data_A1EAE
# 
_chem_comp.id                                    A1EAE 
_chem_comp.name                                  "2-[[7-[3-(aminomethyl)phenoxy]-1-methoxy-4-oxidanyl-isoquinolin-3-yl]carbonylamino]ethanoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H19 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-07 
_chem_comp.pdbx_modified_date                    2025-06-27 
_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                        397.381 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EAE 
_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        9J0K 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1EAE O6   O1  O 0 1 N N N N N N 2.151  23.119 20.146 0.262  1.598  1.687  O6   A1EAE 1  
A1EAE C2   C1  C 0 1 Y N N N N N 1.350  23.807 19.318 0.622  0.474  1.018  C2   A1EAE 2  
A1EAE C3   C2  C 0 1 Y N N N N N 0.123  23.191 18.957 -0.340 -0.532 0.763  C3   A1EAE 3  
A1EAE C4   C3  C 0 1 Y N N N N N -0.254 21.937 19.436 -1.668 -0.403 1.183  C4   A1EAE 4  
A1EAE C5   C4  C 0 1 Y N N N N N -1.424 21.400 19.043 -2.568 -1.412 0.908  C5   A1EAE 5  
A1EAE C6   C5  C 0 1 Y N N N N N -2.298 22.056 18.183 -2.167 -2.558 0.217  C6   A1EAE 6  
A1EAE C7   C6  C 0 1 Y N N N N N -1.948 23.271 17.702 -0.879 -2.706 -0.202 C7   A1EAE 7  
A1EAE C8   C7  C 0 1 Y N N N N N -0.731 23.859 18.078 0.058  -1.698 0.062  C8   A1EAE 8  
A1EAE C9   C8  C 0 1 Y N N N N N -0.327 25.130 17.623 1.404  -1.804 -0.352 C9   A1EAE 9  
A1EAE C10  C9  C 0 1 Y N N N N N 0.892  25.636 18.026 2.275  -0.762 -0.053 C10  A1EAE 10 
A1EAE N1   N1  N 0 1 Y N N N N N 1.713  24.996 18.855 1.858  0.327  0.607  N1   A1EAE 11 
A1EAE C11  C10 C 0 1 N N N N N N 1.262  26.996 17.581 3.683  -0.854 -0.476 C11  A1EAE 12 
A1EAE O1   O2  O 0 1 N N N N N N 0.436  27.650 16.970 4.073  -1.835 -1.080 O1   A1EAE 13 
A1EAE N2   N2  N 0 1 N N N N N N 2.396  27.477 18.084 4.539  0.148  -0.194 N2   A1EAE 14 
A1EAE C12  C11 C 0 1 N N N N N N 2.686  28.880 17.984 5.939  0.056  -0.614 C12  A1EAE 15 
A1EAE C13  C12 C 0 1 N N N N N N 3.305  29.241 16.638 6.677  1.296  -0.179 C13  A1EAE 16 
A1EAE O2   O3  O 0 1 N N N N N N 3.724  28.288 15.962 6.093  2.167  0.421  O2   A1EAE 17 
A1EAE O3   O4  O 0 1 N N N N N N 3.370  30.456 16.317 7.983  1.432  -0.458 O3   A1EAE 18 
A1EAE O4   O5  O 0 1 N N N N N N -1.097 25.781 16.771 1.838  -2.898 -1.025 O4   A1EAE 19 
A1EAE O5   O6  O 0 1 N N N N N N -1.736 20.169 19.580 -3.859 -1.290 1.314  O5   A1EAE 20 
A1EAE C14  C13 C 0 1 Y N N N N N -2.851 19.470 19.165 -4.624 -0.332 0.729  C14  A1EAE 21 
A1EAE C15  C14 C 0 1 Y N N N N N -2.839 19.078 17.848 -4.125 0.400  -0.339 C15  A1EAE 22 
A1EAE C16  C15 C 0 1 Y N N N N N -3.885 18.330 17.341 -4.905 1.373  -0.933 C16  A1EAE 23 
A1EAE C17  C16 C 0 1 Y N N N N N -4.922 17.976 18.197 -6.183 1.618  -0.464 C17  A1EAE 24 
A1EAE C18  C17 C 0 1 Y N N N N N -4.906 18.364 19.522 -6.682 0.890  0.600  C18  A1EAE 25 
A1EAE C19  C18 C 0 1 Y N N N N N -3.865 19.117 20.021 -5.909 -0.089 1.194  C19  A1EAE 26 
A1EAE C1   C19 C 0 1 N N N N N N 3.245  23.831 20.726 1.282  2.573  1.912  C1   A1EAE 27 
A1EAE C20  C20 C 0 1 N N N N N N -3.868 17.958 15.879 -4.364 2.169  -2.092 C20  A1EAE 28 
A1EAE N21  N3  N 0 1 N N N N N N -4.296 16.591 15.625 -4.691 1.485  -3.351 N21  A1EAE 29 
A1EAE H4   H1  H 0 1 N N N N N N 0.389  21.400 20.118 -1.987 0.480  1.718  H4   A1EAE 30 
A1EAE H5   H2  H 0 1 N N N N N N -3.238 21.604 17.904 -2.887 -3.336 0.012  H5   A1EAE 31 
A1EAE H6   H3  H 0 1 N N N N N N -2.609 23.791 17.025 -0.581 -3.597 -0.734 H6   A1EAE 32 
A1EAE H7   H4  H 0 1 N N N N N N 3.046  26.862 18.531 4.227  0.930  0.288  H7   A1EAE 33 
A1EAE H9   H5  H 0 1 N N N N N N 1.751  29.446 18.108 6.399  -0.820 -0.157 H9   A1EAE 34 
A1EAE H8   H6  H 0 1 N N N N N N 3.390  29.155 18.784 5.987  -0.034 -1.699 H8   A1EAE 35 
A1EAE H2   H7  H 0 1 N N N N N N 3.792  30.538 15.470 8.413  2.245  -0.159 H2   A1EAE 36 
A1EAE H10  H8  H 0 1 N N N N N N -0.737 26.646 16.616 1.759  -2.825 -1.986 H10  A1EAE 37 
A1EAE H15  H9  H 0 1 N N N N N N -2.013 19.354 17.210 -3.127 0.209  -0.706 H15  A1EAE 38 
A1EAE H17  H10 H 0 1 N N N N N N -5.749 17.391 17.821 -6.791 2.379  -0.930 H17  A1EAE 39 
A1EAE H18  H11 H 0 1 N N N N N N -5.717 18.075 20.174 -7.681 1.083  0.965  H18  A1EAE 40 
A1EAE H19  H12 H 0 1 N N N N N N -3.847 19.421 21.057 -6.301 -0.660 2.022  H19  A1EAE 41 
A1EAE H11  H13 H 0 1 N N N N N N 3.818  23.156 21.379 2.087  2.129  2.498  H11  A1EAE 42 
A1EAE H12  H14 H 0 1 N N N N N N 3.899  24.211 19.928 1.675  2.915  0.955  H12  A1EAE 43 
A1EAE H1   H15 H 0 1 N N N N N N 2.861  24.675 21.318 0.861  3.419  2.455  H1   A1EAE 44 
A1EAE H20  H16 H 0 1 N N N N N N -4.540 18.640 15.338 -4.811 3.163  -2.091 H20  A1EAE 45 
A1EAE H201 H17 H 0 0 N N N N N N -2.842 18.078 15.501 -3.281 2.257  -1.998 H201 A1EAE 46 
A1EAE HN22 H18 H 0 0 N N N N N N -4.262 16.408 14.642 -5.685 1.333  -3.432 HN22 A1EAE 47 
A1EAE HN21 H19 H 0 0 N N N N N N -3.688 15.957 16.103 -4.338 2.000  -4.144 HN21 A1EAE 48 
# 
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 
A1EAE O6  C2   SING N N 1  
A1EAE O6  C1   SING N N 2  
A1EAE C2  C3   DOUB Y N 3  
A1EAE C2  N1   SING Y N 4  
A1EAE C3  C4   SING Y N 5  
A1EAE C3  C8   SING Y N 6  
A1EAE C4  C5   DOUB Y N 7  
A1EAE C5  C6   SING Y N 8  
A1EAE C5  O5   SING N N 9  
A1EAE C6  C7   DOUB Y N 10 
A1EAE C7  C8   SING Y N 11 
A1EAE C8  C9   DOUB Y N 12 
A1EAE C9  C10  SING Y N 13 
A1EAE C9  O4   SING N N 14 
A1EAE C10 N1   DOUB Y N 15 
A1EAE C10 C11  SING N N 16 
A1EAE C11 O1   DOUB N N 17 
A1EAE C11 N2   SING N N 18 
A1EAE N2  C12  SING N N 19 
A1EAE C12 C13  SING N N 20 
A1EAE C13 O2   DOUB N N 21 
A1EAE C13 O3   SING N N 22 
A1EAE O5  C14  SING N N 23 
A1EAE C14 C15  DOUB Y N 24 
A1EAE C14 C19  SING Y N 25 
A1EAE C15 C16  SING Y N 26 
A1EAE C16 C17  DOUB Y N 27 
A1EAE C16 C20  SING N N 28 
A1EAE C17 C18  SING Y N 29 
A1EAE C18 C19  DOUB Y N 30 
A1EAE C20 N21  SING N N 31 
A1EAE C4  H4   SING N N 32 
A1EAE C6  H5   SING N N 33 
A1EAE C7  H6   SING N N 34 
A1EAE N2  H7   SING N N 35 
A1EAE C12 H9   SING N N 36 
A1EAE C12 H8   SING N N 37 
A1EAE O3  H2   SING N N 38 
A1EAE O4  H10  SING N N 39 
A1EAE C15 H15  SING N N 40 
A1EAE C17 H17  SING N N 41 
A1EAE C18 H18  SING N N 42 
A1EAE C19 H19  SING N N 43 
A1EAE C1  H11  SING N N 44 
A1EAE C1  H12  SING N N 45 
A1EAE C1  H1   SING N N 46 
A1EAE C20 H20  SING N N 47 
A1EAE C20 H201 SING N N 48 
A1EAE N21 HN22 SING N N 49 
A1EAE N21 HN21 SING N N 50 
# 
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 
A1EAE InChI            InChI                1.06  "InChI=1S/C20H19N3O6/c1-28-20-15-8-13(29-12-4-2-3-11(7-12)9-21)5-6-14(15)18(26)17(23-20)19(27)22-10-16(24)25/h2-8,26H,9-10,21H2,1H3,(H,22,27)(H,24,25)" 
A1EAE InChIKey         InChI                1.06  MNBIZDSZQHYUGZ-UHFFFAOYSA-N                                                                                                                             
A1EAE SMILES_CANONICAL CACTVS               3.385 "COc1nc(C(=O)NCC(O)=O)c(O)c2ccc(Oc3cccc(CN)c3)cc12"                                                                                                     
A1EAE SMILES           CACTVS               3.385 "COc1nc(C(=O)NCC(O)=O)c(O)c2ccc(Oc3cccc(CN)c3)cc12"                                                                                                     
A1EAE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1c2cc(ccc2c(c(n1)C(=O)NCC(=O)O)O)Oc3cccc(c3)CN"                                                                                                     
A1EAE SMILES           "OpenEye OEToolkits" 2.0.7 "COc1c2cc(ccc2c(c(n1)C(=O)NCC(=O)O)O)Oc3cccc(c3)CN"                                                                                                     
# 
_pdbx_chem_comp_identifier.comp_id           A1EAE 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "2-[[7-[3-(aminomethyl)phenoxy]-1-methoxy-4-oxidanyl-isoquinolin-3-yl]carbonylamino]ethanoic 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 
A1EAE "Create component" 2024-08-07 PDBC 
A1EAE "Initial release"  2025-07-02 RCSB 
# 
