data_A1AR4
# 
_chem_comp.id                                    A1AR4 
_chem_comp.name                                  "benzyl (7S)-7-({(2R)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}carbamoyl)-6-azaspiro[3.4]octane-6-carboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H31 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-15 
_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                        429.509 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AR4 
_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        9BS8 
_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 
A1AR4 N1  N1  N 0 1 N N N N N N -8.483  -14.780 -18.421 0.891  -0.911 -0.140 N1  A1AR4 1  
A1AR4 N3  N2  N 0 1 N N N N N N -15.241 -16.400 -15.977 -4.266 1.565  -2.276 N3  A1AR4 2  
A1AR4 C4  C1  C 0 1 N N N N N N -8.147  -12.428 -18.459 -0.775 -2.682 -0.128 C4  A1AR4 3  
A1AR4 C5  C2  C 0 1 N N N N N N -10.387 -13.314 -17.905 -1.322 -0.407 0.749  C5  A1AR4 4  
A1AR4 C6  C3  C 0 1 N N N N N N -12.601 -11.023 -16.377 -3.846 -0.412 2.697  C6  A1AR4 5  
A1AR4 C7  C4  C 0 1 N N S N N N -12.515 -12.490 -16.809 -3.391 0.556  1.603  C7  A1AR4 6  
A1AR4 C8  C5  C 0 1 N N N N N N -13.297 -13.335 -15.797 -4.615 1.213  0.962  C8  A1AR4 7  
A1AR4 C10 C6  C 0 1 N N N N N N -14.253 -15.546 -15.259 -3.448 1.621  -1.211 C10 A1AR4 8  
A1AR4 C13 C7  C 0 1 N N N N N N -6.291  -12.301 -20.142 0.859  -4.690 0.091  C13 A1AR4 9  
A1AR4 C15 C8  C 0 1 N N N N N N -5.469  -13.122 -18.338 0.885  -3.744 -1.815 C15 A1AR4 10 
A1AR4 C17 C9  C 0 1 N N N N N N -9.262  -18.267 -18.932 3.407  1.717  -0.188 C17 A1AR4 11 
A1AR4 C20 C10 C 0 1 Y N N N N N -8.853  -18.765 -22.725 7.107  1.344  -0.841 C20 A1AR4 12 
A1AR4 C21 C11 C 0 1 Y N N N N N -8.088  -20.089 -22.731 7.627  1.483  0.432  C21 A1AR4 13 
A1AR4 C22 C12 C 0 1 Y N N N N N -7.801  -20.684 -21.590 6.781  1.692  1.505  C22 A1AR4 14 
A1AR4 C1  C13 C 0 1 N N N N N N -6.897  -13.126 -18.965 0.620  -3.266 -0.393 C1  A1AR4 15 
A1AR4 C11 C14 C 0 1 N N N N N N -14.186 -14.882 -17.559 -5.379 2.967  -0.680 C11 A1AR4 16 
A1AR4 C12 C15 C 0 1 N N N N N N -15.010 -16.189 -17.491 -5.581 2.139  -1.969 C12 A1AR4 17 
A1AR4 C14 C16 C 0 1 N N N N N N -4.920  -12.428 -19.546 0.460  -5.142 -1.327 C14 A1AR4 18 
A1AR4 C16 C17 C 0 1 N N N N N N -8.966  -16.097 -18.069 1.494  0.291  -0.238 C16 A1AR4 19 
A1AR4 C18 C18 C 0 1 Y N N N N N -8.851  -18.910 -20.255 4.896  1.634  0.031  C18 A1AR4 20 
A1AR4 C19 C19 C 0 1 Y N N N N N -9.204  -18.220 -21.572 5.741  1.419  -1.042 C19 A1AR4 21 
A1AR4 C2  C20 C 0 1 N N N N N N -7.517  -14.461 -19.496 1.568  -2.191 0.154  C2  A1AR4 22 
A1AR4 C23 C21 C 0 1 Y N N N N N -8.188  -20.047 -20.256 5.415  1.762  1.306  C23 A1AR4 23 
A1AR4 C3  C22 C 0 1 N N S N N N -8.869  -13.552 -17.761 -0.549 -1.162 -0.302 C3  A1AR4 24 
A1AR4 C9  C23 C 0 1 N N S N N N -13.436 -14.816 -16.282 -4.157 2.272  -0.044 C9  A1AR4 25 
A1AR4 N2  N3  N 0 1 N N N N N N -11.100 -12.793 -16.761 -2.640 -0.178 0.582  N2  A1AR4 26 
A1AR4 O1  O1  O 0 1 N N N N N N -10.943 -13.542 -18.942 -0.758 -0.004 1.744  O1  A1AR4 27 
A1AR4 O2  O2  O 0 1 N N N N N N -14.135 -15.466 -14.095 -2.307 1.210  -1.189 O2  A1AR4 28 
A1AR4 O3  O3  O 0 1 N N N N N N -13.844 -10.460 -16.724 -4.774 -1.350 2.146  O3  A1AR4 29 
A1AR4 O4  O4  O 0 1 N N N N N N -9.830  -16.224 -17.256 0.835  1.283  -0.479 O4  A1AR4 30 
A1AR4 O5  O5  O 0 1 N N N N N N -8.391  -17.194 -18.722 2.826  0.392  -0.068 O5  A1AR4 31 
A1AR4 H13 H1  H 0 1 N N N N N N -15.925 -16.997 -15.558 -4.018 1.196  -3.138 H13 A1AR4 32 
A1AR4 H5  H2  H 0 1 N N N N N N -7.897  -11.617 -17.759 -1.495 -3.055 -0.856 H5  A1AR4 33 
A1AR4 H4  H3  H 0 1 N N N N N N -8.744  -12.024 -19.290 -1.101 -2.907 0.887  H4  A1AR4 34 
A1AR4 H7  H4  H 0 1 N N N N N N -12.472 -10.962 -15.286 -2.982 -0.946 3.092  H7  A1AR4 35 
A1AR4 H6  H5  H 0 1 N N N N N N -11.800 -10.456 -16.873 -4.327 0.146  3.499  H6  A1AR4 36 
A1AR4 H9  H6  H 0 1 N N N N N N -12.927 -12.620 -17.821 -2.753 1.324  2.041  H9  A1AR4 37 
A1AR4 H11 H7  H 0 1 N N N N N N -12.767 -13.322 -14.833 -5.206 0.456  0.448  H11 A1AR4 38 
A1AR4 H10 H8  H 0 1 N N N N N N -14.301 -12.904 -15.670 -5.221 1.685  1.735  H10 A1AR4 39 
A1AR4 H19 H9  H 0 1 N N N N N N -6.397  -12.782 -21.126 1.899  -4.899 0.340  H19 A1AR4 40 
A1AR4 H20 H10 H 0 1 N N N N N N -6.659  -11.266 -20.198 0.163  -5.014 0.865  H20 A1AR4 41 
A1AR4 H24 H11 H 0 1 N N N N N N -5.390  -12.534 -17.411 0.209  -3.315 -2.555 H24 A1AR4 42 
A1AR4 H23 H12 H 0 1 N N N N N N -5.052  -14.126 -18.172 1.932  -3.681 -2.110 H23 A1AR4 43 
A1AR4 H26 H13 H 0 1 N N N N N N -9.172  -18.995 -18.112 2.966  2.376  0.560  H26 A1AR4 44 
A1AR4 H25 H14 H 0 1 N N N N N N -10.300 -17.907 -18.991 3.207  2.113  -1.184 H25 A1AR4 45 
A1AR4 H28 H15 H 0 1 N N N N N N -9.105  -18.278 -23.656 7.767  1.180  -1.679 H28 A1AR4 46 
A1AR4 H29 H16 H 0 1 N N N N N N -7.784  -20.535 -23.666 8.694  1.428  0.588  H29 A1AR4 47 
A1AR4 H30 H17 H 0 1 N N N N N N -7.286  -21.633 -21.598 7.188  1.800  2.500  H30 A1AR4 48 
A1AR4 H15 H18 H 0 1 N N N N N N -14.853 -14.013 -17.658 -5.148 4.006  -0.917 H15 A1AR4 49 
A1AR4 H14 H19 H 0 1 N N N N N N -13.491 -14.910 -18.411 -6.253 2.901  -0.033 H14 A1AR4 50 
A1AR4 H17 H20 H 0 1 N N N N N N -14.447 -17.030 -17.923 -5.911 2.783  -2.783 H17 A1AR4 51 
A1AR4 H16 H21 H 0 1 N N N N N N -15.967 -16.077 -18.022 -6.308 1.345  -1.796 H16 A1AR4 52 
A1AR4 H21 H22 H 0 1 N N N N N N -4.234  -13.049 -20.141 1.081  -5.948 -1.719 H21 A1AR4 53 
A1AR4 H22 H23 H 0 1 N N N N N N -4.442  -11.463 -19.324 -0.607 -5.337 -1.438 H22 A1AR4 54 
A1AR4 H27 H24 H 0 1 N N N N N N -9.742  -17.284 -21.561 5.335  1.320  -2.037 H27 A1AR4 55 
A1AR4 H1  H25 H 0 1 N N N N N N -8.023  -14.314 -20.462 2.530  -2.237 -0.357 H1  A1AR4 56 
A1AR4 H2  H26 H 0 1 N N N N N N -6.754  -15.247 -19.598 1.701  -2.312 1.229  H2  A1AR4 57 
A1AR4 H31 H27 H 0 1 N N N N N N -7.921  -20.524 -19.325 4.754  1.925  2.144  H31 A1AR4 58 
A1AR4 H3  H28 H 0 1 N N N N N N -8.597  -13.574 -16.695 -0.870 -0.851 -1.296 H3  A1AR4 59 
A1AR4 H12 H29 H 0 1 N N N N N N -12.440 -15.272 -16.385 -3.506 3.000  0.440  H12 A1AR4 60 
A1AR4 H8  H30 H 0 1 N N N N N N -10.600 -12.637 -15.909 -3.091 -0.501 -0.214 H8  A1AR4 61 
A1AR4 H18 H31 H 0 1 N N N N N N -13.870 -9.552  -16.445 -5.105 -1.996 2.785  H18 A1AR4 62 
# 
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 
A1AR4 C1  C2  SING N N 1  
A1AR4 C1  C4  SING N N 2  
A1AR4 C1  C13 SING N N 3  
A1AR4 C1  C15 SING N N 4  
A1AR4 C2  N1  SING N N 5  
A1AR4 N1  C3  SING N N 6  
A1AR4 N1  C16 SING N N 7  
A1AR4 C3  C4  SING N N 8  
A1AR4 C3  C5  SING N N 9  
A1AR4 C5  O1  DOUB N N 10 
A1AR4 C5  N2  SING N N 11 
A1AR4 C6  C7  SING N N 12 
A1AR4 C6  O3  SING N N 13 
A1AR4 N2  C7  SING N N 14 
A1AR4 C7  C8  SING N N 15 
A1AR4 C8  C9  SING N N 16 
A1AR4 C9  C10 SING N N 17 
A1AR4 C9  C11 SING N N 18 
A1AR4 C10 O2  DOUB N N 19 
A1AR4 C10 N3  SING N N 20 
A1AR4 N3  C12 SING N N 21 
A1AR4 C11 C12 SING N N 22 
A1AR4 C13 C14 SING N N 23 
A1AR4 C14 C15 SING N N 24 
A1AR4 C16 O4  DOUB N N 25 
A1AR4 C16 O5  SING N N 26 
A1AR4 O5  C17 SING N N 27 
A1AR4 C17 C18 SING N N 28 
A1AR4 C18 C19 DOUB Y N 29 
A1AR4 C18 C23 SING Y N 30 
A1AR4 C19 C20 SING Y N 31 
A1AR4 C20 C21 DOUB Y N 32 
A1AR4 C21 C22 SING Y N 33 
A1AR4 C22 C23 DOUB Y N 34 
A1AR4 N3  H13 SING N N 35 
A1AR4 C4  H5  SING N N 36 
A1AR4 C4  H4  SING N N 37 
A1AR4 C6  H7  SING N N 38 
A1AR4 C6  H6  SING N N 39 
A1AR4 C7  H9  SING N N 40 
A1AR4 C8  H11 SING N N 41 
A1AR4 C8  H10 SING N N 42 
A1AR4 C13 H19 SING N N 43 
A1AR4 C13 H20 SING N N 44 
A1AR4 C15 H24 SING N N 45 
A1AR4 C15 H23 SING N N 46 
A1AR4 C17 H26 SING N N 47 
A1AR4 C17 H25 SING N N 48 
A1AR4 C20 H28 SING N N 49 
A1AR4 C21 H29 SING N N 50 
A1AR4 C22 H30 SING N N 51 
A1AR4 C11 H15 SING N N 52 
A1AR4 C11 H14 SING N N 53 
A1AR4 C12 H17 SING N N 54 
A1AR4 C12 H16 SING N N 55 
A1AR4 C14 H21 SING N N 56 
A1AR4 C14 H22 SING N N 57 
A1AR4 C19 H27 SING N N 58 
A1AR4 C2  H1  SING N N 59 
A1AR4 C2  H2  SING N N 60 
A1AR4 C23 H31 SING N N 61 
A1AR4 C3  H3  SING N N 62 
A1AR4 C9  H12 SING N N 63 
A1AR4 N2  H8  SING N N 64 
A1AR4 O3  H18 SING N N 65 
# 
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 
A1AR4 SMILES           ACDLabs              12.01 "O=C1NCCC1CC(CO)NC(=O)C1CC2(CCC2)CN1C(=O)OCc1ccccc1"                                                                                                                                     
A1AR4 InChI            InChI                1.06  "InChI=1S/C23H31N3O5/c27-13-18(11-17-7-10-24-20(17)28)25-21(29)19-12-23(8-4-9-23)15-26(19)22(30)31-14-16-5-2-1-3-6-16/h1-3,5-6,17-19,27H,4,7-15H2,(H,24,28)(H,25,29)/t17-,18+,19-/m0/s1" 
A1AR4 InChIKey         InChI                1.06  HMWSWZBUIUMKHP-OTWHNJEPSA-N                                                                                                                                                              
A1AR4 SMILES_CANONICAL CACTVS               3.385 "OC[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H]2CC3(CCC3)CN2C(=O)OCc4ccccc4"                                                                                                                       
A1AR4 SMILES           CACTVS               3.385 "OC[CH](C[CH]1CCNC1=O)NC(=O)[CH]2CC3(CCC3)CN2C(=O)OCc4ccccc4"                                                                                                                            
A1AR4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)COC(=O)N2CC3(CCC3)C[C@H]2C(=O)N[C@@H](C[C@@H]4CCNC4=O)CO"                                                                                                                     
A1AR4 SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)COC(=O)N2CC3(CCC3)CC2C(=O)NC(CC4CCNC4=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 
A1AR4 "SYSTEMATIC NAME" ACDLabs              12.01 "benzyl (7S)-7-({(2R)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}carbamoyl)-6-azaspiro[3.4]octane-6-carboxylate"                             
A1AR4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(phenylmethyl) (7~{S})-7-[[(2~{S})-1-oxidanyl-3-[(3~{S})-2-oxidanylidenepyrrolidin-3-yl]propan-2-yl]carbamoyl]-6-azaspiro[3.4]octane-6-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 
A1AR4 "Create component" 2024-05-15 RCSB 
A1AR4 "Modify PCM"       2024-09-27 PDBE 
A1AR4 "Initial release"  2025-05-14 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            A1AR4 
_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               C6 
_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      ? 
# 
