data_PIB
# 
_chem_comp.id                                    PIB 
_chem_comp.name                                  "2-(BUTANOYLOXY)-1-{[(HYDROXY{[2,3,4,6-TETRAHYDROXY-5-(PHOSPHONOOXY)CYCLOHEXYL]OXY}PHOSPHORYL)OXY]METHYL}ETHYL BUTANOATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H32 O16 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "D-MYO-PHOSPHATIDYLINOSITOL 3-PHOSPHATED (+)-SN-1,2-DI-O-BUTANOYLGLYCERYL,3-O-PHOSPHO" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-06-15 
_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                        554.374 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PIB 
_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        1H6H 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
PIB C1   C1   C 0 1 N N S 10.947 20.306 5.651 0.719  0.219  -2.656 C1   PIB 1  
PIB C2   C2   C 0 1 N N R 11.862 19.223 5.033 0.225  -0.852 -3.629 C2   PIB 2  
PIB C3   C3   C 0 1 N N R 11.966 17.991 6.003 -0.057 -0.214 -4.991 C3   PIB 3  
PIB C4   C4   C 0 1 N N S 10.526 17.414 6.301 1.225  0.415  -5.535 C4   PIB 4  
PIB C5   C5   C 0 1 N N S 9.648  18.520 6.954 1.719  1.488  -4.562 C5   PIB 5  
PIB C6   C6   C 0 1 N N R 9.539  19.735 5.974 2.002  0.850  -3.200 C6   PIB 6  
PIB O1   O1   O 0 1 N N N 10.819 21.374 4.702 0.983  -0.376 -1.384 O1   PIB 7  
PIB O2   O2   O 0 1 N N N 11.327 18.815 3.783 1.226  -1.861 -3.775 O2   PIB 8  
PIB O3   O3   O 0 1 N N N 12.822 17.040 5.359 -0.518 -1.216 -5.900 O3   PIB 9  
PIB O4   O4   O 0 1 N N N 10.606 16.300 7.206 0.961  1.011  -6.807 O4   PIB 10 
PIB O5   O5   O 0 1 N N N 8.341  18.017 7.200 2.918  2.077  -5.070 O5   PIB 11 
PIB O6   O6   O 0 1 N N N 8.737  20.747 6.579 2.463  1.851  -2.291 O6   PIB 12 
PIB P1   P1   P 0 1 N N S 11.707 22.687 4.679 0.024  0.356  -0.319 P1   PIB 13 
PIB O11  O11  O 0 1 N N N 11.787 23.198 3.170 -1.513 0.139  -0.743 O11  PIB 14 
PIB O12  O12  O 0 1 N N N 13.128 22.427 5.286 0.329  1.804  -0.294 O12  PIB 15 
PIB O13  O13  O 0 1 N N N 10.942 23.789 5.571 0.270  -0.269 1.143  O13  PIB 16 
PIB P3   P3   P 0 1 N N N 13.808 16.028 6.150 -1.990 -0.770 -6.375 P3   PIB 17 
PIB O31  O31  O 0 1 N N N 12.926 15.018 6.997 -2.574 -1.860 -7.407 O31  PIB 18 
PIB O32  O32  O 0 1 N N N 14.700 16.895 7.125 -1.915 0.548  -7.042 O32  PIB 19 
PIB O33  O33  O 0 1 N N N 14.670 15.250 5.060 -2.961 -0.670 -5.095 O33  PIB 20 
PIB C7   C7   C 0 1 N N N 9.892  24.574 5.040 -0.604 0.418  2.039  C7   PIB 21 
PIB C8   C8   C 0 1 N N S 10.494 25.954 4.834 -0.419 -0.131 3.455  C8   PIB 22 
PIB C9   C9   C 0 1 N N N 10.302 26.835 6.093 -1.356 0.604  4.415  C9   PIB 23 
PIB C10  C10  C 0 1 N N N 9.134  28.837 6.800 -1.904 0.582  6.772  C10  PIB 24 
PIB C11  C11  C 0 1 N N N 8.946  30.320 6.453 -1.722 0.041  8.167  C11  PIB 25 
PIB C12  C12  C 0 1 N N N 9.120  31.329 7.608 -2.659 0.777  9.126  C12  PIB 26 
PIB C13  C13  C 0 1 N N N 9.116  32.792 7.133 -2.473 0.228  10.542 C13  PIB 27 
PIB C14  C14  C 0 1 N N N 10.865 26.623 2.485 1.526  -0.793 4.734  C14  PIB 28 
PIB C15  C15  C 0 1 N N N 10.348 27.627 1.463 2.954  -0.588 5.170  C15  PIB 29 
PIB C16  C16  C 0 1 N N N 10.910 29.051 1.616 3.355  -1.698 6.143  C16  PIB 30 
PIB C17  C17  C 0 1 N N N 9.927  29.983 2.325 4.804  -1.490 6.586  C17  PIB 31 
PIB O14  O14  O 0 1 N N N 10.025 26.564 3.605 0.956  0.066  3.875  O14  PIB 32 
PIB O15  O15  O 0 1 N N N 9.864  28.180 5.812 -1.180 0.083  5.758  O15  PIB 33 
PIB O16  O16  O 0 1 N N N 8.820  28.371 7.910 -2.701 1.466  6.567  O16  PIB 34 
PIB O17  O17  O 0 1 N N N 12.019 26.196 2.423 0.894  -1.731 5.158  O17  PIB 35 
PIB HC1  1HC  H 0 1 N N N 11.413 20.695 6.586 -0.045 0.988  -2.545 HC1  PIB 36 
PIB HC2  2HC  H 0 1 N N N 12.879 19.651 4.874 -0.689 -1.302 -3.241 HC2  PIB 37 
PIB HC3  3HC  H 0 1 N N N 12.435 18.317 6.960 -0.821 0.554  -4.880 HC3  PIB 38 
PIB HC4  4HC  H 0 1 N N N 10.055 17.083 5.346 1.989  -0.353 -5.646 HC4  PIB 39 
PIB HC5  5HC  H 0 1 N N N 10.111 18.851 7.913 0.955  2.257  -4.451 HC5  PIB 40 
PIB HC6  6HC  H 0 1 N N N 9.054  19.400 5.028 2.766  0.080  -3.311 HC6  PIB 41 
PIB HO2  2HO  H 0 1 N N N 11.889 18.150 3.403 0.876  -2.516 -4.394 HO2  PIB 42 
PIB HO4  4HO  H 0 1 N N N 9.740  15.953 7.385 1.793  1.396  -7.113 HO4  PIB 43 
PIB HO5  5HO  H 0 1 N N N 8.407  17.279 7.795 2.696  2.466  -5.927 HO5  PIB 44 
PIB HO6  6HO  H 0 1 N N N 7.876  20.398 6.777 3.271  2.222  -2.671 HO6  PIB 45 
PIB HO11 11HO H 0 0 N N N 12.319 23.985 3.156 -1.670 -0.815 -0.747 HO11 PIB 46 
PIB HO31 31HO H 0 0 N N N 13.505 14.424 7.461 -3.454 -1.556 -7.667 HO31 PIB 47 
PIB HO33 33HO H 0 0 N N N 15.249 14.656 5.524 -2.982 -1.548 -4.691 HO33 PIB 48 
PIB HC71 1HC7 H 0 0 N N N 8.969  24.574 5.665 -1.637 0.269  1.724  HC71 PIB 49 
PIB HC72 2HC7 H 0 0 N N N 9.427  24.144 4.123 -0.371 1.482  2.030  HC72 PIB 50 
PIB HC8  8HC  H 0 1 N N N 11.593 25.806 4.715 -0.652 -1.196 3.465  HC8  PIB 51 
PIB HC91 1HC9 H 0 0 N N N 11.233 26.848 6.706 -2.389 0.456  4.099  HC91 PIB 52 
PIB HC92 2HC9 H 0 0 N N N 9.608  26.341 6.813 -1.123 1.669  4.405  HC92 PIB 53 
PIB H111 1H11 H 0 0 N N N 7.951  30.469 5.973 -0.689 0.190  8.482  H111 PIB 54 
PIB H112 2H11 H 0 0 N N N 9.622  30.596 5.610 -1.955 -1.023 8.177  H112 PIB 55 
PIB H121 1H12 H 0 0 N N N 10.039 31.104 8.198 -3.691 0.629  8.811  H121 PIB 56 
PIB H122 2H12 H 0 0 N N N 8.351  31.165 8.399 -2.425 1.842  9.117  H122 PIB 57 
PIB H131 1H13 H 0 0 N N N 9.242  33.521 7.967 -3.141 0.752  11.226 H131 PIB 58 
PIB H132 2H13 H 0 0 N N N 8.197  33.017 6.543 -2.707 -0.836 10.552 H132 PIB 59 
PIB H133 3H13 H 0 0 N N N 9.884  32.956 6.342 -1.441 0.376  10.857 H133 PIB 60 
PIB H151 1H15 H 0 0 N N N 9.233  27.649 1.473 3.607  -0.615 4.298  H151 PIB 61 
PIB H152 2H15 H 0 0 N N N 10.525 27.251 0.428 3.047  0.379  5.664  H152 PIB 62 
PIB H161 1H16 H 0 0 N N N 11.225 29.469 0.632 2.701  -1.671 7.015  H161 PIB 63 
PIB H162 2H16 H 0 0 N N N 11.900 29.042 2.129 3.261  -2.665 5.649  H162 PIB 64 
PIB H171 1H17 H 0 0 N N N 10.334 31.015 2.436 5.090  -2.281 7.279  H171 PIB 65 
PIB H172 2H17 H 0 0 N N N 9.612  29.565 3.309 5.458  -1.517 5.714  H172 PIB 66 
PIB H173 3H17 H 0 0 N N N 8.937  29.992 1.812 4.898  -0.523 7.080  H173 PIB 67 
# 
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 
PIB C1  C2   SING N N 1  
PIB C1  C6   SING N N 2  
PIB C1  O1   SING N N 3  
PIB C1  HC1  SING N N 4  
PIB C2  C3   SING N N 5  
PIB C2  O2   SING N N 6  
PIB C2  HC2  SING N N 7  
PIB C3  C4   SING N N 8  
PIB C3  O3   SING N N 9  
PIB C3  HC3  SING N N 10 
PIB C4  C5   SING N N 11 
PIB C4  O4   SING N N 12 
PIB C4  HC4  SING N N 13 
PIB C5  C6   SING N N 14 
PIB C5  O5   SING N N 15 
PIB C5  HC5  SING N N 16 
PIB C6  O6   SING N N 17 
PIB C6  HC6  SING N N 18 
PIB O1  P1   SING N N 19 
PIB O2  HO2  SING N N 20 
PIB O3  P3   SING N N 21 
PIB O4  HO4  SING N N 22 
PIB O5  HO5  SING N N 23 
PIB O6  HO6  SING N N 24 
PIB P1  O11  SING N N 25 
PIB P1  O12  DOUB N N 26 
PIB P1  O13  SING N N 27 
PIB O11 HO11 SING N N 28 
PIB O13 C7   SING N N 29 
PIB P3  O31  SING N N 30 
PIB P3  O32  DOUB N N 31 
PIB P3  O33  SING N N 32 
PIB O31 HO31 SING N N 33 
PIB O33 HO33 SING N N 34 
PIB C7  C8   SING N N 35 
PIB C7  HC71 SING N N 36 
PIB C7  HC72 SING N N 37 
PIB C8  C9   SING N N 38 
PIB C8  O14  SING N N 39 
PIB C8  HC8  SING N N 40 
PIB C9  O15  SING N N 41 
PIB C9  HC91 SING N N 42 
PIB C9  HC92 SING N N 43 
PIB C10 C11  SING N N 44 
PIB C10 O15  SING N N 45 
PIB C10 O16  DOUB N N 46 
PIB C11 C12  SING N N 47 
PIB C11 H111 SING N N 48 
PIB C11 H112 SING N N 49 
PIB C12 C13  SING N N 50 
PIB C12 H121 SING N N 51 
PIB C12 H122 SING N N 52 
PIB C13 H131 SING N N 53 
PIB C13 H132 SING N N 54 
PIB C13 H133 SING N N 55 
PIB C14 C15  SING N N 56 
PIB C14 O14  SING N N 57 
PIB C14 O17  DOUB N N 58 
PIB C15 C16  SING N N 59 
PIB C15 H151 SING N N 60 
PIB C15 H152 SING N N 61 
PIB C16 C17  SING N N 62 
PIB C16 H161 SING N N 63 
PIB C16 H162 SING N N 64 
PIB C17 H171 SING N N 65 
PIB C17 H172 SING N N 66 
PIB C17 H173 SING N N 67 
# 
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 
PIB SMILES           ACDLabs              10.04 O=C(OCC(OC(=O)CCC)COP(=O)(OC1C(O)C(O)C(O)C(OP(=O)(O)O)C1O)O)CCC 
PIB InChI            InChI                1.02b 
InChI=1/C17H32O16P2/c1-3-5-10(18)29-7-9(31-11(19)6-4-2)8-30-35(27,28)33-17-14(22)12(20)13(21)16(15(17)23)32-34(24,25)26/h9,12-17,20-23H,3-8H2,1-2H3,(H,27,28)(H2,24,25,26)/t9-,12-,13-,14+,15+,16+,17-/m0/s1/f/h24-25,27H 
PIB InChIKey         InChI                1.02b NKJZZWLREOAJGO-USKGSSSTDU 
PIB 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)[C@@H](O[P](O)(O)=O)[C@H]1O)OC(=O)CCC 
PIB SMILES           CACTVS               3.341 CCCC(=O)OC[CH](CO[P](O)(=O)O[CH]1[CH](O)[CH](O)[CH](O)[CH](O[P](O)(O)=O)[CH]1O)OC(=O)CCC 
PIB 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)O)O)O)OC(=O)CCC 
PIB SMILES           "OpenEye OEToolkits" 1.5.0 CCCC(=O)OCC(COP(=O)(O)OC1C(C(C(C(C1O)OP(=O)(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 
PIB "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-3-{[(S)-hydroxy{[(1S,2R,3S,4S,5R,6R)-2,3,4,6-tetrahydroxy-5-(phosphonooxy)cyclohexyl]oxy}phosphoryl]oxy}propane-1,2-diyl dibutanoate" 
PIB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S)-2-butanoyloxy-3-[hydroxy-[(1S,2R,3S,4S,5R,6R)-2,3,4,6-tetrahydroxy-5-phosphonooxy-cyclohexyl]oxy-phosphoryl]oxy-propyl] butanoate"   
# 
