data_O81
#

_chem_comp.id                                   O81
_chem_comp.name                                 "(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl trihydrogen diphosphate"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C6 H19 O27 P7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-06-18
_chem_comp.pdbx_modified_date                   2020-04-24
_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                       740.015
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    O81
_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       6PCK
_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
O81  O27  O1   O  0  1  N  N  N  13.706   8.019  20.654  -6.573  -1.013   0.532  O27  O81   1  
O81  C5   C1   C  0  1  N  N  S  16.257   4.873  13.314   1.263  -1.282   0.335  C5   O81   2  
O81  C6   C2   C  0  1  N  N  R  16.109   5.757  14.518  -0.158  -1.018  -0.165  C6   O81   3  
O81  C4   C3   C  0  1  N  N  N  17.370   3.885  13.565   2.160  -0.097  -0.029  C4   O81   4  
O81  C3   C4   C  0  1  N  N  R  17.081   3.195  14.859   1.617   1.174   0.626  C3   O81   5  
O81  C2   C5   C  0  1  N  N  R  16.991   4.074  16.053   0.195   1.438   0.126  C2   O81   6  
O81  C1   C6   C  0  1  N  N  N  15.810   4.986  15.772  -0.702   0.254   0.490  C1   O81   7  
O81  O32  O2   O  0  1  N  N  N  19.662   6.466  17.494   0.002   2.837  -3.606  O32  O81   8  
O81  P2   P1   P  0  1  N  N  N  19.066   4.951  17.479  -0.279   2.951  -2.025  P2   O81   9  
O81  O42  O3   O  0  1  N  N  N  20.270   3.857  17.422   0.460   4.109  -1.475  O42  O81  10  
O81  O22  O4   O  0  1  N  N  N  18.227   4.843  18.712  -1.857   3.153  -1.773  O22  O81  11  
O81  O12  O5   O  0  1  N  N  N  18.180   4.803  16.134   0.213   1.604  -1.293  O12  O81  12  
O81  O13  O6   O  0  1  N  N  N  18.151   2.340  15.112   2.455   2.281   0.286  O13  O81  13  
O81  P3   P2   P  0  1  N  N  N  17.814   0.875  15.610   3.231   3.164   1.386  P3   O81  14  
O81  O33  O7   O  0  1  N  N  N  16.671   0.928  16.725   3.970   4.397   0.661  O33  O81  15  
O81  O43  O8   O  0  1  N  N  N  17.237   0.196  14.333   2.262   3.682   2.376  O43  O81  16  
O81  O23  O9   O  0  1  N  N  N  19.134   0.305  16.120   4.325   2.248   2.134  O23  O81  17  
O81  O14  O10  O  0  1  N  N  N  17.270   3.009  12.529   3.488  -0.344   0.438  O14  O81  18  
O81  P4   P3   P  0  1  N  N  N  18.621   2.357  11.836   4.764  -0.411  -0.542  P4   O81  19  
O81  O34  O11  O  0  1  N  N  N  18.667   0.844  12.362   6.068  -0.834   0.303  O34  O81  20  
O81  O44  O12  O  0  1  N  N  N  18.308   2.275  10.272   4.518  -1.413  -1.604  O44  O81  21  
O81  O24  O13  O  0  1  N  N  N  19.884   3.059  12.242   5.003   1.033  -1.212  O24  O81  22  
O81  O15  O14  O  0  1  N  N  N  16.612   5.593  12.183   1.771  -2.469  -0.277  O15  O81  23  
O81  P5   P4   P  0  1  N  N  N  15.564   5.860  10.980   2.234  -3.761   0.565  P5   O81  24  
O81  O35  O15  O  0  1  N  N  N  16.405   5.762   9.650   3.248  -3.359   1.566  O35  O81  25  
O81  O45  O16  O  0  1  N  N  N  15.129   7.352  11.091   0.960  -4.397   1.317  O45  O81  26  
O81  O25  O17  O  0  1  N  N  N  14.396   5.008  11.093   2.869  -4.853  -0.433  O25  O81  27  
O81  O16  O18  O  0  1  N  N  N  15.009   6.558  14.223  -0.996  -2.124   0.175  O16  O81  28  
O81  P6   P5   P  0  1  N  N  N  15.102   8.115  14.345  -1.773  -3.007  -0.925  P6   O81  29  
O81  O36  O19  O  0  1  N  N  N  14.259   8.490  13.077  -0.803  -3.526  -1.916  O36  O81  30  
O81  O46  O20  O  0  1  N  N  N  14.292   8.537  15.602  -2.511  -4.240  -0.200  O46  O81  31  
O81  O26  O21  O  0  1  N  N  N  16.558   8.537  14.358  -2.866  -2.092  -1.673  O26  O81  32  
O81  O11  O22  O  0  1  N  N  N  15.614   5.834  16.841  -2.029   0.500   0.023  O11  O81  33  
O81  P1   P6   P  0  1  N  N  N  14.222   5.714  17.632  -3.305   0.568   1.003  P1   O81  34  
O81  O21  O23  O  0  1  N  N  N  13.013   6.238  16.770  -3.383  -0.678   1.798  O21  O81  35  
O81  O31  O24  O  0  1  N  N  N  14.018   4.376  18.128  -3.155   1.828   1.993  O31  O81  36  
O81  O41  O25  O  0  1  N  N  N  14.502   6.569  18.885  -4.646   0.730   0.127  O41  O81  37  
O81  P7   P7   P  0  1  N  N  N  14.209   8.084  19.249  -6.215   0.555   0.442  P7   O81  38  
O81  O37  O26  O  0  1  N  N  N  15.642   8.739  19.083  -7.078   1.235  -0.736  O37  O81  39  
O81  O47  O27  O  0  1  N  N  N  13.140   8.588  18.243  -6.537   1.209   1.730  O47  O81  40  
O81  H1   H1   H  0  1  N  N  N  12.800   8.305  20.680  -6.387  -1.506  -0.279  H1   O81  41  
O81  H2   H2   H  0  1  N  N  N  15.318   4.324  13.150   1.250  -1.408   1.417  H2   O81  42  
O81  H3   H3   H  0  1  N  N  N  17.020   6.357  14.656  -0.145  -0.891  -1.248  H3   O81  43  
O81  H4   H4   H  0  1  N  N  N  18.343   4.398  13.603   2.174   0.030  -1.112  H4   O81  44  
O81  H5   H5   H  0  1  N  N  N  16.146   2.623  14.760   1.604   1.048   1.709  H5   O81  45  
O81  H6   H6   H  0  1  N  N  N  16.807   3.480  16.961  -0.192   2.344   0.593  H6   O81  46  
O81  H7   H7   H  0  1  N  N  N  14.918   4.364  15.603  -0.715   0.127   1.573  H7   O81  47  
O81  H8   H8   H  0  1  N  N  N  20.611   6.434  17.467  -0.271   3.615  -4.111  H8   O81  48  
O81  H9   H9   H  0  1  N  N  N  18.554   4.137  19.257  -2.404   2.430  -2.109  H9   O81  49  
O81  H10  H10  H  0  1  N  N  N  15.876   0.536  16.383   4.459   4.972   1.265  H10  O81  50  
O81  H11  H11  H  0  1  N  N  N  19.411  -0.407  15.555   4.994   1.874   1.545  H11  O81  51  
O81  H12  H12  H  0  1  N  N  N  18.081   0.748  13.104   6.876  -0.894  -0.225  H12  O81  52  
O81  H13  H13  H  0  1  N  N  N  20.338   3.369  11.467   5.171   1.740  -0.573  H13  O81  53  
O81  H14  H14  H  0  1  N  N  N  14.830   7.530  11.975   0.255  -4.683   0.721  H14  O81  54  
O81  H15  H15  H  0  1  N  N  N  14.306   4.487  10.304   3.171  -5.659   0.007  H15  O81  55  
O81  H16  H16  H  0  1  N  N  N  13.469   8.927  15.333  -3.000  -4.816  -0.804  H16  O81  56  
O81  H17  H17  H  0  1  N  N  N  16.763   8.994  13.551  -3.535  -1.717  -1.084  H17  O81  57  
O81  H18  H18  H  0  1  N  N  N  13.173   4.055  17.835  -3.098   2.680   1.540  H18  O81  58  
O81  H19  H19  H  0  1  N  N  N  15.625   9.362  18.366  -8.035   1.166  -0.612  H19  O81  59  
#   #
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
O81  O35  P5   DOUB  N  N   1  
O81  O44  P4   DOUB  N  N   2  
O81  P5   O45  SING  N  N   3  
O81  P5   O25  SING  N  N   4  
O81  P5   O15  SING  N  N   5  
O81  P4   O24  SING  N  N   6  
O81  P4   O34  SING  N  N   7  
O81  P4   O14  SING  N  N   8  
O81  O15  C5   SING  N  N   9  
O81  O14  C4   SING  N  N  10  
O81  O36  P6   DOUB  N  N  11  
O81  C5   C4   SING  N  N  12  
O81  C5   C6   SING  N  N  13  
O81  C4   C3   SING  N  N  14  
O81  O16  P6   SING  N  N  15  
O81  O16  C6   SING  N  N  16  
O81  O43  P3   DOUB  N  N  17  
O81  P6   O26  SING  N  N  18  
O81  P6   O46  SING  N  N  19  
O81  C6   C1   SING  N  N  20  
O81  C3   O13  SING  N  N  21  
O81  C3   C2   SING  N  N  22  
O81  O13  P3   SING  N  N  23  
O81  P3   O23  SING  N  N  24  
O81  P3   O33  SING  N  N  25  
O81  C1   C2   SING  N  N  26  
O81  C1   O11  SING  N  N  27  
O81  C2   O12  SING  N  N  28  
O81  O12  P2   SING  N  N  29  
O81  O21  P1   DOUB  N  N  30  
O81  O11  P1   SING  N  N  31  
O81  O42  P2   DOUB  N  N  32  
O81  P2   O32  SING  N  N  33  
O81  P2   O22  SING  N  N  34  
O81  P1   O31  SING  N  N  35  
O81  P1   O41  SING  N  N  36  
O81  O47  P7   DOUB  N  N  37  
O81  O41  P7   SING  N  N  38  
O81  O37  P7   SING  N  N  39  
O81  P7   O27  SING  N  N  40  
O81  O27  H1   SING  N  N  41  
O81  C5   H2   SING  N  N  42  
O81  C6   H3   SING  N  N  43  
O81  C4   H4   SING  N  N  44  
O81  C3   H5   SING  N  N  45  
O81  C2   H6   SING  N  N  46  
O81  C1   H7   SING  N  N  47  
O81  O32  H8   SING  N  N  48  
O81  O22  H9   SING  N  N  49  
O81  O33  H10  SING  N  N  50  
O81  O23  H11  SING  N  N  51  
O81  O34  H12  SING  N  N  52  
O81  O24  H13  SING  N  N  53  
O81  O45  H14  SING  N  N  54  
O81  O25  H15  SING  N  N  55  
O81  O46  H16  SING  N  N  56  
O81  O26  H17  SING  N  N  57  
O81  O31  H18  SING  N  N  58  
O81  O37  H19  SING  N  N  59  
#   #
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
O81  SMILES            ACDLabs               12.01  "OP(OP(OC1C(C(C(C(OP(O)(O)=O)C1OP(O)(O)=O)OP(O)(O)=O)OP(O)(O)=O)OP(O)(O)=O)(O)=O)(O)=O"  
O81  InChI             InChI                 1.03   "InChI=1S/C6H19O27P7/c7-34(8,9)27-1-2(28-35(10,11)12)4(30-37(16,17)18)6(32-40(25,26)33-39(22,23)24)5(31-38(19,20)21)3(1)29-36(13,14)15/h1-6H,(H,25,26)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/t1-,2-,3+,4-,5-,6-/m1/s1"  
O81  InChIKey          InChI                 1.03   UPHPWXPNZIOZJL-UOTPTPDRSA-N  
O81  SMILES_CANONICAL  CACTVS                3.385  "O[P](O)(=O)O[C@@H]1[C@@H](O[P](O)(O)=O)[C@@H](O[P](O)(O)=O)[C@@H](O[P](O)(=O)O[P](O)(O)=O)[C@H](O[P](O)(O)=O)[C@H]1O[P](O)(O)=O"  
O81  SMILES            CACTVS                3.385  "O[P](O)(=O)O[CH]1[CH](O[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH](O[P](O)(=O)O[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH]1O[P](O)(O)=O"  
O81  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "[C@H]1([C@H](C([C@@H]([C@@H](C1OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O"  
O81  SMILES            "OpenEye OEToolkits"  2.0.7  "C1(C(C(C(C(C1OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O"  
#   #
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
O81  "SYSTEMATIC NAME"  ACDLabs               12.01  "(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl trihydrogen diphosphate"  
O81  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  2.0.7  "[(2~{R},3~{S},5~{R},6~{R})-2,3,4,5,6-pentaphosphonooxycyclohexyl] phosphono hydrogen phosphate"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
O81  "Create component"  2019-06-18  RCSB  
O81  "Initial release"   2020-04-29  RCSB  
##
