data_A1AQ3
# 
_chem_comp.id                                    A1AQ3 
_chem_comp.name                                  "benzyl (2S,4S)-4-tert-butoxy-2-({(2R)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}carbamoyl)pyrrolidine-1-carboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H35 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-10 
_chem_comp.pdbx_modified_date                    2025-05-09 
_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                        461.551 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AQ3 
_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        9BQG 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
A1AQ3 C1   C1  C 0 1 N N N N N N -10.486 -18.505 -18.862 -2.737 2.503  0.342  C1   A1AQ3 1  
A1AQ3 C10  C2  C 0 1 N N N N N N -5.102  -13.939 -18.638 -2.897 -4.095 1.002  C10  A1AQ3 2  
A1AQ3 C11  C3  C 0 1 N N N N N N -4.340  -14.538 -17.468 -2.758 -5.391 0.199  C11  A1AQ3 3  
A1AQ3 C12  C4  C 0 1 N N N N N N -9.920  -16.137 -18.295 -1.250 0.646  0.151  C12  A1AQ3 4  
A1AQ3 C13  C5  C 0 1 N N N N N N -8.276  -14.967 -19.764 -1.894 -1.592 -0.788 C13  A1AQ3 5  
A1AQ3 C14  C6  C 0 1 N N S N N N -9.403  -13.804 -17.946 0.353  -1.274 -0.028 C14  A1AQ3 6  
A1AQ3 C15  C7  C 0 1 N N N N N N -10.810 -13.306 -18.075 1.389  -0.550 -0.848 C15  A1AQ3 7  
A1AQ3 C16  C8  C 0 1 N N R N N N -7.422  -13.784 -19.359 -1.318 -2.982 -0.418 C16  A1AQ3 8  
A1AQ3 C17  C9  C 0 1 N N S N N N -12.680 -12.287 -16.993 3.707  -0.021 -1.380 C17  A1AQ3 9  
A1AQ3 C18  C10 C 0 1 N N N N N N -4.914  -12.425 -18.698 -4.048 -3.264 0.432  C18  A1AQ3 10 
A1AQ3 C19  C11 C 0 1 N N N N N N -13.567 -13.056 -16.002 4.978  0.164  -0.548 C19  A1AQ3 11 
A1AQ3 C20  C12 C 0 1 N N S N N N -13.569 -14.528 -16.396 4.672  1.053  0.659  C20  A1AQ3 12 
A1AQ3 C21  C13 C 0 1 N N N N N N -14.341 -14.781 -17.686 4.299  2.481  0.199  C21  A1AQ3 13 
A1AQ3 C22  C14 C 0 1 N N N N N N -15.163 -16.047 -17.418 4.940  3.346  1.308  C22  A1AQ3 14 
A1AQ3 C23  C15 C 0 1 N N N N N N -4.592  -14.582 -19.921 -3.185 -4.431 2.466  C23  A1AQ3 15 
A1AQ3 C24  C16 C 0 1 N N N N N N -14.292 -15.377 -15.386 5.913  1.246  1.502  C24  A1AQ3 16 
A1AQ3 C3   C17 C 0 1 Y N N N N N -11.927 -18.378 -19.296 -4.170 2.862  0.045  C3   A1AQ3 17 
A1AQ3 C34  C18 C 0 1 N N N N N N -8.422  -12.883 -18.658 0.208  -2.727 -0.528 C34  A1AQ3 18 
A1AQ3 C4   C19 C 0 1 Y N N N N N -12.850 -19.325 -18.873 -5.146 2.660  1.004  C4   A1AQ3 19 
A1AQ3 C5   C20 C 0 1 Y N N N N N -14.176 -19.209 -19.278 -6.460 2.989  0.732  C5   A1AQ3 20 
A1AQ3 C6   C21 C 0 1 Y N N N N N -14.577 -18.155 -20.094 -6.800 3.520  -0.498 C6   A1AQ3 21 
A1AQ3 C7   C22 C 0 1 Y N N N N N -13.650 -17.208 -20.520 -5.825 3.723  -1.456 C7   A1AQ3 22 
A1AQ3 C8   C23 C 0 1 N N N N N N -12.548 -10.802 -16.680 4.032  -0.840 -2.631 C8   A1AQ3 23 
A1AQ3 C9   C24 C 0 1 Y N N N N N -12.326 -17.322 -20.115 -4.509 3.399  -1.183 C9   A1AQ3 24 
A1AQ3 N13  N1  N 0 1 N N N N N N -9.236  -15.058 -18.663 -0.956 -0.624 -0.190 N13  A1AQ3 25 
A1AQ3 N16  N2  N 0 1 N N N N N N -11.347 -12.842 -16.966 2.700  -0.724 -0.583 N16  A1AQ3 26 
A1AQ3 N23  N3  N 0 1 N N N N N N -15.155 -16.207 -15.979 6.041  2.539  1.847  N23  A1AQ3 27 
A1AQ3 O11  O1  O 0 1 N N N N N N -9.812  -17.286 -19.160 -2.492 1.127  -0.049 O11  A1AQ3 28 
A1AQ3 O26  O2  O 0 1 N N N N N N -14.089 -15.311 -14.190 6.680  0.363  1.822  O26  A1AQ3 29 
A1AQ3 O3   O3  O 0 1 N N N N N N -6.473  -14.261 -18.420 -1.681 -3.348 0.915  O3   A1AQ3 30 
A1AQ3 O33  O4  O 0 1 N N N N N N -10.608 -16.199 -17.283 -0.394 1.358  0.638  O33  A1AQ3 31 
A1AQ3 O38  O5  O 0 1 N N N N N N -11.412 -13.356 -19.144 1.045  0.189  -1.745 O38  A1AQ3 32 
A1AQ3 O9   O6  O 0 1 N N N N N N -13.822 -10.168 -16.613 4.646  -2.072 -2.247 O9   A1AQ3 33 
A1AQ3 H12  H1  H 0 1 N N N N N N -10.441 -18.699 -17.780 -2.074 3.163  -0.218 H12  A1AQ3 34 
A1AQ3 H1   H2  H 0 1 N N N N N N -10.008 -19.335 -19.403 -2.547 2.618  1.409  H1   A1AQ3 35 
A1AQ3 H11  H3  H 0 1 N N N N N N -3.267  -14.322 -17.579 -1.938 -5.983 0.605  H11  A1AQ3 36 
A1AQ3 H111 H4  H 0 0 N N N N N N -4.707  -14.099 -16.528 -3.685 -5.960 0.266  H111 A1AQ3 37 
A1AQ3 H112 H5  H 0 0 N N N N N N -4.494  -15.627 -17.449 -2.552 -5.151 -0.844 H112 A1AQ3 38 
A1AQ3 H13  H6  H 0 1 N N N N N N -7.673  -15.884 -19.842 -1.925 -1.471 -1.871 H13  A1AQ3 39 
A1AQ3 H131 H7  H 0 0 N N N N N N -8.785  -14.780 -20.721 -2.890 -1.469 -0.364 H131 A1AQ3 40 
A1AQ3 H14  H8  H 0 1 N N N N N N -9.126  -13.910 -16.887 0.643  -1.271 1.023  H14  A1AQ3 41 
A1AQ3 H16  H9  H 0 1 N N N N N N -6.966  -13.290 -20.230 -1.640 -3.741 -1.131 H16  A1AQ3 42 
A1AQ3 H17  H10 H 0 1 N N N N N N -13.107 -12.397 -18.001 3.321  0.955  -1.675 H17  A1AQ3 43 
A1AQ3 H18  H11 H 0 1 N N N N N N -3.852  -12.193 -18.867 -3.842 -3.024 -0.611 H18  A1AQ3 44 
A1AQ3 H182 H12 H 0 0 N N N N N N -5.514  -12.014 -19.523 -4.975 -3.833 0.499  H182 A1AQ3 45 
A1AQ3 H181 H13 H 0 0 N N N N N N -5.241  -11.977 -17.748 -4.147 -2.341 1.004  H181 A1AQ3 46 
A1AQ3 H191 H14 H 0 0 N N N N N N -13.167 -12.945 -14.983 5.331  -0.808 -0.204 H191 A1AQ3 47 
A1AQ3 H19  H15 H 0 1 N N N N N N -14.593 -12.661 -16.038 5.748  0.635  -1.160 H19  A1AQ3 48 
A1AQ3 H20  H16 H 0 1 N N N N N N -12.534 -14.882 -16.510 3.867  0.622  1.255  H20  A1AQ3 49 
A1AQ3 H211 H17 H 0 0 N N N N N N -15.003 -13.932 -17.913 4.739  2.705  -0.773 H211 A1AQ3 50 
A1AQ3 H21  H18 H 0 1 N N N N N N -13.648 -14.941 -18.525 3.218  2.614  0.177  H21  A1AQ3 51 
A1AQ3 H22  H19 H 0 1 N N N N N N -16.192 -15.924 -17.787 5.324  4.275  0.887  H22  A1AQ3 52 
A1AQ3 H221 H20 H 0 0 N N N N N N -14.700 -16.918 -17.906 4.211  3.558  2.089  H221 A1AQ3 53 
A1AQ3 H232 H21 H 0 0 N N N N N N -3.534  -14.320 -20.068 -3.284 -3.508 3.038  H232 A1AQ3 54 
A1AQ3 H23  H22 H 0 1 N N N N N N -4.692  -15.675 -19.848 -4.112 -5.000 2.532  H23  A1AQ3 55 
A1AQ3 H231 H23 H 0 0 N N N N N N -5.182  -14.216 -20.774 -2.365 -5.023 2.872  H231 A1AQ3 56 
A1AQ3 H341 H24 H 0 0 N N N N N N -8.951  -12.258 -19.392 0.540  -2.813 -1.563 H341 A1AQ3 57 
A1AQ3 H34  H25 H 0 1 N N N N N N -7.908  -12.238 -17.930 0.761  -3.412 0.114  H34  A1AQ3 58 
A1AQ3 H4   H26 H 0 1 N N N N N N -12.542 -20.142 -18.237 -4.880 2.244  1.965  H4   A1AQ3 59 
A1AQ3 H5   H27 H 0 1 N N N N N N -14.900 -19.943 -18.957 -7.222 2.830  1.481  H5   A1AQ3 60 
A1AQ3 H6   H28 H 0 1 N N N N N N -15.610 -18.072 -20.397 -7.827 3.776  -0.711 H6   A1AQ3 61 
A1AQ3 H7   H29 H 0 1 N N N N N N -13.957 -16.393 -21.159 -6.090 4.137  -2.418 H7   A1AQ3 62 
A1AQ3 H81  H30 H 0 1 N N N N N N -12.039 -10.684 -15.712 3.112  -1.047 -3.178 H81  A1AQ3 63 
A1AQ3 H8   H31 H 0 1 N N N N N N -11.951 -10.322 -17.469 4.714  -0.277 -3.268 H8   A1AQ3 64 
A1AQ3 H9   H32 H 0 1 N N N N N N -11.601 -16.588 -20.436 -3.747 3.558  -1.931 H9   A1AQ3 65 
A1AQ3 HN16 H33 H 0 0 N N N N N N -10.834 -12.874 -16.108 2.975  -1.315 0.135  HN16 A1AQ3 66 
A1AQ3 HN23 H34 H 0 0 N N N N N N -15.728 -16.862 -15.487 6.768  2.893  2.382  HN23 A1AQ3 67 
A1AQ3 HO9  H35 H 0 1 N N N N N N -13.707 -9.246  -16.417 4.879  -2.644 -2.992 HO9  A1AQ3 68 
# 
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 
A1AQ3 C6  C5   DOUB Y N 1  
A1AQ3 C6  C7   SING Y N 2  
A1AQ3 C5  C4   SING Y N 3  
A1AQ3 C4  C3   DOUB Y N 4  
A1AQ3 C7  C9   DOUB Y N 5  
A1AQ3 C9  C3   SING Y N 6  
A1AQ3 C3  C1   SING N N 7  
A1AQ3 C1  O11  SING N N 8  
A1AQ3 O11 C12  SING N N 9  
A1AQ3 O33 C12  DOUB N N 10 
A1AQ3 C12 N13  SING N N 11 
A1AQ3 N13 C14  SING N N 12 
A1AQ3 N13 C13  SING N N 13 
A1AQ3 C34 C14  SING N N 14 
A1AQ3 C14 C15  SING N N 15 
A1AQ3 C16 C34  SING N N 16 
A1AQ3 C13 C16  SING N N 17 
A1AQ3 O3  C16  SING N N 18 
A1AQ3 O38 C15  DOUB N N 19 
A1AQ3 C15 N16  SING N N 20 
A1AQ3 N16 C17  SING N N 21 
A1AQ3 C8  C17  SING N N 22 
A1AQ3 C17 C19  SING N N 23 
A1AQ3 O9  C8   SING N N 24 
A1AQ3 C19 C20  SING N N 25 
A1AQ3 C20 C21  SING N N 26 
A1AQ3 C20 C24  SING N N 27 
A1AQ3 C21 C22  SING N N 28 
A1AQ3 C22 N23  SING N N 29 
A1AQ3 N23 C24  SING N N 30 
A1AQ3 C24 O26  DOUB N N 31 
A1AQ3 C10 O3   SING N N 32 
A1AQ3 C11 C10  SING N N 33 
A1AQ3 C18 C10  SING N N 34 
A1AQ3 C23 C10  SING N N 35 
A1AQ3 C1  H12  SING N N 36 
A1AQ3 C1  H1   SING N N 37 
A1AQ3 C11 H11  SING N N 38 
A1AQ3 C11 H111 SING N N 39 
A1AQ3 C11 H112 SING N N 40 
A1AQ3 C13 H13  SING N N 41 
A1AQ3 C13 H131 SING N N 42 
A1AQ3 C14 H14  SING N N 43 
A1AQ3 C16 H16  SING N N 44 
A1AQ3 C17 H17  SING N N 45 
A1AQ3 C18 H18  SING N N 46 
A1AQ3 C18 H182 SING N N 47 
A1AQ3 C18 H181 SING N N 48 
A1AQ3 C19 H191 SING N N 49 
A1AQ3 C19 H19  SING N N 50 
A1AQ3 C20 H20  SING N N 51 
A1AQ3 C21 H211 SING N N 52 
A1AQ3 C21 H21  SING N N 53 
A1AQ3 C22 H22  SING N N 54 
A1AQ3 C22 H221 SING N N 55 
A1AQ3 C23 H232 SING N N 56 
A1AQ3 C23 H23  SING N N 57 
A1AQ3 C23 H231 SING N N 58 
A1AQ3 C34 H341 SING N N 59 
A1AQ3 C34 H34  SING N N 60 
A1AQ3 C4  H4   SING N N 61 
A1AQ3 C5  H5   SING N N 62 
A1AQ3 C6  H6   SING N N 63 
A1AQ3 C7  H7   SING N N 64 
A1AQ3 C8  H81  SING N N 65 
A1AQ3 C8  H8   SING N N 66 
A1AQ3 C9  H9   SING N N 67 
A1AQ3 N16 HN16 SING N N 68 
A1AQ3 N23 HN23 SING N N 69 
A1AQ3 O9  HO9  SING N N 70 
# 
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 
A1AQ3 SMILES           ACDLabs              12.01 "O=C1NCCC1CC(CO)NC(=O)C1CC(CN1C(=O)OCc1ccccc1)OC(C)(C)C"                                                                                                                                        
A1AQ3 InChI            InChI                1.06  "InChI=1S/C24H35N3O6/c1-24(2,3)33-19-12-20(22(30)26-18(14-28)11-17-9-10-25-21(17)29)27(13-19)23(31)32-15-16-7-5-4-6-8-16/h4-8,17-20,28H,9-15H2,1-3H3,(H,25,29)(H,26,30)/t17-,18+,19?,20-/m0/s1" 
A1AQ3 InChIKey         InChI                1.06  AZFXZMWDOMBITR-XNMUZJSGSA-N                                                                                                                                                                     
A1AQ3 SMILES_CANONICAL CACTVS               3.385 "CC(C)(C)O[C@@H]1C[C@H](N(C1)C(=O)OCc2ccccc2)C(=O)N[C@H](CO)C[C@@H]3CCNC3=O"                                                                                                                    
A1AQ3 SMILES           CACTVS               3.385 "CC(C)(C)O[CH]1C[CH](N(C1)C(=O)OCc2ccccc2)C(=O)N[CH](CO)C[CH]3CCNC3=O"                                                                                                                          
A1AQ3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(C)(C)O[C@@H]1C[C@H](N(C1)C(=O)OCc2ccccc2)C(=O)N[C@@H](C[C@@H]3CCNC3=O)CO"                                                                                                                   
A1AQ3 SMILES           "OpenEye OEToolkits" 2.0.7 "CC(C)(C)OC1CC(N(C1)C(=O)OCc2ccccc2)C(=O)NC(CC3CCNC3=O)CO"                                                                                                                                      
# 
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 
A1AQ3 "SYSTEMATIC NAME" ACDLabs              12.01 "benzyl (2S,4S)-4-tert-butoxy-2-({(2R)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}carbamoyl)pyrrolidine-1-carboxylate"                                               
A1AQ3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(phenylmethyl) (2~{S},4~{R})-4-[(2-methylpropan-2-yl)oxy]-2-[[(2~{S})-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]carbamoyl]pyrrolidine-1-carboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AQ3 "Create component" 2024-05-10 RCSB 
A1AQ3 "Modify PCM"       2024-09-27 PDBE 
A1AQ3 "Initial release"  2025-05-14 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1AQ3 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C8 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
