data_HI5
# 
_chem_comp.id                                    HI5 
_chem_comp.name                                  "2-(BUTYRYLOXY)-1-{[(TETRAHYDROXYPHOSPHORANYL)OXY]METHYL}ETHYL BUTYRATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H23 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-04-02 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        330.269 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HI5 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1V0Y 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
_chem_comp.pdbx_pcm                              Y 
# 
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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
HI5 P    P    P 0 1 N N N N N N 11.591 28.675 10.269 0.743  -2.571 -0.202 P    HI5 1  
HI5 O1P  O1P  O 0 1 N N N N N N 11.766 30.300 10.232 1.742  -2.122 -1.528 O1P  HI5 2  
HI5 O2P  O2P  O 0 1 N N N N N N 10.506 27.930 11.269 1.160  -4.222 -0.448 O2P  HI5 3  
HI5 O3P  O3P  O 0 1 N N N N N N 12.289 27.817 8.964  0.326  -0.921 0.043  O3P  HI5 4  
HI5 O4P  O4P  O 0 1 N N N N N N 10.189 29.082 8.957  1.401  -2.641 1.385  O4P  HI5 5  
HI5 O5P  O5P  O 0 1 N Y N N N N 13.039 28.254 11.338 -0.914 -2.950 -0.464 O5P  HI5 6  
HI5 C1   C1   C 0 1 N N N N N N 12.159 26.398 8.781  -0.568 -0.882 1.157  C1   HI5 7  
HI5 C2   C2   C 0 1 N N R N N N 11.780 25.953 7.395  -0.980 0.566  1.430  C2   HI5 8  
HI5 C3   C3   C 0 1 N N N N N N 12.414 26.905 6.348  0.272  1.425  1.623  C3   HI5 9  
HI5 O3   O3   O 0 1 N N N N N N 13.850 27.058 6.390  1.142  1.278  0.470  O3   HI5 10 
HI5 C11  C11  C 0 1 N N N N N N 14.516 27.802 5.311  2.307  1.943  0.419  C11  HI5 11 
HI5 O11  O11  O 0 1 N N N N N N 15.683 28.137 5.431  2.631  2.664  1.332  O11  HI5 12 
HI5 C12  C12  C 0 1 N N N N N N 13.771 28.173 4.047  3.210  1.791  -0.778 C12  HI5 13 
HI5 C13  C13  C 0 1 N N N N N N 14.685 28.865 3.023  4.461  2.649  -0.585 C13  HI5 14 
HI5 C14  C14  C 0 1 N N N N N N 15.014 30.308 3.397  5.378  2.494  -1.800 C14  HI5 15 
HI5 O2   O2   O 0 1 N N N N N N 12.076 24.543 7.276  -1.745 1.073  0.304  O2   HI5 16 
HI5 C31  C31  C 0 1 N N N N N N 13.282 24.143 6.557  -3.080 0.933  0.284  C31  HI5 17 
HI5 C32  C32  C 0 1 N N N N N N 13.184 23.872 5.067  -3.874 1.459  -0.885 C32  HI5 18 
HI5 C33  C33  C 0 1 N N N N N N 14.436 24.316 4.313  -5.360 1.174  -0.660 C33  HI5 19 
HI5 C34  C34  C 0 1 N N N N N N 14.139 24.646 2.858  -6.167 1.707  -1.846 C34  HI5 20 
HI5 O31  O31  O 0 1 N N N N N N 14.320 24.007 7.180  -3.645 0.387  1.201  O31  HI5 21 
HI5 H1P  H1P  H 0 1 N N N N N N 12.389 30.728 9.657  2.129  -2.937 -1.876 H1P  HI5 22 
HI5 H2P  H2P  H 0 1 N N N N N N 10.404 26.985 11.290 0.689  -4.732 0.226  H2P  HI5 23 
HI5 H4P  H4P  H 0 1 N N N N N N 10.087 28.137 8.978  2.333  -2.395 1.313  H4P  HI5 24 
HI5 H5P  H5P  H 0 1 N N N N N N 12.937 27.309 11.359 -1.077 -2.851 -1.412 H5P  HI5 25 
HI5 H1C1 1H1C H 0 0 N N N N N N 11.439 25.982 9.524  -0.071 -1.290 2.037  H1C1 HI5 26 
HI5 H1C2 2H1C H 0 0 N N N N N N 13.095 25.885 9.103  -1.455 -1.475 0.932  H1C2 HI5 27 
HI5 H2   H2   H 0 1 N N N N N N 10.674 26.063 7.308  -1.591 0.606  2.332  H2   HI5 28 
HI5 H3C1 1H3C H 0 0 N N N N N N 11.930 27.907 6.414  0.800  1.101  2.520  H3C1 HI5 29 
HI5 H3C2 2H3C H 0 0 N N N N N N 12.102 26.594 5.324  -0.017 2.470  1.729  H3C2 HI5 30 
HI5 H121 1H12 H 0 0 N N N N N N 12.873 28.795 4.274  2.682  2.115  -1.675 H121 HI5 31 
HI5 H122 2H12 H 0 0 N N N N N N 13.263 27.286 3.602  3.499  0.745  -0.884 H122 HI5 32 
HI5 H131 1H13 H 0 0 N N N N N N 14.249 28.809 1.998  4.989  2.325  0.312  H131 HI5 33 
HI5 H132 2H13 H 0 0 N N N N N N 15.616 28.274 2.857  4.172  3.694  -0.479 H132 HI5 34 
HI5 H141 1H14 H 0 0 N N N N N N 15.677 30.810 2.654  6.270  3.106  -1.662 H141 HI5 35 
HI5 H142 2H14 H 0 0 N N N N N N 15.450 30.364 4.422  5.667  1.449  -1.906 H142 HI5 36 
HI5 H143 3H14 H 0 0 N N N N N N 14.083 30.899 3.563  4.850  2.818  -2.697 H143 HI5 37 
HI5 H321 1H32 H 0 0 N N N N N N 12.267 24.335 4.633  -3.720 2.534  -0.974 H321 HI5 38 
HI5 H322 2H32 H 0 0 N N N N N N 12.953 22.800 4.867  -3.544 0.967  -1.799 H322 HI5 39 
HI5 H331 1H33 H 0 0 N N N N N N 15.249 23.558 4.398  -5.515 0.098  -0.571 H331 HI5 40 
HI5 H332 2H33 H 0 0 N N N N N N 14.936 25.170 4.827  -5.691 1.666  0.254  H332 HI5 41 
HI5 H341 1H34 H 0 0 N N N N N N 15.053 24.970 2.308  -7.226 1.504  -1.687 H341 HI5 42 
HI5 H342 2H34 H 0 0 N N N N N N 13.326 25.404 2.773  -6.012 2.782  -1.936 H342 HI5 43 
HI5 H343 3H34 H 0 0 N N N N N N 13.639 23.792 2.344  -5.836 1.215  -2.761 H343 HI5 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 
HI5 P   O1P  SING N N 1  
HI5 P   O2P  SING N N 2  
HI5 P   O3P  SING N N 3  
HI5 P   O4P  SING N N 4  
HI5 P   O5P  SING N N 5  
HI5 O1P H1P  SING N N 6  
HI5 O2P H2P  SING N N 7  
HI5 O3P C1   SING N N 8  
HI5 O4P H4P  SING N N 9  
HI5 O5P H5P  SING N N 10 
HI5 C1  C2   SING N N 11 
HI5 C1  H1C1 SING N N 12 
HI5 C1  H1C2 SING N N 13 
HI5 C2  C3   SING N N 14 
HI5 C2  O2   SING N N 15 
HI5 C2  H2   SING N N 16 
HI5 C3  O3   SING N N 17 
HI5 C3  H3C1 SING N N 18 
HI5 C3  H3C2 SING N N 19 
HI5 O3  C11  SING N N 20 
HI5 C11 O11  DOUB N N 21 
HI5 C11 C12  SING N N 22 
HI5 C12 C13  SING N N 23 
HI5 C12 H121 SING N N 24 
HI5 C12 H122 SING N N 25 
HI5 C13 C14  SING N N 26 
HI5 C13 H131 SING N N 27 
HI5 C13 H132 SING N N 28 
HI5 C14 H141 SING N N 29 
HI5 C14 H142 SING N N 30 
HI5 C14 H143 SING N N 31 
HI5 O2  C31  SING N N 32 
HI5 C31 C32  SING N N 33 
HI5 C31 O31  DOUB N N 34 
HI5 C32 C33  SING N N 35 
HI5 C32 H321 SING N N 36 
HI5 C32 H322 SING N N 37 
HI5 C33 C34  SING N N 38 
HI5 C33 H331 SING N N 39 
HI5 C33 H332 SING N N 40 
HI5 C34 H341 SING N N 41 
HI5 C34 H342 SING N N 42 
HI5 C34 H343 SING N N 43 
# 
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 
HI5 SMILES           ACDLabs              10.04 "O=C(OCC(OC(=O)CCC)COP(O)(O)(O)O)CCC"                                                                       
HI5 SMILES_CANONICAL CACTVS               3.341 "CCCC(=O)OC[C@H](CO[P](O)(O)(O)O)OC(=O)CCC"                                                                 
HI5 SMILES           CACTVS               3.341 "CCCC(=O)OC[CH](CO[P](O)(O)(O)O)OC(=O)CCC"                                                                  
HI5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCC(=O)OC[C@H](COP(O)(O)(O)O)OC(=O)CCC"                                                                   
HI5 SMILES           "OpenEye OEToolkits" 1.5.0 "CCCC(=O)OCC(COP(O)(O)(O)O)OC(=O)CCC"                                                                       
HI5 InChI            InChI                1.03  "InChI=1S/C11H23O9P/c1-3-5-10(12)18-7-9(20-11(13)6-4-2)8-19-21(14,15,16)17/h9,14-17H,3-8H2,1-2H3/t9-/m1/s1" 
HI5 InChIKey         InChI                1.03  YBSWGBVCGAZBHG-SECBINFHSA-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 
HI5 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-3-[(tetrahydroxy-lambda~5~-phosphanyl)oxy]propane-1,2-diyl dibutanoate" 
HI5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R)-2-butanoyloxy-3-tetrahydroxyphosphoranyloxy-propyl] butanoate"         
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
HI5 "Create component"  2004-04-02 EBI  
HI5 "Modify descriptor" 2011-06-04 RCSB 
HI5 "Modify PCM"        2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            HI5 
_pdbx_chem_comp_pcm.modified_residue_id                HIS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               P 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   NE2 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
