data_KOF
# 
_chem_comp.id                                    KOF 
_chem_comp.name                                  "beta-D-ribosyl-(1-&gt;1)-D-ribitol-5-phosphate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H21 O12 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2R,3S,4S)-5-(((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-2,3,4-trihydroxypentyl hydrogen phosphate" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-05-31 
_chem_comp.pdbx_modified_date                    2023-04-21 
_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                        364.240 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     KOF 
_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        8A0M 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
KOF C7  C1  C 0 1 N N S -0.440 48.420 -11.305 -1.168 -0.026 0.309  C7  KOF 1  
KOF C8  C2  C 0 1 N N R 1.057  48.739 -11.252 -2.447 -0.329 -0.474 C8  KOF 2  
KOF C9  C3  C 0 1 N N N 1.722  48.224 -9.990  -3.657 0.183  0.310  C9  KOF 3  
KOF C1  C4  C 0 1 N N R -4.693 50.987 -14.644 4.822  -1.353 -0.441 C1  KOF 4  
KOF O5  O1  O 0 1 N N N -2.422 50.706 -15.201 4.066  0.802  0.188  O5  KOF 5  
KOF C5  C5  C 0 1 N N N -2.660 48.914 -12.495 1.322  -0.235 0.307  C5  KOF 6  
KOF C6  C6  C 0 1 N N S -1.198 49.272 -12.326 0.043  -0.538 -0.475 C6  KOF 7  
KOF C4  C7  C 0 1 N N N -2.425 53.064 -15.082 6.095  2.117  -0.157 C4  KOF 8  
KOF O4  O2  O 0 1 N N N -5.904 50.254 -14.777 5.104  -2.584 0.227  O4  KOF 9  
KOF C3  C8  C 0 1 N N R -2.895 51.887 -15.885 5.493  0.829  0.408  C3  KOF 10 
KOF O3  O3  O 0 1 N N N -4.666 50.859 -17.110 7.104  -1.009 0.366  O3  KOF 11 
KOF C2  C9  C 0 1 N N R -3.471 50.088 -14.481 3.693  -0.590 0.285  C2  KOF 12 
KOF C   C10 C 0 1 N N S -4.399 51.690 -15.960 6.034  -0.398 -0.358 C   KOF 13 
KOF O10 O4  O 0 1 N N N 1.710  48.235 -12.418 -2.393 0.321  -1.745 O10 KOF 14 
KOF O11 O5  O 0 1 N N N 2.153  49.306 -9.128  -4.858 -0.202 -0.363 O11 KOF 15 
KOF O12 O6  O 0 1 N N N 2.725  50.586 -7.014  -6.425 1.633  0.376  O12 KOF 16 
KOF O13 O7  O 0 1 N N N 1.018  48.672 -6.942  -7.432 -0.306 -0.886 O13 KOF 17 
KOF O6  O8  O 0 1 N N N -2.930 54.306 -15.553 5.616  3.236  0.592  O6  KOF 18 
KOF O7  O9  O 0 1 N N N -3.231 50.078 -13.100 2.441  -0.815 -0.366 O7  KOF 19 
KOF O8  O10 O 0 1 N N N -0.534 49.242 -13.590 0.097  0.112  -1.746 O8  KOF 20 
KOF O9  O11 O 0 1 N N N -1.013 48.595 -10.014 -1.222 -0.677 1.580  O9  KOF 21 
KOF P1  P1  P 0 1 N N N 2.331  49.247 -7.504  -6.326 0.169  0.183  P1  KOF 22 
KOF H5  H1  H 0 1 N N N -0.546 47.367 -11.605 -1.077 1.050  0.455  H5  KOF 23 
KOF H6  H2  H 0 1 N N N 1.154  49.835 -11.248 -2.538 -1.406 -0.619 H6  KOF 24 
KOF H25 H3  H 0 1 N N N 1.005  47.596 -9.441  -3.649 -0.246 1.312  H25 KOF 25 
KOF H26 H4  H 0 1 N N N 2.599  47.621 -10.270 -3.612 1.270  0.379  H26 KOF 26 
KOF H1  H5  H 0 1 N N N -4.743 51.717 -13.822 4.551  -1.537 -1.481 H1  KOF 27 
KOF H20 H6  H 0 1 N N N -3.128 48.710 -11.521 1.459  0.844  0.377  H20 KOF 28 
KOF H21 H7  H 0 1 N N N -2.775 48.037 -13.148 1.243  -0.657 1.310  H21 KOF 29 
KOF H4  H8  H 0 1 N N N -1.167 50.307 -11.955 -0.048 -1.615 -0.621 H4  KOF 30 
KOF H17 H9  H 0 1 N N N -2.751 52.928 -14.040 7.182  2.072  -0.087 H17 KOF 31 
KOF H18 H10 H 0 1 N N N -1.326 53.097 -15.122 5.803  2.227  -1.201 H18 KOF 32 
KOF H16 H11 H 0 1 N N N -6.098 49.810 -13.960 4.357  -3.197 0.256  H16 KOF 33 
KOF H3  H12 H 0 1 N N N -2.479 51.939 -16.902 5.715  0.742  1.472  H3  KOF 34 
KOF H7  H13 H 0 1 N N N -5.602 50.715 -17.187 7.481  -1.785 -0.071 H7  KOF 35 
KOF H2  H14 H 0 1 N N N -3.690 49.081 -14.866 3.638  -0.896 1.330  H2  KOF 36 
KOF H   H15 H 0 1 N N N -4.921 52.656 -16.016 6.365  -0.110 -1.356 H   KOF 37 
KOF H24 H16 H 0 1 N N N 2.637  48.438 -12.375 -2.312 1.283  -1.692 H24 KOF 38 
KOF H19 H19 H 0 1 N N N -2.599 55.010 -15.008 5.957  4.088  0.289  H19 KOF 39 
KOF H22 H20 H 0 1 N N N 0.381  49.468 -13.473 0.177  1.074  -1.693 H22 KOF 40 
KOF H23 H21 H 0 1 N N N -0.540 48.065 -9.383  -1.302 -1.639 1.527  H23 KOF 41 
KOF O14 O14 O 0 1 N Y N 3.440  48.064 -7.113  -6.582 -0.576 1.587  O14 KOF 42 
KOF H10 H23 H 0 1 N N N 4.160  48.452 -6.629  -6.532 -1.540 1.535  H10 KOF 43 
KOF H27 H24 H 0 1 N N N 0.635  49.293 -6.333  -8.343 -0.114 -0.622 H27 KOF 44 
# 
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 
KOF O3  C   SING N N 1  
KOF C   C3  SING N N 2  
KOF C   C1  SING N N 3  
KOF C3  O5  SING N N 4  
KOF C3  C4  SING N N 5  
KOF O6  C4  SING N N 6  
KOF O5  C2  SING N N 7  
KOF O4  C1  SING N N 8  
KOF C1  C2  SING N N 9  
KOF C2  O7  SING N N 10 
KOF O8  C6  SING N N 11 
KOF O7  C5  SING N N 12 
KOF C5  C6  SING N N 13 
KOF O10 C8  SING N N 14 
KOF C6  C7  SING N N 15 
KOF C7  C8  SING N N 16 
KOF C7  O9  SING N N 17 
KOF C8  C9  SING N N 18 
KOF C9  O11 SING N N 19 
KOF O11 P1  SING N N 20 
KOF P1  O12 DOUB N N 21 
KOF P1  O13 SING N N 22 
KOF C7  H5  SING N N 23 
KOF C8  H6  SING N N 24 
KOF C9  H25 SING N N 25 
KOF C9  H26 SING N N 26 
KOF C1  H1  SING N N 27 
KOF C5  H20 SING N N 28 
KOF C5  H21 SING N N 29 
KOF C6  H4  SING N N 30 
KOF C4  H17 SING N N 31 
KOF C4  H18 SING N N 32 
KOF O4  H16 SING N N 33 
KOF C3  H3  SING N N 34 
KOF O3  H7  SING N N 35 
KOF C2  H2  SING N N 36 
KOF C   H   SING N N 37 
KOF O10 H24 SING N N 38 
KOF O6  H19 SING N N 39 
KOF O8  H22 SING N N 40 
KOF O9  H23 SING N N 41 
KOF P1  O14 SING N N 42 
KOF O14 H10 SING N N 43 
KOF O13 H27 SING N N 44 
# 
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 
KOF InChI            InChI                1.06  "InChI=1S/C10H21O12P/c11-1-6-8(15)9(16)10(22-6)20-2-4(12)7(14)5(13)3-21-23(17,18)19/h4-16H,1-3H2,(H2,17,18,19)/t4-,5+,6+,7-,8+,9+,10+/m0/s1" 
KOF InChIKey         InChI                1.06  JWGOVVCXUKJSKW-DWMNMWHPSA-N                                                                                                                  
KOF SMILES_CANONICAL CACTVS               3.385 "OC[C@H]1O[C@@H](OC[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)[C@H](O)[C@@H]1O"                                                                   
KOF SMILES           CACTVS               3.385 "OC[CH]1O[CH](OC[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)[CH](O)[CH]1O"                                                                            
KOF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C([C@@H]1[C@H]([C@H]([C@@H](O1)OC[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)O)O)O"                                                              
KOF SMILES           "OpenEye OEToolkits" 2.0.7 "C(C1C(C(C(O1)OCC(C(C(COP(=O)(O)O)O)O)O)O)O)O"                                                                                               
# 
_pdbx_chem_comp_identifier.comp_id           KOF 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "[(2~{R},3~{S},4~{S})-5-[(2~{R},3~{R},4~{S},5~{R})-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]oxy-2,3,4-tris(oxidanyl)pentyl] dihydrogen phosphate" 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      KOF 
_pdbx_chem_comp_synonyms.name         "(2R,3S,4S)-5-(((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-2,3,4-trihydroxypentyl hydrogen phosphate" 
_pdbx_chem_comp_synonyms.provenance   AUTHOR 
_pdbx_chem_comp_synonyms.type         ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
KOF "Create component"  2022-05-31 PDBE 
KOF "Modify name"       2022-07-01 PDBE 
KOF "Modify descriptor" 2022-08-22 RCSB 
KOF "Initial release"   2023-04-26 RCSB 
# 
