data_A1IPB
# 
_chem_comp.id                                    A1IPB 
_chem_comp.name                                  "(2R,3R,4R,5S)-2-[2-(1-adamantyl)ethyl]-2-(hydroxymethyl)piperidine-3,4,5-triol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H31 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                        325.443 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IPB 
_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        9GTT 
_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 
A1IPB C2  C1  C 0 1 N N S N N N -12.573 -31.695 95.485  3.213  -1.505 -0.742 C2  A1IPB 1  
A1IPB C4  C2  C 0 1 N N R N N N -13.782 -31.009 97.513  2.938  0.468  0.761  C4  A1IPB 2  
A1IPB C3  C3  C 0 1 N N R N N N -12.469 -31.547 96.992  2.959  -1.062 0.701  C3  A1IPB 3  
A1IPB C6  C4  C 0 1 N N N N N N -16.258 -31.330 97.557  1.849  2.525  -0.147 C6  A1IPB 4  
A1IPB C5  C5  C 0 1 N N R N N N -14.922 -31.952 97.200  1.861  0.996  -0.189 C5  A1IPB 5  
A1IPB O2  O1  O 0 1 N N N N N N -11.411 -32.311 94.939  3.180  -2.932 -0.816 O2  A1IPB 6  
A1IPB C1  C6  C 0 1 N N N N N N -13.726 -32.604 95.122  2.128  -0.920 -1.649 C1  A1IPB 7  
A1IPB N5  N1  N 0 1 N N N N N N -14.968 -32.145 95.731  2.149  0.546  -1.557 N5  A1IPB 8  
A1IPB O3  O2  O 0 1 N N N N N N -11.423 -30.651 97.338  4.001  -1.559 1.544  O3  A1IPB 9  
A1IPB O4  O3  O 0 1 N N N N N N -13.693 -30.814 98.915  2.646  0.889  2.095  O4  A1IPB 10 
A1IPB O6  O4  O 0 1 N N N N N N -16.411 -29.996 97.071  3.085  3.025  -0.662 O6  A1IPB 11 
A1IPB C12 C7  C 0 1 N N N N N N -14.763 -33.280 98.004  0.493  0.464  0.245  C12 A1IPB 12 
A1IPB C13 C8  C 0 1 N N N N N N -15.868 -34.320 97.785  -0.566 0.888  -0.775 C13 A1IPB 13 
A1IPB C14 C9  C 0 1 N N N N N N -15.687 -35.665 98.552  -1.933 0.356  -0.341 C14 A1IPB 14 
A1IPB C53 C10 C 0 1 N N N N N N -16.916 -36.520 98.324  -1.885 -1.171 -0.262 C53 A1IPB 15 
A1IPB C47 C11 C 0 1 N N N N N N -16.826 -37.896 98.983  -3.252 -1.702 0.172  C47 A1IPB 16 
A1IPB C48 C12 C 0 1 N N N N N N -16.647 -37.746 100.473 -4.311 -1.278 -0.847 C48 A1IPB 17 
A1IPB C18 C13 C 0 1 N N N N N N -15.435 -36.886 100.743 -4.360 0.249  -0.927 C18 A1IPB 18 
A1IPB C19 C14 C 0 1 N N N N N N -15.560 -35.515 100.065 -2.992 0.781  -1.360 C19 A1IPB 19 
A1IPB C17 C15 C 0 1 N N N N N N -14.199 -37.586 100.192 -4.717 0.820  0.447  C17 A1IPB 20 
A1IPB C46 C16 C 0 1 N N N N N N -15.617 -38.617 98.433  -3.609 -1.132 1.546  C46 A1IPB 21 
A1IPB C16 C17 C 0 1 N N N N N N -14.364 -37.779 98.696  -3.658 0.396  1.467  C16 A1IPB 22 
A1IPB C15 C18 C 0 1 N N N N N N -14.497 -36.432 98.005  -2.290 0.927  1.033  C15 A1IPB 23 
A1IPB H1  H1  H 0 1 N N N N N N -12.734 -30.705 95.034  4.190  -1.146 -1.066 H1  A1IPB 24 
A1IPB H2  H2  H 0 1 N N N N N N -13.983 -30.047 97.019  3.911  0.857  0.462  H2  A1IPB 25 
A1IPB H3  H3  H 0 1 N N N N N N -12.286 -32.537 97.436  2.000  -1.454 1.039  H3  A1IPB 26 
A1IPB H4  H4  H 0 1 N N N N N N -16.354 -31.315 98.653  1.025  2.899  -0.755 H4  A1IPB 27 
A1IPB H5  H5  H 0 1 N N N N N N -17.058 -31.951 97.128  1.723  2.860  0.882  H5  A1IPB 28 
A1IPB H6  H6  H 0 1 N N N N N N -10.648 -31.781 95.137  3.334  -3.283 -1.704 H6  A1IPB 29 
A1IPB H7  H7  H 0 1 N N N N N N -13.845 -32.615 94.028  2.314  -1.222 -2.680 H7  A1IPB 30 
A1IPB H8  H8  H 0 1 N N N N N N -13.507 -33.622 95.477  1.153  -1.290 -1.333 H8  A1IPB 31 
A1IPB H9  H9  H 0 1 N N N N N N -15.212 -31.270 95.312  3.030  0.916  -1.881 H9  A1IPB 32 
A1IPB H11 H11 H 0 1 N N N N N N -11.373 -30.571 98.283  4.076  -2.523 1.551  H11 A1IPB 33 
A1IPB H12 H12 H 0 1 N N N N N N -14.519 -30.476 99.241  3.288  0.588  2.752  H12 A1IPB 34 
A1IPB H13 H13 H 0 1 N N N N N N -17.263 -29.662 97.325  3.148  3.990  -0.666 H13 A1IPB 35 
A1IPB H14 H14 H 0 1 N N N N N N -13.805 -33.738 97.716  0.528  -0.624 0.301  H14 A1IPB 36 
A1IPB H15 H15 H 0 1 N N N N N N -16.821 -33.874 98.104  -0.600 1.976  -0.831 H15 A1IPB 37 
A1IPB H16 H16 H 0 1 N N N N N N -17.789 -35.993 98.735  -1.630 -1.577 -1.240 H16 A1IPB 38 
A1IPB H17 H17 H 0 1 N N N N N N -17.048 -36.660 97.241  -1.130 -1.473 0.465  H17 A1IPB 39 
A1IPB H18 H18 H 0 1 N N N N N N -17.738 -38.472 98.768  -3.218 -2.790 0.228  H18 A1IPB 40 
A1IPB H19 H19 H 0 1 N N N N N N -17.540 -37.270 100.905 -4.057 -1.685 -1.826 H19 A1IPB 41 
A1IPB H20 H20 H 0 1 N N N N N N -16.504 -38.737 100.928 -5.285 -1.657 -0.539 H20 A1IPB 42 
A1IPB H21 H21 H 0 1 N N N N N N -15.320 -36.744 101.828 -5.114 0.551  -1.653 H21 A1IPB 43 
A1IPB H22 H22 H 0 1 N N N N N N -14.665 -34.917 100.294 -3.027 1.869  -1.417 H22 A1IPB 44 
A1IPB H23 H23 H 0 1 N N N N N N -16.453 -35.002 100.452 -2.738 0.374  -2.339 H23 A1IPB 45 
A1IPB H24 H24 H 0 1 N N N N N N -14.082 -38.565 100.679 -4.751 1.908  0.391  H24 A1IPB 46 
A1IPB H25 H25 H 0 1 N N N N N N -13.309 -36.970 100.388 -5.691 0.441  0.756  H25 A1IPB 47 
A1IPB H26 H26 H 0 1 N N N N N N -15.739 -38.765 97.350  -4.583 -1.510 1.855  H26 A1IPB 48 
A1IPB H27 H27 H 0 1 N N N N N N -15.516 -39.594 98.928  -2.855 -1.434 2.272  H27 A1IPB 49 
A1IPB H28 H28 H 0 1 N N N N N N -13.485 -38.307 98.297  -3.912 0.802  2.445  H28 A1IPB 50 
A1IPB H29 H29 H 0 1 N N N N N N -14.635 -36.592 96.925  -1.536 0.625  1.759  H29 A1IPB 51 
A1IPB H30 H30 H 0 1 N N N N N N -13.581 -35.847 98.175  -2.325 2.015  0.976  H30 A1IPB 52 
A1IPB H10 H10 H 0 1 N N N N N N -14.742 -33.028 99.074  0.239  0.871  1.224  H10 A1IPB 53 
A1IPB H31 H31 H 0 1 N N N N N N -15.911 -34.547 96.709  -0.312 0.482  -1.753 H31 A1IPB 54 
# 
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 
A1IPB O2  C2  SING N N 1  
A1IPB C1  C2  SING N N 2  
A1IPB C1  N5  SING N N 3  
A1IPB C2  C3  SING N N 4  
A1IPB N5  C5  SING N N 5  
A1IPB C3  O3  SING N N 6  
A1IPB C3  C4  SING N N 7  
A1IPB O6  C6  SING N N 8  
A1IPB C5  C4  SING N N 9  
A1IPB C5  C6  SING N N 10 
A1IPB C5  C12 SING N N 11 
A1IPB C4  O4  SING N N 12 
A1IPB C13 C12 SING N N 13 
A1IPB C13 C14 SING N N 14 
A1IPB C15 C14 SING N N 15 
A1IPB C15 C16 SING N N 16 
A1IPB C53 C14 SING N N 17 
A1IPB C53 C47 SING N N 18 
A1IPB C46 C16 SING N N 19 
A1IPB C46 C47 SING N N 20 
A1IPB C14 C19 SING N N 21 
A1IPB C16 C17 SING N N 22 
A1IPB C47 C48 SING N N 23 
A1IPB C19 C18 SING N N 24 
A1IPB C17 C18 SING N N 25 
A1IPB C48 C18 SING N N 26 
A1IPB C2  H1  SING N N 27 
A1IPB C4  H2  SING N N 28 
A1IPB C3  H3  SING N N 29 
A1IPB C6  H4  SING N N 30 
A1IPB C6  H5  SING N N 31 
A1IPB O2  H6  SING N N 32 
A1IPB C1  H7  SING N N 33 
A1IPB C1  H8  SING N N 34 
A1IPB N5  H9  SING N N 35 
A1IPB O3  H11 SING N N 36 
A1IPB O4  H12 SING N N 37 
A1IPB O6  H13 SING N N 38 
A1IPB C12 H14 SING N N 39 
A1IPB C13 H15 SING N N 40 
A1IPB C53 H16 SING N N 41 
A1IPB C53 H17 SING N N 42 
A1IPB C47 H18 SING N N 43 
A1IPB C48 H19 SING N N 44 
A1IPB C48 H20 SING N N 45 
A1IPB C18 H21 SING N N 46 
A1IPB C19 H22 SING N N 47 
A1IPB C19 H23 SING N N 48 
A1IPB C17 H24 SING N N 49 
A1IPB C17 H25 SING N N 50 
A1IPB C46 H26 SING N N 51 
A1IPB C46 H27 SING N N 52 
A1IPB C16 H28 SING N N 53 
A1IPB C15 H29 SING N N 54 
A1IPB C15 H30 SING N N 55 
A1IPB C12 H10 SING N N 56 
A1IPB C13 H31 SING N N 57 
# 
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 
A1IPB InChI            InChI                1.06  "InChI=1S/C18H31NO4/c20-10-18(16(23)15(22)14(21)9-19-18)2-1-17-6-11-3-12(7-17)5-13(4-11)8-17/h11-16,19-23H,1-10H2/t11-,12+,13-,14-,15+,16-,17+,18+/m0/s1" 
A1IPB InChIKey         InChI                1.06  YQJHNXNNSKQXQN-IFCQLEMFSA-N                                                                                                                               
A1IPB SMILES_CANONICAL CACTVS               3.385 "OC[C@@]1(CCC23CC4CC(CC(C4)C2)C3)NC[C@H](O)[C@@H](O)[C@@H]1O"                                                                                             
A1IPB SMILES           CACTVS               3.385 "OC[C]1(CCC23CC4CC(CC(C4)C2)C3)NC[CH](O)[CH](O)[CH]1O"                                                                                                    
A1IPB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C1[C@@H]([C@H]([C@@H]([C@@](N1)(CCC23CC4CC(C2)CC(C4)C3)CO)O)O)O"                                                                                         
A1IPB SMILES           "OpenEye OEToolkits" 2.0.7 "C1C2CC3CC1CC(C2)(C3)CCC4(C(C(C(CN4)O)O)O)CO"                                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           A1IPB 
_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-[2-(1-adamantyl)ethyl]-2-(hydroxymethyl)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 
A1IPB "Create component"     2024-09-20 PDBE 
A1IPB "Modify aromatic_flag" 2024-09-24 PDBE 
A1IPB "Initial release"      2025-10-01 RCSB 
# 
