data_5YO
# 
_chem_comp.id                                    5YO 
_chem_comp.name                                  "4-(3-fluoranylpyridin-4-yl)-~{N}-[(1~{R})-1-(3-methoxyphenyl)ethyl]piperazine-1-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H23 F N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2021-07-19 
_chem_comp.pdbx_modified_date                    2025-10-17 
_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                        358.410 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5YO 
_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        7P6Q 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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_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 
5YO C2  C1  C 0 1 N N N N N N 4.991 35.752 25.142 -0.492 -1.487 0.208  C2  5YO 1  
5YO C4  C2  C 0 1 N N R N N N 5.670 33.406 24.853 -2.722 -1.092 -0.691 C4  5YO 2  
5YO C6  C3  C 0 1 N N N N N N 6.997 32.643 24.873 -2.573 -1.291 -2.200 C6  5YO 3  
5YO C7  C4  C 0 1 Y N N N N N 5.106 33.311 23.465 -3.807 -0.080 -0.423 C7  5YO 4  
5YO C8  C5  C 0 1 Y N N N N N 5.468 34.204 22.462 -3.535 1.270  -0.539 C8  5YO 5  
5YO C11 C6  C 0 1 Y N N N N N 3.671 32.176 21.927 -6.069 0.429  0.187  C11 5YO 6  
5YO C16 C7  C 0 1 N N N N N N 4.204 38.065 25.413 0.957  0.397  0.812  C16 5YO 7  
5YO C17 C8  C 0 1 N N N N N N 4.797 39.284 24.727 2.236  0.773  0.057  C17 5YO 8  
5YO C19 C9  C 0 1 N N N N N N 7.023 38.715 25.424 3.053  -1.509 0.145  C19 5YO 9  
5YO C21 C10 C 0 1 Y N N N N N 6.290 41.038 25.408 4.546  0.307  -0.055 C21 5YO 10 
5YO C23 C11 C 0 1 Y N N N N N 7.765 42.844 24.826 5.948  0.788  -1.931 C23 5YO 11 
5YO O1  O1  O 0 1 N N N N N N 3.888 35.460 24.711 -0.708 -2.682 0.145  O1  5YO 12 
5YO N3  N1  N 0 1 N N N N N N 5.935 34.791 25.241 -1.456 -0.609 -0.134 N3  5YO 13 
5YO C9  C12 C 0 1 Y N N N N N 4.929 34.087 21.197 -4.528 2.201  -0.294 C9  5YO 14 
5YO C10 C13 C 0 1 Y N N N N N 4.029 33.073 20.925 -5.794 1.784  0.069  C10 5YO 15 
5YO O12 O2  O 0 1 N N N N N N 2.783 31.193 21.619 -7.315 0.015  0.538  O12 5YO 16 
5YO C13 C14 C 0 1 N N N N N N 2.365 30.240 22.605 -8.290 1.030  0.783  C13 5YO 17 
5YO C14 C15 C 0 1 Y N N N N N 4.215 32.306 23.207 -5.073 -0.503 -0.065 C14 5YO 18 
5YO N15 N2  N 0 1 N N N N N N 5.247 37.024 25.513 0.709  -1.041 0.624  N15 5YO 19 
5YO N18 N3  N 0 1 N N N N N N 5.941 39.693 25.542 3.331  -0.107 0.486  N18 5YO 20 
5YO C20 C16 C 0 1 N N N N N N 6.540 37.434 26.077 1.808  -1.978 0.904  C20 5YO 21 
5YO C22 C17 C 0 1 Y N N N N N 7.525 41.485 24.914 4.729  0.373  -1.435 C22 5YO 22 
5YO N24 N4  N 0 1 Y N N N N N 6.857 43.730 25.209 6.933  1.120  -1.118 N24 5YO 23 
5YO C25 C18 C 0 1 Y N N N N N 5.687 43.355 25.694 6.799  1.077  0.194  C25 5YO 24 
5YO C26 C19 C 0 1 Y N N N N N 5.367 42.018 25.805 5.611  0.673  0.771  C26 5YO 25 
5YO F27 F1  F 0 1 N N N N N N 4.160 41.679 26.299 5.481  0.632  2.115  F27 5YO 26 
5YO H1  H1  H 0 1 N N N N N N 4.974 32.940 25.566 -2.987 -2.040 -0.223 H1  5YO 27 
5YO H2  H2  H 0 1 N N N N N N 7.435 32.695 25.881 -2.309 -0.343 -2.668 H2  5YO 28 
5YO H3  H3  H 0 1 N N N N N N 6.819 31.591 24.605 -1.789 -2.023 -2.394 H3  5YO 29 
5YO H4  H4  H 0 1 N N N N N N 7.690 33.094 24.148 -3.515 -1.650 -2.614 H4  5YO 30 
5YO H5  H5  H 0 1 N N N N N N 6.174 34.993 22.674 -2.546 1.599  -0.823 H5  5YO 31 
5YO H6  H6  H 0 1 N N N N N N 3.857 38.339 26.420 1.081  0.612  1.873  H6  5YO 32 
5YO H7  H7  H 0 1 N N N N N N 3.356 37.684 24.824 0.115  0.967  0.419  H7  5YO 33 
5YO H8  H8  H 0 1 N N N N N N 5.126 39.027 23.709 2.074  0.655  -1.015 H8  5YO 34 
5YO H9  H9  H 0 1 N N N N N N 4.054 40.094 24.679 2.496  1.809  0.274  H9  5YO 35 
5YO H10 H10 H 0 1 N N N N N N 7.254 38.534 24.364 2.880  -1.594 -0.927 H10 5YO 36 
5YO H11 H11 H 0 1 N N N N N N 7.923 39.084 25.938 3.905  -2.127 0.427  H11 5YO 37 
5YO H12 H12 H 0 1 N N N N N N 8.711 43.190 24.437 6.097  0.842  -3.000 H12 5YO 38 
5YO H13 H13 H 0 1 N N N N N N 6.840 35.033 25.589 -1.311 0.342  -0.012 H13 5YO 39 
5YO H14 H14 H 0 1 N N N N N N 5.209 34.785 20.422 -4.313 3.256  -0.385 H14 5YO 40 
5YO H15 H15 H 0 1 N N N N N N 3.605 32.977 19.937 -6.569 2.511  0.261  H15 5YO 41 
5YO H16 H16 H 0 1 N N N N N N 1.650 29.536 22.155 -7.953 1.669  1.599  H16 5YO 42 
5YO H17 H17 H 0 1 N N N N N N 3.241 29.687 22.975 -8.424 1.630  -0.117 H17 5YO 43 
5YO H18 H18 H 0 1 N N N N N N 1.884 30.766 23.442 -9.238 0.565  1.053  H18 5YO 44 
5YO H19 H19 H 0 1 N N N N N N 3.933 31.616 23.989 -5.284 -1.558 0.025  H19 5YO 45 
5YO H20 H20 H 0 1 N N N N N N 7.279 36.638 25.903 1.530  -2.978 0.569  H20 5YO 46 
5YO H21 H21 H 0 1 N N N N N N 6.427 37.600 27.159 2.014  -1.992 1.974  H21 5YO 47 
5YO H22 H22 H 0 1 N N N N N N 8.279 40.776 24.606 3.928  0.102  -2.107 H22 5YO 48 
5YO H23 H23 H 0 1 N N N N N N 4.974 44.103 26.007 7.630  1.357  0.825  H23 5YO 49 
# 
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 
5YO C10 C9  DOUB Y N 1  
5YO C10 C11 SING Y N 2  
5YO C9  C8  SING Y N 3  
5YO O12 C11 SING N N 4  
5YO O12 C13 SING N N 5  
5YO C11 C14 DOUB Y N 6  
5YO C8  C7  DOUB Y N 7  
5YO C14 C7  SING Y N 8  
5YO C7  C4  SING N N 9  
5YO O1  C2  DOUB N N 10 
5YO C17 C16 SING N N 11 
5YO C17 N18 SING N N 12 
5YO C23 C22 DOUB Y N 13 
5YO C23 N24 SING Y N 14 
5YO C4  C6  SING N N 15 
5YO C4  N3  SING N N 16 
5YO C22 C21 SING Y N 17 
5YO C2  N3  SING N N 18 
5YO C2  N15 SING N N 19 
5YO N24 C25 DOUB Y N 20 
5YO C21 N18 SING N N 21 
5YO C21 C26 DOUB Y N 22 
5YO C16 N15 SING N N 23 
5YO C19 N18 SING N N 24 
5YO C19 C20 SING N N 25 
5YO N15 C20 SING N N 26 
5YO C25 C26 SING Y N 27 
5YO C26 F27 SING N N 28 
5YO C4  H1  SING N N 29 
5YO C6  H2  SING N N 30 
5YO C6  H3  SING N N 31 
5YO C6  H4  SING N N 32 
5YO C8  H5  SING N N 33 
5YO C16 H6  SING N N 34 
5YO C16 H7  SING N N 35 
5YO C17 H8  SING N N 36 
5YO C17 H9  SING N N 37 
5YO C19 H10 SING N N 38 
5YO C19 H11 SING N N 39 
5YO C23 H12 SING N N 40 
5YO N3  H13 SING N N 41 
5YO C9  H14 SING N N 42 
5YO C10 H15 SING N N 43 
5YO C13 H16 SING N N 44 
5YO C13 H17 SING N N 45 
5YO C13 H18 SING N N 46 
5YO C14 H19 SING N N 47 
5YO C20 H20 SING N N 48 
5YO C20 H21 SING N N 49 
5YO C22 H22 SING N N 50 
5YO C25 H23 SING N N 51 
# 
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 
5YO InChI            InChI                1.03  "InChI=1S/C19H23FN4O2/c1-14(15-4-3-5-16(12-15)26-2)22-19(25)24-10-8-23(9-11-24)18-6-7-21-13-17(18)20/h3-7,12-14H,8-11H2,1-2H3,(H,22,25)/t14-/m1/s1" 
5YO InChIKey         InChI                1.03  RLYKEFWBHJQJPK-CQSZACIVSA-N                                                                                                                         
5YO SMILES_CANONICAL CACTVS               3.385 "COc1cccc(c1)[C@@H](C)NC(=O)N2CCN(CC2)c3ccncc3F"                                                                                                    
5YO SMILES           CACTVS               3.385 "COc1cccc(c1)[CH](C)NC(=O)N2CCN(CC2)c3ccncc3F"                                                                                                      
5YO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H](c1cccc(c1)OC)NC(=O)N2CCN(CC2)c3ccncc3F"                                                                                                     
5YO SMILES           "OpenEye OEToolkits" 2.0.7 "CC(c1cccc(c1)OC)NC(=O)N2CCN(CC2)c3ccncc3F"                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           5YO 
_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        "4-(3-fluoranylpyridin-4-yl)-~{N}-[(1~{R})-1-(3-methoxyphenyl)ethyl]piperazine-1-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5YO "Create component" 2021-07-19 PDBE 
5YO "Initial release"  2025-10-22 RCSB 
# 
