data_GP4 # _chem_comp.id GP4 _chem_comp.name 2-amino-2-deoxy-4-O-phosphono-alpha-D-glucopyranose _chem_comp.type "D-saccharide, alpha linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H14 N O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;GLUCOSAMINE 4-PHOSPHATE; N-acetyl-4-O-phosphono-alpha-D-glucosamine; 2-amino-2-deoxy-4-O-phosphono-alpha-D-glucose; 2-amino-2-deoxy-4-O-phosphono-D-glucose; 2-amino-2-deoxy-4-O-phosphono-glucose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-09-30 _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 259.151 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GP4 _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 1FCP _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 GP4 "GLUCOSAMINE 4-PHOSPHATE" PDB ? 2 GP4 N-acetyl-4-O-phosphono-alpha-D-glucosamine PDB ? 3 GP4 2-amino-2-deoxy-4-O-phosphono-alpha-D-glucose PDB ? 4 GP4 2-amino-2-deoxy-4-O-phosphono-D-glucose PDB ? 5 GP4 2-amino-2-deoxy-4-O-phosphono-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 GP4 C1 C1A C 0 1 N N S 54.771 71.557 54.843 0.216 0.321 2.822 C1 GP4 1 GP4 C2 C2A C 0 1 N N R 54.438 72.466 53.628 -1.172 0.515 2.209 C2 GP4 2 GP4 C3 C3A C 0 1 N N R 54.038 71.785 52.298 -1.286 -0.344 0.945 C3 GP4 3 GP4 C4 C4A C 0 1 N N S 54.793 70.457 52.099 -0.110 -0.014 0.019 C4 GP4 4 GP4 C5 C5A C 0 1 N N R 54.621 69.621 53.354 1.197 -0.167 0.797 C5 GP4 5 GP4 C6 C6A C 0 1 N N N 55.254 68.242 53.137 2.378 0.129 -0.129 C6 GP4 6 GP4 N2 N2A N 0 1 N N N 53.614 73.620 53.969 -2.198 0.105 3.177 N2 GP4 7 GP4 O3 O3A O 0 1 N N N 54.356 72.670 51.207 -2.517 -0.062 0.276 O3 GP4 8 GP4 O4 O4A O 0 1 N N N 54.244 69.738 50.971 -0.111 -0.908 -1.095 O4 GP4 9 GP4 O6 O5A O 0 1 N N N 55.212 67.494 54.366 3.601 -0.020 0.593 O6 GP4 10 GP4 O5 O6A O 0 1 N N N 55.256 70.260 54.477 1.216 0.742 1.895 O5 GP4 11 GP4 O7A O7A O 0 1 N N N 54.647 68.628 48.875 -0.256 -0.949 -3.720 O7A GP4 12 GP4 P4A P4A P 0 1 N N N 55.235 69.571 49.863 -0.248 -0.001 -2.419 P4A GP4 13 GP4 O8A O8A O 0 1 N N N 55.459 70.910 49.259 0.895 0.934 -2.497 O8A GP4 14 GP4 O9A O9A O 0 1 N N N 56.482 69.014 50.442 -1.623 0.834 -2.356 O9A GP4 15 GP4 O1 O1A O 0 1 N Y N 53.707 71.547 55.801 0.410 -1.059 3.133 O1 GP4 16 GP4 H1 H1 H 0 1 N N N 55.643 72.018 55.362 0.295 0.913 3.734 H1 GP4 17 GP4 H2 H2 H 0 1 N N N 55.450 72.855 53.368 -1.313 1.564 1.950 H2 GP4 18 GP4 H3 H3 H 0 1 N N N 52.944 71.567 52.328 -1.252 -1.399 1.218 H3 GP4 19 GP4 H4 H4 H 0 1 N N N 55.872 70.661 51.905 -0.205 1.012 -0.336 H4 GP4 20 GP4 H5 H5 H 0 1 N N N 53.531 69.514 53.566 1.279 -1.188 1.171 H5 GP4 21 GP4 H61 H61 H 0 1 N N N 54.780 67.689 52.291 2.364 -0.565 -0.969 H61 GP4 22 GP4 H62 H62 H 0 1 N N N 56.286 68.313 52.722 2.298 1.150 -0.502 H62 GP4 23 GP4 HN2 HN21 H 0 1 N N N 53.395 74.216 53.171 -2.082 0.693 3.988 HN2 GP4 24 GP4 HN22 HN22 H 0 0 N N N 54.045 74.162 54.717 -3.091 0.343 2.771 HN22 GP4 25 GP4 HO3 HO3 H 0 1 N Y N 54.110 72.251 50.390 -3.228 -0.284 0.893 HO3 GP4 26 GP4 HO6 HO5 H 0 1 N Y N 55.604 66.639 54.231 4.317 0.175 -0.025 HO6 GP4 27 GP4 HOP1 HOP1 H 0 0 N N N 55.276 68.521 48.171 -0.340 -0.368 -4.488 HOP1 GP4 28 GP4 HOP2 HOP2 H 0 0 N N N 57.111 68.907 49.738 -2.341 0.189 -2.306 HOP2 GP4 29 GP4 HO1 HO1 H 0 1 N Y N 53.910 70.991 56.544 1.294 -1.138 3.516 HO1 GP4 30 # # 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 GP4 C1 C2 SING N N 1 GP4 C1 O5 SING N N 2 GP4 C1 O1 SING N N 3 GP4 C1 H1 SING N N 4 GP4 C2 C3 SING N N 5 GP4 C2 N2 SING N N 6 GP4 C2 H2 SING N N 7 GP4 C3 C4 SING N N 8 GP4 C3 O3 SING N N 9 GP4 C3 H3 SING N N 10 GP4 C4 C5 SING N N 11 GP4 C4 O4 SING N N 12 GP4 C4 H4 SING N N 13 GP4 C5 C6 SING N N 14 GP4 C5 O5 SING N N 15 GP4 C5 H5 SING N N 16 GP4 C6 O6 SING N N 17 GP4 C6 H61 SING N N 18 GP4 C6 H62 SING N N 19 GP4 N2 HN2 SING N N 20 GP4 N2 HN22 SING N N 21 GP4 O3 HO3 SING N N 22 GP4 O4 P4A SING N N 23 GP4 O6 HO6 SING N N 24 GP4 O7A P4A SING N N 25 GP4 O7A HOP1 SING N N 26 GP4 P4A O8A DOUB N N 27 GP4 P4A O9A SING N N 28 GP4 O9A HOP2 SING N N 29 GP4 O1 HO1 SING N N 30 # # 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 GP4 SMILES ACDLabs 10.04 "O=P(O)(O)OC1C(OC(O)C(N)C1O)CO" GP4 SMILES_CANONICAL CACTVS 3.341 "N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O[P](O)(O)=O)[C@@H]1O" GP4 SMILES CACTVS 3.341 "N[CH]1[CH](O)O[CH](CO)[CH](O[P](O)(O)=O)[CH]1O" GP4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)N)O)OP(=O)(O)O)O" GP4 SMILES "OpenEye OEToolkits" 1.5.0 "C(C1C(C(C(C(O1)O)N)O)OP(=O)(O)O)O" GP4 InChI InChI 1.03 "InChI=1S/C6H14NO8P/c7-3-4(9)5(15-16(11,12)13)2(1-8)14-6(3)10/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6+/m1/s1" GP4 InChIKey InChI 1.03 QWDBGVNDGYUIAC-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 GP4 "SYSTEMATIC NAME" ACDLabs 10.04 2-amino-2-deoxy-4-O-phosphono-alpha-D-glucopyranose GP4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R,6S)-5-amino-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl] dihydrogen phosphate" GP4 "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 a-D-GlcpN4PO3 # # 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 GP4 "CARBOHYDRATE ISOMER" D PDB ? GP4 "CARBOHYDRATE RING" pyranose PDB ? GP4 "CARBOHYDRATE ANOMER" alpha PDB ? GP4 "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 GP4 "Create component" 1999-09-30 RCSB GP4 "Modify descriptor" 2011-06-04 RCSB GP4 "Other modification" 2020-07-03 RCSB GP4 "Modify name" 2020-07-17 RCSB GP4 "Modify synonyms" 2020-07-17 RCSB GP4 "Modify linking type" 2020-07-17 RCSB GP4 "Modify atom id" 2020-07-17 RCSB GP4 "Modify component atom id" 2020-07-17 RCSB GP4 "Modify leaving atom flag" 2020-07-17 RCSB ##