data_S81 # _chem_comp.id S81 _chem_comp.name "(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,4,6-trideoxy-4-fluoro-alpha-D-glucopyranoside" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C12 H25 F N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,4,6-trideoxy-4-fluoro-alpha-D-glucoside; (1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,4,6-trideoxy-4-fluoro-D-glucoside; (1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,4,6-trideoxy-4-fluoro-glucoside ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-06-17 _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 324.349 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S81 _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 5BXK _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 S81 "(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,4,6-trideoxy-4-fluoro-alpha-D-glucoside" PDB ? 2 S81 "(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,4,6-trideoxy-4-fluoro-D-glucoside" PDB ? 3 S81 "(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,4,6-trideoxy-4-fluoro-glucoside" PDB ? # # 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 S81 C1 C1 C 0 1 N N S 17.185 -8.877 25.733 -0.882 0.900 -0.766 C1 S81 1 S81 C10 C10 C 0 1 N N R 19.110 -7.975 27.048 1.173 -0.008 0.069 C10 S81 2 S81 C11 C11 C 0 1 N N R 18.533 -6.484 27.413 2.222 1.090 -0.120 C11 S81 3 S81 C12 C12 C 0 1 N N S 19.798 -5.541 27.738 3.573 0.452 -0.453 C12 S81 4 S81 C2 C2 C 0 1 N N R 15.627 -8.969 26.062 -2.050 1.798 -0.349 C2 S81 5 S81 C3 C3 C 0 1 N N R 15.252 -10.417 26.566 -2.940 1.038 0.639 C3 S81 6 S81 C4 C4 C 0 1 N N S 15.576 -11.462 25.389 -3.412 -0.265 -0.014 C4 S81 7 S81 C5 C5 C 0 1 N N R 17.163 -11.461 25.063 -2.192 -1.083 -0.444 C5 S81 8 S81 C6 C6 C 0 1 N N N 17.572 -12.454 23.940 -2.655 -2.358 -1.151 C6 S81 9 S81 C7 C7 C 0 1 N N R 20.533 -6.145 29.033 3.998 -0.469 0.693 C7 S81 10 S81 C8 C8 C 0 1 N N N 21.072 -7.613 28.642 2.949 -1.566 0.881 C8 S81 11 S81 C9 C9 C 0 1 N N S 19.863 -8.570 28.262 1.599 -0.929 1.214 C9 S81 12 S81 F99 F99 F 0 1 N N N 15.234 -12.836 25.772 -4.168 -1.001 0.905 F99 S81 13 S81 N2 N2 N 0 1 N N N 15.360 -7.880 27.112 -1.530 3.013 0.292 N2 S81 14 S81 N6 N6 N 0 1 N N N 18.921 -12.341 23.521 -1.491 -3.199 -1.457 N6 S81 15 S81 N7 N7 N 0 1 N N N 21.732 -5.320 29.384 5.295 -1.081 0.373 N7 S81 16 S81 N9 N9 N 0 1 N N N 20.339 -9.899 27.890 0.591 -1.982 1.396 N9 S81 17 S81 O1 O1 O 0 1 N N N 18.082 -8.899 26.771 -0.088 0.587 0.380 O1 S81 18 S81 O11 O11 O 0 1 N N N 17.825 -5.952 26.208 1.825 1.950 -1.189 O11 S81 19 S81 O12 O12 O 0 1 N N N 19.318 -4.277 28.050 4.553 1.477 -0.629 O12 S81 20 S81 O3 O23 O 0 1 N N N 14.096 -10.429 26.787 -4.072 1.841 0.977 O3 S81 21 S81 O5 O5 O 0 1 N N N 17.547 -9.981 24.688 -1.391 -0.307 -1.338 O5 S81 22 S81 H1 H1 H 0 1 N N N 17.310 -7.921 25.204 -0.268 1.420 -1.502 H1 S81 23 S81 H2A H2 H 0 1 N N N 19.803 -7.879 26.199 1.085 -0.588 -0.850 H2A S81 24 S81 H3A H3 H 0 1 N N N 17.868 -6.544 28.287 2.311 1.669 0.799 H3A S81 25 S81 H4A H4 H 0 1 N N N 20.490 -5.541 26.883 3.484 -0.127 -1.371 H4A S81 26 S81 H2 H5 H 0 1 N N N 15.057 -8.748 25.148 -2.632 2.070 -1.229 H2 S81 27 S81 H3 H6 H 0 1 N N N 15.893 -10.662 27.426 -2.372 0.810 1.541 H3 S81 28 S81 H4 H7 H 0 1 N N N 15.029 -11.161 24.484 -4.023 -0.034 -0.887 H4 S81 29 S81 H5 H8 H 0 1 N N N 17.697 -11.735 25.985 -1.604 -1.347 0.435 H5 S81 30 S81 H61 H9 H 0 1 N N N 16.925 -12.274 23.069 -3.338 -2.905 -0.501 H61 S81 31 S81 H62 H10 H 0 1 N N N 17.411 -13.477 24.310 -3.167 -2.095 -2.077 H62 S81 32 S81 H11 H11 H 0 1 N N N 19.826 -6.213 29.873 4.087 0.111 1.611 H11 S81 33 S81 H12 H12 H 0 1 N N N 21.615 -8.039 29.499 2.861 -2.146 -0.037 H12 S81 34 S81 H13 H13 H 0 1 N N N 21.752 -7.531 27.781 3.253 -2.222 1.697 H13 S81 35 S81 H14 H14 H 0 1 N N N 19.177 -8.632 29.120 1.687 -0.349 2.133 H14 S81 36 S81 H15 H15 H 0 1 N N N 14.392 -7.887 27.362 -2.283 3.622 0.576 H15 S81 37 S81 H16 H16 H 0 1 N N N 15.915 -8.058 27.925 -0.936 2.783 1.075 H16 S81 38 S81 H18 H18 H 0 1 N N N 19.104 -13.010 22.801 -1.771 -4.048 -1.924 H18 S81 39 S81 H19 H19 H 0 1 N N N 19.085 -11.419 23.169 -0.812 -2.692 -2.004 H19 S81 40 S81 H21 H21 H 0 1 N N N 22.179 -5.707 30.191 5.598 -1.694 1.115 H21 S81 41 S81 H22 H22 H 0 1 N N N 22.373 -5.320 28.616 5.256 -1.571 -0.508 H22 S81 42 S81 H24 H24 H 0 1 N N N 20.830 -10.305 28.660 0.899 -2.665 2.072 H24 S81 43 S81 H25 H25 H 0 1 N N N 19.559 -10.477 27.650 -0.300 -1.589 1.658 H25 S81 44 S81 H27 H27 H 0 1 N N N 17.482 -5.087 26.398 2.445 2.671 -1.365 H27 S81 45 S81 H28 H28 H 0 1 N N N 20.047 -3.700 28.246 4.348 2.099 -1.340 H28 S81 46 S81 HO3 H29 H 0 1 N Y N 13.900 -9.812 27.483 -4.680 1.421 1.601 HO3 S81 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 S81 N6 C6 SING N N 1 S81 C6 C5 SING N N 2 S81 O5 C5 SING N N 3 S81 O5 C1 SING N N 4 S81 C5 C4 SING N N 5 S81 C4 F99 SING N N 6 S81 C4 C3 SING N N 7 S81 C1 C2 SING N N 8 S81 C1 O1 SING N N 9 S81 C2 C3 SING N N 10 S81 C2 N2 SING N N 11 S81 O11 C11 SING N N 12 S81 C3 O3 SING N N 13 S81 O1 C10 SING N N 14 S81 C10 C11 SING N N 15 S81 C10 C9 SING N N 16 S81 C11 C12 SING N N 17 S81 C12 O12 SING N N 18 S81 C12 C7 SING N N 19 S81 N9 C9 SING N N 20 S81 C9 C8 SING N N 21 S81 C8 C7 SING N N 22 S81 C7 N7 SING N N 23 S81 C1 H1 SING N N 24 S81 C10 H2A SING N N 25 S81 C11 H3A SING N N 26 S81 C12 H4A SING N N 27 S81 C2 H2 SING N N 28 S81 C3 H3 SING N N 29 S81 C4 H4 SING N N 30 S81 C5 H5 SING N N 31 S81 C6 H61 SING N N 32 S81 C6 H62 SING N N 33 S81 C7 H11 SING N N 34 S81 C8 H12 SING N N 35 S81 C8 H13 SING N N 36 S81 C9 H14 SING N N 37 S81 N2 H15 SING N N 38 S81 N2 H16 SING N N 39 S81 N6 H18 SING N N 40 S81 N6 H19 SING N N 41 S81 N7 H21 SING N N 42 S81 N7 H22 SING N N 43 S81 N9 H24 SING N N 44 S81 N9 H25 SING N N 45 S81 O11 H27 SING N N 46 S81 O12 H28 SING N N 47 S81 O3 HO3 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 S81 SMILES ACDLabs 12.01 "C1(C(C(O)C(F)C(CN)O1)N)OC2C(C(O)C(N)CC2N)O" S81 InChI InChI 1.03 "InChI=1S/C12H25FN4O5/c13-6-5(2-14)21-12(7(17)9(6)19)22-11-4(16)1-3(15)8(18)10(11)20/h3-12,18-20H,1-2,14-17H2/t3-,4+,5-,6-,7-,8+,9+,10-,11-,12-/m1/s1" S81 InChIKey InChI 1.03 CRXNRBKQEXVRGM-ITWNYXCASA-N S81 SMILES_CANONICAL CACTVS 3.385 "NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1F" S81 SMILES CACTVS 3.385 "NC[CH]1O[CH](O[CH]2[CH](N)C[CH](N)[CH](O)[CH]2O)[CH](N)[CH](O)[CH]1F" S81 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CN)F)O)N)O)O)N" S81 SMILES "OpenEye OEToolkits" 1.9.2 "C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)F)O)N)O)O)N" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier S81 "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,4,6-trideoxy-4-fluoro-alpha-D-glucopyranoside" S81 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 ;(1S,2R,3R,4S,6R)-3-[(2S,3R,4R,5S,6R)-6-(aminomethyl)-3-azanyl-5-fluoranyl-4-oxidanyl-oxan-2-yl]oxy-4,6-bis(azanyl)cyclo hexane-1,2-diol ; # # 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 S81 "CARBOHYDRATE ISOMER" D PDB ? S81 "CARBOHYDRATE RING" pyranose PDB ? S81 "CARBOHYDRATE ANOMER" alpha PDB ? S81 "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 S81 "Create component" 2015-06-17 PDBJ S81 "Initial release" 2016-06-22 RCSB S81 "Other modification" 2020-07-03 RCSB S81 "Modify synonyms" 2020-07-17 RCSB S81 "Modify internal type" 2020-07-17 RCSB S81 "Modify linking type" 2020-07-17 RCSB S81 "Modify atom id" 2020-07-17 RCSB S81 "Modify component atom id" 2020-07-17 RCSB S81 "Modify leaving atom flag" 2020-07-17 RCSB ##