data_A1IWA
# 
_chem_comp.id                                    A1IWA 
_chem_comp.name                                  "[(2R,3S,4S)-4-oxidanyl-2-[(4-prop-2-ynoxyphenyl)methyl]pyrrolidin-3-yl] ethanoate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H19 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-12-06 
_chem_comp.pdbx_modified_date                    2025-11-14 
_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                        289.326 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IWA 
_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        9HL9 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              ? 
# 
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 
A1IWA C10 C1  C 0 1 Y N N N N N 252.867 276.376 288.554 -3.472 0.414  0.364  C10 A1IWA 1  
A1IWA C13 C2  C 0 1 N N N N N N 252.714 273.992 286.632 -6.967 -0.268 -0.349 C13 A1IWA 2  
A1IWA C15 C3  C 0 1 Y N N N N N 253.636 277.538 288.583 -2.717 0.855  1.441  C15 A1IWA 3  
A1IWA C17 C4  C 0 1 N N S N N N 249.047 281.757 289.828 2.977  -0.329 0.369  C17 A1IWA 4  
A1IWA C20 C5  C 0 1 N N N N N N 250.867 284.648 288.058 4.988  2.534  -1.080 C20 A1IWA 5  
A1IWA C02 C6  C 0 1 N N S N N N 248.548 281.771 291.039 3.517  -1.668 -0.175 C02 A1IWA 6  
A1IWA C03 C7  C 0 1 N N N N N N 249.716 281.138 291.945 2.263  -2.525 -0.449 C03 A1IWA 7  
A1IWA C05 C8  C 0 1 N N R N N N 249.951 280.331 289.795 1.441  -0.491 0.378  C05 A1IWA 8  
A1IWA C06 C9  C 0 1 N N N N N N 250.878 280.280 288.608 0.765  0.824  -0.015 C06 A1IWA 9  
A1IWA C07 C10 C 0 1 Y N N N N N 251.590 278.886 288.586 -0.729 0.680  0.118  C07 A1IWA 10 
A1IWA C08 C11 C 0 1 Y N N N N N 250.824 277.729 288.554 -1.479 0.239  -0.957 C08 A1IWA 11 
A1IWA C09 C12 C 0 1 Y N N N N N 251.454 276.465 288.539 -2.849 0.106  -0.836 C09 A1IWA 12 
A1IWA C12 C13 C 0 1 N N N N N N 252.665 274.113 288.148 -5.532 -0.182 -0.664 C12 A1IWA 13 
A1IWA C14 C14 C 0 1 N N N N N N 252.746 273.900 285.451 -8.112 -0.337 -0.098 C14 A1IWA 14 
A1IWA C16 C15 C 0 1 Y N N N N N 253.013 278.798 288.601 -1.348 0.987  1.316  C16 A1IWA 15 
A1IWA C19 C16 C 0 1 N N N N N N 249.896 283.459 288.384 4.519  1.390  -0.219 C19 A1IWA 16 
A1IWA N04 N1  N 0 1 N N N N N N 250.641 280.349 290.931 1.169  -1.538 -0.640 N04 A1IWA 17 
A1IWA O01 O1  O 0 1 N N N N N N 247.347 280.933 291.105 4.347  -2.301 0.800  O01 A1IWA 18 
A1IWA O11 O2  O 0 1 N N N N N N 253.484 275.150 288.532 -4.819 0.278  0.487  O11 A1IWA 19 
A1IWA O18 O3  O 0 1 N N N N N N 249.885 282.894 289.670 3.366  0.764  -0.504 O18 A1IWA 20 
A1IWA O21 O4  O 0 1 N N N N N N 249.183 283.031 287.549 5.180  1.036  0.729  O21 A1IWA 21 
A1IWA H1  H1  H 0 1 N N N N N N 254.714 277.470 288.592 -3.200 1.096  2.377  H1  A1IWA 22 
A1IWA H2  H2  H 0 1 N N N N N N 248.285 281.699 289.036 3.345  -0.156 1.380  H2  A1IWA 23 
A1IWA H3  H3  H 0 1 N N N N N N 250.741 284.947 287.007 4.266  2.707  -1.879 H3  A1IWA 24 
A1IWA H4  H4  H 0 1 N N N N N N 250.634 285.501 288.712 5.078  3.434  -0.472 H4  A1IWA 25 
A1IWA H5  H5  H 0 1 N N N N N N 251.906 284.329 288.227 5.958  2.289  -1.513 H5  A1IWA 26 
A1IWA H6  H6  H 0 1 N N N N N N 248.331 282.786 291.404 4.075  -1.504 -1.097 H6  A1IWA 27 
A1IWA H7  H7  H 0 1 N N N N N N 249.295 280.454 292.696 2.399  -3.121 -1.352 H7  A1IWA 28 
A1IWA H8  H8  H 0 1 N N N N N N 250.286 281.932 292.451 2.050  -3.171 0.402  H8  A1IWA 29 
A1IWA H9  H9  H 0 1 N N N N N N 249.242 279.491 289.748 1.099  -0.817 1.360  H9  A1IWA 30 
A1IWA H10 H10 H 0 1 N N N N N N 251.630 281.078 288.691 1.113  1.622  0.640  H10 A1IWA 31 
A1IWA H11 H11 H 0 1 N N N N N N 250.301 280.415 287.682 1.015  1.067  -1.048 H11 A1IWA 32 
A1IWA H12 H12 H 0 1 N N N N N N 249.746 277.795 288.541 -0.994 0.000  -1.891 H12 A1IWA 33 
A1IWA H13 H13 H 0 1 N N N N N N 250.857 275.565 288.516 -3.434 -0.238 -1.676 H13 A1IWA 34 
A1IWA H14 H14 H 0 1 N N N N N N 251.633 274.317 288.470 -5.163 -1.166 -0.950 H14 A1IWA 35 
A1IWA H15 H15 H 0 1 N N N N N N 253.014 273.176 288.606 -5.381 0.517  -1.487 H15 A1IWA 36 
A1IWA H16 H16 H 0 1 N N N N N N 252.775 273.818 284.395 -9.136 -0.398 0.126  H16 A1IWA 37 
A1IWA H17 H17 H 0 1 N N N N N N 253.611 279.697 288.626 -0.760 1.331  2.154  H17 A1IWA 38 
A1IWA H18 H18 H 0 1 N N N N N N 250.810 279.419 291.257 0.267  -1.964 -0.488 H18 A1IWA 39 
A1IWA H20 H20 H 0 1 N N N N N N 246.995 280.952 291.987 4.716  -3.148 0.513  H20 A1IWA 40 
# 
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 
A1IWA C14 C13 TRIP N N 1  
A1IWA C13 C12 SING N N 2  
A1IWA O21 C19 DOUB N N 3  
A1IWA C20 C19 SING N N 4  
A1IWA C12 O11 SING N N 5  
A1IWA C19 O18 SING N N 6  
A1IWA O11 C10 SING N N 7  
A1IWA C09 C08 DOUB Y N 8  
A1IWA C09 C10 SING Y N 9  
A1IWA C08 C07 SING Y N 10 
A1IWA C10 C15 DOUB Y N 11 
A1IWA C15 C16 SING Y N 12 
A1IWA C07 C16 DOUB Y N 13 
A1IWA C07 C06 SING N N 14 
A1IWA C06 C05 SING N N 15 
A1IWA O18 C17 SING N N 16 
A1IWA C05 C17 SING N N 17 
A1IWA C05 N04 SING N N 18 
A1IWA C17 C02 SING N N 19 
A1IWA N04 C03 SING N N 20 
A1IWA C02 O01 SING N N 21 
A1IWA C02 C03 SING N N 22 
A1IWA C15 H1  SING N N 23 
A1IWA C17 H2  SING N N 24 
A1IWA C20 H3  SING N N 25 
A1IWA C20 H4  SING N N 26 
A1IWA C20 H5  SING N N 27 
A1IWA C02 H6  SING N N 28 
A1IWA C03 H7  SING N N 29 
A1IWA C03 H8  SING N N 30 
A1IWA C05 H9  SING N N 31 
A1IWA C06 H10 SING N N 32 
A1IWA C06 H11 SING N N 33 
A1IWA C08 H12 SING N N 34 
A1IWA C09 H13 SING N N 35 
A1IWA C12 H14 SING N N 36 
A1IWA C12 H15 SING N N 37 
A1IWA C14 H16 SING N N 38 
A1IWA C16 H17 SING N N 39 
A1IWA N04 H18 SING N N 40 
A1IWA O01 H20 SING N N 41 
# 
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 
A1IWA InChI            InChI                1.06  "InChI=1S/C16H19NO4/c1-3-8-20-13-6-4-12(5-7-13)9-14-16(21-11(2)18)15(19)10-17-14/h1,4-7,14-17,19H,8-10H2,2H3/t14-,15+,16+/m1/s1" 
A1IWA InChIKey         InChI                1.06  ZCMDJPGGPUGBJT-PMPSAXMXSA-N                                                                                                      
A1IWA SMILES_CANONICAL CACTVS               3.385 "CC(=O)O[C@@H]1[C@@H](O)CN[C@@H]1Cc2ccc(OCC#C)cc2"                                                                               
A1IWA SMILES           CACTVS               3.385 "CC(=O)O[CH]1[CH](O)CN[CH]1Cc2ccc(OCC#C)cc2"                                                                                     
A1IWA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CC(=O)O[C@@H]1[C@H](CN[C@@H]1Cc2ccc(cc2)OCC#C)O"                                                                                
A1IWA SMILES           "OpenEye OEToolkits" 2.0.7 "CC(=O)OC1C(CNC1Cc2ccc(cc2)OCC#C)O"                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           A1IWA 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "[(2~{R},3~{S},4~{S})-4-oxidanyl-2-[(4-prop-2-ynoxyphenyl)methyl]pyrrolidin-3-yl] ethanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IWA "Create component"   2024-12-06 PDBE 
A1IWA "Modify coordinates" 2025-02-04 PDBE 
A1IWA "Modify name"        2025-02-05 PDBE 
A1IWA "Initial release"    2025-11-19 RCSB 
# 
