data_2OU # _chem_comp.id 2OU _chem_comp.name "(2-{[(1s,2R,3R,4r,5S,6S)-4-(benzyloxy)-2,3,5,6-tetrakis(phosphonooxy)cyclohexyl]oxy}-2-oxoethyl)phosphonic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H25 O22 P5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-18 _chem_comp.pdbx_modified_date 2014-03-28 _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 712.215 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2OU _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 4NZN _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 2OU O45 O45 O 0 1 N N N -4.983 16.405 9.841 6.887 -0.214 1.367 O45 2OU 1 2OU PB5 PB5 P 0 1 N N N -6.457 16.459 9.916 5.613 -0.062 0.394 PB5 2OU 2 2OU O55 O55 O 0 1 N N N -7.243 15.771 8.874 5.080 1.315 0.491 O55 2OU 3 2OU O65 O65 O 0 1 N N N -7.100 17.585 10.624 6.059 -0.360 -1.124 O65 2OU 4 2OU CB5 CB5 C 0 1 N N N -6.624 15.151 11.202 4.323 -1.249 0.893 CB5 2OU 5 2OU CA5 CA5 C 0 1 N N N -5.947 15.567 12.516 3.115 -1.080 0.007 CA5 2OU 6 2OU O25 O25 O 0 1 N N N -4.749 15.355 12.714 3.114 -1.545 -1.108 O25 2OU 7 2OU O15 O15 O 0 1 N N N -6.809 16.123 13.416 2.041 -0.413 0.457 O15 2OU 8 2OU C5 C5 C 0 1 N N N -6.282 16.685 14.630 0.903 -0.314 -0.440 C5 2OU 9 2OU C6 C6 C 0 1 N N R -6.929 15.920 15.788 0.242 1.056 -0.274 C6 2OU 10 2OU O16 O16 O 0 1 N N N -6.403 14.564 15.812 1.186 2.082 -0.586 O16 2OU 11 2OU PA6 PA6 P 0 1 N N N -7.298 13.278 15.464 1.692 3.165 0.492 PA6 2OU 12 2OU O46 O46 O 0 1 N N N -8.607 13.557 16.083 0.450 4.077 0.961 O46 2OU 13 2OU O36 O36 O 0 1 N N N -7.265 13.243 13.988 2.260 2.465 1.665 O36 2OU 14 2OU O26 O26 O 0 1 N N N -6.543 12.175 16.111 2.821 4.099 -0.175 O26 2OU 15 2OU C1 C1 C 0 1 N N R -6.663 16.579 17.138 -0.957 1.161 -1.219 C1 2OU 16 2OU O11 O11 O 0 1 N N N -7.417 15.881 18.149 -1.575 2.440 -1.064 O11 2OU 17 2OU PA1 PA1 P 0 1 N N N -6.799 15.572 19.604 -1.717 3.497 -2.270 PA1 2OU 18 2OU O21 O21 O 0 1 N N N -5.400 15.205 19.335 -2.404 2.853 -3.412 O21 2OU 19 2OU O41 O41 O 0 1 N N N -7.651 14.471 20.106 -2.575 4.766 -1.774 O41 2OU 20 2OU O31 O31 O 0 1 N N N -6.977 16.872 20.291 -0.254 3.986 -2.731 O31 2OU 21 2OU C4 C4 C 0 1 N N S -6.644 18.167 14.655 -0.108 -1.412 -0.106 C4 2OU 22 2OU O14 O14 O 0 1 N N N -5.863 18.853 13.646 0.511 -2.691 -0.261 O14 2OU 23 2OU PA4 PA4 P 0 1 N N N -6.363 20.067 12.687 0.653 -3.749 0.945 PA4 2OU 24 2OU O24 O24 O 0 1 N N N -5.595 21.230 13.150 1.622 -3.143 2.079 O24 2OU 25 2OU O44 O44 O 0 1 N N N -6.006 19.568 11.358 -0.682 -4.014 1.528 O44 2OU 26 2OU O34 O34 O 0 1 N N N -7.818 20.201 12.921 1.276 -5.123 0.384 O34 2OU 27 2OU C3 C3 C 0 1 N N S -6.320 18.758 16.022 -1.306 -1.307 -1.051 C3 2OU 28 2OU O13 O13 O 0 1 N N N -6.674 20.139 16.026 -2.250 -2.333 -0.739 O13 2OU 29 2OU PA3 PA3 P 0 1 N N N -5.717 21.230 16.674 -2.701 -3.461 -1.796 PA3 2OU 30 2OU O23 O23 O 0 1 N N N -4.502 21.237 15.845 -3.205 -2.811 -3.026 O23 2OU 31 2OU O43 O43 O 0 1 N N N -6.533 22.452 16.593 -1.438 -4.391 -2.159 O43 2OU 32 2OU O33 O33 O 0 1 N N N -5.537 20.698 18.047 -3.866 -4.366 -1.151 O33 2OU 33 2OU C2 C2 C 0 1 N N N -7.093 18.033 17.121 -1.968 0.062 -0.885 C2 2OU 34 2OU O12 O12 O 0 1 N N N -8.512 18.120 16.883 -2.411 0.217 0.465 O12 2OU 35 2OU CA2 CA2 C 0 1 N N N -9.142 19.072 17.701 -3.563 1.050 0.607 CA2 2OU 36 2OU CB2 CB2 C 0 1 Y N N -10.434 19.215 17.173 -3.940 1.143 2.063 CB2 2OU 37 2OU CD2 CD2 C 0 1 Y N N -10.628 19.966 16.013 -4.816 0.224 2.609 CD2 2OU 38 2OU CE2 CE2 C 0 1 Y N N -11.899 20.121 15.461 -5.162 0.309 3.945 CE2 2OU 39 2OU CZ CZ C 0 1 Y N N -12.993 19.514 16.074 -4.632 1.312 4.734 CZ 2OU 40 2OU CE1 CE1 C 0 1 Y N N -12.808 18.760 17.234 -3.755 2.231 4.188 CE1 2OU 41 2OU CD1 CD1 C 0 1 Y N N -11.534 18.608 17.782 -3.405 2.143 2.853 CD1 2OU 42 2OU H1 H1 H 0 1 N N N -4.722 15.900 9.080 7.614 0.389 1.160 H1 2OU 43 2OU H2 H2 H 0 1 N N N -6.452 18.255 10.808 6.418 -1.247 -1.262 H2 2OU 44 2OU H3 H3 H 0 1 N N N -7.692 14.970 11.392 4.706 -2.265 0.794 H3 2OU 45 2OU H4 H4 H 0 1 N N N -6.155 14.226 10.835 4.041 -1.066 1.930 H4 2OU 46 2OU H5 H5 H 0 1 N N N -5.189 16.569 14.675 1.241 -0.432 -1.469 H5 2OU 47 2OU H6 H6 H 0 1 N N N -8.016 15.889 15.622 -0.096 1.174 0.756 H6 2OU 48 2OU H7 H7 H 0 1 N N N -9.260 13.677 15.403 0.028 4.566 0.241 H7 2OU 49 2OU H8 H8 H 0 1 N N N -6.157 11.620 15.443 3.172 4.777 0.419 H8 2OU 50 2OU H9 H9 H 0 1 N N N -5.587 16.523 17.359 -0.619 1.043 -2.249 H9 2OU 51 2OU H10 H10 H 0 1 N N N -7.135 13.677 20.175 -2.700 5.445 -2.451 H10 2OU 52 2OU H11 H11 H 0 1 N N N -6.127 17.266 20.449 0.255 4.418 -2.031 H11 2OU 53 2OU H12 H12 H 0 1 N N N -7.719 18.283 14.453 -0.445 -1.294 0.924 H12 2OU 54 2OU H13 H13 H 0 1 N N N -4.965 21.480 12.484 2.516 -2.944 1.767 H13 2OU 55 2OU H14 H14 H 0 1 N N N -8.291 19.931 12.142 1.390 -5.807 1.058 H14 2OU 56 2OU H15 H15 H 0 1 N N N -5.243 18.642 16.212 -0.968 -1.425 -2.080 H15 2OU 57 2OU H16 H16 H 0 1 N N N -6.124 23.067 15.996 -1.056 -4.850 -1.399 H16 2OU 58 2OU H17 H17 H 0 1 N N N -4.631 20.439 18.171 -4.187 -5.068 -1.734 H17 2OU 59 2OU H18 H18 H 0 1 N N N -6.845 18.490 18.090 -2.822 0.137 -1.558 H18 2OU 60 2OU H19 H19 H 0 1 N N N -9.188 18.717 18.741 -3.340 2.047 0.225 H19 2OU 61 2OU H20 H20 H 0 1 N N N -8.602 20.030 17.664 -4.392 0.623 0.043 H20 2OU 62 2OU H21 H21 H 0 1 N N N -9.780 20.435 15.535 -5.231 -0.560 1.993 H21 2OU 63 2OU H22 H22 H 0 1 N N N -12.034 20.708 14.564 -5.847 -0.408 4.372 H22 2OU 64 2OU H23 H23 H 0 1 N N N -13.981 19.627 15.653 -4.903 1.379 5.777 H23 2OU 65 2OU H24 H24 H 0 1 N N N -13.656 18.291 17.710 -3.341 3.015 4.804 H24 2OU 66 2OU H25 H25 H 0 1 N N N -11.399 18.020 18.678 -2.717 2.858 2.427 H25 2OU 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 2OU O55 PB5 DOUB N N 1 2OU O45 PB5 SING N N 2 2OU PB5 O65 SING N N 3 2OU PB5 CB5 SING N N 4 2OU CB5 CA5 SING N N 5 2OU O44 PA4 DOUB N N 6 2OU CA5 O25 DOUB N N 7 2OU CA5 O15 SING N N 8 2OU PA4 O34 SING N N 9 2OU PA4 O24 SING N N 10 2OU PA4 O14 SING N N 11 2OU O15 C5 SING N N 12 2OU O14 C4 SING N N 13 2OU O36 PA6 DOUB N N 14 2OU C5 C4 SING N N 15 2OU C5 C6 SING N N 16 2OU C4 C3 SING N N 17 2OU CE2 CD2 DOUB Y N 18 2OU CE2 CZ SING Y N 19 2OU PA6 O16 SING N N 20 2OU PA6 O46 SING N N 21 2OU PA6 O26 SING N N 22 2OU C6 O16 SING N N 23 2OU C6 C1 SING N N 24 2OU O23 PA3 DOUB N N 25 2OU CD2 CB2 SING Y N 26 2OU C3 O13 SING N N 27 2OU C3 C2 SING N N 28 2OU O13 PA3 SING N N 29 2OU CZ CE1 DOUB Y N 30 2OU O43 PA3 SING N N 31 2OU PA3 O33 SING N N 32 2OU O12 C2 SING N N 33 2OU O12 CA2 SING N N 34 2OU C2 C1 SING N N 35 2OU C1 O11 SING N N 36 2OU CB2 CA2 SING N N 37 2OU CB2 CD1 DOUB Y N 38 2OU CE1 CD1 SING Y N 39 2OU O11 PA1 SING N N 40 2OU O21 PA1 DOUB N N 41 2OU PA1 O41 SING N N 42 2OU PA1 O31 SING N N 43 2OU O45 H1 SING N N 44 2OU O65 H2 SING N N 45 2OU CB5 H3 SING N N 46 2OU CB5 H4 SING N N 47 2OU C5 H5 SING N N 48 2OU C6 H6 SING N N 49 2OU O46 H7 SING N N 50 2OU O26 H8 SING N N 51 2OU C1 H9 SING N N 52 2OU O41 H10 SING N N 53 2OU O31 H11 SING N N 54 2OU C4 H12 SING N N 55 2OU O24 H13 SING N N 56 2OU O34 H14 SING N N 57 2OU C3 H15 SING N N 58 2OU O43 H16 SING N N 59 2OU O33 H17 SING N N 60 2OU C2 H18 SING N N 61 2OU CA2 H19 SING N N 62 2OU CA2 H20 SING N N 63 2OU CD2 H21 SING N N 64 2OU CE2 H22 SING N N 65 2OU CZ H23 SING N N 66 2OU CE1 H24 SING N N 67 2OU CD1 H25 SING N N 68 # 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 2OU SMILES ACDLabs 12.01 "O=P(O)(O)CC(=O)OC2C(OP(=O)(O)O)C(OP(=O)(O)O)C(OCc1ccccc1)C(OP(=O)(O)O)C2OP(=O)(O)O" 2OU InChI InChI 1.03 "InChI=1S/C15H25O22P5/c16-9(7-38(17,18)19)33-11-14(36-41(26,27)28)12(34-39(20,21)22)10(32-6-8-4-2-1-3-5-8)13(35-40(23,24)25)15(11)37-42(29,30)31/h1-5,10-15H,6-7H2,(H2,17,18,19)(H2,20,21,22)(H2,23,24,25)(H2,26,27,28)(H2,29,30,31)/t10-,11+,12+,13-,14+,15-" 2OU InChIKey InChI 1.03 KVXFVNYXADEMDE-FYYZZUKCSA-N 2OU SMILES_CANONICAL CACTVS 3.385 "O[P](O)(=O)CC(=O)O[C@@H]1[C@@H](O[P](O)(O)=O)[C@H](O[P](O)(O)=O)[C@H](OCc2ccccc2)[C@H](O[P](O)(O)=O)[C@H]1O[P](O)(O)=O" 2OU SMILES CACTVS 3.385 "O[P](O)(=O)CC(=O)O[CH]1[CH](O[P](O)(O)=O)[CH](O[P](O)(O)=O)[CH](OCc2ccccc2)[CH](O[P](O)(O)=O)[CH]1O[P](O)(O)=O" 2OU SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)COC2[C@@H]([C@H](C([C@H]([C@@H]2OP(=O)(O)O)OP(=O)(O)O)OC(=O)CP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O" 2OU SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)COC2C(C(C(C(C2OP(=O)(O)O)OP(=O)(O)O)OC(=O)CP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O" # 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 2OU "SYSTEMATIC NAME" ACDLabs 12.01 "(2-{[(1s,2R,3R,4r,5S,6S)-4-(benzyloxy)-2,3,5,6-tetrakis(phosphonooxy)cyclohexyl]oxy}-2-oxoethyl)phosphonic acid" 2OU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[2-oxidanylidene-2-[(2R,3R,5S,6S)-4-phenylmethoxy-2,3,5,6-tetraphosphonooxy-cyclohexyl]oxy-ethyl]phosphonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2OU "Create component" 2013-12-18 RCSB 2OU "Other modification" 2014-03-26 RCSB 2OU "Initial release" 2014-04-02 RCSB #