data_GMB # _chem_comp.id GMB _chem_comp.name "1,7-di-O-phosphono-L-glycero-beta-D-manno-heptopyranose" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C7 H16 O13 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;1,7-di-O-phosphono-L-glycero-beta-D-manno-heptose; 1,7-di-O-phosphono-L-glycero-D-manno-heptose; 1,7-di-O-phosphono-L-glycero-manno-heptose ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-11 _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 370.142 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GMB _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 3L8G _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 GMB "1,7-di-O-phosphono-L-glycero-beta-D-manno-heptose" PDB ? 2 GMB "1,7-di-O-phosphono-L-glycero-D-manno-heptose" PDB ? 3 GMB "1,7-di-O-phosphono-L-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 GMB C1 C1 C 0 1 N N S -12.965 1.025 -24.330 2.197 -0.040 0.234 C1 GMB 1 GMB O1 O1 O 0 1 N N N -11.870 0.227 -24.653 2.622 -1.218 -0.454 O1 GMB 2 GMB P1 P1 P 0 1 N N N -10.445 0.566 -24.315 2.406 -2.702 0.133 P1 GMB 3 GMB C2 C2 C 0 1 N N S -14.332 0.341 -24.493 3.126 1.123 -0.123 C2 GMB 4 GMB O2 O2 O 0 1 N N N -14.569 -0.863 -23.757 3.124 1.319 -1.539 O2 GMB 5 GMB P2 P2 P 0 1 N N N -13.025 5.871 -19.517 -4.456 -0.464 0.055 P2 GMB 6 GMB C3 C3 C 0 1 N N S -15.477 1.350 -24.469 2.629 2.395 0.570 C3 GMB 7 GMB O3 O3 O 0 1 N N N -16.774 0.827 -24.732 3.447 3.501 0.183 O3 GMB 8 GMB C4 C4 C 0 1 N N S -15.341 1.878 -23.056 1.179 2.659 0.150 C4 GMB 9 GMB O4 O4 O 0 1 N N N -16.423 2.651 -22.573 0.681 3.803 0.846 O4 GMB 10 GMB C5 C5 C 0 1 N N R -13.995 2.578 -23.010 0.326 1.436 0.497 C5 GMB 11 GMB O5 O5 O 0 1 N N N -12.961 1.595 -23.019 0.861 0.283 -0.155 O5 GMB 12 GMB C6 C6 C 0 1 N N S -14.012 3.437 -21.764 -1.112 1.668 0.026 C6 GMB 13 GMB O6 O6 O 0 1 N N N -14.227 2.668 -20.575 -1.111 1.986 -1.367 O6 GMB 14 GMB C7 C7 C 0 1 N N N -12.954 4.519 -21.663 -1.935 0.400 0.259 C7 GMB 15 GMB O7 O7 O 0 1 N N N -13.317 5.720 -20.978 -3.303 0.652 -0.071 O7 GMB 16 GMB OP1 OP1 O 0 1 N N N -10.138 2.014 -24.519 0.830 -3.021 0.216 OP1 GMB 17 GMB OP2 OP2 O 0 1 N N N -10.239 0.199 -22.881 3.119 -3.771 -0.836 OP2 GMB 18 GMB OP3 OP3 O 0 1 N N N -9.540 -0.247 -25.170 2.999 -2.789 1.486 OP3 GMB 19 GMB OP4 OP4 O 0 1 N N N -13.499 4.643 -18.831 -4.166 -1.655 -0.989 OP4 GMB 20 GMB OP5 OP5 O 0 1 N N N -11.566 6.047 -19.275 -4.468 -1.008 1.432 OP5 GMB 21 GMB OP6 OP6 O 0 1 N N N -13.799 7.047 -18.992 -5.885 0.201 -0.272 OP6 GMB 22 GMB H1 H1 H 0 1 N N N -12.836 1.823 -25.076 2.230 -0.214 1.309 H1 GMB 23 GMB H2 H2 H 0 1 N N N -14.290 -0.081 -25.508 4.138 0.897 0.212 H2 GMB 24 GMB HO2 HO2 H 0 1 N Y N -15.444 -1.182 -23.945 3.424 0.550 -2.043 HO2 GMB 25 GMB H3 H3 H 0 1 N N N -15.399 2.097 -25.273 2.677 2.264 1.651 H3 GMB 26 GMB HO3 HO3 H 0 1 N Y N -17.413 1.529 -24.694 4.381 3.399 0.413 HO3 GMB 27 GMB H4 H4 H 0 1 N N N -15.382 1.041 -22.343 1.138 2.839 -0.924 H4 GMB 28 GMB HO4 HO4 H 0 1 N Y N -16.240 2.932 -21.684 1.179 4.614 0.677 HO4 GMB 29 GMB H5 H5 H 0 1 N N N -13.803 3.223 -23.880 0.334 1.281 1.576 H5 GMB 30 GMB H6 H6 H 0 1 N N N -14.908 4.064 -21.882 -1.549 2.494 0.587 H6 GMB 31 GMB HO6 HO6 H 0 1 N Y N -14.230 3.245 -19.820 -0.735 1.294 -1.928 HO6 GMB 32 GMB H71 H7 H 0 1 N N N -12.100 4.085 -21.122 -1.552 -0.403 -0.370 H71 GMB 33 GMB H72 H7A H 0 1 N N N -12.685 4.803 -22.691 -1.863 0.107 1.307 H72 GMB 34 GMB HOP1 HOP1 H 0 0 N N N -9.433 2.103 -25.149 0.375 -2.982 -0.636 HOP1 GMB 35 GMB HOP2 HOP2 H 0 0 N N N -9.573 -0.476 -22.819 3.029 -4.689 -0.544 HOP2 GMB 36 GMB HOP4 HOP4 H 0 0 N N N -12.771 4.229 -18.383 -4.144 -1.371 -1.913 HOP4 GMB 37 GMB HOP6 HOP6 H 0 0 N N N -13.199 7.675 -18.607 -6.628 -0.416 -0.215 HOP6 GMB 38 # # 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 GMB O1 C1 SING N N 1 GMB C2 C1 SING N N 2 GMB C1 O5 SING N N 3 GMB C1 H1 SING N N 4 GMB O1 P1 SING N N 5 GMB OP3 P1 DOUB N N 6 GMB OP1 P1 SING N N 7 GMB P1 OP2 SING N N 8 GMB C2 C3 SING N N 9 GMB C2 O2 SING N N 10 GMB C2 H2 SING N N 11 GMB O2 HO2 SING N N 12 GMB O7 P2 SING N N 13 GMB P2 OP5 DOUB N N 14 GMB P2 OP6 SING N N 15 GMB P2 OP4 SING N N 16 GMB O3 C3 SING N N 17 GMB C3 C4 SING N N 18 GMB C3 H3 SING N N 19 GMB O3 HO3 SING N N 20 GMB C4 C5 SING N N 21 GMB C4 O4 SING N N 22 GMB C4 H4 SING N N 23 GMB O4 HO4 SING N N 24 GMB O5 C5 SING N N 25 GMB C5 C6 SING N N 26 GMB C5 H5 SING N N 27 GMB C6 C7 SING N N 28 GMB C6 O6 SING N N 29 GMB C6 H6 SING N N 30 GMB O6 HO6 SING N N 31 GMB C7 O7 SING N N 32 GMB C7 H71 SING N N 33 GMB C7 H72 SING N N 34 GMB OP1 HOP1 SING N N 35 GMB OP2 HOP2 SING N N 36 GMB OP4 HOP4 SING N N 37 GMB OP6 HOP6 SING N N 38 # # 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 GMB SMILES_CANONICAL CACTVS 3.352 "O[C@@H](CO[P](O)(O)=O)[C@H]1O[C@@H](O[P](O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O" GMB SMILES CACTVS 3.352 "O[CH](CO[P](O)(O)=O)[CH]1O[CH](O[P](O)(O)=O)[CH](O)[CH](O)[CH]1O" GMB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C([C@@H]([C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)OP(=O)(O)O)O)O)O)O)OP(=O)(O)O" GMB SMILES "OpenEye OEToolkits" 1.7.0 "C(C(C1C(C(C(C(O1)OP(=O)(O)O)O)O)O)O)OP(=O)(O)O" GMB InChI InChI 1.03 "InChI=1S/C7H16O13P2/c8-2(1-18-21(12,13)14)6-4(10)3(9)5(11)7(19-6)20-22(15,16)17/h2-11H,1H2,(H2,12,13,14)(H2,15,16,17)/t2-,3-,4-,5-,6+,7-/m0/s1" GMB InChIKey InChI 1.03 LMTGTTLGDUACSJ-QQABCQGCSA-N # _pdbx_chem_comp_identifier.comp_id GMB _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.6.1 _pdbx_chem_comp_identifier.identifier "[(2S)-2-hydroxy-2-[(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-phosphonooxy-oxan-2-yl]ethyl] 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 GMB "CARBOHYDRATE ISOMER" D PDB ? GMB "CARBOHYDRATE RING" pyranose PDB ? GMB "CARBOHYDRATE ANOMER" beta PDB ? GMB "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 GMB "Create component" 2010-01-11 RCSB GMB "Modify descriptor" 2011-06-04 RCSB GMB "Other modification" 2020-07-03 RCSB GMB "Modify synonyms" 2020-07-17 RCSB GMB "Modify internal type" 2020-07-17 RCSB GMB "Modify linking type" 2020-07-17 RCSB GMB "Modify atom id" 2020-07-17 RCSB GMB "Modify component atom id" 2020-07-17 RCSB GMB "Modify leaving atom flag" 2020-07-17 RCSB ##