data_SG5 # _chem_comp.id SG5 _chem_comp.name "2,3,4-tri-O-propanoyl-6-O-sulfamoyl-alpha-D-glucopyranose" _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C15 H25 N O11 S" _chem_comp.mon_nstd_parent_comp_id GLC _chem_comp.pdbx_synonyms ;2,3,4-tri-O-propanoyl-6-O-sulfamoyl-alpha-D-glucose; 2,3,4-tri-O-propanoyl-6-O-sulfamoyl-D-glucose; 2,3,4-tri-O-propanoyl-6-O-sulfamoyl-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-08-19 _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 427.424 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SG5 _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 3T83 _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 SG5 "2,3,4-tri-O-propanoyl-6-O-sulfamoyl-alpha-D-glucose" PDB ? 2 SG5 "2,3,4-tri-O-propanoyl-6-O-sulfamoyl-D-glucose" PDB ? 3 SG5 "2,3,4-tri-O-propanoyl-6-O-sulfamoyl-glucose" 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 SG5 C1 C1 C 0 1 N N S 17.250 0.164 12.021 0.859 -1.973 0.368 C1 SG5 1 SG5 O5 O5 O 0 1 N N N 16.947 0.299 13.308 -0.488 -1.723 -0.040 O5 SG5 2 SG5 C2 C2 C 0 1 N N R 16.578 1.166 11.222 1.774 -0.887 -0.204 C2 SG5 3 SG5 C3 C3 C 0 1 N N S 17.028 2.610 11.597 1.286 0.484 0.272 C3 SG5 4 SG5 C4 C4 C 0 1 N N R 17.201 2.799 13.262 -0.174 0.670 -0.153 C4 SG5 5 SG5 C5 C5 C 0 1 N N R 17.615 1.357 13.926 -1.014 -0.475 0.417 C5 SG5 6 SG5 O1 O1A O 0 1 N Y N 18.505 -0.220 11.614 0.935 -1.957 1.795 O1 SG5 7 SG5 O2 O2A O 0 1 N N N 16.638 0.971 9.850 3.133 -1.106 0.257 O2 SG5 8 SG5 C2B C2B C 0 1 N N N 15.641 1.164 9.076 3.918 -1.883 -0.506 C2B SG5 9 SG5 O2C O2C O 0 1 N N N 14.696 1.905 9.454 3.484 -2.364 -1.525 O2C SG5 10 SG5 C2D C2D C 0 1 N N N 15.876 0.936 7.608 5.341 -2.154 -0.091 C2D SG5 11 SG5 C2E C2E C 0 1 N N N 15.944 2.133 6.721 6.010 -3.060 -1.127 C2E SG5 12 SG5 O3 O3A O 0 1 N N N 16.331 3.660 10.997 2.102 1.525 -0.326 O3 SG5 13 SG5 C3B C3B C 0 1 N N N 16.899 4.500 10.208 3.196 1.906 0.352 C3B SG5 14 SG5 O3C O3C O 0 1 N N N 18.010 4.224 9.700 3.462 1.388 1.410 O3C SG5 15 SG5 C3D C3D C 0 1 N N N 16.033 5.595 9.637 4.092 2.981 -0.207 C3D SG5 16 SG5 C3E C3E C 0 1 N N N 16.481 6.249 8.345 5.258 3.224 0.754 C3E SG5 17 SG5 O4 O4A O 0 1 N N N 17.954 3.912 13.660 -0.670 1.936 0.356 O4 SG5 18 SG5 C4B C4B C 0 1 N N N 17.389 5.034 13.937 -1.620 2.553 -0.364 C4B SG5 19 SG5 O4C O4C O 0 1 N N N 16.150 5.152 13.835 -2.023 2.052 -1.388 O4C SG5 20 SG5 C4D C4D C 0 1 N N N 18.245 6.215 14.309 -2.183 3.871 0.102 C4D SG5 21 SG5 C4E C4E C 0 1 N N N 19.353 6.570 13.359 -3.240 4.354 -0.892 C4E SG5 22 SG5 C6 C5A C 0 1 N N N 17.465 1.487 15.426 -2.463 -0.330 -0.053 C6 SG5 23 SG5 O6 O5B O 0 1 N N N 16.152 1.870 15.761 -3.269 -1.331 0.571 O6 SG5 24 SG5 S5C S5C S 0 1 N N N 15.531 1.129 16.898 -4.737 -1.280 0.173 S5C SG5 25 SG5 O5D O5D O 0 1 N N N 14.104 1.467 16.911 -5.415 -2.194 1.023 O5D SG5 26 SG5 O5E O5E O 0 1 N N N 16.248 1.517 18.105 -5.080 0.096 0.081 O5E SG5 27 SG5 N5F N5F N 0 1 N N N 15.820 -0.396 16.709 -4.852 -1.894 -1.360 N5F SG5 28 SG5 H1 H1 H 0 1 N N N 16.826 -0.824 11.791 1.176 -2.948 -0.002 H1 SG5 29 SG5 H2 H2 H 0 1 N N N 15.517 1.041 11.484 1.747 -0.926 -1.293 H2 SG5 30 SG5 H3 H3 H 0 1 N N N 18.023 2.700 11.136 1.359 0.540 1.358 H3 SG5 31 SG5 H4 H4 H 0 1 N N N 16.226 3.079 13.687 -0.240 0.664 -1.241 H4 SG5 32 SG5 H5 H5 H 0 1 N N N 18.668 1.095 13.744 -0.980 -0.444 1.506 H5 SG5 33 SG5 HO1 HO1A H 0 1 N Y N 18.532 -0.262 10.665 0.379 -2.620 2.226 HO1 SG5 34 SG5 H2D H2D H 0 1 N N N 16.842 0.418 7.517 5.886 -1.212 -0.025 H2D SG5 35 SG5 H2DA H2DA H 0 0 N N N 15.041 0.318 7.245 5.348 -2.647 0.881 H2DA SG5 36 SG5 H2E H2E H 0 1 N N N 16.119 1.812 5.684 5.465 -4.002 -1.192 H2E SG5 37 SG5 H2EA H2EA H 0 0 N N N 14.995 2.686 6.778 6.003 -2.567 -2.099 H2EA SG5 38 SG5 H2EB H2EB H 0 0 N N N 16.768 2.784 7.047 7.040 -3.256 -0.826 H2EB SG5 39 SG5 H3D H3D H 0 1 N N N 15.046 5.150 9.442 4.480 2.664 -1.175 H3D SG5 40 SG5 H3DA H3DA H 0 0 N N N 15.985 6.390 10.396 3.523 3.903 -0.327 H3DA SG5 41 SG5 H3E H3E H 0 1 N N N 15.755 7.023 8.054 5.906 4.002 0.350 H3E SG5 42 SG5 H3EA H3EA H 0 0 N N N 17.469 6.710 8.491 4.870 3.541 1.723 H3EA SG5 43 SG5 H3EB H3EB H 0 0 N N N 16.544 5.489 7.552 5.827 2.303 0.875 H3EB SG5 44 SG5 H4D H4D H 0 1 N N N 17.581 7.089 14.374 -2.639 3.744 1.084 H4D SG5 45 SG5 H4DA H4DA H 0 0 N N N 18.711 5.985 15.279 -1.381 4.606 0.166 H4DA SG5 46 SG5 H4E H4E H 0 1 N N N 19.900 7.444 13.743 -4.042 3.619 -0.956 H4E SG5 47 SG5 H4EA H4EA H 0 0 N N N 20.043 5.718 13.266 -3.648 5.307 -0.555 H4EA SG5 48 SG5 H4EB H4EB H 0 0 N N N 18.928 6.808 12.373 -2.784 4.482 -1.874 H4EB SG5 49 SG5 H61 H5A H 0 1 N N N 17.688 0.518 15.895 -2.835 0.658 0.219 H61 SG5 50 SG5 H62 H5AA H 0 1 N N N 18.167 2.250 15.793 -2.507 -0.450 -1.135 H62 SG5 51 SG5 HN5F HN5F H 0 0 N N N 15.411 -0.909 17.463 -4.055 -2.200 -1.821 HN5F SG5 52 SG5 HN5A HN5A H 0 0 N N N 15.426 -0.705 15.843 -5.715 -1.948 -1.798 HN5A SG5 53 # # 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 SG5 C1 O5 SING N N 1 SG5 C1 C2 SING N N 2 SG5 C1 O1 SING N N 3 SG5 O5 C5 SING N N 4 SG5 C2 C3 SING N N 5 SG5 C2 O2 SING N N 6 SG5 C3 C4 SING N N 7 SG5 C3 O3 SING N N 8 SG5 C4 C5 SING N N 9 SG5 C4 O4 SING N N 10 SG5 C5 C6 SING N N 11 SG5 O2 C2B SING N N 12 SG5 C2B O2C DOUB N N 13 SG5 C2B C2D SING N N 14 SG5 C2D C2E SING N N 15 SG5 O3 C3B SING N N 16 SG5 C3B O3C DOUB N N 17 SG5 C3B C3D SING N N 18 SG5 C3D C3E SING N N 19 SG5 O4 C4B SING N N 20 SG5 C4B O4C DOUB N N 21 SG5 C4B C4D SING N N 22 SG5 C4D C4E SING N N 23 SG5 C6 O6 SING N N 24 SG5 O6 S5C SING N N 25 SG5 S5C O5D DOUB N N 26 SG5 S5C O5E DOUB N N 27 SG5 S5C N5F SING N N 28 SG5 C1 H1 SING N N 29 SG5 C2 H2 SING N N 30 SG5 C3 H3 SING N N 31 SG5 C4 H4 SING N N 32 SG5 C5 H5 SING N N 33 SG5 O1 HO1 SING N N 34 SG5 C2D H2D SING N N 35 SG5 C2D H2DA SING N N 36 SG5 C2E H2E SING N N 37 SG5 C2E H2EA SING N N 38 SG5 C2E H2EB SING N N 39 SG5 C3D H3D SING N N 40 SG5 C3D H3DA SING N N 41 SG5 C3E H3E SING N N 42 SG5 C3E H3EA SING N N 43 SG5 C3E H3EB SING N N 44 SG5 C4D H4D SING N N 45 SG5 C4D H4DA SING N N 46 SG5 C4E H4E SING N N 47 SG5 C4E H4EA SING N N 48 SG5 C4E H4EB SING N N 49 SG5 C6 H61 SING N N 50 SG5 C6 H62 SING N N 51 SG5 N5F HN5F SING N N 52 SG5 N5F HN5A SING N N 53 # # 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 SG5 SMILES ACDLabs 12.01 "O=S(=O)(OCC1OC(O)C(OC(=O)CC)C(OC(=O)CC)C1OC(=O)CC)N" SG5 InChI InChI 1.03 "InChI=1S/C15H25NO11S/c1-4-9(17)25-12-8(7-23-28(16,21)22)24-15(20)14(27-11(19)6-3)13(12)26-10(18)5-2/h8,12-15,20H,4-7H2,1-3H3,(H2,16,21,22)/t8-,12-,13+,14-,15+/m1/s1" SG5 InChIKey InChI 1.03 TUQHVAPJYYJQSN-WMNSZERYSA-N SG5 SMILES_CANONICAL CACTVS 3.370 "CCC(=O)O[C@H]1[C@@H](O)O[C@H](CO[S](N)(=O)=O)[C@@H](OC(=O)CC)[C@@H]1OC(=O)CC" SG5 SMILES CACTVS 3.370 "CCC(=O)O[CH]1[CH](O)O[CH](CO[S](N)(=O)=O)[CH](OC(=O)CC)[CH]1OC(=O)CC" SG5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CCC(=O)O[C@@H]1[C@H](O[C@@H]([C@@H]([C@H]1OC(=O)CC)OC(=O)CC)O)COS(=O)(=O)N" SG5 SMILES "OpenEye OEToolkits" 1.7.2 "CCC(=O)OC1C(OC(C(C1OC(=O)CC)OC(=O)CC)O)COS(=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 SG5 "SYSTEMATIC NAME" ACDLabs 12.01 "2,3,4-tri-O-propanoyl-6-O-sulfamoyl-alpha-D-glucopyranose" SG5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(2R,3R,4S,5R,6S)-6-oxidanyl-4,5-di(propanoyloxy)-2-(sulfamoyloxymethyl)oxan-3-yl] propanoate" # _pdbx_chem_comp_related.comp_id SG5 _pdbx_chem_comp_related.related_comp_id GLC _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 SG5 C1 GLC C1 "Carbohydrate core" 2 SG5 C2 GLC C2 "Carbohydrate core" 3 SG5 C3 GLC C3 "Carbohydrate core" 4 SG5 C4 GLC C4 "Carbohydrate core" 5 SG5 C5 GLC C5 "Carbohydrate core" 6 SG5 C6 GLC C6 "Carbohydrate core" 7 SG5 O1 GLC O1 "Carbohydrate core" 8 SG5 O2 GLC O2 "Carbohydrate core" 9 SG5 O3 GLC O3 "Carbohydrate core" 10 SG5 O4 GLC O4 "Carbohydrate core" 11 SG5 O5 GLC O5 "Carbohydrate core" 12 SG5 O6 GLC O6 "Carbohydrate core" 13 SG5 H1 GLC H1 "Carbohydrate core" 14 SG5 H2 GLC H2 "Carbohydrate core" 15 SG5 H3 GLC H3 "Carbohydrate core" 16 SG5 H4 GLC H4 "Carbohydrate core" 17 SG5 H5 GLC H5 "Carbohydrate core" 18 SG5 H61 GLC H61 "Carbohydrate core" 19 SG5 H62 GLC H62 "Carbohydrate core" 20 SG5 HO1 GLC HO1 "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 SG5 "CARBOHYDRATE ISOMER" D PDB ? SG5 "CARBOHYDRATE RING" pyranose PDB ? SG5 "CARBOHYDRATE ANOMER" alpha PDB ? SG5 "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 SG5 "Create component" 2011-08-19 PDBJ SG5 "Modify atom id" 2011-08-30 PDBJ SG5 "Other modification" 2020-07-03 RCSB SG5 "Modify parent residue" 2020-07-17 RCSB SG5 "Modify synonyms" 2020-07-17 RCSB SG5 "Modify linking type" 2020-07-17 RCSB SG5 "Modify atom id" 2020-07-17 RCSB SG5 "Modify component atom id" 2020-07-17 RCSB SG5 "Modify leaving atom flag" 2020-07-17 RCSB ##