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 
# 
