data_A1JBN
# 
_chem_comp.id                                    A1JBN 
_chem_comp.name                                  "N-(beta-D-glucosyl)nicotinate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H16 N O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "1-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]pyridin-1-ium-3-carboxylic acid; 1-beta-D-glucopyranosylpyridinium-3-carboxylate" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2025-05-01 
_chem_comp.pdbx_modified_date                    2026-04-17 
_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                        286.258 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1JBN 
_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        ? 
_chem_comp.pdbx_subcomponent_list                "BGC NIO" 
_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 
A1JBN C4  C4  C 0 1 N N R N N N ? ? ? -0.979 -1.317 0.401  C2  BGC 1  
A1JBN C5  C5  C 0 1 N N S N N N ? ? ? -2.392 -1.600 -0.118 C3  BGC 2  
A1JBN C6  C6  C 0 1 N N S N N N ? ? ? -3.278 -0.380 0.154  C4  BGC 3  
A1JBN C2  C2  C 0 1 N N R N N N ? ? ? -2.653 0.852  -0.505 C5  BGC 4  
A1JBN C1  C1  C 0 1 N N N N N N ? ? ? -3.500 2.086  -0.187 C6  BGC 5  
A1JBN C3  C3  C 0 1 N N R N N N ? ? ? -0.443 -0.049 -0.268 C1  BGC 6  
A1JBN O3  O2  O 0 1 N N N N N N ? ? ? -0.126 -2.421 0.088  O2  BGC 7  
A1JBN O4  O3  O 0 1 N N N N N N ? ? ? -2.929 -2.741 0.555  O3  BGC 8  
A1JBN O5  O4  O 0 1 N N N N N N ? ? ? -4.580 -0.604 -0.390 O4  BGC 9  
A1JBN O2  O6  O 0 1 N N N N N N ? ? ? -1.329 1.040  -0.001 O5  BGC 10 
A1JBN O1  O1  O 0 1 N N N N N N ? ? ? -2.984 3.214  -0.896 O6  BGC 11 
A1JBN N1  N1  N 1 1 Y N N N N N ? ? ? 0.886  0.260  0.266  N   NIO 12 
A1JBN C11 C11 C 0 1 Y N N N N N ? ? ? 1.950  -0.074 -0.435 C1  NIO 13 
A1JBN C10 C10 C 0 1 Y N N N N N ? ? ? 3.231  0.206  0.044  C2  NIO 14 
A1JBN C9  C9  C 0 1 Y N N N N N ? ? ? 3.365  0.848  1.282  C3  NIO 15 
A1JBN C8  C7  C 0 1 Y N N N N N ? ? ? 2.216  1.178  1.977  C4  NIO 16 
A1JBN C7  C8  C 0 1 Y N N N N N ? ? ? 0.982  0.871  1.431  C5  NIO 17 
A1JBN C12 C12 C 0 1 N N N N N N ? ? ? 4.425  -0.170 -0.741 C6  NIO 18 
A1JBN O7  O7  O 0 1 N N N N N N ? ? ? 4.297  -0.727 -1.812 O1  NIO 19 
A1JBN O6  O5  O 0 1 N N N N N N ? ? ? 5.656  0.105  -0.268 O2  NIO 20 
A1JBN H6  H5  H 0 1 N N N N N N ? ? ? -1.009 -1.175 1.481  H2  BGC 21 
A1JBN H8  H6  H 0 1 N N N N N N ? ? ? -2.355 -1.793 -1.190 H3  BGC 22 
A1JBN H10 H7  H 0 1 N N N N N N ? ? ? -3.355 -0.219 1.230  H4  BGC 23 
A1JBN H4  H3  H 0 1 N N N N N N ? ? ? -2.614 0.706  -1.584 H5  BGC 24 
A1JBN H2  H2  H 0 1 N N N N N N ? ? ? -4.531 1.906  -0.491 H61 BGC 25 
A1JBN H3  H1  H 0 1 N N N N N N ? ? ? -3.466 2.283  0.885  H62 BGC 26 
A1JBN H5  H4  H 0 1 N N N N N N ? ? ? -0.375 -0.207 -1.344 H1  BGC 27 
A1JBN H7  H10 H 0 1 N N N N N N ? ? ? -0.410 -3.259 0.477  HO2 BGC 28 
A1JBN H9  H11 H 0 1 N N N N N N ? ? ? -3.824 -2.977 0.275  HO3 BGC 29 
A1JBN H11 H12 H 0 1 N N N N N N ? ? ? -5.034 -1.374 -0.020 HO4 BGC 30 
A1JBN H1  H9  H 0 1 N N N N N N ? ? ? -3.473 4.033  -0.742 HO6 BGC 31 
A1JBN H15 H16 H 0 1 N N N N N N ? ? ? 1.831  -0.569 -1.387 H1  NIO 32 
A1JBN H14 H15 H 0 1 N N N N N N ? ? ? 4.341  1.077  1.684  H3  NIO 33 
A1JBN H13 H8  H 0 1 N N N N N N ? ? ? 2.281  1.674  2.934  H4  NIO 34 
A1JBN H12 H14 H 0 1 N N N N N N ? ? ? 0.083  1.127  1.972  H5  NIO 35 
A1JBN H16 H13 H 0 1 N N N N N N ? ? ? 6.406  -0.160 -0.817 HO2 NIO 36 
# 
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 
A1JBN O7  C12 DOUB N N 1  
A1JBN C9  C8  DOUB Y N 2  
A1JBN C9  C10 SING Y N 3  
A1JBN C8  C7  SING Y N 4  
A1JBN C12 C10 SING N N 5  
A1JBN C12 O6  SING N N 6  
A1JBN C10 C11 DOUB Y N 7  
A1JBN C7  N1  DOUB Y N 8  
A1JBN C11 N1  SING Y N 9  
A1JBN N1  C3  SING N N 10 
A1JBN O3  C4  SING N N 11 
A1JBN C3  C4  SING N N 12 
A1JBN C3  O2  SING N N 13 
A1JBN C4  C5  SING N N 14 
A1JBN O2  C2  SING N N 15 
A1JBN C5  O4  SING N N 16 
A1JBN C5  C6  SING N N 17 
A1JBN C6  C2  SING N N 18 
A1JBN C6  O5  SING N N 19 
A1JBN C2  C1  SING N N 20 
A1JBN C1  O1  SING N N 21 
A1JBN C1  H3  SING N N 22 
A1JBN C1  H2  SING N N 23 
A1JBN C2  H4  SING N N 24 
A1JBN C3  H5  SING N N 25 
A1JBN C4  H6  SING N N 26 
A1JBN C5  H8  SING N N 27 
A1JBN C6  H10 SING N N 28 
A1JBN C8  H13 SING N N 29 
A1JBN O1  H1  SING N N 30 
A1JBN O3  H7  SING N N 31 
A1JBN O4  H9  SING N N 32 
A1JBN O5  H11 SING N N 33 
A1JBN O6  H16 SING N N 34 
A1JBN C7  H12 SING N N 35 
A1JBN C9  H14 SING N N 36 
A1JBN C11 H15 SING N N 37 
# 
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 
A1JBN InChI            InChI                1.06  "InChI=1S/C12H15NO7/c14-5-7-8(15)9(16)10(17)11(20-7)13-3-1-2-6(4-13)12(18)19/h1-4,7-11,14-17H,5H2/p+1/t7-,8-,9+,10-,11-/m1/s1" 
A1JBN InChIKey         InChI                1.06  CRXJVFIHZPTDKA-KAMPLNKDSA-O                                                                                                    
A1JBN SMILES_CANONICAL CACTVS               3.385 "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)[n+]2cccc(c2)C(O)=O"                                                                 
A1JBN SMILES           CACTVS               3.385 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)[n+]2cccc(c2)C(O)=O"                                                                        
A1JBN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(c[n+](c1)[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)O"                                                             
A1JBN SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(c[n+](c1)C2C(C(C(C(O2)CO)O)O)O)C(=O)O"                                                                                   
# 
_pdbx_chem_comp_identifier.comp_id           A1JBN 
_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-[(2~{R},3~{R},4~{S},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]pyridin-1-ium-3-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 A1JBN "1-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]pyridin-1-ium-3-carboxylic acid" PDB     ? 
2 A1JBN 1-beta-D-glucopyranosylpyridinium-3-carboxylate                                                       PUBCHEM ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1JBN "Create component"   2025-05-01 PDBE 
A1JBN "Modify coordinates" 2026-04-14 RCSB 
A1JBN "Initial release"    2026-04-22 RCSB 
# 
