data_GL6 # _chem_comp.id GL6 _chem_comp.name "N-(dimethoxyphosphoryl)-beta-D-glucopyranosylamine" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C8 H18 N O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(3,4,5-TRIHYDROXY-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-2-YL)-PHOSPHORAMIDIC ACID DIMETHYL ESTER; N-(dimethoxyphosphoryl)-beta-D-glucosylamine; N-(dimethoxyphosphoryl)-D-glucosylamine; N-(dimethoxyphosphoryl)-glucosylamine ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-09-06 _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 287.204 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GL6 _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 1XC7 _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 GL6 "(3,4,5-TRIHYDROXY-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-2-YL)-PHOSPHORAMIDIC ACID DIMETHYL ESTER" PDB ? 2 GL6 "N-(dimethoxyphosphoryl)-beta-D-glucosylamine" PDB ? 3 GL6 "N-(dimethoxyphosphoryl)-D-glucosylamine" PDB ? 4 GL6 "N-(dimethoxyphosphoryl)-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 GL6 P P P 0 1 N N N 35.598 24.255 29.611 -2.077 -0.361 0.155 P GL6 1 GL6 O11 O11 O 0 1 N N N 34.282 24.573 30.141 -3.502 -0.723 -0.015 O11 GL6 2 GL6 O13 O13 O 0 1 N N N 36.463 25.475 29.185 -1.966 0.976 1.046 O13 GL6 3 GL6 O12 O12 O 0 1 N N N 36.502 23.531 30.686 -1.302 -1.563 0.894 O12 GL6 4 GL6 O2 O2 O 0 1 N N N 34.440 24.563 25.964 -0.317 2.529 -1.158 O2 GL6 5 GL6 O3 O3 O 0 1 N N N 33.036 22.726 24.093 1.933 2.869 0.636 O3 GL6 6 GL6 O4 O4 O 0 1 N N N 31.483 20.769 25.323 3.769 0.630 0.580 O4 GL6 7 GL6 O5 O5 O 0 1 N N N 33.954 21.518 27.994 0.582 -0.929 -0.342 O5 GL6 8 GL6 O6 O6 O 0 1 N N N 33.372 18.770 27.262 2.408 -3.143 -0.443 O6 GL6 9 GL6 N1 N1 N 0 1 N N N 35.500 23.338 28.252 -1.382 -0.089 -1.353 N1 GL6 10 GL6 C1 C1 C 0 1 N N R 34.221 22.932 27.699 0.051 0.139 -1.123 C1 GL6 11 GL6 C15 C15 C 0 1 N N N 37.919 23.659 30.771 -1.631 -2.762 0.189 C15 GL6 12 GL6 C16 C16 C 0 1 N N N 35.887 26.486 28.339 -2.942 1.890 0.542 C16 GL6 13 GL6 C2 C2 C 0 1 N N R 34.247 23.141 26.162 0.242 1.466 -0.384 C2 GL6 14 GL6 C3 C3 C 0 1 N N S 32.955 22.660 25.537 1.741 1.713 -0.181 C3 GL6 15 GL6 C4 C4 C 0 1 N N S 32.722 21.205 25.918 2.349 0.488 0.511 C4 GL6 16 GL6 C5 C5 C 0 1 N N R 32.665 21.058 27.457 1.998 -0.766 -0.294 C5 GL6 17 GL6 C6 C6 C 0 1 N N N 32.442 19.641 27.931 2.629 -1.990 0.372 C6 GL6 18 GL6 HO2 HO2 H 0 1 N Y N 34.456 24.691 25.023 -0.169 3.345 -0.661 HO2 GL6 19 GL6 HO3 HO3 H 0 1 N Y N 32.225 22.424 23.701 1.537 3.614 0.163 HO3 GL6 20 GL6 HO4 HO4 H 0 1 N Y N 31.338 19.861 25.561 3.945 1.430 1.094 HO4 GL6 21 GL6 HO6 HO6 H 0 1 N Y N 33.232 17.879 27.560 2.820 -3.890 0.012 HO6 GL6 22 GL6 HN1 HN1 H 0 1 N N N 36.058 22.497 28.401 -1.459 -0.954 -1.868 HN1 GL6 23 GL6 H1 H1 H 0 1 N N N 33.415 23.549 28.159 0.569 0.180 -2.081 H1 GL6 24 GL6 H151 H151 H 0 0 N N N 38.141 24.749 30.843 -1.127 -3.608 0.655 H151 GL6 25 GL6 H152 H152 H 0 0 N N N 38.557 23.148 31.530 -2.709 -2.918 0.222 H152 GL6 26 GL6 H153 H153 H 0 0 N N N 38.329 23.389 29.770 -1.308 -2.673 -0.848 H153 GL6 27 GL6 H161 H161 H 0 0 N N N 34.952 26.861 28.817 -2.733 2.104 -0.506 H161 GL6 28 GL6 H162 H162 H 0 0 N N N 36.507 27.361 28.034 -3.934 1.447 0.630 H162 GL6 29 GL6 H163 H163 H 0 0 N N N 35.484 25.997 27.422 -2.905 2.815 1.117 H163 GL6 30 GL6 H2 H2 H 0 1 N N N 35.062 22.556 25.674 -0.255 1.420 0.585 H2 GL6 31 GL6 H3 H3 H 0 1 N N N 32.126 23.310 25.903 2.222 1.863 -1.147 H3 GL6 32 GL6 H4 H4 H 0 1 N N N 33.561 20.574 25.543 1.942 0.399 1.519 H4 GL6 33 GL6 H5 H5 H 0 1 N N N 31.797 21.659 27.815 2.386 -0.665 -1.308 H5 GL6 34 GL6 H61 H61 H 0 1 N N N 32.499 19.551 29.041 3.700 -1.828 0.489 H61 GL6 35 GL6 H62 H62 H 0 1 N N N 31.385 19.312 27.802 2.176 -2.145 1.351 H62 GL6 36 # # 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 GL6 P O11 DOUB N N 1 GL6 P O13 SING N N 2 GL6 P O12 SING N N 3 GL6 P N1 SING N N 4 GL6 O13 C16 SING N N 5 GL6 O12 C15 SING N N 6 GL6 O2 C2 SING N N 7 GL6 O2 HO2 SING N N 8 GL6 O3 C3 SING N N 9 GL6 O3 HO3 SING N N 10 GL6 O4 C4 SING N N 11 GL6 O4 HO4 SING N N 12 GL6 O5 C1 SING N N 13 GL6 O5 C5 SING N N 14 GL6 O6 C6 SING N N 15 GL6 O6 HO6 SING N N 16 GL6 N1 C1 SING N N 17 GL6 N1 HN1 SING N N 18 GL6 C1 C2 SING N N 19 GL6 C1 H1 SING N N 20 GL6 C15 H151 SING N N 21 GL6 C15 H152 SING N N 22 GL6 C15 H153 SING N N 23 GL6 C16 H161 SING N N 24 GL6 C16 H162 SING N N 25 GL6 C16 H163 SING N N 26 GL6 C2 C3 SING N N 27 GL6 C2 H2 SING N N 28 GL6 C3 C4 SING N N 29 GL6 C3 H3 SING N N 30 GL6 C4 C5 SING N N 31 GL6 C4 H4 SING N N 32 GL6 C5 C6 SING N N 33 GL6 C5 H5 SING N N 34 GL6 C6 H61 SING N N 35 GL6 C6 H62 SING N N 36 # # 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 GL6 SMILES ACDLabs 10.04 "O=P(OC)(OC)NC1OC(C(O)C(O)C1O)CO" GL6 SMILES_CANONICAL CACTVS 3.341 "CO[P](=O)(N[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)OC" GL6 SMILES CACTVS 3.341 "CO[P](=O)(N[CH]1O[CH](CO)[CH](O)[CH](O)[CH]1O)OC" GL6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COP(=O)(N[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC" GL6 SMILES "OpenEye OEToolkits" 1.5.0 "COP(=O)(NC1C(C(C(C(O1)CO)O)O)O)OC" GL6 InChI InChI 1.03 "InChI=1S/C8H18NO8P/c1-15-18(14,16-2)9-8-7(13)6(12)5(11)4(3-10)17-8/h4-8,10-13H,3H2,1-2H3,(H,9,14)/t4-,5-,6+,7-,8-/m1/s1" GL6 InChIKey InChI 1.03 LJBUJRWZZYUNKX-JAJWTYFOSA-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 GL6 "SYSTEMATIC NAME" ACDLabs 10.04 "N-(dimethoxyphosphoryl)-beta-D-glucopyranosylamine" GL6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3R,4S,5S,6R)-2-(dimethoxyphosphorylamino)-6-(hydroxymethyl)oxane-3,4,5-triol" # # 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 GL6 "CARBOHYDRATE ISOMER" D PDB ? GL6 "CARBOHYDRATE RING" pyranose PDB ? GL6 "CARBOHYDRATE ANOMER" beta PDB ? GL6 "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 GL6 "Create component" 2004-09-06 RCSB GL6 "Modify descriptor" 2011-06-04 RCSB GL6 "Other modification" 2020-07-03 RCSB GL6 "Modify name" 2020-07-17 RCSB GL6 "Modify synonyms" 2020-07-17 RCSB GL6 "Modify linking type" 2020-07-17 RCSB GL6 "Modify leaving atom flag" 2020-07-17 RCSB ##