data_9HV # _chem_comp.id 9HV _chem_comp.name "{2-[(2R,3R,4R,5R)-3-(alpha-D-glucopyranosyloxy)-4-hydroxy-2,5-bis(hydroxymethyl)pyrrolidin-1-yl]ethyl}phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H28 N O12 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-12 _chem_comp.pdbx_modified_date 2017-05-26 _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 433.345 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9HV _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 5VSJ _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 9HV C10 C1 C 0 1 N N R 24.385 -29.887 283.124 1.433 1.917 -1.246 C10 9HV 1 9HV C11 C2 C 0 1 N N N 23.217 -29.905 284.133 2.376 2.887 -0.532 C11 9HV 2 9HV C14 C3 C 0 1 N N N 25.245 -31.374 284.699 2.899 0.488 0.056 C14 9HV 3 9HV C15 C4 C 0 1 N N N 25.921 -32.762 284.618 3.435 -0.943 0.124 C15 9HV 4 9HV O18 O1 O 0 1 N N N 25.240 -35.177 285.807 5.737 -2.415 0.763 O18 9HV 5 9HV C20 C5 C 0 1 N N R 26.303 -31.193 282.574 0.538 -0.033 -0.176 C20 9HV 6 9HV C21 C6 C 0 1 N N N 27.756 -30.707 282.352 0.379 -1.512 -0.536 C21 9HV 7 9HV O24 O2 O 0 1 N N N 23.832 -34.161 279.758 -3.687 2.328 1.488 O24 9HV 8 9HV C02 C7 C 0 1 N N N 28.226 -31.493 277.441 -3.841 -2.448 -1.499 C02 9HV 9 9HV C03 C8 C 0 1 N N R 27.205 -32.298 278.263 -3.474 -1.321 -0.531 C03 9HV 10 9HV C05 C9 C 0 1 N N S 25.020 -32.129 279.305 -3.016 1.031 -0.440 C05 9HV 11 9HV C07 C10 C 0 1 N N R 25.476 -31.018 281.294 -0.650 0.791 -0.733 C07 9HV 12 9HV C08 C11 C 0 1 N N R 24.078 -30.640 281.813 -0.027 2.208 -0.837 C08 9HV 13 9HV C23 C12 C 0 1 N N R 24.619 -33.520 278.771 -4.078 1.244 0.642 C23 9HV 14 9HV C25 C13 C 0 1 N N S 25.855 -34.390 278.447 -4.211 -0.034 1.476 C25 9HV 15 9HV C27 C14 C 0 1 N N S 26.822 -33.608 277.540 -4.555 -1.202 0.547 C27 9HV 16 9HV N13 N1 N 0 1 N N N 25.639 -30.432 283.641 1.733 0.532 -0.837 N13 9HV 17 9HV O01 O3 O 0 1 N N N 29.529 -32.007 277.728 -2.779 -2.636 -2.437 O01 9HV 18 9HV O04 O4 O 0 1 N N N 26.041 -31.499 278.516 -3.381 -0.089 -1.249 O04 9HV 19 9HV O06 O5 O 0 1 N N N 25.456 -32.280 280.632 -1.752 0.781 0.177 O06 9HV 20 9HV O09 O6 O 0 1 N N N 23.322 -29.817 280.898 -0.688 2.978 -1.842 O09 9HV 21 9HV O12 O7 O 0 1 N N N 22.244 -28.949 283.708 2.142 2.829 0.877 O12 9HV 22 9HV O17 O8 O 0 1 N N N 23.437 -33.470 285.455 6.037 -0.197 -0.617 O17 9HV 23 9HV O19 O9 O 0 1 N N N 24.288 -34.709 283.437 5.386 -0.150 1.821 O19 9HV 24 9HV O22 O10 O 0 1 N N N 27.787 -29.363 281.900 1.453 -2.259 0.037 O22 9HV 25 9HV O26 O11 O 0 1 N N N 25.469 -35.586 277.789 -5.250 0.132 2.443 O26 9HV 26 9HV O28 O12 O 0 1 N N N 27.968 -34.405 277.254 -4.610 -2.414 1.303 O28 9HV 27 9HV P16 P1 P 0 1 N N N 24.655 -34.065 284.842 5.204 -0.909 0.563 P16 9HV 28 9HV H1 H1 H 0 1 N N N 24.559 -28.835 282.855 1.545 2.017 -2.325 H1 9HV 29 9HV H2 H2 H 0 1 N N N 22.766 -30.908 284.162 3.409 2.608 -0.740 H2 9HV 30 9HV H3 H3 H 0 1 N N N 23.586 -29.640 285.135 2.194 3.900 -0.889 H3 9HV 31 9HV H4 H4 H 0 1 N N N 25.502 -30.925 285.670 2.605 0.814 1.054 H4 9HV 32 9HV H5 H5 H 0 1 N N N 24.156 -31.520 284.639 3.675 1.150 -0.327 H5 9HV 33 9HV H6 H6 H 0 1 N N N 26.400 -32.880 283.635 2.884 -1.502 0.880 H6 9HV 34 9HV H7 H7 H 0 1 N N N 26.680 -32.848 285.409 3.311 -1.424 -0.846 H7 9HV 35 9HV H8 H8 H 0 1 N N N 25.256 -36.012 285.355 6.673 -2.473 0.999 H8 9HV 36 9HV H9 H9 H 0 1 N N N 26.326 -32.260 282.839 0.609 0.088 0.905 H9 9HV 37 9HV H10 H10 H 0 1 N N N 28.238 -31.349 281.600 -0.569 -1.881 -0.145 H10 9HV 38 9HV H11 H11 H 0 1 N N N 28.307 -30.778 283.302 0.394 -1.625 -1.620 H11 9HV 39 9HV H12 H12 H 0 1 N N N 23.073 -33.625 279.956 -3.579 3.169 1.025 H12 9HV 40 9HV H13 H13 H 0 1 N N N 28.174 -30.430 277.720 -3.999 -3.371 -0.940 H13 9HV 41 9HV H14 H14 H 0 1 N N N 28.010 -31.602 276.368 -4.755 -2.186 -2.033 H14 9HV 42 9HV H15 H15 H 0 1 N N N 27.677 -32.566 279.220 -2.515 -1.543 -0.063 H15 9HV 43 9HV H16 H16 H 0 1 N N N 24.120 -31.497 279.289 -2.948 1.923 -1.063 H16 9HV 44 9HV H17 H17 H 0 1 N N N 25.890 -30.217 280.665 -0.952 0.425 -1.714 H17 9HV 45 9HV H18 H18 H 0 1 N N N 23.522 -31.559 282.050 -0.063 2.716 0.126 H18 9HV 46 9HV H19 H19 H 0 1 N N N 24.036 -33.385 277.848 -5.035 1.476 0.174 H19 9HV 47 9HV H20 H20 H 0 1 N N N 26.372 -34.625 279.389 -3.269 -0.237 1.984 H20 9HV 48 9HV H21 H21 H 0 1 N N N 26.297 -33.352 276.608 -5.521 -1.022 0.076 H21 9HV 49 9HV H23 H23 H 0 1 N N N 30.177 -31.523 277.230 -2.944 -3.337 -3.082 H23 9HV 50 9HV H24 H24 H 0 1 N N N 22.473 -29.620 281.276 -0.337 3.873 -1.947 H24 9HV 51 9HV H25 H25 H 0 1 N N N 21.516 -28.945 284.318 2.707 3.420 1.394 H25 9HV 52 9HV H26 H26 H 0 1 N N N 22.695 -33.600 284.877 5.964 -0.642 -1.473 H26 9HV 53 9HV H27 H27 H 0 1 N N N 28.689 -29.092 281.772 1.417 -3.207 -0.151 H27 9HV 54 9HV H28 H28 H 0 1 N N N 24.872 -36.074 278.343 -5.100 0.860 3.061 H28 9HV 55 9HV H29 H29 H 0 1 N N N 27.698 -35.201 276.811 -5.274 -2.409 2.006 H29 9HV 56 # 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 9HV O28 C27 SING N N 1 9HV C02 O01 SING N N 2 9HV C02 C03 SING N N 3 9HV C27 C03 SING N N 4 9HV C27 C25 SING N N 5 9HV O26 C25 SING N N 6 9HV C03 O04 SING N N 7 9HV C25 C23 SING N N 8 9HV O04 C05 SING N N 9 9HV C23 C05 SING N N 10 9HV C23 O24 SING N N 11 9HV C05 O06 SING N N 12 9HV O06 C07 SING N N 13 9HV O09 C08 SING N N 14 9HV C07 C08 SING N N 15 9HV C07 C20 SING N N 16 9HV C08 C10 SING N N 17 9HV O22 C21 SING N N 18 9HV C21 C20 SING N N 19 9HV C20 N13 SING N N 20 9HV C10 N13 SING N N 21 9HV C10 C11 SING N N 22 9HV O19 P16 DOUB N N 23 9HV N13 C14 SING N N 24 9HV O12 C11 SING N N 25 9HV C15 C14 SING N N 26 9HV C15 P16 SING N N 27 9HV P16 O17 SING N N 28 9HV P16 O18 SING N N 29 9HV C10 H1 SING N N 30 9HV C11 H2 SING N N 31 9HV C11 H3 SING N N 32 9HV C14 H4 SING N N 33 9HV C14 H5 SING N N 34 9HV C15 H6 SING N N 35 9HV C15 H7 SING N N 36 9HV O18 H8 SING N N 37 9HV C20 H9 SING N N 38 9HV C21 H10 SING N N 39 9HV C21 H11 SING N N 40 9HV O24 H12 SING N N 41 9HV C02 H13 SING N N 42 9HV C02 H14 SING N N 43 9HV C03 H15 SING N N 44 9HV C05 H16 SING N N 45 9HV C07 H17 SING N N 46 9HV C08 H18 SING N N 47 9HV C23 H19 SING N N 48 9HV C25 H20 SING N N 49 9HV C27 H21 SING N N 50 9HV O01 H23 SING N N 51 9HV O09 H24 SING N N 52 9HV O12 H25 SING N N 53 9HV O17 H26 SING N N 54 9HV O22 H27 SING N N 55 9HV O26 H28 SING N N 56 9HV O28 H29 SING N N 57 # 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 9HV SMILES ACDLabs 12.01 "C1(N(CCP(O)(O)=O)C(CO)C(C1O)OC2C(O)C(C(C(CO)O2)O)O)CO" 9HV InChI InChI 1.03 "InChI=1S/C14H28NO12P/c16-3-6-9(19)13(7(4-17)15(6)1-2-28(23,24)25)27-14-12(22)11(21)10(20)8(5-18)26-14/h6-14,16-22H,1-5H2,(H2,23,24,25)/t6-,7-,8-,9-,10-,11+,12-,13-,14-/m1/s1" 9HV InChIKey InChI 1.03 QLKUMDMMFYIFJS-IDWYSJKESA-N 9HV SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](CO)N(CC[P](O)(O)=O)[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O" 9HV SMILES CACTVS 3.385 "OC[CH]1O[CH](O[CH]2[CH](O)[CH](CO)N(CC[P](O)(O)=O)[CH]2CO)[CH](O)[CH](O)[CH]1O" 9HV SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C(CP(=O)(O)O)N1[C@@H]([C@H]([C@@H]([C@H]1CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)CO" 9HV SMILES "OpenEye OEToolkits" 2.0.6 "C(CP(=O)(O)O)N1C(C(C(C1CO)OC2C(C(C(C(O2)CO)O)O)O)O)CO" # 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 9HV "SYSTEMATIC NAME" ACDLabs 12.01 "{2-[(2R,3R,4R,5R)-3-(alpha-D-glucopyranosyloxy)-4-hydroxy-2,5-bis(hydroxymethyl)pyrrolidin-1-yl]ethyl}phosphonic acid" 9HV "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(2~{R},3~{R},4~{R},5~{R})-2,5-bis(hydroxymethyl)-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-4-oxidanyl-pyrrolidin-1-yl]ethylphosphonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9HV "Create component" 2017-05-12 RCSB 9HV "Initial release" 2017-05-31 RCSB #