data_A1IGB
# 
_chem_comp.id                                    A1IGB 
_chem_comp.name                                  "amide modified swainsonine-configured alkyl indolizidine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H27 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(1S,2R,3S,8R,8aR)-1,2,8-tris(oxidanyl)-N-pentyl-2,3,4,5,6,7,8,8a-octahydro-1H-indolizin-4-ium-3-carboxamide" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2024-06-27 
_chem_comp.pdbx_modified_date                    2024-10-04 
_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                        287.375 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IGB 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        9FTR 
_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 
A1IGB O1  O1  O 0 1 N N N N N N -45.172 14.745 -9.417  4.686  -0.618 -1.393 O1  A1IGB 1  
A1IGB C3  C1  C 0 1 N N N N N N -51.571 16.684 -2.685  -5.455 -0.410 -0.384 C3  A1IGB 2  
A1IGB C4  C2  C 0 1 N N N N N N -50.900 16.807 -4.064  -4.259 0.245  0.309  C4  A1IGB 3  
A1IGB C5  C3  C 0 1 N N N N N N -51.358 15.797 -5.124  -2.961 -0.279 -0.309 C5  A1IGB 4  
A1IGB C6  C4  C 0 1 N N N N N N -49.735 14.433 -6.419  -0.562 0.037  -0.028 C6  A1IGB 5  
A1IGB C9  C5  C 0 1 N N N N N N -48.201 12.843 -10.382 2.611  -2.493 1.140  C9  A1IGB 6  
A1IGB C11 C6  C 0 1 N N R N N N -46.126 13.702 -9.203  3.855  -0.794 -0.244 C11 A1IGB 7  
A1IGB C13 C7  C 0 1 N N S N N N -46.210 13.718 -6.564  2.591  1.401  -0.626 C13 A1IGB 8  
A1IGB C14 C8  C 0 1 N N R N N N -47.434 13.434 -5.602  1.162  1.846  -0.208 C14 A1IGB 9  
A1IGB N1  N1  N 0 1 N N N N N N -50.494 14.626 -5.332  -1.816 0.349  0.354  N1  A1IGB 10 
A1IGB C7  C9  C 0 1 N N S N N N -48.711 13.287 -6.455  0.617  0.682  0.655  C7  A1IGB 11 
A1IGB N2  N2  N 1 1 N N N N N N -48.055 13.084 -7.822  1.716  -0.276 0.777  N2  A1IGB 12 
A1IGB C8  C10 C 0 1 N N N N N N -48.923 13.001 -9.056  1.332  -1.673 0.912  C8  A1IGB 13 
A1IGB C10 C11 C 0 1 N N N N N N -47.043 13.837 -10.405 3.596  -2.291 -0.011 C10 A1IGB 14 
A1IGB C12 C12 C 0 1 N N R N N N -46.875 14.007 -7.902  2.505  -0.127 -0.475 C12 A1IGB 15 
A1IGB O2  O2  O 0 1 N N N N N N -45.270 12.644 -6.576  3.574  1.948  0.254  O2  A1IGB 16 
A1IGB O3  O3  O 0 1 N N N N N N -47.167 12.240 -4.858  1.222  3.049  0.561  O3  A1IGB 17 
A1IGB O4  O4  O 0 1 N N N N N N -49.903 15.168 -7.404  -0.381 -0.763 -0.922 O4  A1IGB 18 
A1IGB H1  H1  H 0 1 N N N N N N -44.540 14.748 -8.707  5.561  -1.021 -1.311 H1  A1IGB 19 
A1IGB H2  H2  H 0 1 N N N N N N -51.848 17.608 -2.156  -5.436 -0.169 -1.447 H2  A1IGB 20 
A1IGB H3  H3  H 0 1 N N N N N N -52.368 15.936 -2.558  -5.402 -1.492 -0.256 H3  A1IGB 21 
A1IGB H5  H5  H 0 1 N N N N N N -49.816 16.681 -3.924  -4.312 1.326  0.181  H5  A1IGB 22 
A1IGB H6  H6  H 0 1 N N N N N N -51.105 17.817 -4.450  -4.278 0.004  1.372  H6  A1IGB 23 
A1IGB H7  H7  H 0 1 N N N N N N -51.434 16.331 -6.083  -2.908 -1.360 -0.181 H7  A1IGB 24 
A1IGB H8  H8  H 0 1 N N N N N N -52.352 15.430 -4.829  -2.942 -0.037 -1.372 H8  A1IGB 25 
A1IGB H9  H9  H 0 1 N N N N N N -48.892 13.054 -11.212 3.079  -2.177 2.072  H9  A1IGB 26 
A1IGB H10 H10 H 0 1 N N N N N N -47.815 11.817 -10.478 2.353  -3.550 1.209  H10 A1IGB 27 
A1IGB H11 H11 H 0 1 N N N N N N -45.662 12.705 -9.166  4.338  -0.360 0.631  H11 A1IGB 28 
A1IGB H12 H12 H 0 1 N N N N N N -45.717 14.638 -6.215  2.798  1.679  -1.660 H12 A1IGB 29 
A1IGB H13 H13 H 0 1 N N N N N N -47.552 14.293 -4.925  0.537  1.992  -1.090 H13 A1IGB 30 
A1IGB H14 H14 H 0 1 N N N N N N -50.471 13.928 -4.616  -1.960 0.988  1.069  H14 A1IGB 31 
A1IGB H15 H15 H 0 1 N N N N N N -49.218 12.355 -6.166  0.325  1.049  1.639  H15 A1IGB 32 
A1IGB H17 H17 H 0 1 N N N N N N -49.519 13.924 -9.108  0.835  -2.010 0.002  H17 A1IGB 33 
A1IGB H18 H18 H 0 1 N N N N N N -49.594 12.137 -8.936  0.662  -1.791 1.764  H18 A1IGB 34 
A1IGB H19 H19 H 0 1 N N N N N N -46.453 13.668 -11.318 4.537  -2.786 0.229  H19 A1IGB 35 
A1IGB H20 H20 H 0 1 N N N N N N -47.456 14.857 -10.419 3.182  -2.730 -0.919 H20 A1IGB 36 
A1IGB H21 H21 H 0 1 N N N N N N -47.222 15.051 -7.919  1.988  -0.582 -1.319 H21 A1IGB 37 
A1IGB H22 H22 H 0 1 N N N N N N -44.905 12.532 -5.706  3.601  2.915  0.262  H22 A1IGB 38 
A1IGB H23 H23 H 0 1 N N N N N N -47.896 12.059 -4.276  1.599  3.802  0.085  H23 A1IGB 39 
A1IGB C2  C13 C 0 1 N N N N N N ?       ?      ?       -6.753 0.113  0.235  C2  A1IGB 40 
A1IGB C1  C14 C 0 1 N N N N N N ?       ?      ?       -7.949 -0.542 -0.458 C1  A1IGB 41 
A1IGB H4  H4  H 0 1 N N N N N N ?       ?      ?       -6.772 -0.128 1.298  H4  A1IGB 42 
A1IGB H16 H16 H 0 1 N N N N N N ?       ?      ?       -6.806 1.194  0.107  H16 A1IGB 43 
A1IGB H24 H24 H 0 1 N N N N N N ?       ?      ?       -7.930 -0.301 -1.521 H24 A1IGB 44 
A1IGB H25 H25 H 0 1 N N N N N N ?       ?      ?       -7.896 -1.623 -0.330 H25 A1IGB 45 
A1IGB H26 H26 H 0 1 N N N N N N ?       ?      ?       -8.874 -0.169 -0.017 H26 A1IGB 46 
A1IGB H27 H27 H 0 1 N N N N N N -47.646 12.174 -7.755  2.300  -0.014 1.557  H27 A1IGB 47 
# 
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 
A1IGB C10 C9  SING N N 1  
A1IGB C10 C11 SING N N 2  
A1IGB C9  C8  SING N N 3  
A1IGB O1  C11 SING N N 4  
A1IGB C11 C12 SING N N 5  
A1IGB C8  N2  SING N N 6  
A1IGB C12 N2  SING N N 7  
A1IGB C12 C13 SING N N 8  
A1IGB N2  C7  SING N N 9  
A1IGB O4  C6  DOUB N N 10 
A1IGB O2  C13 SING N N 11 
A1IGB C13 C14 SING N N 12 
A1IGB C7  C6  SING N N 13 
A1IGB C7  C14 SING N N 14 
A1IGB C6  N1  SING N N 15 
A1IGB C14 O3  SING N N 16 
A1IGB N1  C5  SING N N 17 
A1IGB C5  C4  SING N N 18 
A1IGB C4  C3  SING N N 19 
A1IGB O1  H1  SING N N 20 
A1IGB C3  H2  SING N N 21 
A1IGB C3  H3  SING N N 22 
A1IGB C4  H5  SING N N 23 
A1IGB C4  H6  SING N N 24 
A1IGB C5  H7  SING N N 25 
A1IGB C5  H8  SING N N 26 
A1IGB C9  H9  SING N N 27 
A1IGB C9  H10 SING N N 28 
A1IGB C11 H11 SING N N 29 
A1IGB C13 H12 SING N N 30 
A1IGB C14 H13 SING N N 31 
A1IGB N1  H14 SING N N 32 
A1IGB C7  H15 SING N N 33 
A1IGB C8  H17 SING N N 34 
A1IGB C8  H18 SING N N 35 
A1IGB C10 H19 SING N N 36 
A1IGB C10 H20 SING N N 37 
A1IGB C12 H21 SING N N 38 
A1IGB O2  H22 SING N N 39 
A1IGB O3  H23 SING N N 40 
A1IGB C3  C2  SING N N 41 
A1IGB C2  C1  SING N N 42 
A1IGB C2  H4  SING N N 43 
A1IGB C2  H16 SING N N 44 
A1IGB C1  H24 SING N N 45 
A1IGB C1  H25 SING N N 46 
A1IGB C1  H26 SING N N 47 
A1IGB N2  H27 SING N N 48 
# 
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 
A1IGB InChI            InChI                1.06  "InChI=1S/C14H26N2O4/c1-2-3-4-7-15-14(20)11-13(19)12(18)10-9(17)6-5-8-16(10)11/h9-13,17-19H,2-8H2,1H3,(H,15,20)/p+1/t9-,10-,11+,12+,13-/m1/s1" 
A1IGB InChIKey         InChI                1.06  SVMAJDSAUQKGEG-NAWOPXAZSA-O                                                                                                                    
A1IGB SMILES_CANONICAL CACTVS               3.385 "CCCCCNC(=O)[C@@H]1[C@@H](O)[C@@H](O)[C@H]2[C@H](O)CCC[NH+]12"                                                                                 
A1IGB SMILES           CACTVS               3.385 "CCCCCNC(=O)[CH]1[CH](O)[CH](O)[CH]2[CH](O)CCC[NH+]12"                                                                                         
A1IGB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCCCCNC(=O)[C@@H]1[C@H]([C@H]([C@@H]2[NH+]1CCC[C@H]2O)O)O"                                                                                    
A1IGB SMILES           "OpenEye OEToolkits" 2.0.7 "CCCCCNC(=O)C1C(C(C2[NH+]1CCCC2O)O)O"                                                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           A1IGB 
_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        "(1~{S},2~{R},3~{S},8~{R},8~{a}~{R})-1,2,8-tris(oxidanyl)-~{N}-pentyl-2,3,4,5,6,7,8,8~{a}-octahydro-1~{H}-indolizin-4-ium-3-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IGB "Create component" 2024-06-27 PDBE 
A1IGB "Initial release"  2024-10-09 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      A1IGB 
_pdbx_chem_comp_synonyms.name         "(1S,2R,3S,8R,8aR)-1,2,8-tris(oxidanyl)-N-pentyl-2,3,4,5,6,7,8,8a-octahydro-1H-indolizin-4-ium-3-carboxamide" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
