data_4GP # _chem_comp.id 4GP _chem_comp.name "N-(carboxycarbonyl)-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C8 H13 N O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;N-(BETA-D-GLUCOPYRANOSYL)OXAMIC ACID; N-(carboxycarbonyl)-beta-D-glucosylamine; N-(carboxycarbonyl)-D-glucosylamine; N-(carboxycarbonyl)-glucosylamine ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-24 _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 251.191 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4GP _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 2F3P _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 4GP "N-(BETA-D-GLUCOPYRANOSYL)OXAMIC ACID" PDB ? 2 4GP "N-(carboxycarbonyl)-beta-D-glucosylamine" PDB ? 3 4GP "N-(carboxycarbonyl)-D-glucosylamine" PDB ? 4 4GP "N-(carboxycarbonyl)-glucosylamine" 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 4GP C1 C1 C 0 1 N N R 33.441 22.772 27.714 -0.082 -0.251 0.091 C1 4GP 1 4GP C2 C2 C 0 1 N N R 33.748 23.025 26.182 0.692 -1.531 -0.232 C2 4GP 2 4GP O2 O2 O 0 1 N N N 33.885 24.457 25.918 0.047 -2.648 0.381 O2 4GP 3 4GP C3 C3 C 0 1 N N S 32.569 22.417 25.357 2.121 -1.400 0.309 C3 4GP 4 4GP O3 O3 O 0 1 N N N 32.815 22.597 23.923 2.898 -2.522 -0.114 O3 4GP 5 4GP C4 C4 C 0 1 N N S 32.446 20.922 25.689 2.736 -0.108 -0.241 C4 4GP 6 4GP O4 O4 O 0 1 N N N 31.360 20.350 24.962 4.011 0.110 0.365 O4 4GP 7 4GP C5 C5 C 0 1 N N R 32.200 20.732 27.255 1.807 1.064 0.085 C5 4GP 8 4GP O5 O5 O 0 1 N N N 33.296 21.335 28.011 0.541 0.865 -0.542 O5 4GP 9 4GP C6 C6 C 0 1 N N N 32.102 19.217 27.632 2.429 2.364 -0.429 C6 4GP 10 4GP O6 O6 O 0 1 N N N 33.193 18.451 27.082 1.623 3.472 -0.022 O6 4GP 11 4GP N1 N1 N 0 1 N N N 34.511 23.308 28.489 -1.458 -0.381 -0.395 N1 4GP 12 4GP C7 C7 C 0 1 N N N 34.203 24.035 29.583 -2.473 0.171 0.300 C7 4GP 13 4GP C8 C8 C 0 1 N N N 35.347 24.571 30.348 -3.877 0.039 -0.196 C8 4GP 14 4GP O7 O7 O 0 1 N N N 33.027 24.256 29.944 -2.247 0.776 1.328 O7 4GP 15 4GP O8 O8 O 0 1 N N N 35.211 25.539 31.131 -4.890 0.591 0.497 O8 4GP 16 4GP O9 O9 O 0 1 N N N 36.465 24.037 30.185 -4.103 -0.564 -1.223 O9 4GP 17 4GP H1 H1 H 0 1 N N N 32.490 23.265 27.965 -0.092 -0.097 1.170 H1 4GP 18 4GP H2 H2 H 0 1 N N N 34.697 22.548 25.894 0.723 -1.675 -1.312 H2 4GP 19 4GP HO2 HO2 H 0 1 N Y N 33.915 24.930 26.741 -0.848 -2.689 0.018 HO2 4GP 20 4GP H3 H3 H 0 1 N N N 31.631 22.930 25.617 2.097 -1.360 1.398 H3 4GP 21 4GP HO3 HO3 H 0 1 N Y N 31.986 22.636 23.461 2.468 -3.311 0.244 HO3 4GP 22 4GP H4 H4 H 0 1 N N N 33.380 20.415 25.404 2.855 -0.191 -1.321 H4 4GP 23 4GP HO4 HO4 H 0 1 N Y N 30.620 20.223 25.545 4.561 -0.653 0.142 HO4 4GP 24 4GP H5 H5 H 0 1 N N N 31.250 21.226 27.506 1.671 1.130 1.164 H5 4GP 25 4GP H61 H61 H 0 1 N N N 31.164 18.822 27.215 2.484 2.336 -1.517 H61 4GP 26 4GP H62 H62 H 0 1 N N N 32.126 19.125 28.728 3.432 2.474 -0.018 H62 4GP 27 4GP HO6 HO6 H 0 1 N Y N 33.030 18.283 26.161 2.049 4.269 -0.365 HO6 4GP 28 4GP HN1 HN1 H 0 1 N N N 35.463 23.149 28.229 -1.639 -0.864 -1.216 HN1 4GP 29 4GP HO8 HO8 H 0 1 N N N 36.050 25.749 31.525 -5.798 0.505 0.176 HO8 4GP 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 4GP C1 C2 SING N N 1 4GP C1 O5 SING N N 2 4GP C1 N1 SING N N 3 4GP C1 H1 SING N N 4 4GP C2 O2 SING N N 5 4GP C2 C3 SING N N 6 4GP C2 H2 SING N N 7 4GP O2 HO2 SING N N 8 4GP C3 O3 SING N N 9 4GP C3 C4 SING N N 10 4GP C3 H3 SING N N 11 4GP O3 HO3 SING N N 12 4GP C4 O4 SING N N 13 4GP C4 C5 SING N N 14 4GP C4 H4 SING N N 15 4GP O4 HO4 SING N N 16 4GP C5 O5 SING N N 17 4GP C5 C6 SING N N 18 4GP C5 H5 SING N N 19 4GP C6 O6 SING N N 20 4GP C6 H61 SING N N 21 4GP C6 H62 SING N N 22 4GP O6 HO6 SING N N 23 4GP N1 C7 SING N N 24 4GP N1 HN1 SING N N 25 4GP C7 C8 SING N N 26 4GP C7 O7 DOUB N N 27 4GP C8 O8 SING N N 28 4GP C8 O9 DOUB N N 29 4GP O8 HO8 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 4GP SMILES ACDLabs 10.04 "O=C(NC1OC(C(O)C(O)C1O)CO)C(=O)O" 4GP SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@@H](NC(=O)C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O" 4GP SMILES CACTVS 3.341 "OC[CH]1O[CH](NC(=O)C(O)=O)[CH](O)[CH](O)[CH]1O" 4GP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)NC(=O)C(=O)O)O)O)O)O" 4GP SMILES "OpenEye OEToolkits" 1.5.0 "C(C1C(C(C(C(O1)NC(=O)C(=O)O)O)O)O)O" 4GP InChI InChI 1.03 "InChI=1S/C8H13NO8/c10-1-2-3(11)4(12)5(13)7(17-2)9-6(14)8(15)16/h2-5,7,10-13H,1H2,(H,9,14)(H,15,16)/t2-,3-,4+,5-,7-/m1/s1" 4GP InChIKey InChI 1.03 ZSURXDJFFBVRAT-UHKLXPPTSA-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 4GP "SYSTEMATIC NAME" ACDLabs 10.04 "N-(carboxycarbonyl)-beta-D-glucopyranosylamine" 4GP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-oxo-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]ethanoic 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 4GP "CARBOHYDRATE ISOMER" D PDB ? 4GP "CARBOHYDRATE RING" pyranose PDB ? 4GP "CARBOHYDRATE ANOMER" beta PDB ? 4GP "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 4GP "Create component" 2006-01-24 RCSB 4GP "Modify descriptor" 2011-06-04 RCSB 4GP "Other modification" 2020-07-03 RCSB 4GP "Modify name" 2020-07-17 RCSB 4GP "Modify synonyms" 2020-07-17 RCSB 4GP "Modify internal type" 2020-07-17 RCSB 4GP "Modify linking type" 2020-07-17 RCSB 4GP "Modify leaving atom flag" 2020-07-17 RCSB ##