data_GYG # _chem_comp.id GYG _chem_comp.name "(1R)-4-acetamido-1,5-anhydro-3-carbamimidamido-2,3,4-trideoxy-1-sulfo-D-glycero-D-galacto-octitol" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C11 H22 N4 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(1R)-4-(acetylamino)-1,5-anhydro-3-carbamimidamido-2,3,4-trideoxy-1-sulfo-D-glycero-D-galacto-octitol" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-30 _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 370.379 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GYG _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 6BR5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GYG _pdbx_chem_comp_synonyms.name "(1R)-4-(acetylamino)-1,5-anhydro-3-carbamimidamido-2,3,4-trideoxy-1-sulfo-D-glycero-D-galacto-octitol" _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 GYG C2 C03 C 0 1 N N R 7.282 24.957 9.650 -0.388 1.670 0.380 C2 GYG 1 GYG C3 C04 C 0 1 N N N 7.705 26.405 9.468 1.043 1.566 -0.156 C3 GYG 2 GYG C4 C05 C 0 1 N N S 8.706 26.776 10.519 1.666 0.253 0.327 C4 GYG 3 GYG C07 C07 C 0 1 N N N 9.620 29.038 11.226 4.085 0.695 0.380 C07 GYG 4 GYG C5 C10 C 0 1 N N R 9.791 25.771 10.638 0.787 -0.915 -0.130 C5 GYG 5 GYG C10 C12 C 0 1 N N N 11.861 26.761 11.699 2.310 -2.812 -0.284 C10 GYG 6 GYG C11 C13 C 0 1 N N N 12.668 27.078 12.951 2.872 -4.104 0.250 C11 GYG 7 GYG C6 C15 C 0 1 N N R 9.258 24.349 10.795 -0.633 -0.715 0.405 C6 GYG 8 GYG C7 C16 C 0 1 N N R 10.295 23.278 10.805 -1.532 -1.847 -0.098 C7 GYG 9 GYG C8 C18 C 0 1 N N R 9.617 21.915 11.050 -2.976 -1.581 0.332 C8 GYG 10 GYG C9 C20 C 0 1 N N N 10.652 20.783 10.981 -3.874 -2.713 -0.171 C9 GYG 11 GYG N06 N06 N 0 1 N N N 9.291 28.128 10.160 3.008 0.109 -0.242 N06 GYG 12 GYG N08 N08 N 0 1 N N N 10.174 30.319 10.881 3.912 1.378 1.476 N08 GYG 13 GYG N09 N09 N 0 1 N N N 9.422 28.727 12.425 5.345 0.559 -0.154 N09 GYG 14 GYG N5 N11 N 0 1 N N N 10.589 26.108 11.850 1.333 -2.172 0.389 N5 GYG 15 GYG O01 O01 O 0 1 N N N 5.006 25.433 8.274 -0.543 4.333 0.330 O01 GYG 16 GYG O10 O14 O 0 1 N N N 12.270 27.039 10.622 2.736 -2.348 -1.321 O10 GYG 17 GYG O7 O17 O 0 1 N N N 10.867 23.235 9.530 -1.464 -1.912 -1.524 O7 GYG 18 GYG O8 O19 O 0 1 N N N 9.015 21.912 12.312 -3.044 -1.516 1.758 O8 GYG 19 GYG O9 O21 O 0 1 N N N 11.598 20.981 11.994 -5.238 -2.407 0.129 O9 GYG 20 GYG O6 O22 O 0 1 N N N 8.415 24.046 9.620 -1.142 0.538 -0.057 O6 GYG 21 GYG O23 O23 O 0 1 N N N 6.937 24.454 7.051 -1.373 3.098 -1.647 O23 GYG 22 GYG O24 O24 O 0 1 N N N 5.553 23.141 8.686 -2.559 3.176 0.350 O24 GYG 23 GYG S02 S02 S 0 1 N N N 6.175 24.475 8.349 -1.158 3.189 -0.245 S02 GYG 24 GYG H031 H031 H 0 0 N N N 6.726 24.851 10.593 -0.367 1.695 1.469 H031 GYG 25 GYG H32 H041 H 0 1 N N N 8.156 26.532 8.473 1.026 1.582 -1.245 H32 GYG 26 GYG H31 H042 H 0 1 N N N 6.824 27.057 9.557 1.632 2.406 0.213 H31 GYG 27 GYG H4 H051 H 0 1 N N N 8.190 26.863 11.486 1.729 0.257 1.416 H4 GYG 28 GYG H5 H101 H 0 1 N N N 10.436 25.817 9.748 0.765 -0.950 -1.219 H5 GYG 29 GYG H111 H132 H 0 0 N N N 13.611 27.568 12.666 2.074 -4.844 0.324 H111 GYG 30 GYG H113 H133 H 0 0 N N N 12.088 27.749 13.601 3.645 -4.470 -0.424 H113 GYG 31 GYG H112 H131 H 0 0 N N N 12.888 26.145 13.491 3.301 -3.933 1.237 H112 GYG 32 GYG H6 H151 H 0 1 N N N 8.655 24.289 11.713 -0.616 -0.722 1.494 H6 GYG 33 GYG H7 H161 H 0 1 N N N 11.044 23.470 11.588 -1.195 -2.793 0.325 H7 GYG 34 GYG H8 H181 H 0 1 N N N 8.865 21.752 10.264 -3.312 -0.635 -0.091 H8 GYG 35 GYG H92 H202 H 0 1 N N N 10.152 19.814 11.125 -3.755 -2.820 -1.249 H92 GYG 36 GYG H91 H201 H 0 1 N N N 11.151 20.796 10.001 -3.594 -3.645 0.320 H91 GYG 37 GYG H061 H061 H 0 0 N N N 9.445 28.382 9.205 3.137 -0.400 -1.058 H061 GYG 38 GYG H081 H081 H 0 0 N N N 10.361 30.877 11.690 4.672 1.792 1.915 H081 GYG 39 GYG H1 H1 H 0 1 N N N 9.650 29.373 13.153 5.473 0.051 -0.970 H1 GYG 40 GYG H091 H091 H 0 0 N N N 9.036 27.833 12.652 6.105 0.973 0.285 H091 GYG 41 GYG HN5 H111 H 0 1 N N N 10.243 25.882 12.761 0.992 -2.543 1.218 HN5 GYG 42 GYG HO7 H171 H 0 1 N Y N 11.534 22.559 9.504 -1.749 -1.102 -1.969 HO7 GYG 43 GYG HO8 H191 H 0 1 N Y N 8.598 21.072 12.462 -2.759 -2.326 2.202 HO8 GYG 44 GYG HO9 H211 H 0 1 N Y N 12.246 20.287 11.963 -5.865 -3.083 -0.162 HO9 GYG 45 GYG H2 H2 H 0 1 N N N 4.611 23.241 8.763 -3.099 3.939 0.100 H2 GYG 46 # # 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 GYG O23 S02 DOUB N N 1 GYG O01 S02 DOUB N N 2 GYG S02 O24 SING N N 3 GYG S02 C2 SING N N 4 GYG C3 C2 SING N N 5 GYG C3 C4 SING N N 6 GYG O7 C7 SING N N 7 GYG O6 C2 SING N N 8 GYG O6 C6 SING N N 9 GYG N06 C4 SING N N 10 GYG N06 C07 SING N N 11 GYG C4 C5 SING N N 12 GYG O10 C10 DOUB N N 13 GYG C5 C6 SING N N 14 GYG C5 N5 SING N N 15 GYG C6 C7 SING N N 16 GYG C7 C8 SING N N 17 GYG N08 C07 DOUB N N 18 GYG C9 C8 SING N N 19 GYG C9 O9 SING N N 20 GYG C8 O8 SING N N 21 GYG C07 N09 SING N N 22 GYG C10 N5 SING N N 23 GYG C10 C11 SING N N 24 GYG C2 H031 SING N N 25 GYG C3 H32 SING N N 26 GYG C3 H31 SING N N 27 GYG C4 H4 SING N N 28 GYG C5 H5 SING N N 29 GYG C11 H111 SING N N 30 GYG C11 H113 SING N N 31 GYG C11 H112 SING N N 32 GYG C6 H6 SING N N 33 GYG C7 H7 SING N N 34 GYG C8 H8 SING N N 35 GYG C9 H92 SING N N 36 GYG C9 H91 SING N N 37 GYG N06 H061 SING N N 38 GYG N08 H081 SING N N 39 GYG N09 H1 SING N N 40 GYG N09 H091 SING N N 41 GYG N5 HN5 SING N N 42 GYG O7 HO7 SING N N 43 GYG O8 HO8 SING N N 44 GYG O9 HO9 SING N N 45 GYG O24 H2 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 GYG SMILES ACDLabs 12.01 "C1(CC(C(C(C(C(O)CO)O)O1)NC(C)=O)NC(\N)=N)S(=O)(=O)O" GYG InChI InChI 1.03 "InChI=1S/C11H22N4O8S/c1-4(17)14-8-5(15-11(12)13)2-7(24(20,21)22)23-10(8)9(19)6(18)3-16/h5-10,16,18-19H,2-3H2,1H3,(H,14,17)(H4,12,13,15)(H,20,21,22)/t5-,6+,7+,8+,9+,10+/m0/s1" GYG InChIKey InChI 1.03 SMAXKAOIZYKFEF-IHICSVBISA-N GYG SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@H](C[C@H](O[C@H]1[C@H](O)[C@H](O)CO)[S](O)(=O)=O)NC(N)=N" GYG SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](C[CH](O[CH]1[CH](O)[CH](O)CO)[S](O)(=O)=O)NC(N)=N" GYG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "[H]/N=C(/N)\N[C@H]1C[C@H](O[C@H]([C@@H]1NC(=O)C)[C@@H]([C@@H](CO)O)O)S(=O)(=O)O" GYG SMILES "OpenEye OEToolkits" 2.0.6 "CC(=O)NC1C(CC(OC1C(C(CO)O)O)S(=O)(=O)O)NC(=N)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 GYG "SYSTEMATIC NAME" ACDLabs 12.01 "(1R)-4-(acetylamino)-1,5-anhydro-3-carbamimidamido-2,3,4-trideoxy-1-sulfo-D-glycero-D-galacto-octitol" GYG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 ;(2~{R},4~{S},5~{R},6~{R})-5-acetamido-4-carbamimidamido-6-[(1~{R},2~{R})-1,2,3-tris(oxidanyl)propyl]oxane-2-sulfonic acid ; # # 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 GYG "CARBOHYDRATE ISOMER" D PDB ? GYG "CARBOHYDRATE RING" pyranose PDB ? GYG "CARBOHYDRATE ANOMER" beta PDB ? GYG "CARBOHYDRATE PRIMARY CARBONYL GROUP" ketose 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 GYG "Create component" 2017-11-30 RCSB GYG "Initial release" 2018-03-07 RCSB GYG "Other modification" 2020-07-03 RCSB GYG "Modify name" 2020-07-17 RCSB GYG "Modify synonyms" 2020-07-17 RCSB GYG "Modify atom id" 2020-07-17 RCSB GYG "Modify component atom id" 2020-07-17 RCSB GYG "Modify leaving atom flag" 2020-07-17 RCSB ##