data_B1N # _chem_comp.id B1N _chem_comp.name "(1S)-1,5-anhydro-1-(2,5-dihydroxyphenyl)-D-glucitol" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C14 H17 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-[3-(4-hydroxyphenyl)-1~{H}-1,2,4-triazol-5-yl]oxane-3,4,5-triol" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-05 _chem_comp.pdbx_modified_date 2020-07-17 _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 323.301 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B1N _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 5OX3 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id B1N _pdbx_chem_comp_synonyms.name "(2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-[3-(4-hydroxyphenyl)-1~{H}-1,2,4-triazol-5-yl]oxane-3,4,5-triol" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? # # 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.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 B1N O5 "O5'" O 0 1 N N N 33.503 21.505 28.138 -2.107 -1.010 0.238 O5 B1N 1 B1N C5 "C5'" C 0 1 N N R 32.335 20.967 27.477 -3.504 -1.049 -0.062 C5 B1N 2 B1N C4 "C4'" C 0 1 N N S 32.455 21.139 25.922 -3.859 0.120 -0.985 C4 B1N 3 B1N O4 "O4'" O 0 1 N N N 31.261 20.651 25.288 -5.266 0.116 -1.240 O4 B1N 4 B1N C3 "C3'" C 0 1 N N R 32.694 22.595 25.555 -3.465 1.435 -0.306 C3 B1N 5 B1N O3 "O3'" O 0 1 N N N 33.053 22.670 24.153 -3.726 2.526 -1.190 O3 B1N 6 B1N C2 "C2'" C 0 1 N N R 33.853 23.171 26.426 -1.971 1.394 0.032 C2 B1N 7 B1N O2 "O2'" O 0 1 N N N 34.044 24.578 26.173 -1.607 2.586 0.731 O2 B1N 8 B1N C1 "C1'" C 0 1 N N S 33.577 22.927 27.944 -1.689 0.177 0.915 C1 B1N 9 B1N C8 C8 C 0 1 Y N N 37.932 25.958 32.932 5.646 -0.174 0.358 C8 B1N 10 B1N C6A C6 C 0 1 Y N N 36.232 24.916 31.538 3.251 -0.054 0.240 C6A B1N 11 B1N N2 N2 N 0 1 Y N N 36.014 23.309 28.473 0.352 0.041 2.424 N2 B1N 12 B1N N3 N3 N 0 1 Y N N 36.734 23.857 29.476 1.740 -0.023 2.220 N3 B1N 13 B1N C4A C4 C 0 1 Y N N 35.868 24.308 30.386 1.933 -0.004 0.920 C4A B1N 14 B1N C11 C11 C 0 1 Y N N 35.305 25.112 32.578 3.320 -0.025 -1.151 C11 B1N 15 B1N C10 C10 C 0 1 Y N N 35.687 25.734 33.773 4.547 -0.065 -1.780 C10 B1N 16 B1N C9 C9 C 0 1 Y N N 37.003 26.143 33.948 5.712 -0.146 -1.028 C9 B1N 17 B1N O12 O12 O 0 1 N N N 37.361 26.731 35.113 6.918 -0.196 -1.651 O12 B1N 18 B1N C7 C7 C 0 1 Y N N 37.557 25.344 31.734 4.422 -0.129 0.993 C7 B1N 19 B1N N5 N5 N 0 1 Y N N 34.610 24.047 29.970 0.742 0.069 0.310 N5 B1N 20 B1N C1A C1 C 0 1 Y N N 34.726 23.435 28.792 -0.212 0.096 1.203 C1A B1N 21 B1N C6 "C6'" C 0 1 N N N 32.182 19.509 27.848 -3.840 -2.369 -0.757 C6 B1N 22 B1N O6 "O6'" O 0 1 N N N 33.274 18.778 27.264 -3.616 -3.454 0.146 O6 B1N 23 B1N H5 H1 H 0 1 N N N 31.439 21.511 27.811 -4.076 -0.969 0.863 H5 B1N 24 B1N H4 H2 H 0 1 N N N 33.319 20.549 25.583 -3.318 0.019 -1.925 H4 B1N 25 B1N HO4 H3 H 0 1 N Y N 31.125 19.741 25.526 -5.562 0.831 -1.819 HO4 B1N 26 B1N H3 H4 H 0 1 N N N 31.780 23.176 25.749 -4.042 1.560 0.610 H3 B1N 27 B1N HO3 H5 H 0 1 N Y N 33.205 23.576 23.913 -3.499 3.392 -0.824 HO3 B1N 28 B1N H2 H6 H 0 1 N N N 34.772 22.628 26.162 -1.392 1.319 -0.888 H2 B1N 29 B1N HO2 H7 H 0 1 N Y N 34.753 24.904 26.714 -1.764 3.399 0.230 HO2 B1N 30 B1N H1 H8 H 0 1 N N N 32.639 23.423 28.235 -2.237 0.272 1.853 H1 B1N 31 B1N H9 H9 H 0 1 N N N 38.950 26.291 33.069 6.553 -0.236 0.941 H9 B1N 32 B1N H10 H10 H 0 1 N N N 36.380 22.887 27.644 -0.111 0.042 3.276 H10 B1N 33 B1N H11 H11 H 0 1 N N N 34.285 24.778 32.453 2.415 0.033 -1.737 H11 B1N 34 B1N H12 H12 H 0 1 N N N 34.961 25.895 34.556 4.602 -0.043 -2.858 H12 B1N 35 B1N H13 H13 H 0 1 N N N 36.608 26.776 35.690 7.221 -1.093 -1.851 H13 B1N 36 B1N H14 H14 H 0 1 N N N 38.289 25.197 30.954 4.371 -0.151 2.071 H14 B1N 37 B1N H61 H15 H 0 1 N N N 31.227 19.125 27.460 -4.886 -2.362 -1.065 H61 B1N 38 B1N H62 H16 H 0 1 N N N 32.204 19.399 28.942 -3.204 -2.490 -1.635 H62 B1N 39 B1N HO6 H17 H 0 1 N Y N 33.195 17.858 27.487 -3.810 -4.324 -0.229 HO6 B1N 40 # # 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 B1N O3 C3 SING N N 1 B1N O4 C4 SING N N 2 B1N C3 C4 SING N N 3 B1N C3 C2 SING N N 4 B1N C4 C5 SING N N 5 B1N O2 C2 SING N N 6 B1N C2 C1 SING N N 7 B1N O6 C6 SING N N 8 B1N C5 C6 SING N N 9 B1N C5 O5 SING N N 10 B1N C1 O5 SING N N 11 B1N C1 C1A SING N N 12 B1N N2 C1A SING Y N 13 B1N N2 N3 SING Y N 14 B1N C1A N5 DOUB Y N 15 B1N N3 C4A DOUB Y N 16 B1N N5 C4A SING Y N 17 B1N C4A C6A SING N N 18 B1N C6A C7 DOUB Y N 19 B1N C6A C11 SING Y N 20 B1N C7 C8 SING Y N 21 B1N C11 C10 DOUB Y N 22 B1N C8 C9 DOUB Y N 23 B1N C10 C9 SING Y N 24 B1N C9 O12 SING N N 25 B1N C5 H5 SING N N 26 B1N C4 H4 SING N N 27 B1N O4 HO4 SING N N 28 B1N C3 H3 SING N N 29 B1N O3 HO3 SING N N 30 B1N C2 H2 SING N N 31 B1N O2 HO2 SING N N 32 B1N C1 H1 SING N N 33 B1N C8 H9 SING N N 34 B1N N2 H10 SING N N 35 B1N C11 H11 SING N N 36 B1N C10 H12 SING N N 37 B1N O12 H13 SING N N 38 B1N C7 H14 SING N N 39 B1N C6 H61 SING N N 40 B1N C6 H62 SING N N 41 B1N O6 HO6 SING N N 42 # # 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 B1N InChI InChI 1.03 "InChI=1S/C14H17N3O6/c18-5-8-9(20)10(21)11(22)12(23-8)14-15-13(16-17-14)6-1-3-7(19)4-2-6/h1-4,8-12,18-22H,5H2,(H,15,16,17)/t8-,9-,10+,11-,12-/m1/s1" B1N InChIKey InChI 1.03 YFAQQSHHRSTJJB-RMPHRYRLSA-N B1N SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c2[nH]nc(n2)c3ccc(O)cc3" B1N SMILES CACTVS 3.385 "OC[CH]1O[CH]([CH](O)[CH](O)[CH]1O)c2[nH]nc(n2)c3ccc(O)cc3" B1N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc([nH]n2)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O" B1N SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2nc([nH]n2)C3C(C(C(C(O3)CO)O)O)O)O" # _pdbx_chem_comp_identifier.comp_id B1N _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(2~{R},3~{S},4~{R},5~{R},6~{S})-2-(hydroxymethyl)-6-[3-(4-hydroxyphenyl)-1~{H}-1,2,4-triazol-5-yl]oxane-3,4,5-triol" # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support B1N "CARBOHYDRATE ISOMER" D PDB ? B1N "CARBOHYDRATE RING" pyranose PDB ? B1N "CARBOHYDRATE PRIMARY CARBONYL GROUP" aldose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B1N "Create component" 2017-09-05 EBI B1N "Initial release" 2018-02-28 RCSB B1N "Other modification" 2020-07-03 RCSB B1N "Modify name" 2020-07-17 RCSB B1N "Modify synonyms" 2020-07-17 RCSB B1N "Modify internal type" 2020-07-17 RCSB B1N "Modify linking type" 2020-07-17 RCSB B1N "Modify atom id" 2020-07-17 RCSB B1N "Modify component atom id" 2020-07-17 RCSB B1N "Modify leaving atom flag" 2020-07-17 RCSB ##