data_GPH # _chem_comp.id GPH _chem_comp.name 4-O-phosphono-D-glycero-beta-D-manno-heptopyranose _chem_comp.type "D-saccharide, beta linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C7 H15 O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;4-O-phosphono-D-glycero-beta-D-manno-heptose; 4-O-phosphono-D-glycero-D-manno-heptose; 4-O-phosphono-D-glycero-manno-heptose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-05-24 _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 290.162 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GPH _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 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 GPH 4-O-phosphono-D-glycero-beta-D-manno-heptose PDB ? 2 GPH 4-O-phosphono-D-glycero-D-manno-heptose PDB ? 3 GPH 4-O-phosphono-D-glycero-manno-heptose 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 GPH C1 C1 C 0 1 N N R 57.869 59.066 55.807 -2.911 -0.703 0.482 C1 GPH 1 GPH C2 C2 C 0 1 N N S 57.190 57.677 55.810 -2.085 -1.941 0.122 C2 GPH 2 GPH C3 C3 C 0 1 N N R 56.867 57.159 54.392 -0.672 -1.785 0.691 C3 GPH 3 GPH C4 C4 C 0 1 N N S 58.056 57.376 53.442 -0.053 -0.495 0.145 C4 GPH 4 GPH C5 C5 C 0 1 N N R 58.511 58.870 53.470 -0.957 0.687 0.504 C5 GPH 5 GPH C6 C6 C 0 1 N N R 58.217 59.512 52.115 -0.376 1.972 -0.089 C6 GPH 6 GPH C7 C7 C 0 1 N N N 58.906 60.871 51.980 -1.352 3.128 0.144 C7 GPH 7 GPH O2 O2 O 0 1 N N N 55.988 57.736 56.568 -2.016 -2.072 -1.300 O2 GPH 8 GPH O3 O3 O 0 1 N N N 55.693 57.826 53.871 0.128 -2.902 0.297 O3 GPH 9 GPH O4 O4 O 0 1 N N N 59.161 56.470 53.773 1.239 -0.302 0.726 O4 GPH 10 GPH P1 P1 P 0 1 N N N 59.174 55.216 52.906 2.605 -0.401 -0.121 P1 GPH 11 GPH O8 O8 O 0 1 N N N 59.618 55.713 51.578 2.676 -1.719 -0.789 O8 GPH 12 GPH O9 O9 O 0 1 N N N 60.153 54.318 53.580 2.634 0.765 -1.230 O9 GPH 13 GPH O10 O10 O 0 1 N N N 57.769 54.734 52.948 3.863 -0.232 0.869 O10 GPH 14 GPH O5 O5 O 0 1 N N N 57.806 59.628 54.499 -2.264 0.465 -0.029 O5 GPH 15 GPH O6 O6 O 0 1 N N N 58.641 58.652 51.069 0.871 2.267 0.543 O6 GPH 16 GPH O7 O7 O 0 1 N N N 60.304 60.695 51.791 -0.865 4.302 -0.510 O7 GPH 17 GPH O1 O101 O 0 1 N Y N 57.193 59.927 56.727 -4.214 -0.816 -0.094 O1 GPH 18 GPH H1 H1 H 0 1 N N N 58.922 58.958 56.107 -2.997 -0.626 1.566 H1 GPH 19 GPH H2 H2 H 0 1 N N N 57.906 56.974 56.261 -2.554 -2.828 0.548 H2 GPH 20 GPH H3 H3 H 0 1 N N N 56.669 56.079 54.460 -0.720 -1.735 1.778 H3 GPH 21 GPH H4 H4 H 0 1 N N N 57.733 57.141 52.417 0.041 -0.566 -0.938 H4 GPH 22 GPH H5 H5 H 0 1 N N N 59.588 58.889 53.693 -1.017 0.782 1.588 H5 GPH 23 GPH H6 H6 H 0 1 N N N 57.131 59.671 52.044 -0.219 1.840 -1.159 H6 GPH 24 GPH H71 H7 H 0 1 N N N 58.488 61.405 51.114 -2.329 2.865 -0.260 H71 GPH 25 GPH H72 H7A H 0 1 N N N 58.738 61.452 52.898 -1.440 3.318 1.214 H72 GPH 26 GPH HO2 HO2 H 0 1 N Y N 56.198 57.749 57.494 -2.878 -2.170 -1.728 HO2 GPH 27 GPH HO3 HO3 H 0 1 N Y N 55.073 57.972 54.575 -0.210 -3.755 0.603 HO3 GPH 28 GPH HO6 HO6 H 0 1 N Y N 58.736 59.152 50.267 0.807 2.398 1.499 HO6 GPH 29 GPH HO7 HO7 H 0 1 N Y N 60.496 60.656 50.861 -1.435 5.076 -0.404 HO7 GPH 30 GPH H13 H13 H 0 1 N N N 60.869 54.127 52.986 2.563 1.658 -0.864 H13 GPH 31 GPH H14 H14 H 0 1 N N N 57.496 54.631 53.852 4.721 -0.282 0.426 H14 GPH 32 GPH HO1 H15 H 0 1 N Y N 57.043 59.464 57.543 -4.793 -0.064 0.094 HO1 GPH 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 GPH C1 C2 SING N N 1 GPH C1 O5 SING N N 2 GPH C1 O1 SING N N 3 GPH C1 H1 SING N N 4 GPH C2 C3 SING N N 5 GPH C2 O2 SING N N 6 GPH C2 H2 SING N N 7 GPH C3 C4 SING N N 8 GPH C3 O3 SING N N 9 GPH C3 H3 SING N N 10 GPH C4 C5 SING N N 11 GPH C4 O4 SING N N 12 GPH C4 H4 SING N N 13 GPH C5 C6 SING N N 14 GPH C5 O5 SING N N 15 GPH C5 H5 SING N N 16 GPH C6 C7 SING N N 17 GPH C6 O6 SING N N 18 GPH C6 H6 SING N N 19 GPH C7 O7 SING N N 20 GPH C7 H71 SING N N 21 GPH C7 H72 SING N N 22 GPH O2 HO2 SING N N 23 GPH O3 HO3 SING N N 24 GPH O4 P1 SING N N 25 GPH P1 O8 DOUB N N 26 GPH P1 O9 SING N N 27 GPH P1 O10 SING N N 28 GPH O6 HO6 SING N N 29 GPH O7 HO7 SING N N 30 GPH O9 H13 SING N N 31 GPH O10 H14 SING N N 32 GPH O1 HO1 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 GPH SMILES ACDLabs 10.04 "O=P(O)(O)OC1C(OC(O)C(O)C1O)C(O)CO" GPH SMILES_CANONICAL CACTVS 3.341 "OC[C@@H](O)[C@H]1O[C@@H](O)[C@@H](O)[C@@H](O)[C@@H]1O[P](O)(O)=O" GPH SMILES CACTVS 3.341 "OC[CH](O)[CH]1O[CH](O)[CH](O)[CH](O)[CH]1O[P](O)(O)=O" GPH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C([C@H]([C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)O)O)O)OP(=O)(O)O)O)O" GPH SMILES "OpenEye OEToolkits" 1.5.0 "C(C(C1C(C(C(C(O1)O)O)O)OP(=O)(O)O)O)O" GPH InChI InChI 1.03 "InChI=1S/C7H15O10P/c8-1-2(9)5-6(17-18(13,14)15)3(10)4(11)7(12)16-5/h2-12H,1H2,(H2,13,14,15)/t2-,3-,4+,5-,6+,7-/m1/s1" GPH InChIKey InChI 1.03 JDFMKMOMBHLESC-XQCVOTFFSA-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 GPH "SYSTEMATIC NAME" ACDLabs 10.04 4-O-phosphono-D-glycero-beta-D-manno-heptopyranose GPH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5S,6R)-2-[(1R)-1,2-dihydroxyethyl]-4,5,6-trihydroxy-oxan-3-yl] dihydrogen phosphate" # # 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 GPH "CARBOHYDRATE ISOMER" D PDB ? GPH "CARBOHYDRATE RING" pyranose PDB ? GPH "CARBOHYDRATE ANOMER" beta PDB ? GPH "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 GPH "Create component" 2000-05-24 RCSB GPH "Modify descriptor" 2011-06-04 RCSB GPH "Other modification" 2020-07-03 RCSB GPH "Modify synonyms" 2020-07-17 RCSB GPH "Modify linking type" 2020-07-17 RCSB GPH "Modify atom id" 2020-07-17 RCSB GPH "Modify component atom id" 2020-07-17 RCSB GPH "Modify leaving atom flag" 2020-07-17 RCSB ##