data_POQ
# 
_chem_comp.id                                    POQ 
_chem_comp.name                                  "BIS(((3S,4S,5R,6R)-5-(ETHYL(PHOSPHORYLOXY))-3,4,6-TRIHYDROXY-TETRAHYDRO-2H-PYRAN-2-YL)METHYL) HYDROGEN PHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H33 O20 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-08-11 
_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                        638.343 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     POQ 
_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        2ABM 
_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 
POQ C1   C1   C 0 1 N N R 8.049  -0.564 26.764 -5.062  -0.453 1.580  C1   POQ 1  
POQ O1   O1   O 0 1 N N N 7.812  0.755  26.823 -4.789  0.199  2.822  O1   POQ 2  
POQ C2   C2   C 0 1 N N R 8.699  -1.107 28.130 -6.401  0.043  1.029  C2   POQ 3  
POQ C3   C3   C 0 1 N N S 8.882  -2.666 27.772 -6.334  1.563  0.841  C3   POQ 4  
POQ O3   O3   O 0 1 N N N 9.476  -3.314 28.876 -6.212  2.202  2.113  O3   POQ 5  
POQ C4   C4   C 0 1 N N S 7.483  -3.598 27.475 -5.108  1.894  -0.021 C4   POQ 6  
POQ O4   O4   O 0 1 N N N 8.015  -5.003 27.150 -5.294  1.375  -1.340 O4   POQ 7  
POQ C5   C5   C 0 1 N N S 6.740  -2.968 26.199 -3.867  1.259  0.609  C5   POQ 8  
POQ O5   O5   O 0 1 N N N 6.625  -1.358 26.320 -4.019  -0.159 0.652  O5   POQ 9  
POQ C6   C6   C 0 1 N N N 6.167  -3.742 24.936 -2.635  1.613  -0.227 C6   POQ 10 
POQ P1   P1   P 0 1 N N R 11.759 -0.052 29.114 -8.042  -1.396 -0.066 P1   POQ 11 
POQ O11  O11  O 0 1 N N N 10.177 -0.156 28.448 -6.662  -0.583 -0.229 O11  POQ 12 
POQ O12  O12  O 0 1 N N N 12.243 1.465  28.794 -9.103  -0.478 0.405  O12  POQ 13 
POQ O13  O13  O 0 1 N N N 12.731 -1.148 28.369 -7.844  -2.582 1.005  O13  POQ 14 
POQ O14  O14  O 0 1 N N N 12.042 -0.174 30.798 -8.467  -2.022 -1.487 O14  POQ 15 
POQ C15  C15  C 0 1 N N N 13.473 -0.057 31.323 -9.749  -2.626 -1.306 C15  POQ 16 
POQ C16  C16  C 0 1 N N N 13.754 -0.157 32.868 -10.214 -3.243 -2.627 C16  POQ 17 
POQ P3   P3   P 0 1 N N S 8.512  -5.074 23.807 -0.210  1.530  -0.505 P3   POQ 18 
POQ O31  O31  O 0 1 N N N 7.358  -3.776 24.132 -1.461  1.125  0.425  O31  POQ 19 
POQ O32  O32  O 0 1 N N N 9.721  -4.496 22.753 -0.312  0.752  -1.910 O32  POQ 20 
POQ O33  O33  O 0 1 N N N 9.090  -6.803 23.800 1.161   1.126  0.235  O33  POQ 21 
POQ O34  O34  O 0 1 N N N 9.816  -4.597 25.276 -0.229  2.990  -0.747 O34  POQ 22 
POQ C1B  C1B  C 0 1 N N R 12.091 -8.086 20.940 4.891   -0.448 0.862  C1B  POQ 23 
POQ O1B  O1B  O 0 1 N N N 13.035 -9.057 20.819 4.987   -1.859 1.061  O1B  POQ 24 
POQ C2B  C2B  C 0 1 N N R 11.969 -7.209 19.598 6.137   0.047  0.124  C2B  POQ 25 
POQ C3B  C3B  C 0 1 N N S 10.798 -6.163 19.997 6.041   1.566  -0.056 C3B  POQ 26 
POQ O3B  O3B  O 0 1 N N N 10.574 -5.305 18.898 7.122   2.022  -0.871 O3B  POQ 27 
POQ C4B  C4B  C 0 1 N N S 9.245  -6.806 20.345 4.707   1.895  -0.734 C4B  POQ 28 
POQ O4B  O4B  O 0 1 N N N 8.352  -5.615 20.680 4.530   3.313  -0.779 O4B  POQ 29 
POQ C5B  C5B  C 0 1 N N R 9.405  -7.762 21.616 3.569   1.262  0.070  C5B  POQ 30 
POQ O5B  O5B  O 0 1 N N N 10.637 -8.800 21.425 3.726   -0.155 0.093  O5B  POQ 31 
POQ C6B  C6B  C 0 1 N N N 8.498  -7.788 22.912 2.229   1.615  -0.580 C6B  POQ 32 
POQ P2   P2   P 0 1 N N S 14.554 -5.293 18.548 8.215   -1.225 -0.039 P2   POQ 33 
POQ O21  O21  O 0 1 N N N 13.583 -6.542 19.232 7.303   -0.274 0.885  O21  POQ 34 
POQ O22  O22  O 0 1 N N N 16.091 -5.780 18.802 8.720   -0.399 -1.326 O22  POQ 35 
POQ O23  O23  O 0 1 N N N 14.285 -3.871 19.337 7.420   -2.391 -0.483 O23  POQ 36 
POQ O24  O24  O 0 1 N N N 14.513 -4.961 16.856 9.488   -1.733 0.805  O24  POQ 37 
POQ C25  C25  C 0 1 N N N 15.385 -3.838 16.272 10.191  -2.660 -0.024 C25  POQ 38 
POQ C26  C26  C 0 1 N N N 15.348 -3.524 14.726 11.419  -3.184 0.723  C26  POQ 39 
POQ H1   H1   H 0 1 N N N 8.812  -0.781 25.980 -5.112  -1.530 1.739  H1   POQ 40 
POQ HO1  HO1  H 0 1 N N N 7.427  1.075  26.015 -3.939  -0.140 3.135  HO1  POQ 41 
POQ H2   H2   H 0 1 N N N 8.127  -1.002 29.081 -7.198  -0.203 1.731  H2   POQ 42 
POQ H8   H8   H 0 1 N N N 9.466  -2.624 26.823 -7.238  1.911  0.341  H8   POQ 43 
POQ HO3  HO3  H 0 1 N N N 9.584  -4.233 28.664 -6.160  3.153  1.944  HO3  POQ 44 
POQ H7   H7   H 0 1 N N N 6.763  -3.622 28.326 -4.979  2.976  -0.070 H7   POQ 45 
POQ HO4  HO4  H 0 1 N N N 7.236  -5.521 26.984 -6.084  1.801  -1.699 HO4  POQ 46 
POQ H5   H5   H 0 1 N N N 6.493  -3.880 25.608 -3.739  1.640  1.622  H5   POQ 47 
POQ H61  1H6  H 0 1 N N N 5.681  -4.724 25.139 -2.721  1.154  -1.212 H61  POQ 48 
POQ H62  2H6  H 0 1 N N N 5.261  -3.301 24.457 -2.568  2.695  -0.335 H62  POQ 49 
POQ H13  H13  H 0 1 N N N 13.605 -1.090 28.736 -7.146  -3.156 0.660  H13  POQ 50 
POQ H151 1H15 H 0 0 N N N 14.103 -0.813 30.800 -10.466 -1.868 -0.988 H151 POQ 51 
POQ H152 2H15 H 0 0 N N N 13.910 0.896  30.945 -9.681  -3.404 -0.546 H152 POQ 52 
POQ H161 1H16 H 0 0 N N N 14.797 -0.071 33.250 -9.497  -4.000 -2.946 H161 POQ 53 
POQ H162 2H16 H 0 0 N N N 13.123 0.599  33.391 -11.192 -3.704 -2.489 H162 POQ 54 
POQ H163 3H16 H 0 0 N N N 13.316 -1.110 33.245 -10.282 -2.465 -3.387 H163 POQ 55 
POQ H32  H32  H 0 1 N N N 10.341 -5.193 22.578 -0.297  -0.194 -1.708 H32  POQ 56 
POQ H1B  H1B  H 0 1 N N N 12.389 -7.355 21.727 4.821   0.050  1.829  H1B  POQ 57 
POQ H3   H3   H 0 1 N N N 13.107 -9.575 21.612 4.187   -2.130 1.532  H3   POQ 58 
POQ H2B  H2B  H 0 1 N N N 11.689 -7.722 18.648 6.196   -0.433 -0.853 H2B  POQ 59 
POQ H3B  H3B  H 0 1 N N N 11.185 -5.693 20.931 6.087   2.053  0.918  H3B  POQ 60 
POQ H4   H4   H 0 1 N N N 9.887  -4.691 19.132 7.023   2.980  -0.958 H4   POQ 61 
POQ H4B  H4B  H 0 1 N N N 8.807  -7.386 19.499 4.705   1.496  -1.748 H4B  POQ 62 
POQ H6   H6   H 0 1 N N N 7.492  -5.970 20.872 5.270   3.671  -1.287 H6   POQ 63 
POQ H5B  H5B  H 0 1 N N N 8.719  -7.298 22.362 3.589   1.646  1.090  H5B  POQ 64 
POQ H6B1 1H6B H 0 0 N N N 8.387  -8.799 23.367 2.172   1.156  -1.567 H6B1 POQ 65 
POQ H6B2 2H6B H 0 0 N N N 7.414  -7.621 22.709 2.146   2.697  -0.677 H6B2 POQ 66 
POQ H22  H22  H 0 1 N N N 16.626 -5.091 18.425 9.233   0.351  -0.993 H22  POQ 67 
POQ H251 1H25 H 0 0 N N N 15.162 -2.896 16.826 9.535   -3.494 -0.275 H251 POQ 68 
POQ H252 2H25 H 0 0 N N N 16.443 -4.026 16.566 10.509  -2.161 -0.939 H252 POQ 69 
POQ H261 1H26 H 0 0 N N N 15.980 -2.709 14.302 11.101  -3.684 1.638  H261 POQ 70 
POQ H262 2H26 H 0 0 N N N 15.570 -4.465 14.171 11.955  -3.892 0.090  H262 POQ 71 
POQ H263 3H26 H 0 0 N N N 14.289 -3.335 14.431 12.075  -2.351 0.973  H263 POQ 72 
# 
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 
POQ C1  O1   SING N N 1  
POQ C1  C2   SING N N 2  
POQ C1  O5   SING N N 3  
POQ C1  H1   SING N N 4  
POQ O1  HO1  SING N N 5  
POQ C2  C3   SING N N 6  
POQ C2  O11  SING N N 7  
POQ C2  H2   SING N N 8  
POQ C3  O3   SING N N 9  
POQ C3  C4   SING N N 10 
POQ C3  H8   SING N N 11 
POQ O3  HO3  SING N N 12 
POQ C4  O4   SING N N 13 
POQ C4  C5   SING N N 14 
POQ C4  H7   SING N N 15 
POQ O4  HO4  SING N N 16 
POQ C5  O5   SING N N 17 
POQ C5  C6   SING N N 18 
POQ C5  H5   SING N N 19 
POQ C6  O31  SING N N 20 
POQ C6  H61  SING N N 21 
POQ C6  H62  SING N N 22 
POQ P1  O11  SING N N 23 
POQ P1  O12  DOUB N N 24 
POQ P1  O13  SING N N 25 
POQ P1  O14  SING N N 26 
POQ O13 H13  SING N N 27 
POQ O14 C15  SING N N 28 
POQ C15 C16  SING N N 29 
POQ C15 H151 SING N N 30 
POQ C15 H152 SING N N 31 
POQ C16 H161 SING N N 32 
POQ C16 H162 SING N N 33 
POQ C16 H163 SING N N 34 
POQ P3  O31  SING N N 35 
POQ P3  O32  SING N N 36 
POQ P3  O33  SING N N 37 
POQ P3  O34  DOUB N N 38 
POQ O32 H32  SING N N 39 
POQ O33 C6B  SING N N 40 
POQ C1B O1B  SING N N 41 
POQ C1B C2B  SING N N 42 
POQ C1B O5B  SING N N 43 
POQ C1B H1B  SING N N 44 
POQ O1B H3   SING N N 45 
POQ C2B C3B  SING N N 46 
POQ C2B O21  SING N N 47 
POQ C2B H2B  SING N N 48 
POQ C3B O3B  SING N N 49 
POQ C3B C4B  SING N N 50 
POQ C3B H3B  SING N N 51 
POQ O3B H4   SING N N 52 
POQ C4B O4B  SING N N 53 
POQ C4B C5B  SING N N 54 
POQ C4B H4B  SING N N 55 
POQ O4B H6   SING N N 56 
POQ C5B O5B  SING N N 57 
POQ C5B C6B  SING N N 58 
POQ C5B H5B  SING N N 59 
POQ C6B H6B1 SING N N 60 
POQ C6B H6B2 SING N N 61 
POQ P2  O21  SING N N 62 
POQ P2  O22  SING N N 63 
POQ P2  O23  DOUB N N 64 
POQ P2  O24  SING N N 65 
POQ O22 H22  SING N N 66 
POQ O24 C25  SING N N 67 
POQ C25 C26  SING N N 68 
POQ C25 H251 SING N N 69 
POQ C25 H252 SING N N 70 
POQ C26 H261 SING N N 71 
POQ C26 H262 SING N N 72 
POQ C26 H263 SING N N 73 
# 
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 
POQ SMILES           ACDLabs              10.04 O=P(O)(OCC)OC1C(O)C(O)C(OC1O)COP(=O)(O)OCC2OC(O)C(OP(=O)(O)OCC)C(O)C2O 
POQ InChI            InChI                1.02b 
InChI=1/C16H33O20P3/c1-3-29-38(25,26)35-13-11(19)9(17)7(33-15(13)21)5-31-37(23,24)32-6-8-10(18)12(20)14(16(22)34-8)36-39(27,28)30-4-2/h7-22H,3-6H2,1-2H3,(H,23,24)(H,25,26)(H,27,28)/t7-,8?,9-,10-,11+,12+,13-,14-,15-,16-/m1/s1/f/h23,25,27H 
POQ InChIKey         InChI                1.02b QTCHWELPTUAUQX-CTMQUBDZDG 
POQ SMILES_CANONICAL CACTVS               3.341 CCO[P@](O)(=O)O[C@H]1[C@H](O)O[C@@H](CO[P@@](O)(=O)OC[C@H]2O[C@@H](O)[C@H](O[P@](O)(=O)OCC)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O 
POQ SMILES           CACTVS               3.341 CCO[P](O)(=O)O[CH]1[CH](O)O[CH](CO[P](O)(=O)OC[CH]2O[CH](O)[CH](O[P](O)(=O)OCC)[CH](O)[CH]2O)[CH](O)[CH]1O 
POQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCO[P@@](=O)(O)O[C@@H]1[C@H]([C@@H](C(O[C@H]1O)COP(=O)(O)OCC2[C@H]([C@@H]([C@H]([C@@H](O2)O)O[P@@](=O)(O)OCC)O)O)O)O 
POQ SMILES           "OpenEye OEToolkits" 1.5.0 CCOP(=O)(O)OC1C(C(C(OC1O)COP(=O)(O)OCC2C(C(C(C(O2)O)OP(=O)(O)OCC)O)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 
POQ "SYSTEMATIC NAME" ACDLabs              10.04 
"(2R,3R,4S,5S,6R)-6-({[{[(2S,3S,4S,5R,6R)-5-{[(R)-ethoxy(hydroxy)phosphoryl]oxy}-3,4,6-trihydroxytetrahydro-2H-pyran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}methyl)-2,4,5-trihydroxytetrahydro-2H-pyran-3-yl ethyl hydrogen (S)-phosphate (non-preferred name)" 
POQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4S,5S)-6-[[[(3S,4S,5R,6R)-5-(ethoxy-hydroxy-phosphoryl)oxy-3,4,6-trihydroxy-oxan-2-yl]methoxy-hydroxy-phosphoryl]oxymethyl]-2,4,5-trihydroxy-oxan-3-yl] ethyl hydrogen phosphate" 
# 
