data_5P5 # _chem_comp.id 5P5 _chem_comp.name "(2R)-3-{[(S)-hydroxy{[(1R,2R,3R,4R,5S,6R)-2,3,4,6-tetrahydroxy-5-(phosphonooxy)cyclohexyl]oxy}phosphoryl]oxy}propane-1,2-diyl dibutanoate" _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 ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-20 _chem_comp.pdbx_modified_date 2011-07-01 _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 5P5 _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 3RGQ _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 5P5 C1 C1 C 0 1 N N R 35.349 -11.851 19.367 2.687 0.617 0.701 C1 5P5 1 5P5 O1 O1 O 0 1 N N N 36.687 -12.120 19.598 1.284 0.609 0.429 O1 5P5 2 5P5 P1 P1 P 0 1 N N N 37.373 -11.447 20.828 0.212 -0.127 1.377 P1 5P5 3 5P5 C2 C2 C 0 1 N N R 34.520 -12.980 19.922 3.167 2.060 0.865 C2 5P5 4 5P5 O2 O2 O 0 1 N N N 35.138 -14.156 19.551 2.911 2.787 -0.338 O2 5P5 5 5P5 C3 C3 C 0 1 N N R 33.075 -12.957 19.503 4.668 2.069 1.157 C3 5P5 6 5P5 O3 O3 O 0 1 N N N 32.358 -14.028 19.957 5.116 3.417 1.310 O3 5P5 7 5P5 C4 C4 C 0 1 N N R 32.838 -12.740 18.004 5.417 1.412 -0.005 C4 5P5 8 5P5 O4 O4 O 0 1 N N N 31.533 -12.347 17.839 6.820 1.420 0.268 O4 5P5 9 5P5 C5 C5 C 0 1 N N S 33.730 -11.722 17.366 4.938 -0.032 -0.169 C5 5P5 10 5P5 O5 O5 O 0 1 N N N 33.708 -11.811 15.998 5.637 -0.645 -1.254 O5 5P5 11 5P5 P5 P5 P 0 1 N N N 32.923 -10.716 15.287 6.556 -1.955 -1.076 P5 5P5 12 5P5 C6 C6 C 0 1 N N R 35.144 -11.588 17.901 3.436 -0.040 -0.461 C6 5P5 13 5P5 O6 O6 O 0 1 N N N 35.546 -10.286 17.634 2.988 -1.388 -0.614 O6 5P5 14 5P5 C7 C7 C 0 1 N N N 39.239 -9.998 19.634 -2.396 -0.696 1.247 C7 5P5 15 5P5 C8 C8 C 0 1 N N R 40.113 -10.370 18.450 -3.612 -0.414 0.362 C8 5P5 16 5P5 C9 C9 C 0 1 N N N 40.036 -9.368 17.317 -4.813 -1.211 0.876 C9 5P5 17 5P5 C10 C10 C 0 1 N N N 40.939 -7.690 15.872 -7.073 -1.674 0.278 C10 5P5 18 5P5 C11 C11 C 0 1 N N N 40.616 -6.427 16.601 -8.278 -1.540 -0.616 C11 5P5 19 5P5 O11 O11 O 0 1 N N N 37.538 -12.497 21.862 0.179 0.598 2.814 O11 5P5 20 5P5 C12 C12 C 0 1 N N N 39.974 -5.325 15.852 -9.434 -2.360 -0.041 C12 5P5 21 5P5 O12 O12 O 0 1 N N N 36.531 -10.369 21.373 0.596 -1.546 1.549 O12 5P5 22 5P5 C13 C13 C 0 1 N N N 40.438 -3.939 16.099 -10.658 -2.224 -0.949 C13 5P5 23 5P5 O13 O13 O 0 1 N N N 38.840 -11.027 20.531 -1.247 -0.045 0.701 O13 5P5 24 5P5 C14 C14 C 0 1 N N N 42.197 -9.359 19.272 -4.482 1.536 -0.697 C14 5P5 25 5P5 O14 O14 O 0 1 N N N 41.427 -10.489 18.875 -3.920 1.004 0.400 O14 5P5 26 5P5 C15 C15 C 0 1 N N N 42.798 -9.352 20.651 -4.830 3.002 -0.730 C15 5P5 27 5P5 O15 O15 O 0 1 N N N 40.318 -8.032 17.003 -5.933 -1.036 -0.031 O15 5P5 28 5P5 C16 C16 C 0 1 N N N 44.240 -8.923 20.681 -5.454 3.347 -2.084 C16 5P5 29 5P5 O16 O16 O 0 1 N N N 41.235 -8.114 14.760 -7.132 -2.356 1.274 O16 5P5 30 5P5 C17 C17 C 0 1 N N N 45.183 -9.784 19.943 -5.806 4.835 -2.118 C17 5P5 31 5P5 O17 O17 O 0 1 N N N 42.864 -8.746 18.468 -4.710 0.838 -1.657 O17 5P5 32 5P5 O51 O51 O 0 1 N N N 33.175 -10.805 13.849 7.574 -1.705 -0.031 O51 5P5 33 5P5 O52 O52 O 0 1 N N N 33.473 -9.467 15.788 5.635 -3.201 -0.641 O52 5P5 34 5P5 O53 O53 O 0 1 N N N 31.519 -10.848 15.589 7.289 -2.289 -2.470 O53 5P5 35 5P5 H1 H1 H 0 1 N N N 35.017 -10.941 19.888 2.882 0.062 1.619 H1 5P5 36 5P5 H2 H2 H 0 1 N N N 34.475 -12.875 21.016 2.633 2.528 1.693 H2 5P5 37 5P5 HO2 HO2 H 0 1 N N N 34.642 -14.894 19.885 3.190 3.712 -0.306 HO2 5P5 38 5P5 H3 H3 H 0 1 N N N 32.690 -12.057 20.005 4.864 1.515 2.075 H3 5P5 39 5P5 HO3 HO3 H 0 1 N N N 31.458 -13.956 19.661 6.061 3.499 1.497 HO3 5P5 40 5P5 H4 H4 H 0 1 N N N 33.069 -13.693 17.506 5.222 1.967 -0.923 H4 5P5 41 5P5 HO4 HO4 H 0 1 N N N 31.359 -12.205 16.916 7.193 2.305 0.384 HO4 5P5 42 5P5 H5 H5 H 0 1 N N N 33.269 -10.774 17.682 5.133 -0.586 0.749 H5 5P5 43 5P5 H6 H6 H 0 1 N N N 35.732 -12.372 17.401 3.241 0.514 -1.378 H6 5P5 44 5P5 HO6 HO6 H 0 1 N N N 35.424 -10.100 16.710 3.421 -1.867 -1.334 HO6 5P5 45 5P5 H7 H7 H 0 1 N N N 39.808 -9.268 20.227 -2.584 -0.319 2.253 H7 5P5 46 5P5 H7A H7A H 0 1 N N N 38.316 -9.567 19.220 -2.219 -1.771 1.290 H7A 5P5 47 5P5 H8 H8 H 0 1 N N N 39.739 -11.326 18.056 -3.391 -0.711 -0.663 H8 5P5 48 5P5 H9 H9 H 0 1 N N N 40.676 -9.872 16.578 -4.551 -2.267 0.931 H9 5P5 49 5P5 H9A H9A H 0 1 N N N 38.952 -9.378 17.133 -5.089 -0.852 1.868 H9A 5P5 50 5P5 H11 H11 H 0 1 N N N 39.924 -6.701 17.411 -8.571 -0.492 -0.677 H11 5P5 51 5P5 H11A H11A H 0 0 N N N 41.569 -6.033 16.983 -8.033 -1.907 -1.613 H11A 5P5 52 5P5 HO11 HO11 H 0 0 N N N 37.066 -12.246 22.647 -0.067 1.532 2.777 HO11 5P5 53 5P5 H12 H12 H 0 1 N N N 40.147 -5.528 14.785 -9.141 -3.408 0.020 H12 5P5 54 5P5 H13 H13 H 0 1 N N N 39.865 -3.242 15.469 -10.413 -2.591 -1.946 H13 5P5 55 5P5 H13A H13A H 0 0 N N N 40.286 -3.685 17.158 -11.482 -2.809 -0.539 H13A 5P5 56 5P5 H15 H15 H 0 1 N N N 42.220 -8.651 21.271 -5.541 3.225 0.065 H15 5P5 57 5P5 H15A H15A H 0 0 N N N 42.737 -10.373 21.055 -3.925 3.593 -0.586 H15A 5P5 58 5P5 H16 H16 H 0 1 N N N 44.294 -7.919 20.235 -4.742 3.124 -2.879 H16 5P5 59 5P5 H17 H17 H 0 1 N N N 46.201 -9.376 20.034 -6.518 5.058 -1.323 H17 5P5 60 5P5 H17A H17A H 0 0 N N N 45.157 -10.800 20.363 -4.902 5.426 -1.974 H17A 5P5 61 5P5 HO52 HO52 H 0 0 N N N 33.873 -8.987 15.072 4.945 -3.422 -1.280 HO52 5P5 62 5P5 HO53 HO53 H 0 0 N N N 31.031 -10.968 14.783 7.861 -3.069 -2.436 HO53 5P5 63 5P5 H12A H12A H 0 0 N N N 38.905 -5.349 16.112 -9.679 -1.993 0.956 H12A 5P5 64 5P5 H13B H13B H 0 0 N N N 41.507 -3.861 15.853 -10.951 -1.176 -1.009 H13B 5P5 65 5P5 H16A H16A H 0 0 N N N 44.558 -8.914 21.734 -6.358 2.756 -2.229 H16A 5P5 66 5P5 H17B H17B H 0 0 N N N 44.895 -9.818 18.882 -6.251 5.081 -3.083 H17B 5P5 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 5P5 C6 C1 SING N N 1 5P5 C1 O1 SING N N 2 5P5 C1 C2 SING N N 3 5P5 C1 H1 SING N N 4 5P5 O1 P1 SING N N 5 5P5 O13 P1 SING N N 6 5P5 P1 O12 DOUB N N 7 5P5 P1 O11 SING N N 8 5P5 C3 C2 SING N N 9 5P5 O2 C2 SING N N 10 5P5 C2 H2 SING N N 11 5P5 O2 HO2 SING N N 12 5P5 C4 C3 SING N N 13 5P5 C3 O3 SING N N 14 5P5 C3 H3 SING N N 15 5P5 O3 HO3 SING N N 16 5P5 C5 C4 SING N N 17 5P5 O4 C4 SING N N 18 5P5 C4 H4 SING N N 19 5P5 O4 HO4 SING N N 20 5P5 O5 C5 SING N N 21 5P5 C5 C6 SING N N 22 5P5 C5 H5 SING N N 23 5P5 P5 O5 SING N N 24 5P5 O51 P5 DOUB N N 25 5P5 P5 O53 SING N N 26 5P5 P5 O52 SING N N 27 5P5 O6 C6 SING N N 28 5P5 C6 H6 SING N N 29 5P5 O6 HO6 SING N N 30 5P5 C8 C7 SING N N 31 5P5 C7 O13 SING N N 32 5P5 C7 H7 SING N N 33 5P5 C7 H7A SING N N 34 5P5 C9 C8 SING N N 35 5P5 C8 O14 SING N N 36 5P5 C8 H8 SING N N 37 5P5 O15 C9 SING N N 38 5P5 C9 H9 SING N N 39 5P5 C9 H9A SING N N 40 5P5 O16 C10 DOUB N N 41 5P5 C10 C11 SING N N 42 5P5 C10 O15 SING N N 43 5P5 C12 C11 SING N N 44 5P5 C11 H11 SING N N 45 5P5 C11 H11A SING N N 46 5P5 O11 HO11 SING N N 47 5P5 C12 C13 SING N N 48 5P5 C12 H12 SING N N 49 5P5 C13 H13 SING N N 50 5P5 C13 H13A SING N N 51 5P5 O17 C14 DOUB N N 52 5P5 O14 C14 SING N N 53 5P5 C14 C15 SING N N 54 5P5 C15 C16 SING N N 55 5P5 C15 H15 SING N N 56 5P5 C15 H15A SING N N 57 5P5 C17 C16 SING N N 58 5P5 C16 H16 SING N N 59 5P5 C17 H17 SING N N 60 5P5 C17 H17A SING N N 61 5P5 O52 HO52 SING N N 62 5P5 O53 HO53 SING N N 63 5P5 C12 H12A SING N N 64 5P5 C13 H13B SING N N 65 5P5 C16 H16A SING N N 66 5P5 C17 H17B 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 5P5 SMILES ACDLabs 12.01 "O=C(OCC(OC(=O)CCC)COP(=O)(O)OC1C(O)C(O)C(O)C(OP(=O)(O)O)C1O)CCC" 5P5 SMILES_CANONICAL CACTVS 3.370 "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" 5P5 SMILES CACTVS 3.370 "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" 5P5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "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" 5P5 SMILES "OpenEye OEToolkits" 1.7.2 "CCCC(=O)OCC(COP(=O)(O)OC1C(C(C(C(C1O)OP(=O)(O)O)O)O)O)OC(=O)CCC" 5P5 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-/m1/s1" 5P5 InChIKey InChI 1.03 NKJZZWLREOAJGO-FBVWBLDGSA-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 5P5 "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-3-{[(S)-hydroxy{[(1R,2R,3R,4R,5S,6R)-2,3,4,6-tetrahydroxy-5-(phosphonooxy)cyclohexyl]oxy}phosphoryl]oxy}propane-1,2-diyl dibutanoate" 5P5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(2R)-2-butanoyloxy-3-[oxidanyl-[(1R,2R,3R,4R,5S,6R)-2,3,4,6-tetrakis(oxidanyl)-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 5P5 "Create component" 2011-04-20 RCSB 5P5 "Modify descriptor" 2011-06-04 RCSB #