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 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 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 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" PIB InChI InChI 1.03 "InChI=1S/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" PIB InChIKey InChI 1.03 NKJZZWLREOAJGO-HODIZBBFSA-N # # 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" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site PIB "Create component" 2001-06-15 EBI PIB "Modify descriptor" 2011-06-04 RCSB PIB "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id PIB _pdbx_chem_comp_synonyms.name "D-MYO-PHOSPHATIDYLINOSITOL 3-PHOSPHATED (+)-SN-1,2-DI-O-BUTANOYLGLYCERYL,3-O-PHOSPHO" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##