data_A1IO9
# 
_chem_comp.id                                    A1IO9 
_chem_comp.name                                  "(2~{R},3~{R},4~{R},5~{S})-2-(hydroxymethyl)-2-(3-phenylpropyl)piperidine-3,4,5-triol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H23 N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-09-20 
_chem_comp.pdbx_modified_date                    2025-09-26 
_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                        281.347 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IO9 
_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        9GTL 
_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 
A1IO9 C1  C1  C 0 1 N N N N N N -13.646 -32.200 94.044 -1.641 -1.388 1.095  C1  A1IO9 1  
A1IO9 C2  C2  C 0 1 N N S N N N -12.448 -31.345 94.432 -3.083 -1.466 0.589  C2  A1IO9 2  
A1IO9 O2  O1  O 0 1 N N N N N N -11.318 -31.930 93.811 -3.367 -2.800 0.161  O2  A1IO9 3  
A1IO9 C3A C3  C 0 1 N N R N N N -12.275 -31.238 95.958 -3.259 -0.503 -0.589 C3A A1IO9 4  
A1IO9 O3A O2  O 0 1 N N N N N N -11.232 -30.337 96.312 -4.618 -0.530 -1.030 O3A A1IO9 5  
A1IO9 C4A C4  C 0 1 N N R N N N -13.584 -30.796 96.614 -2.895 0.914  -0.138 C4A A1IO9 6  
A1IO9 O4A O3  O 0 1 N N N N N N -13.420 -30.714 98.026 -3.002 1.810  -1.246 O4A A1IO9 7  
A1IO9 N5  N1  N 0 1 N N N N N N -14.863 -31.790 94.794 -1.343 -0.013 1.515  N5  A1IO9 8  
A1IO9 C5A C5  C 0 1 N N R N N N -14.750 -31.719 96.270 -1.458 0.923  0.390  C5A A1IO9 9  
A1IO9 C6A C6  C 0 1 N N N N N N -16.064 -31.154 96.831 -1.097 2.334  0.860  C6A A1IO9 10 
A1IO9 O6A O4  O 0 1 N N N N N N -16.404 -29.873 96.276 0.185  2.312  1.491  O6A A1IO9 11 
A1IO9 C13 C7  C 0 1 N N N N N N -14.502 -33.123 96.852 -0.502 0.499  -0.727 C13 A1IO9 12 
A1IO9 C12 C8  C 0 1 N N N N N N -15.464 -34.211 96.405 0.914  0.371  -0.164 C12 A1IO9 13 
A1IO9 C14 C9  C 0 1 N N N N N N -15.104 -35.590 97.004 1.844  -0.187 -1.244 C14 A1IO9 14 
A1IO9 C15 C10 C 0 1 Y N N N N N -16.180 -36.628 96.721 3.240  -0.313 -0.689 C15 A1IO9 15 
A1IO9 C16 C11 C 0 1 Y N N N N N -16.661 -37.438 97.752 3.634  -1.485 -0.071 C16 A1IO9 16 
A1IO9 C17 C12 C 0 1 Y N N N N N -17.656 -38.402 97.497 4.914  -1.600 0.438  C17 A1IO9 17 
A1IO9 C18 C13 C 0 1 Y N N N N N -18.146 -38.596 96.210 5.799  -0.544 0.329  C18 A1IO9 18 
A1IO9 C19 C14 C 0 1 Y N N N N N -17.675 -37.784 95.177 5.405  0.628  -0.290 C19 A1IO9 19 
A1IO9 C20 C15 C 0 1 Y N N N N N -16.689 -36.814 95.424 4.127  0.741  -0.804 C20 A1IO9 20 
A1IO9 H1  H1  H 0 1 N N N N N N -13.834 -32.087 92.966 -1.517 -2.062 1.943  H1  A1IO9 21 
A1IO9 H2  H2  H 0 1 N N N N N N -13.423 -33.253 94.269 -0.960 -1.679 0.296  H2  A1IO9 22 
A1IO9 H3  H3  H 0 1 N N N N N N -12.605 -30.331 94.035 -3.767 -1.188 1.391  H3  A1IO9 23 
A1IO9 H4  H4  H 0 1 N N N N N N -10.542 -31.427 94.026 -3.273 -3.464 0.857  H4  A1IO9 24 
A1IO9 H5  H5  H 0 1 N N N N N N -12.031 -32.241 96.338 -2.604 -0.805 -1.407 H5  A1IO9 25 
A1IO9 H6  H6  H 0 1 N N N N N N -11.155 -30.297 97.258 -4.918 -1.400 -1.326 H6  A1IO9 26 
A1IO9 H7  H7  H 0 1 N N N N N N -13.827 -29.796 96.226 -3.576 1.230  0.652  H7  A1IO9 27 
A1IO9 H8  H8  H 0 1 N N N N N N -14.237 -30.439 98.425 -3.887 1.852  -1.634 H8  A1IO9 28 
A1IO9 H9  H9  H 0 1 N N N N N N -15.127 -30.883 94.467 -1.936 0.268  2.281  H9  A1IO9 29 
A1IO9 H11 H11 H 0 1 N N N N N N -16.875 -31.861 96.604 -1.070 3.007  0.004  H11 A1IO9 30 
A1IO9 H12 H12 H 0 1 N N N N N N -15.964 -31.049 97.921 -1.846 2.682  1.572  H12 A1IO9 31 
A1IO9 H13 H13 H 0 1 N N N N N N -17.221 -29.570 96.655 0.479  3.174  1.815  H13 A1IO9 32 
A1IO9 H14 H14 H 0 1 N N N N N N -13.487 -33.432 96.563 -0.821 -0.462 -1.132 H14 A1IO9 33 
A1IO9 H15 H15 H 0 1 N N N N N N -14.564 -33.049 97.948 -0.513 1.248  -1.518 H15 A1IO9 34 
A1IO9 H16 H16 H 0 1 N N N N N N -16.480 -33.939 96.726 1.270  1.352  0.151  H16 A1IO9 35 
A1IO9 H17 H17 H 0 1 N N N N N N -15.433 -34.282 95.308 0.906  -0.304 0.692  H17 A1IO9 36 
A1IO9 H18 H18 H 0 1 N N N N N N -14.155 -35.932 96.565 1.488  -1.168 -1.559 H18 A1IO9 37 
A1IO9 H19 H19 H 0 1 N N N N N N -14.988 -35.486 98.093 1.852  0.488  -2.100 H19 A1IO9 38 
A1IO9 H20 H20 H 0 1 N N N N N N -16.268 -37.325 98.751 2.943  -2.310 0.014  H20 A1IO9 39 
A1IO9 H21 H21 H 0 1 N N N N N N -18.043 -38.998 98.311 5.223  -2.515 0.921  H21 A1IO9 40 
A1IO9 H22 H22 H 0 1 N N N N N N -18.880 -39.363 96.013 6.799  -0.634 0.727  H22 A1IO9 41 
A1IO9 H23 H23 H 0 1 N N N N N N -18.072 -37.902 94.180 6.098  1.451  -0.379 H23 A1IO9 42 
A1IO9 H24 H24 H 0 1 N N N N N N -16.319 -36.207 94.611 3.818  1.656  -1.287 H24 A1IO9 43 
# 
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 
A1IO9 O2  C2  SING N N 1  
A1IO9 C1  C2  SING N N 2  
A1IO9 C1  N5  SING N N 3  
A1IO9 C2  C3A SING N N 4  
A1IO9 N5  C5A SING N N 5  
A1IO9 C19 C20 DOUB Y N 6  
A1IO9 C19 C18 SING Y N 7  
A1IO9 C20 C15 SING Y N 8  
A1IO9 C3A O3A SING N N 9  
A1IO9 C3A C4A SING N N 10 
A1IO9 C18 C17 DOUB Y N 11 
A1IO9 C5A C4A SING N N 12 
A1IO9 C5A C6A SING N N 13 
A1IO9 C5A C13 SING N N 14 
A1IO9 O6A C6A SING N N 15 
A1IO9 C12 C13 SING N N 16 
A1IO9 C12 C14 SING N N 17 
A1IO9 C4A O4A SING N N 18 
A1IO9 C15 C14 SING N N 19 
A1IO9 C15 C16 DOUB Y N 20 
A1IO9 C17 C16 SING Y N 21 
A1IO9 C1  H1  SING N N 22 
A1IO9 C1  H2  SING N N 23 
A1IO9 C2  H3  SING N N 24 
A1IO9 O2  H4  SING N N 25 
A1IO9 C3A H5  SING N N 26 
A1IO9 O3A H6  SING N N 27 
A1IO9 C4A H7  SING N N 28 
A1IO9 O4A H8  SING N N 29 
A1IO9 N5  H9  SING N N 30 
A1IO9 C6A H11 SING N N 31 
A1IO9 C6A H12 SING N N 32 
A1IO9 O6A H13 SING N N 33 
A1IO9 C13 H14 SING N N 34 
A1IO9 C13 H15 SING N N 35 
A1IO9 C12 H16 SING N N 36 
A1IO9 C12 H17 SING N N 37 
A1IO9 C14 H18 SING N N 38 
A1IO9 C14 H19 SING N N 39 
A1IO9 C16 H20 SING N N 40 
A1IO9 C17 H21 SING N N 41 
A1IO9 C18 H22 SING N N 42 
A1IO9 C19 H23 SING N N 43 
A1IO9 C20 H24 SING N N 44 
# 
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 
A1IO9 InChI            InChI                1.06  "InChI=1S/C15H23NO4/c17-10-15(14(20)13(19)12(18)9-16-15)8-4-7-11-5-2-1-3-6-11/h1-3,5-6,12-14,16-20H,4,7-10H2/t12-,13+,14-,15+/m0/s1" 
A1IO9 InChIKey         InChI                1.06  MIBOIJNLAPFANC-LJISPDSOSA-N                                                                                                          
A1IO9 SMILES_CANONICAL CACTVS               3.385 "OC[C@@]1(CCCc2ccccc2)NC[C@H](O)[C@@H](O)[C@@H]1O"                                                                                   
A1IO9 SMILES           CACTVS               3.385 "OC[C]1(CCCc2ccccc2)NC[CH](O)[CH](O)[CH]1O"                                                                                          
A1IO9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CCC[C@]2([C@H]([C@@H]([C@H](CN2)O)O)O)CO"                                                                                 
A1IO9 SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(cc1)CCCC2(C(C(C(CN2)O)O)O)CO"                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           A1IO9 
_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~{R},4~{R},5~{S})-2-(hydroxymethyl)-2-(3-phenylpropyl)piperidine-3,4,5-triol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IO9 "Create component" 2024-09-20 PDBE 
A1IO9 "Initial release"  2025-10-01 RCSB 
# 
