data_A1AAR
# 
_chem_comp.id                                    A1AAR 
_chem_comp.name                                  "N-(6-amino-5-methylpyridin-3-yl)-2-[(2R,5S)-2-(4-hydroxyphenyl)-5-methylpiperidin-1-yl]-2-oxoacetamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-12-30 
_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                        368.430 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AAR 
_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        8VEX 
_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 
A1AAR C4  C1  C 0 1 N N N N N N 23.270 -48.954 -8.173  -3.361 2.205  0.467  C4  A1AAR 1  
A1AAR C5  C2  C 0 1 N N R N N N 21.860 -48.775 -8.758  -2.855 1.191  -0.564 C5  A1AAR 2  
A1AAR C7  C3  C 0 1 N N N N N N 22.619 -50.134 -10.762 -0.683 2.474  -0.726 C7  A1AAR 3  
A1AAR C8  C4  C 0 1 N N N N N N 21.242 -48.157 -11.074 -0.696 0.050  -0.383 C8  A1AAR 4  
A1AAR C10 C5  C 0 1 N N N N N N 20.449 -46.961 -10.666 0.788  0.089  -0.221 C10 A1AAR 5  
A1AAR N12 N1  N 0 1 N N N N N N 21.068 -45.749 -10.731 1.494  -1.059 -0.203 N12 A1AAR 6  
A1AAR C13 C6  C 0 1 Y N N N N N 20.446 -44.526 -10.432 2.892  -1.020 -0.155 C13 A1AAR 7  
A1AAR C20 C7  C 0 1 Y N N N N N 21.205 -43.348 -10.459 3.546  0.007  0.523  C20 A1AAR 8  
A1AAR C21 C8  C 0 1 Y N N N N N 20.824 -49.673 -8.107  -3.358 -0.185 -0.208 C21 A1AAR 9  
A1AAR C22 C9  C 0 1 Y N N N N N 21.052 -50.313 -6.886  -4.143 -0.886 -1.105 C22 A1AAR 10 
A1AAR C24 C10 C 0 1 Y N N N N N 18.862 -51.252 -6.937  -4.281 -2.710 0.444  C24 A1AAR 11 
A1AAR C26 C11 C 0 1 Y N N N N N 18.611 -50.613 -8.147  -3.489 -2.007 1.340  C26 A1AAR 12 
A1AAR C1  C12 C 0 1 N N N N N N 24.751 -48.810 -10.656 -0.590 4.848  0.054  C1  A1AAR 13 
A1AAR C2  C13 C 0 1 N N S N N N 24.049 -50.102 -10.238 -1.213 3.474  0.308  C2  A1AAR 14 
A1AAR C3  C14 C 0 1 N N N N N N 23.943 -50.211 -8.724  -2.735 3.572  0.182  C3  A1AAR 15 
A1AAR N6  N2  N 0 1 N N N N N N 21.884 -48.986 -10.217 -1.386 1.196  -0.551 N6  A1AAR 16 
A1AAR O9  O1  O 0 1 N N N N N N 21.287 -48.378 -12.264 -1.281 -1.013 -0.362 O9  A1AAR 17 
A1AAR O11 O2  O 0 1 N N N N N N 19.283 -47.126 -10.325 1.358  1.154  -0.107 O11 A1AAR 18 
A1AAR C14 C15 C 0 1 Y N N N N N 19.080 -44.427 -10.159 3.644  -2.007 -0.776 C14 A1AAR 19 
A1AAR N15 N3  N 0 1 Y N N N N N 18.528 -43.260 -9.907  4.962  -1.977 -0.735 N15 A1AAR 20 
A1AAR C16 C16 C 0 1 Y N N N N N 19.209 -42.132 -9.913  5.616  -1.013 -0.105 C16 A1AAR 21 
A1AAR N17 N4  N 0 1 N N N N N N 18.566 -40.928 -9.641  7.008  -1.024 -0.089 N17 A1AAR 22 
A1AAR C18 C17 C 0 1 Y N N N N N 20.567 -42.154 -10.185 4.929  0.006  0.545  C18 A1AAR 23 
A1AAR C19 C18 C 0 1 N N N N N N 21.314 -40.864 -10.189 5.681  1.096  1.264  C19 A1AAR 24 
A1AAR C23 C19 C 0 1 Y N N N N N 20.082 -51.103 -6.312  -4.605 -2.147 -0.782 C23 A1AAR 25 
A1AAR O25 O3  O 0 1 N N N N N N 17.926 -52.029 -6.354  -4.735 -3.950 0.764  O25 A1AAR 26 
A1AAR C27 C20 C 0 1 Y N N N N N 19.585 -49.826 -8.726  -3.030 -0.746 1.012  C27 A1AAR 27 
A1AAR H1  H1  H 0 1 N N N N N N 23.880 -48.077 -8.434  -4.446 2.280  0.401  H1  A1AAR 28 
A1AAR H2  H2  H 0 1 N N N N N N 23.196 -49.037 -7.079  -3.079 1.877  1.468  H2  A1AAR 29 
A1AAR H3  H3  H 0 1 N N N N N N 21.559 -47.734 -8.570  -3.215 1.467  -1.555 H3  A1AAR 30 
A1AAR H4  H4  H 0 1 N N N N N N 22.628 -50.079 -11.861 -0.863 2.856  -1.730 H4  A1AAR 31 
A1AAR H5  H5  H 0 1 N N N N N N 22.131 -51.068 -10.446 0.387  2.326  -0.576 H5  A1AAR 32 
A1AAR H6  H6  H 0 1 N N N N N N 22.028 -45.729 -11.010 1.033  -1.912 -0.224 H6  A1AAR 33 
A1AAR H7  H7  H 0 1 N N N N N N 22.260 -43.373 -10.688 2.986  0.786  1.019  H7  A1AAR 34 
A1AAR H8  H8  H 0 1 N N N N N N 22.001 -50.186 -6.386  -4.394 -0.447 -2.060 H8  A1AAR 35 
A1AAR H9  H9  H 0 1 N N N N N N 17.654 -50.733 -8.633  -3.232 -2.445 2.293  H9  A1AAR 36 
A1AAR H10 H10 H 0 1 N N N N N N 25.780 -48.809 -10.267 -0.854 5.188  -0.947 H10 A1AAR 37 
A1AAR H11 H11 H 0 1 N N N N N N 24.774 -48.744 -11.754 -0.967 5.559  0.789  H11 A1AAR 38 
A1AAR H12 H12 H 0 1 N N N N N N 24.204 -47.947 -10.248 0.494  4.778  0.140  H12 A1AAR 39 
A1AAR H13 H13 H 0 1 N N N N N N 24.605 -50.966 -10.632 -0.950 3.135  1.310  H13 A1AAR 40 
A1AAR H14 H14 H 0 1 N N N N N N 23.343 -51.095 -8.460  -2.997 3.888  -0.827 H14 A1AAR 41 
A1AAR H15 H15 H 0 1 N N N N N N 24.950 -50.309 -8.291  -3.112 4.300  0.900  H15 A1AAR 42 
A1AAR H16 H16 H 0 1 N N N N N N 18.470 -45.318 -10.155 3.144  -2.809 -1.299 H16 A1AAR 43 
A1AAR H17 H17 H 0 1 N N N N N N 17.597 -41.100 -9.464  7.493  -1.734 -0.538 H17 A1AAR 44 
A1AAR H18 H18 H 0 1 N N N N N N 18.981 -40.503 -8.837  7.493  -0.321 0.371  H18 A1AAR 45 
A1AAR H19 H19 H 0 1 N N N N N N 21.293 -40.430 -11.200 5.848  0.800  2.300  H19 A1AAR 46 
A1AAR H20 H20 H 0 1 N N N N N N 20.844 -40.166 -9.481  6.641  1.260  0.774  H20 A1AAR 47 
A1AAR H21 H21 H 0 1 N N N N N N 22.357 -41.043 -9.889  5.099  2.017  1.239  H21 A1AAR 48 
A1AAR H22 H22 H 0 1 N N N N N N 20.276 -51.604 -5.375  -5.218 -2.694 -1.483 H22 A1AAR 49 
A1AAR H23 H23 H 0 1 N N N N N N 18.268 -52.381 -5.541  -4.141 -4.666 0.502  H23 A1AAR 50 
A1AAR H24 H24 H 0 1 N N N N N N 19.386 -49.327 -9.663  -2.413 -0.198 1.709  H24 A1AAR 51 
# 
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 
A1AAR O9  C8  DOUB N N 1  
A1AAR C8  C10 SING N N 2  
A1AAR C8  N6  SING N N 3  
A1AAR C7  C2  SING N N 4  
A1AAR C7  N6  SING N N 5  
A1AAR N12 C10 SING N N 6  
A1AAR N12 C13 SING N N 7  
A1AAR C10 O11 DOUB N N 8  
A1AAR C1  C2  SING N N 9  
A1AAR C20 C13 DOUB Y N 10 
A1AAR C20 C18 SING Y N 11 
A1AAR C13 C14 SING Y N 12 
A1AAR C2  C3  SING N N 13 
A1AAR N6  C5  SING N N 14 
A1AAR C19 C18 SING N N 15 
A1AAR C18 C16 DOUB Y N 16 
A1AAR C14 N15 DOUB Y N 17 
A1AAR C16 N15 SING Y N 18 
A1AAR C16 N17 SING N N 19 
A1AAR C5  C4  SING N N 20 
A1AAR C5  C21 SING N N 21 
A1AAR C27 C26 DOUB Y N 22 
A1AAR C27 C21 SING Y N 23 
A1AAR C3  C4  SING N N 24 
A1AAR C26 C24 SING Y N 25 
A1AAR C21 C22 DOUB Y N 26 
A1AAR C24 O25 SING N N 27 
A1AAR C24 C23 DOUB Y N 28 
A1AAR C22 C23 SING Y N 29 
A1AAR C4  H1  SING N N 30 
A1AAR C4  H2  SING N N 31 
A1AAR C5  H3  SING N N 32 
A1AAR C7  H4  SING N N 33 
A1AAR C7  H5  SING N N 34 
A1AAR N12 H6  SING N N 35 
A1AAR C20 H7  SING N N 36 
A1AAR C22 H8  SING N N 37 
A1AAR C26 H9  SING N N 38 
A1AAR C1  H10 SING N N 39 
A1AAR C1  H11 SING N N 40 
A1AAR C1  H12 SING N N 41 
A1AAR C2  H13 SING N N 42 
A1AAR C3  H14 SING N N 43 
A1AAR C3  H15 SING N N 44 
A1AAR C14 H16 SING N N 45 
A1AAR N17 H17 SING N N 46 
A1AAR N17 H18 SING N N 47 
A1AAR C19 H19 SING N N 48 
A1AAR C19 H20 SING N N 49 
A1AAR C19 H21 SING N N 50 
A1AAR C23 H22 SING N N 51 
A1AAR O25 H23 SING N N 52 
A1AAR C27 H24 SING N N 53 
# 
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 
A1AAR SMILES           ACDLabs              12.01 "CC1CCC(c2ccc(O)cc2)N(C1)C(=O)C(=O)Nc1cc(C)c(N)nc1"                                                                                                                           
A1AAR InChI            InChI                1.06  "InChI=1S/C20H24N4O3/c1-12-3-8-17(14-4-6-16(25)7-5-14)24(11-12)20(27)19(26)23-15-9-13(2)18(21)22-10-15/h4-7,9-10,12,17,25H,3,8,11H2,1-2H3,(H2,21,22)(H,23,26)/t12-,17+/m0/s1" 
A1AAR InChIKey         InChI                1.06  HMVOCICCTIDOOG-YVEFUNNKSA-N                                                                                                                                                   
A1AAR SMILES_CANONICAL CACTVS               3.385 "C[C@H]1CC[C@@H](N(C1)C(=O)C(=O)Nc2cnc(N)c(C)c2)c3ccc(O)cc3"                                                                                                                  
A1AAR SMILES           CACTVS               3.385 "C[CH]1CC[CH](N(C1)C(=O)C(=O)Nc2cnc(N)c(C)c2)c3ccc(O)cc3"                                                                                                                     
A1AAR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(cnc1N)NC(=O)C(=O)N2C[C@H](CC[C@@H]2c3ccc(cc3)O)C"                                                                                                                      
A1AAR SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1cc(cnc1N)NC(=O)C(=O)N2CC(CCC2c3ccc(cc3)O)C"                                                                                                                               
# 
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 
A1AAR "SYSTEMATIC NAME" ACDLabs              12.01 "N-(6-amino-5-methylpyridin-3-yl)-2-[(2R,5S)-2-(4-hydroxyphenyl)-5-methylpiperidin-1-yl]-2-oxoacetamide"                         
A1AAR "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-(6-azanyl-5-methyl-pyridin-3-yl)-2-[(2~{R},5~{S})-2-(4-hydroxyphenyl)-5-methyl-piperidin-1-yl]-2-oxidanylidene-ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AAR "Create component" 2023-12-30 RCSB 
A1AAR "Initial release"  2024-04-24 RCSB 
# 
