data_Y6U
# 
_chem_comp.id                                    Y6U 
_chem_comp.name                                  "N-{4-[3-(2-amino-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)propyl]benzoyl}-L-glutamic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H23 N5 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-01-09 
_chem_comp.pdbx_modified_date                    2023-09-01 
_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                        441.437 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     Y6U 
_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        8FJY 
_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 
Y6U C2  C1  C 0 1 N N N -25.037 10.818 26.231 7.348  0.932  1.714  C2  Y6U 1  
Y6U C9  C2  C 0 1 Y N N -26.518 11.845 27.663 6.387  1.465  -0.327 C9  Y6U 2  
Y6U C12 C3  C 0 1 Y N N -25.603 11.928 33.644 -2.057 -1.367 0.083  C12 Y6U 3  
Y6U C4  C4  C 0 1 N N N -24.599 12.990 26.842 5.876  -0.636 0.748  C4  Y6U 4  
Y6U C5  C5  C 0 1 Y N N -27.609 12.101 28.510 6.028  2.138  -1.515 C5  Y6U 5  
Y6U C6  C6  C 0 1 Y N N -27.447 13.405 28.951 5.174  1.348  -2.197 C6  Y6U 6  
Y6U C23 C7  C 0 1 N N N -29.064 8.026  37.737 -6.164 3.412  0.015  C23 Y6U 7  
Y6U C26 C8  C 0 1 N N N -27.242 7.084  34.158 -6.526 -1.522 0.334  C26 Y6U 8  
Y6U C8  C9  C 0 1 Y N N -25.764 13.003 27.636 5.706  0.242  -0.338 C8  Y6U 9  
Y6U C14 C10 C 0 1 Y N N -24.433 12.666 33.657 -1.066 -2.093 0.746  C14 Y6U 10 
Y6U C13 C11 C 0 1 Y N N -26.662 12.322 32.860 -1.784 -0.806 -1.166 C13 Y6U 11 
Y6U C15 C12 C 0 1 Y N N -26.540 13.466 32.087 -0.539 -0.972 -1.737 C15 Y6U 12 
Y6U C16 C13 C 0 1 Y N N -24.314 13.820 32.893 0.176  -2.247 0.167  C16 Y6U 13 
Y6U C17 C14 C 0 1 N N N -25.692 10.647 34.474 -3.391 -1.198 0.697  C17 Y6U 14 
Y6U C20 C15 C 0 1 N N S -26.566 8.293  34.835 -5.667 -0.329 0.663  C20 Y6U 15 
Y6U C21 C16 C 0 1 N N N -27.239 8.596  36.170 -6.324 0.939  0.115  C21 Y6U 16 
Y6U C22 C17 C 0 1 N N N -28.632 7.974  36.276 -5.517 2.163  0.555  C22 Y6U 17 
Y6U C29 C18 C 0 1 N N N -25.883 15.280 28.690 4.090  -0.903 -1.912 C29 Y6U 18 
Y6U C30 C19 C 0 1 N N N -24.796 15.277 29.786 2.711  -0.723 -1.273 C30 Y6U 19 
Y6U C31 C20 C 0 1 N N N -25.288 15.510 31.234 1.796  -1.871 -1.703 C31 Y6U 20 
Y6U C32 C21 C 0 1 Y N N -25.372 14.225 32.092 0.438  -1.694 -1.074 C32 Y6U 21 
Y6U N1  N1  N 0 1 N N N -26.135 10.772 26.958 7.195  1.768  0.715  N1  Y6U 22 
Y6U N11 N2  N 0 1 N N N -24.656 9.656  25.485 8.177  1.277  2.753  N11 Y6U 23 
Y6U N19 N3  N 0 1 N N N -26.525 9.523  34.030 -4.345 -0.496 0.054  N19 Y6U 24 
Y6U N3  N4  N 0 1 N N N -24.277 11.896 26.163 6.702  -0.269 1.752  N3  Y6U 25 
Y6U N7  N5  N 0 1 Y N N -26.351 13.919 28.426 4.966  0.197  -1.501 N7  Y6U 26 
Y6U O10 O1  O 0 1 N N N -23.781 14.117 26.762 5.300  -1.711 0.776  O10 Y6U 27 
Y6U O18 O2  O 0 1 N N N -25.040 10.562 35.449 -3.627 -1.692 1.782  O18 Y6U 28 
Y6U O24 O3  O 0 1 N N N -30.012 7.301  38.133 -7.168 3.332  -0.653 O24 Y6U 29 
Y6U O25 O4  O 0 1 N N N -28.456 8.794  38.533 -5.626 4.614  0.277  O25 Y6U 30 
Y6U O27 O5  O 0 1 N N N -27.857 7.174  33.068 -6.080 -2.421 -0.340 O27 Y6U 31 
Y6U O28 O6  O 0 1 N N N -27.168 5.959  34.707 -7.787 -1.587 0.790  O28 Y6U 32 
Y6U H1  H1  H 0 1 N N N -28.409 11.422 28.765 6.376  3.113  -1.823 H1  Y6U 33 
Y6U H2  H2  H 0 1 N N N -28.116 13.922 29.623 4.723  1.592  -3.148 H2  Y6U 34 
Y6U H3  H3  H 0 1 N N N -23.603 12.342 34.268 -1.272 -2.533 1.710  H3  Y6U 35 
Y6U H4  H4  H 0 1 N N N -27.577 11.748 32.847 -2.546 -0.243 -1.685 H4  Y6U 36 
Y6U H5  H5  H 0 1 N N N -27.369 13.776 31.467 -0.328 -0.543 -2.705 H5  Y6U 37 
Y6U H6  H6  H 0 1 N N N -23.403 14.399 32.922 0.944  -2.809 0.679  H6  Y6U 38 
Y6U H7  H7  H 0 1 N N N -25.529 8.000  35.054 -5.560 -0.244 1.745  H7  Y6U 39 
Y6U H8  H8  H 0 1 N N N -26.611 8.197  36.980 -6.349 0.894  -0.974 H8  Y6U 40 
Y6U H9  H9  H 0 1 N N N -27.330 9.687  36.280 -7.341 1.017  0.500  H9  Y6U 41 
Y6U H10 H10 H 0 1 N N N -29.342 8.542  35.657 -4.500 2.085  0.171  H10 Y6U 42 
Y6U H11 H11 H 0 1 N N N -28.601 6.929  35.933 -5.491 2.209  1.644  H11 Y6U 43 
Y6U H12 H12 H 0 1 N N N -25.463 15.704 27.766 4.519  -1.851 -1.588 H12 Y6U 44 
Y6U H13 H13 H 0 1 N N N -26.731 15.896 29.024 3.990  -0.902 -2.998 H13 Y6U 45 
Y6U H14 H14 H 0 1 N N N -24.291 14.300 29.756 2.811  -0.724 -0.188 H14 Y6U 46 
Y6U H15 H15 H 0 1 N N N -24.074 16.071 29.545 2.282  0.225  -1.598 H15 Y6U 47 
Y6U H16 H16 H 0 1 N N N -24.594 16.208 31.726 1.696  -1.870 -2.789 H16 Y6U 48 
Y6U H17 H17 H 0 1 N N N -26.291 15.960 31.189 2.226  -2.819 -1.379 H17 Y6U 49 
Y6U H18 H18 H 0 1 N N N -25.220 8.831  25.522 8.640  2.129  2.742  H18 Y6U 50 
Y6U H19 H19 H 0 1 N N N -23.826 9.670  24.927 8.300  0.668  3.499  H19 Y6U 51 
Y6U H20 H20 H 0 1 N N N -27.060 9.593  33.188 -4.156 -0.102 -0.812 H20 Y6U 52 
Y6U H21 H21 H 0 1 N N N -23.453 11.888 25.596 6.837  -0.865 2.506  H21 Y6U 53 
Y6U H22 H22 H 0 1 N N N -28.832 8.712  39.402 -6.077 5.386  -0.091 H22 Y6U 54 
Y6U H23 H23 H 0 1 N N N -27.619 5.315  34.173 -8.300 -2.372 0.553  H23 Y6U 55 
# 
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 
Y6U N11 C2  SING N N 1  
Y6U N3  C2  SING N N 2  
Y6U N3  C4  SING N N 3  
Y6U C2  N1  DOUB N N 4  
Y6U O10 C4  DOUB N N 5  
Y6U C4  C8  SING N N 6  
Y6U N1  C9  SING N N 7  
Y6U C8  C9  DOUB Y N 8  
Y6U C8  N7  SING Y N 9  
Y6U C9  C5  SING Y N 10 
Y6U N7  C29 SING N N 11 
Y6U N7  C6  SING Y N 12 
Y6U C5  C6  DOUB Y N 13 
Y6U C29 C30 SING N N 14 
Y6U C30 C31 SING N N 15 
Y6U C31 C32 SING N N 16 
Y6U C15 C32 DOUB Y N 17 
Y6U C15 C13 SING Y N 18 
Y6U C32 C16 SING Y N 19 
Y6U C13 C12 DOUB Y N 20 
Y6U C16 C14 DOUB Y N 21 
Y6U O27 C26 DOUB N N 22 
Y6U C12 C14 SING Y N 23 
Y6U C12 C17 SING N N 24 
Y6U N19 C17 SING N N 25 
Y6U N19 C20 SING N N 26 
Y6U C26 O28 SING N N 27 
Y6U C26 C20 SING N N 28 
Y6U C17 O18 DOUB N N 29 
Y6U C20 C21 SING N N 30 
Y6U C21 C22 SING N N 31 
Y6U C22 C23 SING N N 32 
Y6U C23 O24 DOUB N N 33 
Y6U C23 O25 SING N N 34 
Y6U C5  H1  SING N N 35 
Y6U C6  H2  SING N N 36 
Y6U C14 H3  SING N N 37 
Y6U C13 H4  SING N N 38 
Y6U C15 H5  SING N N 39 
Y6U C16 H6  SING N N 40 
Y6U C20 H7  SING N N 41 
Y6U C21 H8  SING N N 42 
Y6U C21 H9  SING N N 43 
Y6U C22 H10 SING N N 44 
Y6U C22 H11 SING N N 45 
Y6U C29 H12 SING N N 46 
Y6U C29 H13 SING N N 47 
Y6U C30 H14 SING N N 48 
Y6U C30 H15 SING N N 49 
Y6U C31 H16 SING N N 50 
Y6U C31 H17 SING N N 51 
Y6U N11 H18 SING N N 52 
Y6U N11 H19 SING N N 53 
Y6U N19 H20 SING N N 54 
Y6U N3  H21 SING N N 55 
Y6U O25 H22 SING N N 56 
Y6U O28 H23 SING N N 57 
# 
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 
Y6U SMILES           ACDLabs              12.01 "O=C(O)C(CCC(=O)O)NC(=O)c1ccc(cc1)CCCn1ccc2N=C(N)NC(=O)c21"                                                                                                                                              
Y6U InChI            InChI                1.06  "InChI=1S/C21H23N5O6/c22-21-24-14-9-11-26(17(14)19(30)25-21)10-1-2-12-3-5-13(6-4-12)18(29)23-15(20(31)32)7-8-16(27)28/h3-6,9,11,15H,1-2,7-8,10H2,(H,23,29)(H,27,28)(H,31,32)(H3,22,24,25,30)/t15-/m0/s1" 
Y6U InChIKey         InChI                1.06  IBENGLXKAUDADJ-HNNXBMFYSA-N                                                                                                                                                                              
Y6U SMILES_CANONICAL CACTVS               3.385 "NC1=Nc2ccn(CCCc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)c2C(=O)N1"                                                                                                                                         
Y6U SMILES           CACTVS               3.385 "NC1=Nc2ccn(CCCc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)c2C(=O)N1"                                                                                                                                           
Y6U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CCCn2ccc3c2C(=O)NC(=N3)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O"                                                                                                                                         
Y6U SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CCCn2ccc3c2C(=O)NC(=N3)N)C(=O)NC(CCC(=O)O)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 
Y6U "SYSTEMATIC NAME" ACDLabs              12.01 "N-{4-[3-(2-amino-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidin-5-yl)propyl]benzoyl}-L-glutamic acid"                          
Y6U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{S})-2-[[4-[3-(2-azanyl-4-oxidanylidene-3~{H}-pyrrolo[3,2-d]pyrimidin-5-yl)propyl]phenyl]carbonylamino]pentanedioic 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 
Y6U "Create component" 2023-01-09 RCSB 
Y6U "Initial release"  2023-09-06 RCSB 
# 
