING N N 50 
XJN C18 H21 SING N N 51 
XJN C18 H22 SING N N 52 
XJN C19 H23 SING N N 53 
XJN C19 H24 SING N N 54 
XJN C20 H25 SING N N 55 
XJN C20 H26 SING N N 56 
XJN C21 H27 SING N N 57 
XJN C21 H28 SING N N 58 
XJN C21 H29 SING N N 59 
XJN C9  H30 SING N N 60 
# 
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 
XJN SMILES           ACDLabs              12.01 "Nc1nc(CCCCC)c(OCCCOc2ccccc2CCC(=O)O)c(N)n1"                                                                                                                        
XJN InChI            InChI                1.06  "InChI=1S/C21H30N4O4/c1-2-3-4-9-16-19(20(22)25-21(23)24-16)29-14-7-13-28-17-10-6-5-8-15(17)11-12-18(26)27/h5-6,8,10H,2-4,7,9,11-14H2,1H3,(H,26,27)(H4,22,23,24,25)" 
XJN InChIKey         InChI                1.06  DLJJCGFJECSXLF-UHFFFAOYSA-N                                                                                                                                         
XJN SMILES_CANONICAL CACTVS               3.385 "CCCCCc1nc(N)nc(N)c1OCCCOc2ccccc2CCC(O)=O"                                                                                                                          
XJN SMILES           CACTVS               3.385 "CCCCCc1nc(N)nc(N)c1OCCCOc2ccccc2CCC(O)=O"                                                                                                                          
XJN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCCCCc1c(c(nc(n1)N)N)OCCCOc2ccccc2CCC(=O)O"                                                                                                                        
XJN SMILES           "OpenEye OEToolkits" 2.0.7 "CCCCCc1c(c(nc(n1)N)N)OCCCOc2ccccc2CCC(=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 
XJN "SYSTEMATIC NAME" ACDLabs              12.01 "3-(2-{3-[(2,4-diamino-6-pentylpyrimidin-5-yl)oxy]propoxy}phenyl)propanoic acid"    
XJN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "3-[2-[3-[2,4-bis(azanyl)-6-pentyl-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 
XJN "Create component" 2022-11-23 RCSB 
XJN "Initial release"  2023-12-13 RCSB 
# 
