data_57S # _chem_comp.id 57S _chem_comp.name 4-O-[2-acetamido-2-deoxy-beta-D-glucopyranosyl]-5-O-phosphono-D-ribitol _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C13 H26 N O13 P" _chem_comp.mon_nstd_parent_comp_id NAG _chem_comp.pdbx_synonyms ;4-O-[2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]-5-O-phosphono-D-ribitol; 4-O-[2-acetamido-2-deoxy-beta-D-glucosyl]-5-O-phosphono-D-ribitol; 4-O-[2-acetamido-2-deoxy-D-glucosyl]-5-O-phosphono-D-ribitol; 4-O-[2-acetamido-2-deoxy-glucosyl]-5-O-phosphono-D-ribitol ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-12 _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 435.318 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 57S _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 5D6C _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 57S "4-O-[2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]-5-O-phosphono-D-ribitol" PDB ? 2 57S 4-O-[2-acetamido-2-deoxy-beta-D-glucosyl]-5-O-phosphono-D-ribitol PDB ? 3 57S 4-O-[2-acetamido-2-deoxy-D-glucosyl]-5-O-phosphono-D-ribitol PDB ? 4 57S 4-O-[2-acetamido-2-deoxy-glucosyl]-5-O-phosphono-D-ribitol 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 57S C1 C14 C 0 1 N N S -3.733 19.682 -19.336 -1.207 0.436 0.326 C1 57S 1 57S C2 C5 C 0 1 N N R -3.776 18.146 -19.264 -1.812 1.407 -0.691 C2 57S 2 57S C5 C11 C 0 1 N N R -1.504 19.823 -18.317 -3.362 -0.038 1.267 C5 57S 3 57S C3 C7 C 0 1 N N R -2.789 17.630 -18.191 -3.079 2.031 -0.099 C3 57S 4 57S C4 C9 C 0 1 N N S -1.392 18.285 -18.312 -4.053 0.914 0.288 C4 57S 5 57S C8 C1 C 0 1 N N N -7.502 17.111 -19.506 1.095 3.347 -2.254 C8 57S 6 57S C7 C2 C 0 1 N N N -6.083 17.380 -19.924 0.098 2.262 -1.941 C7 57S 7 57S O7 O3 O 0 1 N N N -5.786 17.194 -21.087 0.141 1.207 -2.538 O7 57S 8 57S N2 N4 N 0 1 N N N -5.182 17.786 -18.984 -0.842 2.462 -0.996 N2 57S 9 57S O5 O13 O 0 1 N N N -2.401 20.207 -19.372 -2.175 -0.560 0.666 O5 57S 10 57S O1 O16 O 0 1 N N N -4.459 20.113 -20.493 -0.056 -0.193 -0.240 O1 57S 11 57S C17 C17 C 0 1 N N R -5.068 21.395 -20.319 0.652 -1.038 0.669 C17 57S 12 57S C19 C19 C 0 1 N N N -6.357 21.234 -19.499 1.717 -0.219 1.402 C19 57S 13 57S O20 O20 O 0 1 N N N -7.358 20.478 -20.170 2.697 0.234 0.466 O20 57S 14 57S P21 P21 P 0 1 N N N -8.910 20.780 -19.884 3.968 1.127 0.891 P21 57S 15 57S O22 O22 O 0 1 N N N -9.237 20.434 -18.482 4.928 0.268 1.857 O22 57S 16 57S O23 O23 O 0 1 N N N -9.188 22.352 -20.122 4.783 1.562 -0.428 O23 57S 17 57S O24 O24 O 0 1 N N N -9.806 19.909 -20.895 3.504 2.337 1.606 O24 57S 18 57S C25 C25 C 0 1 N N S -5.270 22.182 -21.634 1.325 -2.172 -0.107 C25 57S 19 57S C27 C27 C 0 1 N N S -4.088 22.274 -22.641 0.260 -2.990 -0.840 C27 57S 20 57S C29 C29 C 0 1 N N N -2.663 22.228 -22.067 0.933 -4.124 -1.616 C29 57S 21 57S O30 O30 O 0 1 N N N -1.711 22.531 -23.093 -0.067 -4.957 -2.206 O30 57S 22 57S O31 O31 O 0 1 N N N -4.211 23.479 -23.412 -0.448 -2.145 -1.750 O31 57S 23 57S O32 O32 O 0 1 N N N -5.711 23.499 -21.275 2.033 -3.017 0.802 O32 57S 24 57S C6 C33 C 0 1 N N N -0.140 20.465 -18.607 -4.308 -1.190 1.612 C6 57S 25 57S O6 O34 O 0 1 N N N -0.323 21.850 -18.934 -3.709 -2.015 2.613 O6 57S 26 57S O4 O35 O 0 1 N N N -0.516 17.860 -17.262 -5.208 1.481 0.908 O4 57S 27 57S O3 O36 O 0 1 N N N -2.644 16.231 -18.425 -3.689 2.886 -1.068 O3 57S 28 57S H1 H1 H 0 1 N N N -4.239 20.067 -18.439 -0.918 0.983 1.224 H1 57S 29 57S H2 H2 H 0 1 N N N -3.479 17.737 -20.241 -2.063 0.868 -1.605 H2 57S 30 57S H5 H3 H 0 1 N N N -1.874 20.168 -17.340 -3.101 0.502 2.177 H5 57S 31 57S H3 H4 H 0 1 N N N -3.200 17.826 -17.190 -2.820 2.612 0.787 H3 57S 32 57S H4 H5 H 0 1 N N N -0.966 17.980 -19.279 -4.350 0.365 -0.606 H4 57S 33 57S H81 H6 H 0 1 N N N -8.082 16.767 -20.375 0.900 4.213 -1.621 H81 57S 34 57S H82 H7 H 0 1 N N N -7.514 16.335 -18.727 2.103 2.979 -2.066 H82 57S 35 57S H83 H8 H 0 1 N N N -7.949 18.035 -19.110 1.002 3.634 -3.301 H83 57S 36 57S HN2 H9 H 0 1 N N N -5.495 17.844 -18.036 -0.877 3.306 -0.518 HN2 57S 37 57S H10 H10 H 0 1 N N N -4.387 22.001 -19.703 -0.046 -1.457 1.393 H10 57S 38 57S H11 H11 H 0 1 N N N -6.110 20.726 -18.555 1.248 0.640 1.882 H11 57S 39 57S H12 H12 H 0 1 N N N -6.761 22.234 -19.283 2.196 -0.841 2.158 H12 57S 40 57S H13 H13 H 0 1 N N N -9.912 19.766 -18.469 5.270 -0.541 1.452 H13 57S 41 57S H14 H14 H 0 1 N N N -9.829 22.459 -20.815 5.563 2.103 -0.247 H14 57S 42 57S H15 H15 H 0 1 N N N -6.094 21.687 -22.169 2.023 -1.752 -0.831 H15 57S 43 57S H16 H16 H 0 1 N N N -4.186 21.418 -23.324 -0.438 -3.410 -0.116 H16 57S 44 57S H17 H17 H 0 1 N N N -2.463 21.222 -21.670 1.564 -3.704 -2.400 H17 57S 45 57S H18 H18 H 0 1 N N N -2.573 22.967 -21.257 1.545 -4.716 -0.936 H18 57S 46 57S H19 H19 H 0 1 N N N -0.833 22.501 -22.730 0.288 -5.698 -2.714 H19 57S 47 57S H20 H20 H 0 1 N N N -5.085 23.533 -23.779 0.112 -1.736 -2.424 H20 57S 48 57S H21 H21 H 0 1 N N N -6.432 23.435 -20.660 1.473 -3.425 1.476 H21 57S 49 57S H61 H22 H 0 1 N N N 0.336 19.948 -19.453 -5.249 -0.788 1.987 H61 57S 50 57S H62 H23 H 0 1 N N N 0.502 20.380 -17.718 -4.498 -1.784 0.718 H62 57S 51 57S HO6 H24 H 0 1 N Y N 0.521 22.248 -19.114 -4.254 -2.767 2.881 HO6 57S 52 57S HO4 H25 H 0 1 N Y N -0.453 16.912 -17.266 -5.867 0.829 1.183 HO4 57S 53 57S HO3 H26 H 0 1 N Y N -2.043 15.863 -17.788 -4.498 3.315 -0.760 HO3 57S 54 # # 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 57S O31 C27 SING N N 1 57S O30 C29 SING N N 2 57S C27 C29 SING N N 3 57S C27 C25 SING N N 4 57S C25 O32 SING N N 5 57S C25 C17 SING N N 6 57S O7 C7 DOUB N N 7 57S O24 P21 DOUB N N 8 57S O1 C17 SING N N 9 57S O1 C1 SING N N 10 57S C17 C19 SING N N 11 57S O20 P21 SING N N 12 57S O20 C19 SING N N 13 57S O23 P21 SING N N 14 57S C7 C8 SING N N 15 57S C7 N2 SING N N 16 57S P21 O22 SING N N 17 57S O5 C1 SING N N 18 57S O5 C5 SING N N 19 57S C1 C2 SING N N 20 57S C2 N2 SING N N 21 57S C2 C3 SING N N 22 57S O6 C6 SING N N 23 57S C6 C5 SING N N 24 57S O3 C3 SING N N 25 57S C5 C4 SING N N 26 57S C4 C3 SING N N 27 57S C4 O4 SING N N 28 57S C1 H1 SING N N 29 57S C2 H2 SING N N 30 57S C5 H5 SING N N 31 57S C3 H3 SING N N 32 57S C4 H4 SING N N 33 57S C8 H81 SING N N 34 57S C8 H82 SING N N 35 57S C8 H83 SING N N 36 57S N2 HN2 SING N N 37 57S C17 H10 SING N N 38 57S C19 H11 SING N N 39 57S C19 H12 SING N N 40 57S O22 H13 SING N N 41 57S O23 H14 SING N N 42 57S C25 H15 SING N N 43 57S C27 H16 SING N N 44 57S C29 H17 SING N N 45 57S C29 H18 SING N N 46 57S O30 H19 SING N N 47 57S O31 H20 SING N N 48 57S O32 H21 SING N N 49 57S C6 H61 SING N N 50 57S C6 H62 SING N N 51 57S O6 HO6 SING N N 52 57S O4 HO4 SING N N 53 57S O3 HO3 SING N N 54 # # 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 57S SMILES ACDLabs 12.01 "C1(C(NC(C)=O)C(C(C(O1)CO)O)O)OC(COP(O)(O)=O)C(O)C(CO)O" 57S InChI InChI 1.03 "InChI=1S/C13H26NO13P/c1-5(17)14-9-12(21)11(20)7(3-16)26-13(9)27-8(4-25-28(22,23)24)10(19)6(18)2-15/h6-13,15-16,18-21H,2-4H2,1H3,(H,14,17)(H2,22,23,24)/t6-,7+,8+,9+,10-,11+,12+,13-/m0/s1" 57S InChIKey InChI 1.03 VRKCYAMLHZHZPR-BXGOZMQFSA-N 57S SMILES_CANONICAL CACTVS 3.385 "CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@@H](O)CO" 57S SMILES CACTVS 3.385 "CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1O[CH](CO[P](O)(O)=O)[CH](O)[CH](O)CO" 57S SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H](COP(=O)(O)O)[C@H]([C@H](CO)O)O)CO)O)O" 57S SMILES "OpenEye OEToolkits" 1.9.2 "CC(=O)NC1C(C(C(OC1OC(COP(=O)(O)O)C(C(CO)O)O)CO)O)O" # # 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 57S "SYSTEMATIC NAME" ACDLabs 12.01 "4-O-[2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]-5-O-phosphono-D-ribitol" 57S "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 ;[(2R,3S,4S)-2-[(2S,3R,4R,5S,6R)-3-acetamido-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-2-yl]oxy-3,4,5-tris(oxidanyl)pentyl ] dihydrogen phosphate ; # _pdbx_chem_comp_related.comp_id 57S _pdbx_chem_comp_related.related_comp_id NAG _pdbx_chem_comp_related.relationship_type "Carbohydrate core" _pdbx_chem_comp_related.details ? # # loop_ _pdbx_chem_comp_atom_related.ordinal _pdbx_chem_comp_atom_related.comp_id _pdbx_chem_comp_atom_related.atom_id _pdbx_chem_comp_atom_related.related_comp_id _pdbx_chem_comp_atom_related.related_atom_id _pdbx_chem_comp_atom_related.related_type 1 57S C8 NAG C8 "Carbohydrate core" 2 57S C5 NAG C5 "Carbohydrate core" 3 57S C1 NAG C1 "Carbohydrate core" 4 57S C7 NAG C7 "Carbohydrate core" 5 57S C6 NAG C6 "Carbohydrate core" 6 57S C2 NAG C2 "Carbohydrate core" 7 57S C3 NAG C3 "Carbohydrate core" 8 57S C4 NAG C4 "Carbohydrate core" 9 57S N2 NAG N2 "Carbohydrate core" 10 57S O5 NAG O5 "Carbohydrate core" 11 57S O1 NAG O1 "Carbohydrate core" 12 57S O7 NAG O7 "Carbohydrate core" 13 57S O6 NAG O6 "Carbohydrate core" 14 57S O4 NAG O4 "Carbohydrate core" 15 57S O3 NAG O3 "Carbohydrate core" 16 57S H1 NAG H1 "Carbohydrate core" 17 57S H2 NAG H2 "Carbohydrate core" 18 57S H61 NAG H61 "Carbohydrate core" 19 57S H62 NAG H62 "Carbohydrate core" 20 57S HO6 NAG HO6 "Carbohydrate core" 21 57S HO4 NAG HO4 "Carbohydrate core" 22 57S HO3 NAG HO3 "Carbohydrate core" 23 57S H5 NAG H5 "Carbohydrate core" 24 57S H3 NAG H3 "Carbohydrate core" 25 57S H4 NAG H4 "Carbohydrate core" 26 57S H81 NAG H81 "Carbohydrate core" 27 57S H82 NAG H82 "Carbohydrate core" 28 57S H83 NAG H83 "Carbohydrate core" 29 57S HN2 NAG HN2 "Carbohydrate core" # # 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 57S "CARBOHYDRATE ISOMER" D PDB ? 57S "CARBOHYDRATE RING" pyranose PDB ? 57S "CARBOHYDRATE ANOMER" beta PDB ? 57S "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 57S "Create component" 2015-08-12 RCSB 57S "Initial release" 2015-11-11 RCSB 57S "Other modification" 2020-07-03 RCSB 57S "Modify parent residue" 2020-07-17 RCSB 57S "Modify name" 2020-07-17 RCSB 57S "Modify synonyms" 2020-07-17 RCSB 57S "Modify internal type" 2020-07-17 RCSB 57S "Modify linking type" 2020-07-17 RCSB 57S "Modify atom id" 2020-07-17 RCSB 57S "Modify component atom id" 2020-07-17 RCSB 57S "Modify leaving atom flag" 2020-07-17 RCSB ##