data_A1EAX
# 
_chem_comp.id                                    A1EAX 
_chem_comp.name                                  "(2~{S},3~{R},4~{S},5~{R},6~{R})-5-[[(1~{S},4~{R},5~{S},6~{S})-3-(hydroxymethyl)-4,5,6-tris(oxidanyl)cyclohex-2-en-1-yl]amino]-6-methyl-oxane-2,3,4-triol" 
_chem_comp.type                                  "D-saccharide, alpha linking" 
_chem_comp.pdbx_type                             ATOMS 
_chem_comp.formula                               "C13 H23 N O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-08-16 
_chem_comp.pdbx_modified_date                    2025-07-25 
_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                        321.324 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1EAX 
_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        9IZE 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_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 
A1EAX O5   O5   O 0 1 N N N N N N 30.178 -47.968 24.354 3.245  0.520  -1.284 O5   A1EAX 1  
A1EAX C2   C2   C 0 1 N N R N N N 28.950 -47.605 22.324 3.531  -1.010 0.565  C2   A1EAX 2  
A1EAX C3   C3   C 0 1 N N S N N N 27.640 -47.482 23.000 2.236  -0.478 1.186  C3   A1EAX 3  
A1EAX C2H  C2H  C 0 1 N N S N N N 25.278 -50.922 25.230 -2.040 1.623  0.048  C2H  A1EAX 4  
A1EAX C7H  C7H  C 0 1 N N N N N N 22.564 -47.634 25.868 -3.473 -2.428 -0.081 C7H  A1EAX 5  
A1EAX C5H  C5H  C 0 1 N N N N N N 23.870 -48.378 26.137 -2.965 -1.012 -0.177 C5H  A1EAX 6  
A1EAX C6H  C6H  C 0 1 N N N N N N 24.990 -48.366 24.990 -1.684 -0.826 -0.185 C6H  A1EAX 7  
A1EAX C1H  C1H  C 0 1 N N S N N N 25.972 -49.362 25.278 -1.031 0.522  -0.286 C1H  A1EAX 8  
A1EAX C4   C4   C 0 1 N N R N N N 27.627 -47.978 24.417 1.308  0.008  0.068  C4   A1EAX 9  
A1EAX C5   C5   C 0 1 N N R N N N 28.956 -47.973 25.208 2.034  1.071  -0.761 C5   A1EAX 10 
A1EAX C6   C6   C 0 1 N N N N N N 29.119 -49.125 26.151 2.363  2.274  0.126  C6   A1EAX 11 
A1EAX C1   C1   C 0 1 N N S N N N 30.031 -47.050 23.227 4.171  0.092  -0.283 C1   A1EAX 12 
A1EAX C3H  C3H  C 0 1 N N S N N N 24.253 -51.030 26.024 -3.315 1.376  -0.767 C3H  A1EAX 13 
A1EAX C4H  C4H  C 0 1 N N R N N N 23.874 -49.592 26.927 -3.976 0.094  -0.257 C4H  A1EAX 14 
A1EAX N4   N4   N 0 1 N N N N N N 27.045 -49.342 24.363 0.094  0.589  0.656  N4   A1EAX 15 
A1EAX O7H  O7H  O 0 1 N N N N N N 22.783 -46.778 24.773 -2.364 -3.328 -0.015 O7H  A1EAX 16 
A1EAX O2   O2   O 0 1 N N N N N N 28.890 -46.791 21.162 3.236  -2.138 -0.261 O2   A1EAX 17 
A1EAX O3   O3   O 0 1 N N N N N N 26.659 -48.199 22.179 2.538  0.609  2.063  O3   A1EAX 18 
A1EAX O2H  O2H  O 0 1 N N N N N N 24.921 -51.165 23.841 -2.347 1.585  1.444  O2H  A1EAX 19 
A1EAX O3H  O3H  O 0 1 N N N N N N 24.584 -52.117 26.936 -2.981 1.227  -2.149 O3H  A1EAX 20 
A1EAX O4H  O4H  O 0 1 N N N N N N 22.660 -49.717 27.552 -4.525 0.329  1.041  O4H  A1EAX 21 
A1EAX H2   H2   H 0 1 N N N N N N 29.163 -48.655 22.074 4.219  -1.307 1.356  H2   A1EAX 22 
A1EAX H3   H3   H 0 1 N N N N N N 27.363 -46.418 23.015 1.746  -1.274 1.746  H3   A1EAX 23 
A1EAX H2H  H2H  H 0 1 N N N N N N 26.079 -51.619 25.518 -1.621 2.595  -0.212 H2H  A1EAX 24 
A1EAX H7H  H7H  H 0 1 N N N N N N 22.277 -47.046 26.753 -4.082 -2.536 0.816  H7H  A1EAX 25 
A1EAX H7HA H7HA H 0 0 N N N N N N 21.765 -48.352 25.630 -4.075 -2.658 -0.959 H7HA A1EAX 26 
A1EAX H6H  H6H  H 0 1 N N N N N N 25.000 -47.708 24.134 -1.046 -1.694 -0.115 H6H  A1EAX 27 
A1EAX H1H  H1H  H 0 1 N N N N N N 26.350 -49.223 26.302 -0.660 0.668  -1.300 H1H  A1EAX 28 
A1EAX H4   H4   H 0 1 N N N N N N 26.925 -47.343 24.977 1.038  -0.832 -0.572 H4   A1EAX 29 
A1EAX H5   H5   H 0 1 N N N N N N 28.967 -47.051 25.808 1.395  1.389  -1.584 H5   A1EAX 30 
A1EAX H61  H61  H 0 1 N N N N N N 28.243 -49.184 26.814 2.730  3.092  -0.494 H61  A1EAX 31 
A1EAX H62  H62  H 0 1 N N N N N N 29.207 -50.059 25.577 1.464  2.592  0.653  H62  A1EAX 32 
A1EAX H63  H63  H 0 1 N N N N N N 30.027 -48.979 26.755 3.128  1.994  0.849  H63  A1EAX 33 
A1EAX H1   H1   H 0 1 N N N N N N 30.976 -46.987 22.667 4.433  0.936  0.354  H1   A1EAX 34 
A1EAX H3H  H3H  H 0 1 N N N N N N 23.338 -51.289 25.470 -3.999 2.216  -0.641 H3H  A1EAX 35 
A1EAX H4H  H4H  H 0 1 N N N N N N 24.668 -49.510 27.684 -4.776 -0.197 -0.938 H4H  A1EAX 36 
A1EAX HN4  HN4  H 0 1 N N N N N N 26.714 -49.539 23.440 -0.137 0.138  1.528  HN4  A1EAX 37 
A1EAX HO7H HO7H H 0 0 N N N N N N 21.985 -46.299 24.580 -2.617 -4.259 0.049  HO7H A1EAX 38 
A1EAX HO2  HO2  H 0 1 N Y N N N N 29.716 -46.842 20.696 4.012  -2.527 -0.688 HO2  A1EAX 39 
A1EAX HO3  HO3  H 0 1 N Y N N N N 25.802 -48.140 22.585 3.128  0.374  2.792  HO3  A1EAX 40 
A1EAX HO2H HO2H H 0 0 N N N N N N 24.528 -52.026 23.761 -2.982 2.258  1.725  HO2H A1EAX 41 
A1EAX HO3H HO3H H 0 0 N N N N N N 23.868 -52.247 27.547 -3.743 1.068  -2.723 HO3H A1EAX 42 
A1EAX HO4H HO4H H 0 0 N N N N N N 22.471 -48.924 28.039 -4.971 -0.439 1.425  HO4H A1EAX 43 
A1EAX O1   O1   O 0 1 N Y N N N N 29.640 -45.800 23.692 5.351  -0.415 -0.912 O1   A1EAX 44 
A1EAX HO1  HO1  H 0 1 N Y N N N N 30.315 -45.447 24.259 5.809  0.231  -1.466 HO1  A1EAX 45 
# 
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 
A1EAX O2  C2   SING N N 1  
A1EAX O3  C3   SING N N 2  
A1EAX C2  C3   SING N N 3  
A1EAX C2  C1   SING N N 4  
A1EAX C3  C4   SING N N 5  
A1EAX C1  O5   SING N N 6  
A1EAX O2H C2H  SING N N 7  
A1EAX O5  C5   SING N N 8  
A1EAX N4  C4   SING N N 9  
A1EAX N4  C1H  SING N N 10 
A1EAX C4  C5   SING N N 11 
A1EAX O7H C7H  SING N N 12 
A1EAX C6H C1H  SING N N 13 
A1EAX C6H C5H  DOUB N N 14 
A1EAX C5  C6   SING N N 15 
A1EAX C2H C1H  SING N N 16 
A1EAX C2H C3H  SING N N 17 
A1EAX C7H C5H  SING N N 18 
A1EAX C3H C4H  SING N N 19 
A1EAX C3H O3H  SING N N 20 
A1EAX C5H C4H  SING N N 21 
A1EAX C4H O4H  SING N N 22 
A1EAX C2  H2   SING N N 23 
A1EAX C3  H3   SING N N 24 
A1EAX C2H H2H  SING N N 25 
A1EAX C7H H7H  SING N N 26 
A1EAX C7H H7HA SING N N 27 
A1EAX C6H H6H  SING N N 28 
A1EAX C1H H1H  SING N N 29 
A1EAX C4  H4   SING N N 30 
A1EAX C5  H5   SING N N 31 
A1EAX C6  H61  SING N N 32 
A1EAX C6  H62  SING N N 33 
A1EAX C6  H63  SING N N 34 
A1EAX C1  H1   SING N N 35 
A1EAX C3H H3H  SING N N 36 
A1EAX C4H H4H  SING N N 37 
A1EAX N4  HN4  SING N N 38 
A1EAX O7H HO7H SING N N 39 
A1EAX O2  HO2  SING N N 40 
A1EAX O3  HO3  SING N N 41 
A1EAX O2H HO2H SING N N 42 
A1EAX O3H HO3H SING N N 43 
A1EAX O4H HO4H SING N N 44 
A1EAX C1  O1   SING N N 45 
A1EAX O1  HO1  SING N N 46 
# 
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 
A1EAX InChI            InChI                1.06  "InChI=1S/C13H23NO8/c1-4-7(10(18)12(20)13(21)22-4)14-6-2-5(3-15)8(16)11(19)9(6)17/h2,4,6-21H,3H2,1H3/t4-,6+,7+,8-,9+,10+,11+,12-,13+/m1/s1" 
A1EAX InChIKey         InChI                1.06  RBZIIHWPZWOIDU-NLVRWMLHSA-N                                                                                                                 
A1EAX SMILES_CANONICAL CACTVS               3.385 "C[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1N[C@H]2C=C(CO)[C@@H](O)[C@H](O)[C@H]2O"                                                             
A1EAX SMILES           CACTVS               3.385 "C[CH]1O[CH](O)[CH](O)[CH](O)[CH]1N[CH]2C=C(CO)[CH](O)[CH](O)[CH]2O"                                                                        
A1EAX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)O)O)O)N[C@H]2C=C([C@H]([C@@H]([C@H]2O)O)O)CO"                                                         
A1EAX SMILES           "OpenEye OEToolkits" 2.0.7 "CC1C(C(C(C(O1)O)O)O)NC2C=C(C(C(C2O)O)O)CO"                                                                                                 
# 
_pdbx_chem_comp_identifier.comp_id           A1EAX 
_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~{S},3~{R},4~{S},5~{R},6~{R})-5-[[(1~{S},4~{R},5~{S},6~{S})-3-(hydroxymethyl)-4,5,6-tris(oxidanyl)cyclohex-2-en-1-yl]amino]-6-methyl-oxane-2,3,4-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 
A1EAX "Create component" 2024-08-19 PDBC 
A1EAX "Initial release"  2025-07-30 RCSB 
# 
