data_RIO
# 
_chem_comp.id                                    RIO 
_chem_comp.name                                  RIBOSTAMYCIN 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H34 N4 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;5-AMINO-2-AMINOMETHYL-6-[4,6-DIAMINO-2-(3,4-DIHYDROXY-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-2-YLOXY)-3-HYDROXY-CYCLOHEXYLOXY]-TETRAHYDRO-PYRAN-3,4-DIOL; (1R,2R,3S,4R,6S)-4,6-diamino-3-hydroxy-2-(beta-D-ribofuranosyloxy)cyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-07-08 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        454.473 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RIO 
_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        1M4G 
_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 
RIO O1   O1   O 0 1 N N N 24.194 29.545 11.223 -2.539 2.965  -2.713 O1   RIO 1  
RIO C1   C1   C 0 1 N N N 23.639 29.733 9.924  -3.088 3.041  -1.396 C1   RIO 2  
RIO C2   C2   C 0 1 N N R 22.270 30.359 10.078 -3.564 1.653  -0.962 C2   RIO 3  
RIO O2   O2   O 0 1 N N N 21.509 29.585 11.021 -2.437 0.773  -0.817 O2   RIO 4  
RIO C3   C3   C 0 1 N N S 20.725 30.474 11.854 -2.741 -0.126 0.271  C3   RIO 5  
RIO O3   O3   O 0 1 N N N 21.403 30.562 13.096 -1.543 -0.688 0.810  O3   RIO 6  
RIO C4   C4   C 0 1 N N R 21.114 29.584 14.101 -0.851 -1.556 -0.090 C4   RIO 7  
RIO C5   C5   C 0 1 N N S 21.571 28.179 13.689 -1.357 -2.988 0.093  C5   RIO 8  
RIO O4   O4   O 0 1 N N N 22.987 28.206 13.417 -2.759 -3.037 -0.181 O4   RIO 9  
RIO C6   C6   C 0 1 N N R 21.303 27.081 14.764 -0.617 -3.917 -0.871 C6   RIO 10 
RIO N1   N1   N 0 1 N N N 21.626 25.763 14.126 -1.102 -5.293 -0.696 N1   RIO 11 
RIO C7   C7   C 0 1 N N N 19.823 27.049 15.165 0.884  -3.865 -0.578 C7   RIO 12 
RIO C8   C8   C 0 1 N N S 19.357 28.493 15.631 1.390  -2.433 -0.761 C8   RIO 13 
RIO N2   N2   N 0 1 N N N 17.884 28.464 15.950 2.831  -2.382 -0.479 N2   RIO 14 
RIO C9   C9   C 0 1 N N R 19.619 29.587 14.567 0.650  -1.503 0.203  C9   RIO 15 
RIO O5   O5   O 0 1 N N N 19.242 30.771 15.224 1.122  -0.166 0.032  O5   RIO 16 
RIO C10  C10  C 0 1 N N R 19.276 32.054 14.610 1.709  0.398  1.207  C10  RIO 17 
RIO O6   O6   O 0 1 N N N 18.499 32.005 13.376 3.099  0.066  1.251  O6   RIO 18 
RIO C11  C11  C 0 1 N N R 17.073 31.761 13.441 3.844  0.523  0.121  C11  RIO 19 
RIO C12  C12  C 0 1 N N N 16.509 32.091 12.051 5.304  0.088  0.263  C12  RIO 20 
RIO N3   N3   N 0 1 N N N 17.198 31.238 11.064 5.388  -1.376 0.189  N3   RIO 21 
RIO C13  C13  C 0 1 N N S 16.388 32.628 14.526 3.771  2.051  0.047  C13  RIO 22 
RIO O7   O7   O 0 1 N N N 15.072 32.122 14.687 4.468  2.507  -1.114 O7   RIO 23 
RIO C14  C14  C 0 1 N N R 17.180 32.539 15.849 2.303  2.481  -0.034 C14  RIO 24 
RIO O8   O8   O 0 1 N N N 16.552 33.398 16.846 2.222  3.907  -0.029 O8   RIO 25 
RIO C15  C15  C 0 1 N N R 18.631 33.011 15.610 1.551  1.920  1.177  C15  RIO 26 
RIO N4   N4   N 0 1 N N N 19.377 32.950 16.913 0.126  2.263  1.071  N4   RIO 27 
RIO C16  C16  C 0 1 N N R 20.846 31.839 11.190 -3.433 0.789  1.313  C16  RIO 28 
RIO O9   O9   O 0 1 N N N 19.857 31.990 10.220 -4.290 0.030  2.168  O9   RIO 29 
RIO C17  C17  C 0 1 N N S 22.237 31.788 10.569 -4.254 1.743  0.413  C17  RIO 30 
RIO O10  O10  O 0 1 N N N 22.233 32.707 9.446  -5.610 1.301  0.321  O10  RIO 31 
RIO HO1  HO1  H 0 1 N N N 25.141 29.503 11.160 -2.216 3.811  -3.054 HO1  RIO 32 
RIO H1   H1   H 0 1 N N N 24.288 30.395 9.332  -2.324 3.396  -0.704 H1   RIO 33 
RIO H1A  H1A  H 0 1 N N N 23.557 28.767 9.404  -3.931 3.732  -1.393 H1A  RIO 34 
RIO H2   H2   H 0 1 N N N 21.859 30.367 9.058  -4.256 1.251  -1.701 H2   RIO 35 
RIO H3   H3   H 0 1 N N N 19.683 30.147 11.982 -3.418 -0.914 -0.061 H3   RIO 36 
RIO H4   H4   H 0 1 N N N 21.707 29.885 14.978 -1.033 -1.234 -1.116 H4   RIO 37 
RIO H5   H5   H 0 1 N N N 20.980 27.912 12.801 -1.176 -3.309 1.118  H5   RIO 38 
RIO HO4  HO4  H 0 1 N N N 23.129 28.212 12.478 -3.148 -3.917 -0.085 HO4  RIO 39 
RIO H6   H6   H 0 1 N N N 21.909 27.286 15.659 -0.798 -3.596 -1.897 H6   RIO 40 
RIO HN1  HN1  H 0 1 N N N 21.698 25.880 13.136 -0.628 -5.926 -1.321 HN1  RIO 41 
RIO HN1A HN1A H 0 0 N N N 22.495 25.423 14.485 -1.004 -5.591 0.263  HN1A RIO 42 
RIO H7   H7   H 0 1 N N N 19.219 26.733 14.302 1.066  -4.186 0.448  H7   RIO 43 
RIO H7A  H7A  H 0 1 N N N 19.688 26.340 15.995 1.412  -4.527 -1.265 H7A  RIO 44 
RIO H8   H8   H 0 1 N N N 19.952 28.750 16.520 1.209  -2.112 -1.787 H8   RIO 45 
RIO HN2  HN2  H 0 1 N N N 17.757 28.458 16.942 3.353  -2.897 -1.173 HN2  RIO 46 
RIO HN2A HN2A H 0 0 N N N 17.443 29.274 15.563 3.154  -1.429 -0.417 HN2A RIO 47 
RIO H9   H9   H 0 1 N N N 19.056 29.441 13.634 0.831  -1.824 1.229  H9   RIO 48 
RIO H10  H10  H 0 1 N N N 20.297 32.376 14.359 1.212  -0.002 2.090  H10  RIO 49 
RIO H11  H11  H 0 1 N N N 16.879 30.714 13.718 3.424  0.095  -0.789 H11  RIO 50 
RIO H12  H12  H 0 1 N N N 15.427 31.893 12.028 5.894  0.527  -0.542 H12  RIO 51 
RIO H12A H12A H 0 0 N N N 16.672 33.153 11.816 5.692  0.427  1.224  H12A RIO 52 
RIO HN3  HN3  H 0 1 N N N 17.354 31.758 10.224 5.027  -1.716 -0.690 HN3  RIO 53 
RIO HN3A HN3A H 0 0 N N N 18.076 30.938 11.438 6.335  -1.692 0.337  HN3A RIO 54 
RIO H13  H13  H 0 1 N N N 16.358 33.688 14.233 4.229  2.480  0.939  H13  RIO 55 
RIO HO7  HO7  H 0 1 N N N 14.887 32.009 15.612 4.462  3.467  -1.224 HO7  RIO 56 
RIO H14  H14  H 0 1 N N N 17.184 31.499 16.207 1.860  2.093  -0.951 H14  RIO 57 
RIO HO8  HO8  H 0 1 N N N 16.415 32.906 17.647 2.684  4.330  -0.766 HO8  RIO 58 
RIO H15  H15  H 0 1 N N N 18.653 34.040 15.222 1.962  2.347  2.091  H15  RIO 59 
RIO HN4  HN4  H 0 1 N N N 20.361 32.936 16.734 -0.393 1.900  1.857  HN4  RIO 60 
RIO HN4A HN4A H 0 0 N N N 19.150 33.752 17.465 -0.000 3.261  0.985  HN4A RIO 61 
RIO H16  H16  H 0 1 N N N 20.719 32.687 11.879 -2.695 1.341  1.896  H16  RIO 62 
RIO HO9  HO9  H 0 1 N N N 19.005 32.024 10.639 -3.831 -0.645 2.687  HO9  RIO 63 
RIO H17  H17  H 0 1 N N N 23.082 32.051 11.223 -4.210 2.762  0.797  H17  RIO 64 
RIO HO10 HO10 H 0 0 N N N 22.232 33.601 9.768  -6.093 1.336  1.158  HO10 RIO 65 
# 
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 
RIO O1  C1   SING N N 1  
RIO C1  C2   SING N N 2  
RIO C2  O2   SING N N 3  
RIO C2  C17  SING N N 4  
RIO O2  C3   SING N N 5  
RIO C3  O3   SING N N 6  
RIO C3  C16  SING N N 7  
RIO O3  C4   SING N N 8  
RIO C4  C5   SING N N 9  
RIO C4  C9   SING N N 10 
RIO C5  O4   SING N N 11 
RIO C5  C6   SING N N 12 
RIO C6  N1   SING N N 13 
RIO C6  C7   SING N N 14 
RIO C7  C8   SING N N 15 
RIO C8  N2   SING N N 16 
RIO C8  C9   SING N N 17 
RIO C9  O5   SING N N 18 
RIO O5  C10  SING N N 19 
RIO C10 O6   SING N N 20 
RIO C10 C15  SING N N 21 
RIO O6  C11  SING N N 22 
RIO C11 C12  SING N N 23 
RIO C11 C13  SING N N 24 
RIO C12 N3   SING N N 25 
RIO C13 O7   SING N N 26 
RIO C13 C14  SING N N 27 
RIO C14 O8   SING N N 28 
RIO C14 C15  SING N N 29 
RIO C15 N4   SING N N 30 
RIO C16 O9   SING N N 31 
RIO C16 C17  SING N N 32 
RIO C17 O10  SING N N 33 
RIO O1  HO1  SING N N 34 
RIO C1  H1   SING N N 35 
RIO C1  H1A  SING N N 36 
RIO C2  H2   SING N N 37 
RIO C3  H3   SING N N 38 
RIO C4  H4   SING N N 39 
RIO C5  H5   SING N N 40 
RIO O4  HO4  SING N N 41 
RIO C6  H6   SING N N 42 
RIO N1  HN1  SING N N 43 
RIO N1  HN1A SING N N 44 
RIO C7  H7   SING N N 45 
RIO C7  H7A  SING N N 46 
RIO C8  H8   SING N N 47 
RIO N2  HN2  SING N N 48 
RIO N2  HN2A SING N N 49 
RIO C9  H9   SING N N 50 
RIO C10 H10  SING N N 51 
RIO C11 H11  SING N N 52 
RIO C12 H12  SING N N 53 
RIO C12 H12A SING N N 54 
RIO N3  HN3  SING N N 55 
RIO N3  HN3A SING N N 56 
RIO C13 H13  SING N N 57 
RIO O7  HO7  SING N N 58 
RIO C14 H14  SING N N 59 
RIO O8  HO8  SING N N 60 
RIO C15 H15  SING N N 61 
RIO N4  HN4  SING N N 62 
RIO N4  HN4A SING N N 63 
RIO C16 H16  SING N N 64 
RIO O9  HO9  SING N N 65 
RIO C17 H17  SING N N 66 
RIO O10 HO10 SING N N 67 
# 
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 
RIO SMILES           ACDLabs              10.04 O(C2C(OC1OC(CN)C(O)C(O)C1N)C(N)CC(N)C2O)C3OC(C(O)C3O)CO                                                                                                                                            
RIO InChI            InChI                1.02b InChI=1/C17H34N4O10/c18-2-6-10(24)12(26)8(21)16(28-6)30-14-5(20)1-4(19)9(23)15(14)31-17-13(27)11(25)7(3-22)29-17/h4-17,22-27H,1-3,18-21H2/t4-,5+,6-,7-,8-,9+,10-,11-,12-,13-,14-,15-,16-,17+/m1/s1 
RIO InChIKey         InChI                1.02b NSKGQURZWSPSBC-VVPCINPTBH                                                                                                                                                                          
RIO SMILES_CANONICAL CACTVS               3.341 NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)[C@H](N)[C@@H](O)[C@@H]1O                                                                               
RIO SMILES           CACTVS               3.341 NC[CH]1O[CH](O[CH]2[CH](N)C[CH](N)[CH](O)[CH]2O[CH]3O[CH](CO)[CH](O)[CH]3O)[CH](N)[CH](O)[CH]1O                                                                                                    
RIO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CN)O)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)O)N                                                                         
RIO SMILES           "OpenEye OEToolkits" 1.5.0 C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)N)OC3C(C(C(O3)CO)O)O)O)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 
RIO "SYSTEMATIC NAME" ACDLabs              10.04 "(1R,2R,3S,4R,6S)-4,6-diamino-3-hydroxy-2-(beta-D-ribofuranosyloxy)cyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside"                                                   
RIO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-cyclohexyl]oxy-oxane-3,4-diol 
# 
