data_A1AUU
# 
_chem_comp.id                                    A1AUU 
_chem_comp.name                                  "(4R)-4-[4-(5-fluoro-1H-indol-3-yl)piperidine-1-carbonyl]piperidin-2-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H22 F N3 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-06-10 
_chem_comp.pdbx_modified_date                    2024-06-28 
_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                        343.395 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AUU 
_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        9C61 
_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_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 
A1AUU N3  N1  N 0 1 N N N N N N -5.422 0.938 -5.682 6.045  1.063  -0.985 N3  A1AUU 1  
A1AUU C4  C1  C 0 1 N N N N N N -6.690 1.351 -5.697 4.986  1.670  -0.447 C4  A1AUU 2  
A1AUU C5  C2  C 0 1 N N N N N N -7.134 2.297 -4.616 3.842  0.933  0.186  C5  A1AUU 3  
A1AUU C6  C3  C 0 1 N N R N N N -5.971 2.594 -3.655 3.855  -0.532 -0.259 C6  A1AUU 4  
A1AUU C7  C4  C 0 1 N N N N N N -6.310 3.696 -2.672 2.890  -1.327 0.582  C7  A1AUU 5  
A1AUU C10 C5  C 0 1 N N N N N N -6.794 3.751 1.050  -0.040 0.225  -0.629 C10 A1AUU 6  
A1AUU C13 C6  C 0 1 N N N N N N -5.700 2.139 -0.851 0.614  -2.053 1.117  C13 A1AUU 7  
A1AUU C15 C7  C 0 1 Y N N N N N -3.531 3.376 2.827  -2.193 1.520  1.188  C15 A1AUU 8  
A1AUU C17 C8  C 0 1 Y N N N N N -4.332 4.076 4.789  -4.346 1.340  0.569  C17 A1AUU 9  
A1AUU C20 C9  C 0 1 Y N N N N N -6.861 4.461 5.728  -5.689 -0.573 -0.936 C20 A1AUU 10 
A1AUU C21 C10 C 0 1 Y N N N N N -6.724 3.984 4.441  -4.338 -0.720 -0.713 C21 A1AUU 11 
A1AUU C22 C11 C 0 1 Y N N N N N -5.428 3.788 3.953  -3.654 0.235  0.042  C22 A1AUU 12 
A1AUU C1  C12 C 0 1 N N N N N N -4.696 2.932 -4.442 5.275  -1.081 -0.074 C1  A1AUU 13 
A1AUU C2  C13 C 0 1 N N N N N N -4.253 1.700 -5.213 6.203  -0.383 -1.068 C2  A1AUU 14 
A1AUU N8  N2  N 0 1 N N N N N N -6.203 3.427 -1.347 1.584  -1.369 0.251  N8  A1AUU 15 
A1AUU C9  C14 C 0 1 N N N N N N -6.450 4.416 -0.283 1.104  -0.732 -0.982 C9  A1AUU 16 
A1AUU C11 C15 C 0 1 N N N N N N -5.682 2.801 1.533  -1.117 -0.538 0.145  C11 A1AUU 17 
A1AUU C12 C16 C 0 1 N N N N N N -4.808 2.348 0.362  -0.524 -1.082 1.446  C12 A1AUU 18 
A1AUU C14 C17 C 0 1 Y N N N N N -4.889 3.337 2.695  -2.260 0.391  0.464  C14 A1AUU 19 
A1AUU N16 N3  N 0 1 Y N N N N N -3.189 3.816 4.076  -3.430 2.099  1.265  N16 A1AUU 20 
A1AUU C18 C18 C 0 1 Y N N N N N -4.505 4.551 6.088  -5.710 1.470  0.332  C18 A1AUU 21 
A1AUU C19 C19 C 0 1 Y N N N N N -5.792 4.747 6.565  -6.372 0.520  -0.414 C19 A1AUU 22 
A1AUU F23 F1  F 0 1 N N N N N N -8.120 4.713 6.179  -6.355 -1.496 -1.665 F23 A1AUU 23 
A1AUU O24 O1  O 0 1 N N N N N N -6.617 4.809 -3.072 3.288  -1.928 1.557  O24 A1AUU 24 
A1AUU O25 O2  O 0 1 N N N N N N -7.470 0.994 -6.577 4.946  2.882  -0.471 O25 A1AUU 25 
A1AUU H1  H1  H 0 1 N N N N N N -5.247 0.015 -6.025 6.752  1.620  -1.348 H1  A1AUU 26 
A1AUU H2  H2  H 0 1 N N N N N N -7.475 3.237 -5.074 3.935  0.983  1.271  H2  A1AUU 27 
A1AUU H3  H3  H 0 1 N N N N N N -7.962 1.842 -4.053 2.902  1.394  -0.117 H3  A1AUU 28 
A1AUU H4  H4  H 0 1 N N N N N N -5.773 1.678 -3.079 3.569  -0.599 -1.308 H4  A1AUU 29 
A1AUU H5  H5  H 0 1 N N N N N N -6.944 4.534 1.808  0.343  1.038  -0.014 H5  A1AUU 30 
A1AUU H6  H6  H 0 1 N N N N N N -7.723 3.175 0.929  -0.470 0.632  -1.545 H6  A1AUU 31 
A1AUU H7  H7  H 0 1 N N N N N N -6.551 1.502 -0.569 0.213  -2.924 0.599  H7  A1AUU 32 
A1AUU H8  H8  H 0 1 N N N N N N -5.121 1.646 -1.646 1.103  -2.369 2.039  H8  A1AUU 33 
A1AUU H9  H9  H 0 1 N N N N N N -2.827 3.099 2.056  -1.296 1.910  1.646  H9  A1AUU 34 
A1AUU H10 H10 H 0 1 N N N N N N -7.589 3.769 3.831  -3.810 -1.571 -1.119 H10 A1AUU 35 
A1AUU H11 H11 H 0 1 N N N N N N -3.902 3.237 -3.745 5.614  -0.884 0.943  H11 A1AUU 36 
A1AUU H12 H12 H 0 1 N N N N N N -4.902 3.753 -5.144 5.278  -2.155 -0.259 H12 A1AUU 37 
A1AUU H13 H13 H 0 1 N N N N N N -3.644 1.061 -4.556 5.959  -0.715 -2.077 H13 A1AUU 38 
A1AUU H14 H14 H 0 1 N N N N N N -3.653 2.012 -6.080 7.238  -0.646 -0.847 H14 A1AUU 39 
A1AUU H15 H15 H 0 1 N N N N N N -5.546 5.029 -0.151 0.742  -1.495 -1.671 H15 A1AUU 40 
A1AUU H16 H16 H 0 1 N N N N N N -7.289 5.060 -0.585 1.917  -0.173 -1.446 H16 A1AUU 41 
A1AUU H17 H17 H 0 1 N N N N N N -6.193 1.898 1.898  -1.482 -1.367 -0.462 H17 A1AUU 42 
A1AUU H18 H18 H 0 1 N N N N N N -4.303 1.405 0.619  -1.298 -1.605 2.008  H18 A1AUU 43 
A1AUU H19 H19 H 0 1 N N N N N N -4.055 3.119 0.141  -0.136 -0.256 2.043  H19 A1AUU 44 
A1AUU H20 H20 H 0 1 N N N N N N -2.255 3.930 4.415  -3.632 2.921  1.739  H20 A1AUU 45 
A1AUU H21 H21 H 0 1 N N N N N N -3.650 4.763 6.713  -6.251 2.315  0.733  H21 A1AUU 46 
A1AUU H22 H22 H 0 1 N N N N N N -5.959 5.114 7.567  -7.431 0.625  -0.595 H22 A1AUU 47 
# 
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 
A1AUU O25 C4  DOUB N N 1  
A1AUU C4  N3  SING N N 2  
A1AUU C4  C5  SING N N 3  
A1AUU N3  C2  SING N N 4  
A1AUU C2  C1  SING N N 5  
A1AUU C5  C6  SING N N 6  
A1AUU C1  C6  SING N N 7  
A1AUU C6  C7  SING N N 8  
A1AUU O24 C7  DOUB N N 9  
A1AUU C7  N8  SING N N 10 
A1AUU N8  C13 SING N N 11 
A1AUU N8  C9  SING N N 12 
A1AUU C13 C12 SING N N 13 
A1AUU C9  C10 SING N N 14 
A1AUU C12 C11 SING N N 15 
A1AUU C10 C11 SING N N 16 
A1AUU C11 C14 SING N N 17 
A1AUU C14 C15 DOUB Y N 18 
A1AUU C14 C22 SING Y N 19 
A1AUU C15 N16 SING Y N 20 
A1AUU C22 C21 SING Y N 21 
A1AUU C22 C17 DOUB Y N 22 
A1AUU N16 C17 SING Y N 23 
A1AUU C21 C20 DOUB Y N 24 
A1AUU C17 C18 SING Y N 25 
A1AUU C20 F23 SING N N 26 
A1AUU C20 C19 SING Y N 27 
A1AUU C18 C19 DOUB Y N 28 
A1AUU N3  H1  SING N N 29 
A1AUU C5  H2  SING N N 30 
A1AUU C5  H3  SING N N 31 
A1AUU C6  H4  SING N N 32 
A1AUU C10 H5  SING N N 33 
A1AUU C10 H6  SING N N 34 
A1AUU C13 H7  SING N N 35 
A1AUU C13 H8  SING N N 36 
A1AUU C15 H9  SING N N 37 
A1AUU C21 H10 SING N N 38 
A1AUU C1  H11 SING N N 39 
A1AUU C1  H12 SING N N 40 
A1AUU C2  H13 SING N N 41 
A1AUU C2  H14 SING N N 42 
A1AUU C9  H15 SING N N 43 
A1AUU C9  H16 SING N N 44 
A1AUU C11 H17 SING N N 45 
A1AUU C12 H18 SING N N 46 
A1AUU C12 H19 SING N N 47 
A1AUU N16 H20 SING N N 48 
A1AUU C18 H21 SING N N 49 
A1AUU C19 H22 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 
A1AUU SMILES           ACDLabs              12.01 "O=C(C1CC(=O)NCC1)N1CCC(CC1)c1c[NH]c2ccc(F)cc12"                                                                                                
A1AUU InChI            InChI                1.06  "InChI=1S/C19H22FN3O2/c20-14-1-2-17-15(10-14)16(11-22-17)12-4-7-23(8-5-12)19(25)13-3-6-21-18(24)9-13/h1-2,10-13,22H,3-9H2,(H,21,24)/t13-/m1/s1" 
A1AUU InChIKey         InChI                1.06  QDBIALQKWZMDJW-CYBMUJFWSA-N                                                                                                                     
A1AUU SMILES_CANONICAL CACTVS               3.385 "Fc1ccc2[nH]cc(C3CCN(CC3)C(=O)[C@@H]4CCNC(=O)C4)c2c1"                                                                                           
A1AUU SMILES           CACTVS               3.385 "Fc1ccc2[nH]cc(C3CCN(CC3)C(=O)[CH]4CCNC(=O)C4)c2c1"                                                                                             
A1AUU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1F)c(c[nH]2)C3CCN(CC3)C(=O)[C@@H]4CCNC(=O)C4"                                                                                         
A1AUU SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1F)c(c[nH]2)C3CCN(CC3)C(=O)C4CCNC(=O)C4"                                                                                              
# 
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 
A1AUU "SYSTEMATIC NAME" ACDLabs              12.01 "(4R)-4-[4-(5-fluoro-1H-indol-3-yl)piperidine-1-carbonyl]piperidin-2-one"           
A1AUU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{R})-4-[4-(5-fluoranyl-1~{H}-indol-3-yl)piperidin-1-yl]carbonylpiperidin-2-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AUU "Create component" 2024-06-10 RCSB 
A1AUU "Initial release"  2024-07-03 RCSB 
# 
