data_SGN # _chem_comp.id SGN _chem_comp.name "2-deoxy-6-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranose" _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H13 N O11 S2" _chem_comp.mon_nstd_parent_comp_id PA1 _chem_comp.pdbx_synonyms ;N,O6-DISULFO-GLUCOSAMINE; 6-O-sulfo-N-sulfo-alpha-D-glucosamine; 2-deoxy-6-O-sulfo-2-(sulfoamino)-alpha-D-glucose; 2-deoxy-6-O-sulfo-2-(sulfoamino)-D-glucose; 2-deoxy-6-O-sulfo-2-(sulfoamino)-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _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 339.298 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SGN _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1BFB _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 SGN "N,O6-DISULFO-GLUCOSAMINE" PDB ? 2 SGN 6-O-sulfo-N-sulfo-alpha-D-glucosamine PDB ? 3 SGN "2-deoxy-6-O-sulfo-2-(sulfoamino)-alpha-D-glucose" PDB ? 4 SGN "2-deoxy-6-O-sulfo-2-(sulfoamino)-D-glucose" PDB ? 5 SGN "2-deoxy-6-O-sulfo-2-(sulfoamino)-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 SGN C1 C1 C 0 1 N N S -4.039 1.900 54.707 1.114 0.508 -0.786 C1 SGN 1 SGN C2 C2 C 0 1 N N R -2.975 2.992 54.913 0.056 0.033 -1.785 C2 SGN 2 SGN C3 C3 C 0 1 N N R -2.089 3.126 53.683 -1.330 0.437 -1.276 C3 SGN 3 SGN C4 C4 C 0 1 N N S -1.479 1.780 53.270 -1.499 -0.090 0.152 C4 SGN 4 SGN C5 C5 C 0 1 N N R -2.675 0.849 53.016 -0.325 0.394 1.005 C5 SGN 5 SGN C6 C6 C 0 1 N N N -2.305 -0.506 52.459 -0.503 -0.100 2.442 C6 SGN 6 SGN N2 N N 0 1 N N N -3.636 4.280 55.109 0.300 0.654 -3.089 N2 SGN 7 SGN O1 O1 O 0 1 N Y N -5.172 2.314 53.931 1.024 1.927 -0.638 O1 SGN 8 SGN O3 O3 O 0 1 N N N -1.059 4.018 53.988 -2.337 -0.126 -2.118 O3 SGN 9 SGN O4 O4 O 0 1 N N N -0.698 1.991 52.063 -2.724 0.399 0.702 O4 SGN 10 SGN O5 O5 O 0 1 N N N -3.435 0.686 54.234 0.897 -0.114 0.477 O5 SGN 11 SGN O6 O6 O 0 1 N N N -2.311 -1.427 53.544 0.588 0.356 3.243 O6 SGN 12 SGN S1 S1 S 0 1 N N N -3.594 5.097 56.697 0.589 -0.293 -4.416 S1 SGN 13 SGN O1S O1S O 0 1 N N N -4.589 4.513 57.538 0.607 0.592 -5.527 O1S SGN 14 SGN O2S O2S O 0 1 N N N -3.858 6.495 56.527 1.646 -1.167 -4.044 O2S SGN 15 SGN O3S O3S O 0 1 N N N -2.310 4.935 57.320 -0.630 -1.181 -4.616 O3S SGN 16 SGN S2 S2 S 0 1 N N N -0.766 -1.852 54.290 0.350 -0.167 4.652 S2 SGN 17 SGN O4S O4S O 0 1 N N N -0.230 -2.922 53.489 1.088 0.689 5.512 O4S SGN 18 SGN O5S O5S O 0 1 N N N -0.961 -2.294 55.649 -1.045 -0.417 4.740 O5S SGN 19 SGN O6S O6S O 0 1 N N N 0.111 -0.705 54.296 1.021 -1.530 4.750 O6S SGN 20 SGN H1 H1 H 0 1 N N N -4.478 1.691 55.710 2.105 0.245 -1.155 H1 SGN 21 SGN H2 H2 H 0 1 N N N -2.359 2.707 55.798 0.108 -1.051 -1.882 H2 SGN 22 SGN H3 H3 H 0 1 N N N -2.709 3.492 52.832 -1.418 1.523 -1.278 H3 SGN 23 SGN H4 H4 H 0 1 N N N -0.803 1.338 54.039 -1.515 -1.180 0.139 H4 SGN 24 SGN H5 H5 H 0 1 N N N -3.287 1.346 52.228 -0.297 1.484 0.998 H5 SGN 25 SGN H61 H61 H 0 1 N N N -2.960 -0.823 51.614 -1.438 0.287 2.847 H61 SGN 26 SGN H62 H62 H 0 1 N N N -1.340 -0.498 51.899 -0.529 -1.190 2.451 H62 SGN 27 SGN HN21 HN H 0 0 N N N -4.611 4.182 54.827 0.291 1.620 -3.176 HN21 SGN 28 SGN HO1 HO1 H 0 1 N Y N -5.829 1.639 53.803 1.707 2.186 -0.004 HO1 SGN 29 SGN HO3 HO3 H 0 1 N Y N -0.505 4.101 53.220 -3.190 0.143 -1.753 HO3 SGN 30 SGN HO4 HO4 H 0 1 N Y N -0.320 1.157 51.807 -2.786 0.049 1.602 HO4 SGN 31 SGN HOS3 HOS3 H 0 0 N N N -2.287 5.369 58.164 -0.453 -1.730 -5.392 HOS3 SGN 32 SGN HOS6 HOS6 H 0 0 N N N 0.941 -0.933 54.697 0.864 -1.854 5.647 HOS6 SGN 33 # # 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 SGN C1 C2 SING N N 1 SGN C1 O1 SING N N 2 SGN C1 O5 SING N N 3 SGN C1 H1 SING N N 4 SGN C2 C3 SING N N 5 SGN C2 N2 SING N N 6 SGN C2 H2 SING N N 7 SGN C3 C4 SING N N 8 SGN C3 O3 SING N N 9 SGN C3 H3 SING N N 10 SGN C4 C5 SING N N 11 SGN C4 O4 SING N N 12 SGN C4 H4 SING N N 13 SGN C5 C6 SING N N 14 SGN C5 O5 SING N N 15 SGN C5 H5 SING N N 16 SGN C6 O6 SING N N 17 SGN C6 H61 SING N N 18 SGN C6 H62 SING N N 19 SGN N2 S1 SING N N 20 SGN N2 HN21 SING N N 21 SGN O1 HO1 SING N N 22 SGN O3 HO3 SING N N 23 SGN O4 HO4 SING N N 24 SGN O6 S2 SING N N 25 SGN S1 O1S DOUB N N 26 SGN S1 O2S DOUB N N 27 SGN S1 O3S SING N N 28 SGN O3S HOS3 SING N N 29 SGN S2 O4S DOUB N N 30 SGN S2 O5S DOUB N N 31 SGN S2 O6S SING N N 32 SGN O6S HOS6 SING N N 33 # # 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 SGN SMILES ACDLabs 10.04 "O=S(=O)(O)OCC1OC(O)C(NS(=O)(=O)O)C(O)C1O" SGN SMILES_CANONICAL CACTVS 3.341 "O[C@H]1O[C@H](CO[S](O)(=O)=O)[C@@H](O)[C@H](O)[C@H]1N[S](O)(=O)=O" SGN SMILES CACTVS 3.341 "O[CH]1O[CH](CO[S](O)(=O)=O)[CH](O)[CH](O)[CH]1N[S](O)(=O)=O" SGN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)NS(=O)(=O)O)O)O)OS(=O)(=O)O" SGN SMILES "OpenEye OEToolkits" 1.5.0 "C(C1C(C(C(C(O1)O)NS(=O)(=O)O)O)O)OS(=O)(=O)O" SGN InChI InChI 1.03 "InChI=1S/C6H13NO11S2/c8-4-2(1-17-20(14,15)16)18-6(10)3(5(4)9)7-19(11,12)13/h2-10H,1H2,(H,11,12,13)(H,14,15,16)/t2-,3-,4-,5-,6+/m1/s1" SGN InChIKey InChI 1.03 DQTRACMFIGDHSN-UKFBFLRUSA-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 SGN "SYSTEMATIC NAME" ACDLabs 10.04 "2-deoxy-6-O-sulfo-2-(sulfoamino)-alpha-D-glucopyranose" SGN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(sulfooxymethyl)oxan-3-yl]sulfamic acid" SGN "CONDENSED IUPAC CARBOHYDRATE SYMBOL" GMML 1.0 DGlcpNS[6S]a SGN "COMMON NAME" GMML 1.0 N-sulfo-6-sulfo-a-D-glucopyranose SGN "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 a-D-GlcpNSO36SO3 # _pdbx_chem_comp_related.comp_id SGN _pdbx_chem_comp_related.related_comp_id PA1 _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 SGN C1 PA1 C1 "Carbohydrate core" 2 SGN C2 PA1 C2 "Carbohydrate core" 3 SGN C3 PA1 C3 "Carbohydrate core" 4 SGN C4 PA1 C4 "Carbohydrate core" 5 SGN C5 PA1 C5 "Carbohydrate core" 6 SGN C6 PA1 C6 "Carbohydrate core" 7 SGN N2 PA1 N2 "Carbohydrate core" 8 SGN O1 PA1 O1 "Carbohydrate core" 9 SGN O3 PA1 O3 "Carbohydrate core" 10 SGN O4 PA1 O4 "Carbohydrate core" 11 SGN O5 PA1 O5 "Carbohydrate core" 12 SGN O6 PA1 O6 "Carbohydrate core" 13 SGN H1 PA1 H1 "Carbohydrate core" 14 SGN H2 PA1 H2 "Carbohydrate core" 15 SGN H3 PA1 H3 "Carbohydrate core" 16 SGN H4 PA1 H4 "Carbohydrate core" 17 SGN H5 PA1 H5 "Carbohydrate core" 18 SGN H61 PA1 H61 "Carbohydrate core" 19 SGN H62 PA1 H62 "Carbohydrate core" 20 SGN HN21 PA1 HN21 "Carbohydrate core" 21 SGN HO1 PA1 HO1 "Carbohydrate core" 22 SGN HO3 PA1 HO3 "Carbohydrate core" 23 SGN HO4 PA1 HO4 "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 SGN "CARBOHYDRATE ISOMER" D PDB ? SGN "CARBOHYDRATE RING" pyranose PDB ? SGN "CARBOHYDRATE ANOMER" alpha PDB ? SGN "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 SGN "Create component" 1999-07-08 EBI SGN "Modify descriptor" 2011-06-04 RCSB SGN "Other modification" 2020-07-03 RCSB SGN "Modify parent residue" 2020-07-17 RCSB SGN "Modify name" 2020-07-17 RCSB SGN "Modify synonyms" 2020-07-17 RCSB SGN "Modify linking type" 2020-07-17 RCSB SGN "Modify atom id" 2020-07-17 RCSB SGN "Modify component atom id" 2020-07-17 RCSB SGN "Modify leaving atom flag" 2020-07-17 RCSB ##