data_PBU
# 
_chem_comp.id                                    PBU 
_chem_comp.name                                  "(2R)-3-{[(R)-HYDROXY{[(1R,2R,3S,4R,5R,6S)-2,3,6-TRIHYDROXY-4,5-BIS(PHOSPHONOOXY)CYCLOHEXYL]OXY}PHOSPHORYL]OXY}PROPANE-1,2-DIYL DIBUTANOATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H33 O19 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-05-25 
_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                        634.354 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PBU 
_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        2H3Q 
_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 
PBU P1     P1     P 0 1 N N S -6.394  -22.639 -14.306 0.710  0.123  -0.556 P1     PBU 1  
PBU P4     P4     P 0 1 N N N -14.636 -20.818 -16.724 -7.000 1.095  -0.039 P4     PBU 2  
PBU P5     P5     P 0 1 N N N -11.512 -22.143 -19.400 -5.014 -2.680 0.625  P5     PBU 3  
PBU "C3'"  "C3'"  C 0 1 N N N -4.922  -21.949 -16.219 3.093  -0.408 -0.610 "C3'"  PBU 4  
PBU "C2'"  "C2'"  C 0 1 N N R -4.550  -20.502 -15.813 4.491  -0.203 -0.023 "C2'"  PBU 5  
PBU "O2'"  "O2'"  O 0 1 N N N -4.267  -19.762 -16.989 4.907  1.172  -0.233 "O2'"  PBU 6  
PBU "C1'"  "C1'"  C 0 1 N N N -3.314  -20.460 -14.882 5.478  -1.146 -0.713 "C1'"  PBU 7  
PBU "O1'"  "O1'"  O 0 1 N N N -2.455  -21.535 -15.202 6.778  -1.036 -0.076 "O1'"  PBU 8  
PBU C1     C1     C 0 1 N N R -8.959  -21.729 -15.400 -1.683 0.522  -0.275 C1     PBU 9  
PBU O1     O1     O 0 1 N N N -7.638  -22.510 -15.414 -0.424 0.888  0.293  O1     PBU 10 
PBU C2     C2     C 0 1 N N R -10.044 -22.261 -14.403 -2.401 1.777  -0.775 C2     PBU 11 
PBU O2     O2     O 0 1 N N N -10.362 -23.635 -14.605 -2.614 2.672  0.318  O2     PBU 12 
PBU C3     C3     C 0 1 N N S -11.338 -21.423 -14.509 -3.749 1.385  -1.384 C3     PBU 13 
PBU O3     O3     O 0 1 N N N -12.287 -21.963 -13.579 -4.419 2.557  -1.851 O3     PBU 14 
PBU C4     C4     C 0 1 N N R -11.896 -21.414 -15.984 -4.607 0.696  -0.320 C4     PBU 15 
PBU O4     O4     O 0 1 N N N -13.136 -20.541 -16.051 -5.866 0.330  -0.888 O4     PBU 16 
PBU C5     C5     C 0 1 N N R -10.770 -20.866 -16.949 -3.889 -0.558 0.180  C5     PBU 17 
PBU O5     O5     O 0 1 N N N -11.268 -20.916 -18.326 -4.691 -1.202 1.173  O5     PBU 18 
PBU C6     C6     C 0 1 N N S -9.458  -21.683 -16.857 -2.541 -0.166 0.788  C6     PBU 19 
PBU O6     O6     O 0 1 N N N -8.403  -21.112 -17.645 -1.870 -1.338 1.256  O6     PBU 20 
PBU C7     C7     C 0 1 N N N -5.359  -19.162 -17.663 5.736  1.764  0.641  C7     PBU 21 
PBU O7     O7     O 0 1 N N N -5.709  -19.569 -18.749 6.136  1.152  1.603  O7     PBU 22 
PBU C8     C8     C 0 1 N N N -6.117  -17.998 -17.002 6.168  3.191  0.423  C8     PBU 23 
PBU C9     C9     C 0 1 N N N -6.477  -16.932 -18.054 7.105  3.619  1.554  C9     PBU 24 
PBU C10    C10    C 0 1 N N N -7.339  -15.837 -17.400 7.543  5.068  1.333  C10    PBU 25 
PBU C11    C11    C 0 1 N N N -1.797  -22.287 -14.208 7.807  -1.776 -0.518 C11    PBU 26 
PBU O11    O11    O 0 1 N N N -1.887  -22.078 -13.013 7.651  -2.534 -1.446 O11    PBU 27 
PBU C12    C12    C 0 1 N N N -0.863  -23.413 -14.732 9.156  -1.663 0.143  C12    PBU 28 
PBU C13    C13    C 0 1 N N N -1.599  -24.729 -15.031 10.144 -2.606 -0.547 C13    PBU 29 
PBU C14    C14    C 0 1 N N N -0.791  -25.942 -14.535 11.514 -2.490 0.124  C14    PBU 30 
PBU O41    O41    O 0 1 N N N -15.503 -20.323 -15.569 -6.717 2.548  -0.035 O41    PBU 31 
PBU O42    O42    O 0 1 N N N -14.689 -19.958 -17.958 -8.441 0.832  -0.707 O42    PBU 32 
PBU O43    O43    O 0 1 N N N -14.783 -22.290 -17.071 -7.001 0.544  1.474  O43    PBU 33 
PBU O51    O51    O 0 1 N N N -12.883 -21.771 -19.930 -5.637 -2.584 -0.714 O51    PBU 34 
PBU O52    O52    O 0 1 N N N -10.333 -22.017 -20.351 -3.647 -3.525 0.521  O52    PBU 35 
PBU O53    O53    O 0 1 N N N -11.497 -23.375 -18.526 -6.025 -3.419 1.636  O53    PBU 36 
PBU OP1    OP1    O 0 1 N N N -5.120  -22.771 -15.088 2.151  0.387  0.112  OP1    PBU 37 
PBU OP2    OP2    O 0 1 N N N -6.501  -21.332 -13.517 0.427  -1.330 -0.561 OP2    PBU 38 
PBU OP3    OP3    O 0 1 N N N -6.692  -23.917 -13.567 0.711  0.674  -2.069 OP3    PBU 39 
PBU "H3'1" "1H3'" H 0 0 N N N -4.140  -22.346 -16.800 3.092  -0.109 -1.659 "H3'1" PBU 40 
PBU "H3'2" "2H3'" H 0 0 N N N -5.808  -21.903 -16.791 2.817  -1.460 -0.532 "H3'2" PBU 41 
PBU "H2'"  "H2'"  H 0 1 N N N -5.348  -20.078 -15.271 4.470  -0.417 1.046  "H2'"  PBU 42 
PBU "H1'1" "1H1'" H 0 0 N N N -2.771  -19.570 -15.043 5.565  -0.874 -1.765 "H1'1" PBU 43 
PBU "H1'2" "2H1'" H 0 0 N N N -3.606  -20.474 -13.873 5.119  -2.171 -0.631 "H1'2" PBU 44 
PBU H1     H1     H 0 1 N N N -8.768  -20.721 -15.023 -1.520 -0.161 -1.109 H1     PBU 45 
PBU H2     H2     H 0 1 N N N -9.626  -22.150 -13.401 -1.789 2.268  -1.533 H2     PBU 46 
PBU H02    2H0    H 0 1 N N N -10.603 -23.883 -15.466 -3.067 3.448  -0.040 H02    PBU 47 
PBU H3     H3     H 0 1 N N N -11.131 -20.384 -14.246 -3.586 0.702  -2.218 H3     PBU 48 
PBU H03    3H0    H 0 1 N N N -12.553 -22.848 -13.843 -3.846 2.960  -2.518 H03    PBU 49 
PBU H4     H4     H 0 1 N N N -12.177 -22.399 -16.336 -4.769 1.379  0.514  H4     PBU 50 
PBU H5     H5     H 0 1 N N N -10.590 -19.839 -16.632 -3.727 -1.241 -0.654 H5     PBU 51 
PBU H6     H6     H 0 1 N N N -9.656  -22.680 -17.226 -2.703 0.516  1.622  H6     PBU 52 
PBU H06    6H0    H 0 1 N N N -8.495  -21.318 -18.559 -1.028 -1.048 1.631  H06    PBU 53 
PBU H81    1H8    H 0 1 N N N -5.512  -17.563 -16.262 6.690  3.271  -0.531 H81    PBU 54 
PBU H82    2H8    H 0 1 N N N -6.999  -18.367 -16.568 5.291  3.838  0.413  H82    PBU 55 
PBU H91    1H9    H 0 1 N N N -7.012  -17.381 -18.838 6.583  3.539  2.508  H91    PBU 56 
PBU H92    2H9    H 0 1 N N N -5.602  -16.493 -18.433 7.982  2.972  1.565  H92    PBU 57 
PBU H11    H11    H 0 1 N N N -6.806  -15.397 -16.609 6.667  5.715  1.322  H11    PBU 58 
PBU H12    H12    H 0 1 N N N -8.226  -16.262 -17.032 8.211  5.373  2.139  H12    PBU 59 
PBU H13    H13    H 0 1 N N N -7.573  -15.103 -18.114 8.065  5.148  0.379  H13    PBU 60 
PBU H121   1H12   H 0 0 N N N -0.403  -23.075 -15.616 9.069  -1.934 1.195  H121   PBU 61 
PBU H122   2H12   H 0 0 N N N -0.136  -23.595 -13.995 9.516  -0.637 0.061  H122   PBU 62 
PBU H131   1H13   H 0 0 N N N -2.529  -24.717 -14.540 10.230 -2.334 -1.599 H131   PBU 63 
PBU H132   2H13   H 0 0 N N N -1.747  -24.813 -16.068 9.784  -3.631 -0.466 H132   PBU 64 
PBU H141   1H14   H 0 0 N N N -0.601  -25.836 -13.508 11.873 -1.464 0.042  H141   PBU 65 
PBU H142   2H14   H 0 0 N N N 0.117   -26.024 -15.052 11.427 -2.762 1.176  H142   PBU 66 
PBU H143   3H14   H 0 0 N N N -1.351  -26.818 -14.701 12.217 -3.162 -0.368 H143   PBU 67 
PBU H42    H42    H 0 1 N N N -14.700 -19.042 -17.706 -9.089 1.306  -0.170 H42    PBU 68 
PBU H43    H43    H 0 1 N N N -14.814 -22.392 -18.015 -7.189 -0.403 1.426  H43    PBU 69 
PBU H52    H52    H 0 1 N N N -10.649 -21.991 -21.246 -3.274 -3.563 1.412  H52    PBU 70 
PBU H53    H53    H 0 1 N N N -11.494 -24.152 -19.073 -6.192 -4.299 1.272  H53    PBU 71 
PBU HP3    HP3    H 0 1 N N N -6.755  -24.634 -14.187 0.899  1.622  -2.021 HP3    PBU 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 
PBU P1    O1     SING N N 1  
PBU P1    OP1    SING N N 2  
PBU P1    OP2    DOUB N N 3  
PBU P1    OP3    SING N N 4  
PBU P4    O4     SING N N 5  
PBU P4    O41    DOUB N N 6  
PBU P4    O42    SING N N 7  
PBU P4    O43    SING N N 8  
PBU P5    O5     SING N N 9  
PBU P5    O51    DOUB N N 10 
PBU P5    O52    SING N N 11 
PBU P5    O53    SING N N 12 
PBU "C3'" "C2'"  SING N N 13 
PBU "C3'" OP1    SING N N 14 
PBU "C3'" "H3'1" SING N N 15 
PBU "C3'" "H3'2" SING N N 16 
PBU "C2'" "O2'"  SING N N 17 
PBU "C2'" "C1'"  SING N N 18 
PBU "C2'" "H2'"  SING N N 19 
PBU "O2'" C7     SING N N 20 
PBU "C1'" "O1'"  SING N N 21 
PBU "C1'" "H1'1" SING N N 22 
PBU "C1'" "H1'2" SING N N 23 
PBU "O1'" C11    SING N N 24 
PBU C1    O1     SING N N 25 
PBU C1    C2     SING N N 26 
PBU C1    C6     SING N N 27 
PBU C1    H1     SING N N 28 
PBU C2    O2     SING N N 29 
PBU C2    C3     SING N N 30 
PBU C2    H2     SING N N 31 
PBU O2    H02    SING N N 32 
PBU C3    O3     SING N N 33 
PBU C3    C4     SING N N 34 
PBU C3    H3     SING N N 35 
PBU O3    H03    SING N N 36 
PBU C4    O4     SING N N 37 
PBU C4    C5     SING N N 38 
PBU C4    H4     SING N N 39 
PBU C5    O5     SING N N 40 
PBU C5    C6     SING N N 41 
PBU C5    H5     SING N N 42 
PBU C6    O6     SING N N 43 
PBU C6    H6     SING N N 44 
PBU O6    H06    SING N N 45 
PBU C7    O7     DOUB N N 46 
PBU C7    C8     SING N N 47 
PBU C8    C9     SING N N 48 
PBU C8    H81    SING N N 49 
PBU C8    H82    SING N N 50 
PBU C9    C10    SING N N 51 
PBU C9    H91    SING N N 52 
PBU C9    H92    SING N N 53 
PBU C10   H11    SING N N 54 
PBU C10   H12    SING N N 55 
PBU C10   H13    SING N N 56 
PBU C11   O11    DOUB N N 57 
PBU C11   C12    SING N N 58 
PBU C12   C13    SING N N 59 
PBU C12   H121   SING N N 60 
PBU C12   H122   SING N N 61 
PBU C13   C14    SING N N 62 
PBU C13   H131   SING N N 63 
PBU C13   H132   SING N N 64 
PBU C14   H141   SING N N 65 
PBU C14   H142   SING N N 66 
PBU C14   H143   SING N N 67 
PBU O42   H42    SING N N 68 
PBU O43   H43    SING N N 69 
PBU O52   H52    SING N N 70 
PBU O53   H53    SING N N 71 
PBU OP3   HP3    SING N N 72 
# 
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 
PBU SMILES           ACDLabs              10.04 O=P(OC1C(O)C(O)C(OP(=O)(O)OCC(OC(=O)CCC)COC(=O)CCC)C(O)C1OP(=O)(O)O)(O)O 
PBU InChI            InChI                1.02b 
InChI=1/C17H33O19P3/c1-3-5-10(18)31-7-9(33-11(19)6-4-2)8-32-39(29,30)36-15-12(20)13(21)16(34-37(23,24)25)17(14(15)22)35-38(26,27)28/h9,12-17,20-22H,3-8H2,1-2H3,(H,29,30)(H2,23,24,25)(H2,26,27,28)/t9-,12-,13+,14+,15-,16-,17-/m1/s1/f/h23-24,26-27,29H 
PBU InChIKey         InChI                1.02b DHAFWWKSHUBGAH-PYVATDLPDI 
PBU SMILES_CANONICAL CACTVS               3.341 CCCC(=O)OC[C@H](CO[P@@](O)(=O)O[C@@H]1[C@H](O)[C@H](O)[C@@H](O[P](O)(O)=O)[C@H](O[P](O)(O)=O)[C@H]1O)OC(=O)CCC 
PBU SMILES           CACTVS               3.341 CCCC(=O)OC[CH](CO[P](O)(=O)O[CH]1[CH](O)[CH](O)[CH](O[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH]1O)OC(=O)CCC 
PBU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCC(=O)OC[C@H](CO[P@](=O)(O)O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)OP(=O)(O)O)OP(=O)(O)O)O)O)OC(=O)CCC 
PBU SMILES           "OpenEye OEToolkits" 1.5.0 CCCC(=O)OCC(COP(=O)(O)OC1C(C(C(C(C1O)OP(=O)(O)O)OP(=O)(O)O)O)O)OC(=O)CCC 
# 
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 
PBU "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-3-{[(S)-hydroxy{[(1R,2R,3S,4R,5R,6S)-2,3,6-trihydroxy-4,5-bis(phosphonooxy)cyclohexyl]oxy}phosphoryl]oxy}propane-1,2-diyl dibutanoate"   
PBU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R)-1-butanoyloxy-3-[hydroxy-[(1R,2R,3S,4R,5R,6S)-2,3,6-trihydroxy-4,5-diphosphonooxy-cyclohexyl]oxy-phosphoryl]oxy-propan-2-yl] butanoate" 
# 
