data_4JA # _chem_comp.id 4JA _chem_comp.name "(2S)-3-[(6-deoxy-beta-D-glucopyranosyl)oxy]-2-hydroxypropyl dihydrogen phosphate" _chem_comp.type D-saccharide _chem_comp.pdbx_type ATOMS _chem_comp.formula "C9 H19 O10 P" _chem_comp.mon_nstd_parent_comp_id YYK _chem_comp.pdbx_synonyms ;(2S)-3-[(6-deoxy-beta-D-glucosyl)oxy]-2-hydroxypropyl dihydrogen phosphate; (2S)-3-[(6-deoxy-D-glucosyl)oxy]-2-hydroxypropyl dihydrogen phosphate; (2S)-3-[(6-deoxy-glucosyl)oxy]-2-hydroxypropyl dihydrogen phosphate ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-11-23 _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 318.215 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4JA _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2N9F _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 4JA "(2S)-3-[(6-deoxy-beta-D-glucosyl)oxy]-2-hydroxypropyl dihydrogen phosphate" PDB ? 2 4JA "(2S)-3-[(6-deoxy-D-glucosyl)oxy]-2-hydroxypropyl dihydrogen phosphate" PDB ? 3 4JA "(2S)-3-[(6-deoxy-glucosyl)oxy]-2-hydroxypropyl dihydrogen phosphate" 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 4JA P P P 0 1 N N N -8.735 0.422 3.698 5.357 0.150 -0.157 P 4JA 1 4JA O2 O2 O 0 1 N N N -3.320 3.495 8.243 -3.024 -2.573 -0.368 O2 4JA 2 4JA O3 O3 O 0 1 N N N -1.287 1.576 7.734 -5.672 -1.614 0.134 O3 4JA 3 4JA O4 O4 O 0 1 N N N -0.271 1.485 5.117 -6.083 1.169 -0.380 O4 4JA 4 4JA O5 O5 O 0 1 N N N -3.634 2.908 4.596 -2.464 1.008 0.170 O5 4JA 5 4JA C1 C1 C 0 1 N N R -3.883 3.591 5.871 -2.178 -0.309 -0.307 C1 4JA 6 4JA C2 C2 C 0 1 N N R -3.273 2.750 7.004 -3.277 -1.268 0.156 C2 4JA 7 4JA C3 C3 C 0 1 N N S -1.807 2.428 6.695 -4.631 -0.766 -0.354 C3 4JA 8 4JA C4 C4 C 0 1 N N S -1.673 1.710 5.347 -4.856 0.663 0.150 C4 4JA 9 4JA C5 C5 C 0 1 N N R -2.239 2.619 4.251 -3.696 1.548 -0.313 C5 4JA 10 4JA C6 C6 C 0 1 N N N -2.293 2.017 2.857 -3.883 2.964 0.237 C6 4JA 11 4JA OP1 OP1 O 0 1 N N N -8.979 -0.198 5.019 5.465 1.596 0.140 OP1 4JA 12 4JA OP2 OP2 O 0 1 N N N -9.702 0.214 2.598 6.474 -0.655 0.677 OP2 4JA 13 4JA "O5'" "O5'" O 0 1 N N N -8.495 2.002 3.890 3.893 -0.375 0.261 "O5'" 4JA 14 4JA "C5'" "C5'" C 0 1 N N N -7.448 2.466 4.724 2.686 0.214 -0.227 "C5'" 4JA 15 4JA "C3'" "C3'" C 0 1 N N S -7.437 3.996 4.871 1.483 -0.523 0.365 "C3'" 4JA 16 4JA "C2'" "C2'" C 0 1 N N N -5.987 4.455 5.096 0.195 0.025 -0.252 "C2'" 4JA 17 4JA O1 O1 O 0 1 N N N -5.320 3.708 6.109 -0.919 -0.740 0.213 O1 4JA 18 4JA "O3'" "O3'" O 0 1 N N N -8.306 4.402 5.924 1.454 -0.327 1.780 "O3'" 4JA 19 4JA HO2 HO2 H 0 1 N Y N -2.943 2.973 8.941 -2.179 -2.952 -0.088 HO2 4JA 20 4JA HO3 HO3 H 0 1 N Y N -1.367 2.014 8.573 -5.588 -2.537 -0.141 HO3 4JA 21 4JA HO4 HO4 H 0 1 N Y N 0.076 0.921 5.799 -6.290 2.072 -0.101 HO4 4JA 22 4JA H1 H1 H 0 1 N N N -3.415 4.586 5.866 -2.138 -0.300 -1.396 H1 4JA 23 4JA H2 H2 H 0 1 N N N -3.837 1.811 7.100 -3.290 -1.309 1.245 H2 4JA 24 4JA H3 H3 H 0 1 N N N -1.237 3.368 6.656 -4.636 -0.774 -1.444 H3 4JA 25 4JA H4 H4 H 0 1 N N N -2.230 0.762 5.371 -4.903 0.662 1.239 H4 4JA 26 4JA H5 H5 H 0 1 N N N -1.657 3.552 4.221 -3.676 1.581 -1.403 H5 4JA 27 4JA H61 H61 H 0 1 N N N -1.274 1.771 2.524 -3.056 3.593 -0.092 H61 4JA 28 4JA H62 H62 H 0 1 N N N -2.904 1.102 2.876 -4.822 3.376 -0.132 H62 4JA 29 4JA H63 H63 H 0 1 N N N -2.741 2.742 2.162 -3.903 2.930 1.326 H63 4JA 30 4JA HOP2 HOP2 H 0 0 N N N -10.415 -0.335 2.902 7.382 -0.389 0.475 HOP2 4JA 31 4JA "H5''" "H5''" H 0 0 N N N -7.568 2.018 5.721 2.650 1.263 0.065 "H5''" 4JA 32 4JA "H5'" "H5'" H 0 1 N N N -6.488 2.147 4.292 2.659 0.139 -1.314 "H5'" 4JA 33 4JA "H3'" "H3'" H 0 1 N N N -7.786 4.430 3.922 1.566 -1.588 0.148 "H3'" 4JA 34 4JA "H2''" "H2''" H 0 0 N N N -5.432 4.341 4.153 0.067 1.067 0.040 "H2''" 4JA 35 4JA "H2'" "H2'" H 0 1 N N N -5.996 5.515 5.390 0.255 -0.044 -1.338 "H2'" 4JA 36 4JA "HO3'" "HO3'" H 0 0 N Y N -8.288 5.349 6.002 1.381 0.600 2.048 "HO3'" 4JA 37 4JA OP3 OP3 O 0 1 N Y N ? ? ? 5.584 -0.093 -1.732 OP3 4JA 38 4JA HOP3 HOP3 H 0 0 N Y N ? ? ? 5.527 -1.021 -2.000 HOP3 4JA 39 # # 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 4JA OP2 P SING N N 1 4JA C6 C5 SING N N 2 4JA P "O5'" SING N N 3 4JA P OP1 DOUB N N 4 4JA "O5'" "C5'" SING N N 5 4JA C5 O5 SING N N 6 4JA C5 C4 SING N N 7 4JA O5 C1 SING N N 8 4JA "C5'" "C3'" SING N N 9 4JA "C3'" "C2'" SING N N 10 4JA "C3'" "O3'" SING N N 11 4JA "C2'" O1 SING N N 12 4JA O4 C4 SING N N 13 4JA C4 C3 SING N N 14 4JA C1 O1 SING N N 15 4JA C1 C2 SING N N 16 4JA C3 C2 SING N N 17 4JA C3 O3 SING N N 18 4JA C2 O2 SING N N 19 4JA O2 HO2 SING N N 20 4JA O3 HO3 SING N N 21 4JA O4 HO4 SING N N 22 4JA C1 H1 SING N N 23 4JA C2 H2 SING N N 24 4JA C3 H3 SING N N 25 4JA C4 H4 SING N N 26 4JA C5 H5 SING N N 27 4JA C6 H61 SING N N 28 4JA C6 H62 SING N N 29 4JA C6 H63 SING N N 30 4JA OP2 HOP2 SING N N 31 4JA "C5'" "H5''" SING N N 32 4JA "C5'" "H5'" SING N N 33 4JA "C3'" "H3'" SING N N 34 4JA "C2'" "H2''" SING N N 35 4JA "C2'" "H2'" SING N N 36 4JA "O3'" "HO3'" SING N N 37 4JA P OP3 SING N N 38 4JA OP3 HOP3 SING N N 39 # # 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 4JA SMILES ACDLabs 12.01 "P(OCC(COC1OC(C(O)C(O)C1O)C)O)(=O)(O)O" 4JA InChI InChI 1.03 "InChI=1S/C9H19O10P/c1-4-6(11)7(12)8(13)9(19-4)17-2-5(10)3-18-20(14,15)16/h4-13H,2-3H2,1H3,(H2,14,15,16)/t4-,5+,6-,7+,8-,9-/m1/s1" 4JA InChIKey InChI 1.03 MDUJBTMCZXACIH-LTUMISQWSA-N 4JA SMILES_CANONICAL CACTVS 3.385 "C[C@H]1O[C@@H](OC[C@H](O)CO[P](O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1O" 4JA SMILES CACTVS 3.385 "C[CH]1O[CH](OC[CH](O)CO[P](O)(O)=O)[CH](O)[CH](O)[CH]1O" 4JA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H](COP(=O)(O)O)O)O)O)O" 4JA SMILES "OpenEye OEToolkits" 1.7.6 "CC1C(C(C(C(O1)OCC(COP(=O)(O)O)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 4JA "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-3-[(6-deoxy-beta-D-glucopyranosyl)oxy]-2-hydroxypropyl dihydrogen phosphate" 4JA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2S)-3-[(2R,3R,4S,5S,6R)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-2-oxidanyl-propyl] dihydrogen phosphate" # _pdbx_chem_comp_related.comp_id 4JA _pdbx_chem_comp_related.related_comp_id YYK _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 4JA C1 YYK C1 "Carbohydrate core" 2 4JA C2 YYK C2 "Carbohydrate core" 3 4JA C3 YYK C3 "Carbohydrate core" 4 4JA C4 YYK C4 "Carbohydrate core" 5 4JA C5 YYK C5 "Carbohydrate core" 6 4JA C6 YYK C6 "Carbohydrate core" 7 4JA O1 YYK O1 "Carbohydrate core" 8 4JA O2 YYK O2 "Carbohydrate core" 9 4JA O3 YYK O3 "Carbohydrate core" 10 4JA O4 YYK O4 "Carbohydrate core" 11 4JA O5 YYK O5 "Carbohydrate core" 12 4JA H1 YYK H1 "Carbohydrate core" 13 4JA H2 YYK H2 "Carbohydrate core" 14 4JA H3 YYK H3 "Carbohydrate core" 15 4JA H4 YYK H4 "Carbohydrate core" 16 4JA H5 YYK H5 "Carbohydrate core" 17 4JA H61 YYK H61 "Carbohydrate core" 18 4JA H62 YYK H62 "Carbohydrate core" 19 4JA H63 YYK H63 "Carbohydrate core" 20 4JA HO2 YYK HO2 "Carbohydrate core" 21 4JA HO3 YYK HO3 "Carbohydrate core" 22 4JA HO4 YYK HO4 "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 4JA "CARBOHYDRATE ISOMER" D PDB ? 4JA "CARBOHYDRATE RING" pyranose PDB ? 4JA "CARBOHYDRATE ANOMER" beta PDB ? 4JA "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 4JA "Create component" 2015-11-23 RCSB 4JA "Initial release" 2016-08-31 RCSB 4JA "Other modification" 2020-07-03 RCSB 4JA "Modify parent residue" 2020-07-17 RCSB 4JA "Modify synonyms" 2020-07-17 RCSB 4JA "Modify internal type" 2020-07-17 RCSB 4JA "Modify linking type" 2020-07-17 RCSB 4JA "Modify component atom id" 2020-07-17 RCSB 4JA "Modify leaving atom flag" 2020-07-17 RCSB ##