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                        "di-butanoyl L-alpha-phosphatidyl-D-myo-inositol 4,5-bisphosphate; di-C4-PIP2"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2006-05-25
_chem_comp.pdbx_modified_date                   2020-06-17
_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       Corina
_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  N   -6.394  -22.639  -14.306   0.875  -0.446  -1.439  P1      PBU   1  
PBU  P4      P4      P  0  1  N  N  N  -14.636  -20.818  -16.724  -7.000   1.375   0.331  P4      PBU   2  
PBU  P5      P5      P  0  1  N  N  N  -11.512  -22.143  -19.400  -5.376  -2.596   0.993  P5      PBU   3  
PBU  "C3'"   "C3'"   C  0  1  N  N  N   -4.922  -21.949  -16.219   3.513  -0.811  -1.225  "C3'"   PBU   4  
PBU  "C2'"   "C2'"   C  0  1  N  N  R   -4.550  -20.502  -15.813   4.683  -0.389  -0.334  "C2'"   PBU   5  
PBU  "O2'"   "O2'"   O  0  1  N  N  N   -4.267  -19.762  -16.989   4.888   1.044  -0.449  "O2'"   PBU   6  
PBU  "C1'"   "C1'"   C  0  1  N  N  N   -3.314  -20.460  -14.882   5.951  -1.122  -0.776  "C1'"   PBU   7  
PBU  "O1'"   "O1'"   O  0  1  N  N  N   -2.455  -21.535  -15.202   7.034  -0.814   0.140  "O1'"   PBU   8  
PBU  C1      C1      C  0  1  N  N  R   -8.959  -21.729  -15.400  -1.664   0.150  -0.856  C1      PBU   9  
PBU  O1      O1      O  0  1  N  N  N   -7.638  -22.510  -15.414  -0.271   0.261  -0.556  O1      PBU  10  
PBU  C2      C2      C  0  1  N  N  R  -10.044  -22.261  -14.403  -2.243   1.542  -1.114  C2      PBU  11  
PBU  O2      O2      O  0  1  N  N  N  -10.362  -23.635  -14.605  -2.070   2.353   0.049  O2      PBU  12  
PBU  C3      C3      C  0  1  N  N  S  -11.338  -21.423  -14.509  -3.735   1.422  -1.435  C3      PBU  13  
PBU  O3      O3      O  0  1  N  N  N  -12.287  -21.963  -13.579  -4.276   2.723  -1.676  O3      PBU  14  
PBU  C4      C4      C  0  1  N  N  R  -11.896  -21.414  -15.984  -4.461   0.779  -0.252  C4      PBU  15  
PBU  O4      O4      O  0  1  N  N  N  -13.136  -20.541  -16.051  -5.854   0.667  -0.552  O4      PBU  16  
PBU  C5      C5      C  0  1  N  N  R  -10.770  -20.866  -16.949  -3.882  -0.613   0.006  C5      PBU  17  
PBU  O5      O5      O  0  1  N  N  N  -11.268  -20.916  -18.326  -4.560  -1.214   1.111  O5      PBU  18  
PBU  C6      C6      C  0  1  N  N  S   -9.458  -21.683  -16.857  -2.390  -0.494   0.327  C6      PBU  19  
PBU  O6      O6      O  0  1  N  N  N   -8.403  -21.112  -17.645  -1.849  -1.794   0.568  O6      PBU  20  
PBU  C7      C7      C  0  1  N  N  N   -5.359  -19.162  -17.663   5.384   1.677   0.625  C7      PBU  21  
PBU  O7      O7      O  0  1  N  N  N   -5.709  -19.569  -18.749   5.639   1.055   1.629  O7      PBU  22  
PBU  C8      C8      C  0  1  N  N  N   -6.117  -17.998  -17.002   5.622   3.164   0.580  C8      PBU  23  
PBU  C9      C9      C  0  1  N  N  N   -6.477  -16.932  -18.054   6.187   3.632   1.923  C9      PBU  24  
PBU  C10     C10     C  0  1  N  N  N   -7.339  -15.837  -17.400   6.429   5.141   1.877  C10     PBU  25  
PBU  C11     C11     C  0  1  N  N  N   -1.797  -22.287  -14.208   8.224  -1.382  -0.109  C11     PBU  26  
PBU  O11     O11     O  0  1  N  N  N   -1.887  -22.078  -13.013   8.357  -2.113  -1.061  O11     PBU  27  
PBU  C12     C12     C  0  1  N  N  N   -0.863  -23.413  -14.732   9.395  -1.108   0.800  C12     PBU  28  
PBU  C13     C13     C  0  1  N  N  N   -1.599  -24.729  -15.031  10.621  -1.871   0.296  C13     PBU  29  
PBU  C14     C14     C  0  1  N  N  N   -0.791  -25.942  -14.535  11.810  -1.593   1.219  C14     PBU  30  
PBU  O41     O41     O  0  1  N  N  N  -15.503  -20.323  -15.569  -6.858   0.963   1.745  O41     PBU  31  
PBU  O42     O42     O  0  1  N  N  N  -14.689  -19.958  -17.958  -6.852   2.974   0.220  O42     PBU  32  
PBU  O43     O43     O  0  1  N  N  N  -14.783  -22.290  -17.071  -8.448   0.930  -0.215  O43     PBU  33  
PBU  O51     O51     O  0  1  N  N  N  -12.883  -21.771  -19.930  -6.384  -2.483  -0.085  O51     PBU  34  
PBU  O52     O52     O  0  1  N  N  N  -10.333  -22.017  -20.351  -4.357  -3.794   0.650  O52     PBU  35  
PBU  O53     O53     O  0  1  N  N  N  -11.497  -23.375  -18.526  -6.116  -2.905   2.389  O53     PBU  36  
PBU  OP1     OP1     O  0  1  N  N  N   -5.120  -22.771  -15.088   2.307  -0.217  -0.740  OP1     PBU  37  
PBU  OP2     OP2     O  0  1  N  N  N   -6.501  -21.332  -13.517   0.599  -1.897  -1.534  OP2     PBU  38  
PBU  OP3     OP3     O  0  1  N  N  N   -6.692  -23.917  -13.567   0.889   0.196  -2.915  OP3     PBU  39  
PBU  "H3'1"  "H3'1"  H  0  0  N  N  N   -5.849  -21.927  -16.811   3.697  -0.479  -2.247  "H3'1"  PBU  40  
PBU  "H3'2"  "H3'2"  H  0  0  N  N  N   -4.108  -22.369  -16.828   3.416  -1.897  -1.207  "H3'2"  PBU  41  
PBU  "H2'"   "H2'"   H  0  1  N  N  N   -5.404  -20.059  -15.280   4.461  -0.642   0.702  "H2'"   PBU  42  
PBU  "H1'1"  "H1'1"  H  0  0  N  N  N   -2.780  -19.508  -15.022   5.769  -2.197  -0.775  "H1'1"  PBU  43  
PBU  "H1'2"  "H1'2"  H  0  0  N  N  N   -3.639  -20.548  -13.835   6.224  -0.802  -1.782  "H1'2"  PBU  44  
PBU  H1      H1      H  0  1  N  N  N   -8.727  -20.696  -15.101  -1.796  -0.469  -1.743  H1      PBU  45  
PBU  H2      H2      H  0  1  N  N  N   -9.646  -22.130  -13.386  -1.726   2.000  -1.957  H2      PBU  46  
PBU  H02     H02     H  0  1  N  N  N  -11.022  -23.904  -13.976  -2.415   3.252  -0.043  H02     PBU  47  
PBU  H3      H3      H  0  1  N  N  N  -11.099  -20.385  -14.233  -3.867   0.803  -2.322  H3      PBU  48  
PBU  H03     H03     H  0  1  N  N  N  -13.094  -21.464  -13.624  -3.862   3.190  -2.414  H03     PBU  49  
PBU  H4      H4      H  0  1  N  N  N  -12.149  -22.443  -16.278  -4.329   1.398   0.636  H4      PBU  50  
PBU  H5      H5      H  0  1  N  N  N  -10.555  -19.824  -16.670  -4.014  -1.232  -0.881  H5      PBU  51  
PBU  H6      H6      H  0  1  N  N  N   -9.663  -22.711  -17.190  -2.258   0.125   1.215  H6      PBU  52  
PBU  H06     H06     H  0  1  N  N  N   -8.675  -21.067  -18.554  -0.905  -1.794   0.778  H06     PBU  53  
PBU  H81     H81     H  0  1  N  N  N   -7.040  -18.380  -16.542   6.334   3.394  -0.213  H81     PBU  54  
PBU  H82     H82     H  0  1  N  N  N   -5.482  -17.544  -16.227   4.681   3.677   0.383  H82     PBU  55  
PBU  H91     H91     H  0  1  N  N  N   -5.555  -16.484  -18.452   5.475   3.402   2.716  H91     PBU  56  
PBU  H92     H92     H  0  1  N  N  N   -7.040  -17.401  -18.874   7.128   3.118   2.119  H92     PBU  57  
PBU  H11     H11     H  0  1  N  N  N   -7.597  -15.075  -18.151   7.141   5.371   1.084  H11     PBU  58  
PBU  H12     H12     H  0  1  N  N  N   -8.261  -16.285  -17.002   5.488   5.655   1.680  H12     PBU  59  
PBU  H13     H13     H  0  1  N  N  N   -6.775  -15.368  -16.580   6.831   5.474   2.833  H13     PBU  60  
PBU  H121    H121    H  0  0  N  N  N   -0.383  -23.064  -15.658   9.609  -0.039   0.804  H121    PBU  61  
PBU  H122    H122    H  0  0  N  N  N   -0.093  -23.609  -13.971   9.154  -1.434   1.812  H122    PBU  62  
PBU  H131    H131    H  0  0  N  N  N   -2.576  -24.717  -14.525  10.407  -2.940   0.292  H131    PBU  63  
PBU  H132    H132    H  0  0  N  N  N   -1.749  -24.818  -16.117  10.862  -1.545  -0.715  H132    PBU  64  
PBU  H141    H141    H  0  0  N  N  N   -1.341  -26.867  -14.762  11.569  -1.919   2.230  H141    PBU  65  
PBU  H142    H142    H  0  0  N  N  N    0.186  -25.963  -15.040  12.684  -2.137   0.860  H142    PBU  66  
PBU  H143    H143    H  0  0  N  N  N   -0.640  -25.862  -13.448  12.024  -0.524   1.223  H143    PBU  67  
PBU  H42     H42     H  0  1  N  N  N  -15.274  -19.224  -17.808  -6.934   3.315  -0.682  H42     PBU  68  
PBU  H43     H43     H  0  1  N  N  N  -15.419  -22.691  -16.490  -9.188   1.320   0.271  H43     PBU  69  
PBU  H52     H52     H  0  1  N  N  N  -10.638  -21.704  -21.195  -3.667  -3.926   1.314  H52     PBU  70  
PBU  H53     H53     H  0  1  N  N  N  -12.378  -23.722  -18.452  -6.628  -3.725   2.390  H53     PBU  71  
PBU  HP3     HP3     H  0  1  N  N  N   -6.916  -23.717  -12.666   1.064   1.147  -2.928  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               12.01  "O=C(OCC(OC(=O)CCC)COP(=O)(O)OC1C(O)C(O)C(OP(=O)(O)O)C(OP(=O)(O)O)C1O)CCC"  
PBU  InChI             InChI                 1.03   "InChI=1S/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"  
PBU  InChIKey          InChI                 1.03   DHAFWWKSHUBGAH-BXJBXBQISA-N  
PBU  SMILES_CANONICAL  CACTVS                3.385  "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                3.385  "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"  1.7.6  "CCCC(=O)OC[C@H](COP(=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"  1.7.6  "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               12.01  "(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"  1.7.6  "[(2R)-2-butanoyloxy-3-[oxidanyl-[(1R,2R,3S,4R,5R,6S)-2,3,6-tris(oxidanyl)-4,5-diphosphonooxy-cyclohexyl]oxy-phosphoryl]oxy-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
PBU  "Create component"   2006-05-25  RCSB  
PBU  "Modify descriptor"  2011-06-04  RCSB  
PBU  "Modify synonyms"    2014-01-17  RCSB  
PBU  "Modify synonyms"    2014-01-21  RCSB  
PBU  "Modify synonyms"    2020-06-05  PDBE  
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  PBU  "di-butanoyl L-alpha-phosphatidyl-D-myo-inositol 4,5-bisphosphate"  ?  ?  
2  PBU  di-C4-PIP2                                                          ?  ?  
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