data_Z9M # _chem_comp.id Z9M _chem_comp.name 2-amino-2-deoxy-4-O-phosphono-beta-D-glucopyranose _chem_comp.type "D-saccharide, beta linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C6 H14 N O8 P" _chem_comp.mon_nstd_parent_comp_id GCS _chem_comp.pdbx_synonyms ;4-O-phosphono-beta-D-glucosamine; 2-amino-2-deoxy-4-O-phosphono-beta-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 2012-12-18 _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 Z9M _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 3PHO _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 Z9M 4-O-phosphono-beta-D-glucosamine PDB ? 2 Z9M 2-amino-2-deoxy-4-O-phosphono-beta-D-glucose PDB ? 3 Z9M 2-amino-2-deoxy-4-O-phosphono-D-glucose PDB ? 4 Z9M 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 Z9M N2 N1 N 0 1 N N N -71.470 -39.099 6.069 -3.122 2.278 -0.276 N2 Z9M 1 Z9M P1 P1 P 0 1 N N N -73.301 -35.553 2.077 2.627 0.226 0.089 P1 Z9M 2 Z9M O6 O6 O 0 1 N N N -68.053 -34.325 3.636 -0.569 -3.623 -0.302 O6 Z9M 3 Z9M O1 O1 O 0 1 N Y N -69.198 -37.637 7.026 -4.171 -0.280 0.506 O1 Z9M 4 Z9M O3 O3 O 0 1 N N N -73.274 -37.415 4.455 -0.255 2.493 -0.074 O3 Z9M 5 Z9M C1 C1 C 0 1 N N R -69.728 -37.413 5.717 -2.911 -0.161 -0.158 C1 Z9M 6 Z9M O4 O4 O 0 1 N N N -71.774 -35.889 2.460 1.221 0.122 -0.689 O4 Z9M 7 Z9M C2 C2 C 0 1 N N R -71.232 -37.691 5.720 -2.269 1.181 0.202 C2 Z9M 8 Z9M O5 O5 O 0 1 N N N -69.493 -36.051 5.332 -2.052 -1.225 0.257 O5 Z9M 9 Z9M C3 C3 C 0 1 N N R -71.848 -37.393 4.352 -0.893 1.276 -0.464 C3 Z9M 10 Z9M O9 O9 O 0 1 N N N -73.329 -35.254 0.486 2.728 -0.874 1.074 O9 Z9M 11 Z9M C4 C4 C 0 1 N N S -71.395 -36.028 3.832 -0.040 0.084 -0.018 C4 Z9M 12 Z9M O7 O7 O 0 1 N N N -74.263 -36.618 2.458 3.836 0.113 -0.968 O7 Z9M 13 Z9M C5 C5 C 0 1 N N R -69.879 -35.868 3.962 -0.768 -1.215 -0.369 C5 Z9M 14 Z9M O8 O8 O 0 1 N N N -73.658 -34.138 2.777 2.713 1.640 0.854 O8 Z9M 15 Z9M C6 C6 C 0 1 N N N -69.473 -34.477 3.502 0.051 -2.409 0.127 C6 Z9M 16 Z9M HN21 H11N H 0 0 N N N -72.453 -39.281 6.071 -4.038 2.234 0.146 HN21 Z9M 17 Z9M HN22 H12N H 0 0 N Y N -71.023 -39.689 5.396 -2.689 3.173 -0.108 HN22 Z9M 18 Z9M HO1 H1 H 0 1 N Y N -69.354 -38.539 7.281 -4.636 -1.108 0.323 HO1 Z9M 19 Z9M HO3 H3O H 0 1 N Y N -73.656 -37.230 3.605 -0.746 3.290 -0.320 HO3 Z9M 20 Z9M H1 H11 H 0 1 N N N -69.248 -38.092 4.997 -3.062 -0.214 -1.236 H1 Z9M 21 Z9M H2 H21 H 0 1 N N N -71.709 -37.042 6.470 -2.157 1.253 1.284 H2 Z9M 22 Z9M H3 H31 H 0 1 N N N -71.513 -38.165 3.643 -1.011 1.256 -1.548 H3 Z9M 23 Z9M H4 H41 H 0 1 N N N -71.881 -35.246 4.434 0.120 0.134 1.059 H4 Z9M 24 Z9M H7O H7O H 0 1 N N N -74.719 -36.926 1.683 4.714 0.168 -0.568 H7O Z9M 25 Z9M H5 H51 H 0 1 N N N -69.385 -36.616 3.324 -0.890 -1.283 -1.450 H5 Z9M 26 Z9M H8O H8O H 0 1 N N N -73.797 -33.479 2.107 2.654 2.408 0.269 H8O Z9M 27 Z9M H61 H61 H 0 1 N N N -69.982 -33.723 4.120 0.097 -2.390 1.216 H61 Z9M 28 Z9M H62 H62 H 0 1 N N N -69.759 -34.341 2.448 1.060 -2.352 -0.280 H62 Z9M 29 Z9M HO6 H1O H 0 1 N Y N -67.799 -33.456 3.349 -0.103 -4.423 -0.022 HO6 Z9M 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 Z9M C2 N2 SING N N 1 Z9M N2 HN21 SING N N 2 Z9M N2 HN22 SING N N 3 Z9M O9 P1 DOUB N N 4 Z9M P1 O7 SING N N 5 Z9M P1 O4 SING N N 6 Z9M P1 O8 SING N N 7 Z9M C6 O6 SING N N 8 Z9M C1 O1 SING N N 9 Z9M O1 HO1 SING N N 10 Z9M C3 O3 SING N N 11 Z9M O3 HO3 SING N N 12 Z9M O5 C1 SING N N 13 Z9M C1 C2 SING N N 14 Z9M C1 H1 SING N N 15 Z9M O4 C4 SING N N 16 Z9M C3 C2 SING N N 17 Z9M C2 H2 SING N N 18 Z9M C5 O5 SING N N 19 Z9M C4 C3 SING N N 20 Z9M C3 H3 SING N N 21 Z9M C4 C5 SING N N 22 Z9M C4 H4 SING N N 23 Z9M O7 H7O SING N N 24 Z9M C6 C5 SING N N 25 Z9M C5 H5 SING N N 26 Z9M O8 H8O SING N N 27 Z9M C6 H61 SING N N 28 Z9M C6 H62 SING N N 29 Z9M O6 HO6 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 Z9M SMILES ACDLabs 12.01 "O=P(O)(O)OC1C(OC(O)C(N)C1O)CO" Z9M 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" Z9M InChIKey InChI 1.03 QWDBGVNDGYUIAC-QZABAPFNSA-N Z9M SMILES_CANONICAL CACTVS 3.385 "N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O[P](O)(O)=O)[C@@H]1O" Z9M SMILES CACTVS 3.385 "N[CH]1[CH](O)O[CH](CO)[CH](O[P](O)(O)=O)[CH]1O" Z9M SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)N)O)OP(=O)(O)O)O" Z9M SMILES "OpenEye OEToolkits" 1.7.6 "C(C1C(C(C(C(O1)O)N)O)OP(=O)(O)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 Z9M "SYSTEMATIC NAME" ACDLabs 12.01 2-amino-2-deoxy-4-O-phosphono-beta-D-glucopyranose Z9M "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4R,5R,6R)-5-azanyl-2-(hydroxymethyl)-4,6-bis(oxidanyl)oxan-3-yl] dihydrogen phosphate" Z9M "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 b-D-GlcpN4PO3 # _pdbx_chem_comp_related.comp_id Z9M _pdbx_chem_comp_related.related_comp_id GCS _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 Z9M C1 GCS C1 "Carbohydrate core" 2 Z9M C2 GCS C2 "Carbohydrate core" 3 Z9M C3 GCS C3 "Carbohydrate core" 4 Z9M C4 GCS C4 "Carbohydrate core" 5 Z9M C5 GCS C5 "Carbohydrate core" 6 Z9M C6 GCS C6 "Carbohydrate core" 7 Z9M N2 GCS N2 "Carbohydrate core" 8 Z9M O1 GCS O1 "Carbohydrate core" 9 Z9M O3 GCS O3 "Carbohydrate core" 10 Z9M O4 GCS O4 "Carbohydrate core" 11 Z9M O5 GCS O5 "Carbohydrate core" 12 Z9M O6 GCS O6 "Carbohydrate core" 13 Z9M HO1 GCS HO1 "Carbohydrate core" 14 Z9M H1 GCS H1 "Carbohydrate core" 15 Z9M HN21 GCS HN21 "Carbohydrate core" 16 Z9M HN22 GCS HN22 "Carbohydrate core" 17 Z9M HO6 GCS HO6 "Carbohydrate core" 18 Z9M H2 GCS H2 "Carbohydrate core" 19 Z9M H3 GCS H3 "Carbohydrate core" 20 Z9M HO3 GCS HO3 "Carbohydrate core" 21 Z9M H4 GCS H4 "Carbohydrate core" 22 Z9M H5 GCS H5 "Carbohydrate core" 23 Z9M H61 GCS H61 "Carbohydrate core" 24 Z9M H62 GCS H62 "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 Z9M "CARBOHYDRATE ISOMER" D PDB ? Z9M "CARBOHYDRATE RING" pyranose PDB ? Z9M "CARBOHYDRATE ANOMER" beta PDB ? Z9M "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 Z9M "Create component" 2012-12-18 RCSB Z9M "Modify atom id" 2014-01-13 RCSB Z9M "Initial release" 2015-06-24 RCSB Z9M "Other modification" 2020-07-03 RCSB Z9M "Modify parent residue" 2020-07-17 RCSB Z9M "Modify synonyms" 2020-07-17 RCSB Z9M "Modify linking type" 2020-07-17 RCSB Z9M "Modify atom id" 2020-07-17 RCSB Z9M "Modify component atom id" 2020-07-17 RCSB Z9M "Modify leaving atom flag" 2020-07-17 RCSB ##