data_A1AAU
# 
_chem_comp.id                                    A1AAU 
_chem_comp.name                                  "5-{2-[(2R,5S)-5-methyl-2-phenylpiperidin-1-yl](oxo)acetamido}pyridine-3-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-12-31 
_chem_comp.pdbx_modified_date                    2024-04-19 
_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                        366.414 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AAU 
_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        8VEW 
_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 
A1AAU C4  C1  C 0 1 N N N N N N 23.423 -49.132 -8.703  -3.805 1.854  0.576  C4  A1AAU 1  
A1AAU C5  C2  C 0 1 N N R N N N 21.929 -49.184 -9.046  -3.216 0.934  -0.497 C5  A1AAU 2  
A1AAU C7  C3  C 0 1 N N N N N N 22.477 -50.763 -10.931 -1.026 2.189  -0.337 C7  A1AAU 3  
A1AAU C8  C4  C 0 1 N N N N N N 21.111 -48.756 -11.342 -1.093 -0.256 -0.232 C8  A1AAU 4  
A1AAU C10 C5  C 0 1 N N N N N N 20.430 -47.532 -10.855 0.371  -0.259 0.063  C10 A1AAU 5  
A1AAU N12 N1  N 0 1 N N N N N N 21.100 -46.369 -11.006 1.062  -1.416 0.034  N12 A1AAU 6  
A1AAU C13 C6  C 0 1 Y N N N N N 20.667 -45.076 -10.629 2.452  -1.404 0.183  C13 A1AAU 7  
A1AAU C17 C7  C 0 1 Y N N N N N 21.272 -42.781 -10.389 4.588  -0.362 -0.106 C17 A1AAU 8  
A1AAU C22 C8  C 0 1 Y N N N N N 21.101 -50.171 -8.237  -3.761 -0.460 -0.323 C22 A1AAU 9  
A1AAU C24 C9  C 0 1 Y N N N N N 20.731 -51.641 -6.369  -4.966 -2.338 -1.190 C24 A1AAU 10 
A1AAU C26 C10 C 0 1 Y N N N N N 19.005 -51.377 -8.005  -4.053 -2.419 1.022  C26 A1AAU 11 
A1AAU C1  C11 C 0 1 N N N N N N 24.716 -49.815 -11.455 -0.985 4.476  0.673  C1  A1AAU 12 
A1AAU C2  C12 C 0 1 N N S N N N 23.950 -50.776 -10.544 -1.640 3.095  0.735  C2  A1AAU 13 
A1AAU C3  C13 C 0 1 N N N N N N 24.128 -50.439 -9.060  -3.144 3.231  0.483  C3  A1AAU 14 
A1AAU N6  N2  N 0 1 N N N N N N 21.823 -49.529 -10.477 -1.754 0.913  -0.351 N6  A1AAU 15 
A1AAU O9  O1  O 0 1 N N N N N N 20.999 -49.021 -12.524 -1.687 -1.306 -0.364 O9  A1AAU 16 
A1AAU O11 O2  O 0 1 N N N N N N 19.327 -47.649 -10.348 0.939  0.780  0.329  O11 A1AAU 17 
A1AAU C14 C14 C 0 1 Y N N N N N 19.390 -44.714 -10.194 3.104  -2.470 0.793  C14 A1AAU 18 
A1AAU N15 N3  N 0 1 Y N N N N N 19.101 -43.463 -9.884  4.415  -2.469 0.939  N15 A1AAU 19 
A1AAU C16 C15 C 0 1 Y N N N N N 19.976 -42.491 -9.962  5.163  -1.470 0.518  C16 A1AAU 20 
A1AAU C18 C16 C 0 1 Y N N N N N 21.617 -44.080 -10.727 3.201  -0.328 -0.283 C18 A1AAU 21 
A1AAU C19 C17 C 0 1 N N N N N N 22.331 -41.777 -10.524 5.432  0.757  -0.576 C19 A1AAU 22 
A1AAU N20 N4  N 0 1 N N N N N N 22.030 -40.508 -10.836 6.768  0.711  -0.404 N20 A1AAU 23 
A1AAU O21 O3  O 0 1 N N N N N N 23.487 -42.133 -10.374 4.922  1.717  -1.118 O21 A1AAU 24 
A1AAU C23 C18 C 0 1 Y N N N N N 21.544 -50.752 -7.053  -4.466 -1.060 -1.350 C23 A1AAU 25 
A1AAU C25 C19 C 0 1 Y N N N N N 19.466 -51.954 -6.840  -4.763 -3.017 -0.003 C25 A1AAU 26 
A1AAU C27 C20 C 0 1 Y N N N N N 19.818 -50.491 -8.696  -3.553 -1.141 0.862  C27 A1AAU 27 
A1AAU H1  H1  H 0 1 N N N N N N 23.535 -48.949 -7.624  -4.879 1.955  0.420  H1  A1AAU 28 
A1AAU H2  H2  H 0 1 N N N N N N 23.890 -48.310 -9.265  -3.620 1.428  1.562  H2  A1AAU 29 
A1AAU H3  H3  H 0 1 N N N N N N 21.510 -48.179 -8.893  -3.481 1.309  -1.486 H3  A1AAU 30 
A1AAU H4  H4  H 0 1 N N N N N N 22.392 -50.833 -12.025 -1.111 2.668  -1.313 H4  A1AAU 31 
A1AAU H5  H5  H 0 1 N N N N N N 21.976 -51.626 -10.469 0.023  2.009  -0.106 H5  A1AAU 32 
A1AAU H6  H6  H 0 1 N N N N N N 22.003 -46.429 -11.432 0.595  -2.257 -0.090 H6  A1AAU 33 
A1AAU H7  H7  H 0 1 N N N N N N 21.088 -52.096 -5.457  -5.517 -2.807 -1.992 H7  A1AAU 34 
A1AAU H8  H8  H 0 1 N N N N N N 18.019 -51.613 -8.376  -3.894 -2.950 1.949  H8  A1AAU 35 
A1AAU H9  H9  H 0 1 N N N N N N 25.781 -49.820 -11.181 -1.153 4.914  -0.311 H9  A1AAU 36 
A1AAU H10 H10 H 0 1 N N N N N N 24.606 -50.136 -12.501 -1.422 5.121  1.436  H10 A1AAU 37 
A1AAU H11 H11 H 0 1 N N N N N N 24.312 -48.799 -11.338 0.086  4.379  0.850  H11 A1AAU 38 
A1AAU H12 H12 H 0 1 N N N N N N 24.340 -51.791 -10.713 -1.474 2.658  1.720  H12 A1AAU 39 
A1AAU H13 H13 H 0 1 N N N N N N 23.704 -51.253 -8.454  -3.309 3.646  -0.512 H13 A1AAU 40 
A1AAU H14 H14 H 0 1 N N N N N N 25.201 -50.339 -8.841  -3.579 3.895  1.230  H14 A1AAU 41 
A1AAU H15 H15 H 0 1 N N N N N N 18.625 -45.471 -10.110 2.529  -3.310 1.153  H15 A1AAU 42 
A1AAU H16 H16 H 0 1 N N N N N N 19.698 -41.481 -9.700  6.233  -1.508 0.660  H16 A1AAU 43 
A1AAU H17 H17 H 0 1 N N N N N N 22.617 -44.310 -11.063 2.724  0.512  -0.765 H17 A1AAU 44 
A1AAU H18 H18 H 0 1 N N N N N N 22.760 -39.834 -10.950 7.176  -0.056 0.028  H18 A1AAU 45 
A1AAU H19 H19 H 0 1 N N N N N N 21.075 -40.235 -10.955 7.323  1.445  -0.712 H19 A1AAU 46 
A1AAU H20 H20 H 0 1 N N N N N N 22.523 -50.510 -6.667  -4.625 -0.529 -2.277 H20 A1AAU 47 
A1AAU H21 H21 H 0 1 N N N N N N 18.842 -52.648 -6.296  -5.158 -4.014 0.123  H21 A1AAU 48 
A1AAU H22 H22 H 0 1 N N N N N N 19.454 -50.039 -9.607  -2.998 -0.674 1.663  H22 A1AAU 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 
A1AAU O9  C8  DOUB N N 1  
A1AAU C1  C2  SING N N 2  
A1AAU C8  C10 SING N N 3  
A1AAU C8  N6  SING N N 4  
A1AAU N12 C10 SING N N 5  
A1AAU N12 C13 SING N N 6  
A1AAU C7  C2  SING N N 7  
A1AAU C7  N6  SING N N 8  
A1AAU C10 O11 DOUB N N 9  
A1AAU N20 C19 SING N N 10 
A1AAU C18 C13 DOUB Y N 11 
A1AAU C18 C17 SING Y N 12 
A1AAU C13 C14 SING Y N 13 
A1AAU C2  C3  SING N N 14 
A1AAU C19 C17 SING N N 15 
A1AAU C19 O21 DOUB N N 16 
A1AAU N6  C5  SING N N 17 
A1AAU C17 C16 DOUB Y N 18 
A1AAU C14 N15 DOUB Y N 19 
A1AAU C16 N15 SING Y N 20 
A1AAU C3  C4  SING N N 21 
A1AAU C5  C4  SING N N 22 
A1AAU C5  C22 SING N N 23 
A1AAU C27 C22 DOUB Y N 24 
A1AAU C27 C26 SING Y N 25 
A1AAU C22 C23 SING Y N 26 
A1AAU C26 C25 DOUB Y N 27 
A1AAU C23 C24 DOUB Y N 28 
A1AAU C25 C24 SING Y N 29 
A1AAU C4  H1  SING N N 30 
A1AAU C4  H2  SING N N 31 
A1AAU C5  H3  SING N N 32 
A1AAU C7  H4  SING N N 33 
A1AAU C7  H5  SING N N 34 
A1AAU N12 H6  SING N N 35 
A1AAU C24 H7  SING N N 36 
A1AAU C26 H8  SING N N 37 
A1AAU C1  H9  SING N N 38 
A1AAU C1  H10 SING N N 39 
A1AAU C1  H11 SING N N 40 
A1AAU C2  H12 SING N N 41 
A1AAU C3  H13 SING N N 42 
A1AAU C3  H14 SING N N 43 
A1AAU C14 H15 SING N N 44 
A1AAU C16 H16 SING N N 45 
A1AAU C18 H17 SING N N 46 
A1AAU N20 H18 SING N N 47 
A1AAU N20 H19 SING N N 48 
A1AAU C23 H20 SING N N 49 
A1AAU C25 H21 SING N N 50 
A1AAU C27 H22 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 
A1AAU SMILES           ACDLabs              12.01 "CC1CCC(c2ccccc2)N(C1)C(=O)C(=O)Nc1cc(cnc1)C(N)=O"                                                                                                                       
A1AAU InChI            InChI                1.06  "InChI=1S/C20H22N4O3/c1-13-7-8-17(14-5-3-2-4-6-14)24(12-13)20(27)19(26)23-16-9-15(18(21)25)10-22-11-16/h2-6,9-11,13,17H,7-8,12H2,1H3,(H2,21,25)(H,23,26)/t13-,17+/m0/s1" 
A1AAU InChIKey         InChI                1.06  WOYROHAMDDQRBO-SUMWQHHRSA-N                                                                                                                                              
A1AAU SMILES_CANONICAL CACTVS               3.385 "C[C@H]1CC[C@@H](N(C1)C(=O)C(=O)Nc2cncc(c2)C(N)=O)c3ccccc3"                                                                                                              
A1AAU SMILES           CACTVS               3.385 "C[CH]1CC[CH](N(C1)C(=O)C(=O)Nc2cncc(c2)C(N)=O)c3ccccc3"                                                                                                                 
A1AAU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]1CC[C@@H](N(C1)C(=O)C(=O)Nc2cc(cnc2)C(=O)N)c3ccccc3"                                                                                                              
A1AAU SMILES           "OpenEye OEToolkits" 2.0.7 "CC1CCC(N(C1)C(=O)C(=O)Nc2cc(cnc2)C(=O)N)c3ccccc3"                                                                                                                       
# 
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 
A1AAU "SYSTEMATIC NAME" ACDLabs              12.01 "5-{2-[(2R,5S)-5-methyl-2-phenylpiperidin-1-yl](oxo)acetamido}pyridine-3-carboxamide"                          
A1AAU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "5-[[2-[(2~{R},5~{S})-5-methyl-2-phenyl-piperidin-1-yl]-2-oxidanylidene-ethanoyl]amino]pyridine-3-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 
A1AAU "Create component" 2023-12-31 RCSB 
A1AAU "Initial release"  2024-04-24 RCSB 
# 
