data_IR8 # _chem_comp.id IR8 _chem_comp.name "[(2R,3S,4R,5R)-3,4-dihydroxypyrrolidine-2,5-diyl]bis(methylene) bis[dihydrogen (phosphate)]" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C6 H15 N O10 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-04-26 _chem_comp.pdbx_modified_date 2017-12-22 _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 323.132 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IR8 _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 5VJN _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 IR8 O3P O1 O 0 1 N N N -3.010 -4.752 33.151 -5.256 0.419 -0.097 O3P IR8 1 IR8 P1 P1 P 0 1 N N N -2.988 -5.641 34.372 -4.046 1.259 0.054 P1 IR8 2 IR8 O1P O2 O 0 1 N N N -1.595 -6.175 34.612 -4.246 2.637 -0.754 O1P IR8 3 IR8 O2P O3 O 0 1 N N N -3.460 -4.886 35.594 -3.808 1.580 1.614 O2P IR8 4 IR8 O1 O4 O 0 1 N N N -3.979 -6.889 34.135 -2.770 0.472 -0.533 O1 IR8 5 IR8 C1 C1 C 0 1 N N N -5.110 -6.788 33.274 -2.392 -0.835 -0.095 C1 IR8 6 IR8 C2 C2 C 0 1 N N R -5.926 -8.072 33.390 -1.141 -1.285 -0.853 C2 IR8 7 IR8 C3 C3 C 0 1 N N S -7.263 -8.037 32.655 -0.787 -2.736 -0.466 C3 IR8 8 IR8 O3 O5 O 0 1 N N N -7.252 -7.171 31.509 -1.332 -3.065 0.813 O3 IR8 9 IR8 N1 N1 N 0 1 N N N -6.251 -8.329 34.813 0.005 -0.439 -0.474 N1 IR8 10 IR8 C5 C4 C 0 1 N N R -7.670 -7.985 35.045 1.037 -1.295 0.148 C5 IR8 11 IR8 C4 C5 C 0 1 N N R -8.260 -7.588 33.704 0.764 -2.714 -0.411 C4 IR8 12 IR8 O4 O6 O 0 1 N N N -8.419 -6.170 33.673 1.259 -3.718 0.476 O4 IR8 13 IR8 C6 C6 C 0 1 N N N -8.392 -9.175 35.660 2.435 -0.824 -0.256 C6 IR8 14 IR8 O6 O7 O 0 1 N N N -7.743 -9.516 36.884 2.684 0.467 0.305 O6 IR8 15 IR8 P2 P2 P 0 1 N N N -8.463 -9.390 38.316 4.062 1.269 0.083 P2 IR8 16 IR8 O4P O8 O 0 1 N N N -7.707 -10.301 39.254 4.044 2.619 0.961 O4P IR8 17 IR8 O5P O9 O 0 1 N N N -9.884 -9.883 38.190 5.199 0.421 0.506 O5P IR8 18 IR8 O6P O10 O 0 1 N N N -8.413 -7.965 38.807 4.220 1.643 -1.474 O6P IR8 19 IR8 H1 H1 H 0 1 N N N -1.008 -5.843 33.943 -4.999 3.164 -0.453 H1 IR8 20 IR8 H2 H2 H 0 1 N N N -3.679 -3.994 35.351 -3.031 2.128 1.788 H2 IR8 21 IR8 H3 H3 H 0 1 N N N -4.774 -6.655 32.235 -2.182 -0.813 0.974 H3 IR8 22 IR8 H4 H4 H 0 1 N N N -5.728 -5.928 33.573 -3.207 -1.533 -0.291 H4 IR8 23 IR8 H5 H5 H 0 1 N N N -5.328 -8.907 32.997 -1.314 -1.216 -1.927 H5 IR8 24 IR8 H6 H6 H 0 1 N N N -7.517 -9.061 32.344 -1.136 -3.434 -1.226 H6 IR8 25 IR8 H7 H7 H 0 1 N N N -8.105 -7.187 31.091 -1.138 -3.967 1.103 H7 IR8 26 IR8 H8 H8 H 0 1 N N N -6.100 -9.295 35.023 0.375 0.049 -1.277 H8 IR8 27 IR8 H10 H10 H 0 1 N N N -7.735 -7.130 35.734 0.933 -1.287 1.233 H10 IR8 28 IR8 H11 H11 H 0 1 N N N -9.221 -8.100 33.551 1.191 -2.830 -1.407 H11 IR8 29 IR8 H12 H12 H 0 1 N N N -9.046 -5.907 34.336 1.027 -4.621 0.217 H12 IR8 30 IR8 H13 H13 H 0 1 N N N -9.441 -8.911 35.858 3.178 -1.530 0.115 H13 IR8 31 IR8 H14 H14 H 0 1 N N N -8.353 -10.030 34.969 2.500 -0.766 -1.343 H14 IR8 32 IR8 H15 H15 H 0 1 N N N -8.285 -10.988 39.564 4.845 3.154 0.876 H15 IR8 33 IR8 H16 H16 H 0 1 N N N -9.297 -7.646 38.945 3.508 2.199 -1.820 H16 IR8 34 # 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 IR8 O3 C3 SING N N 1 IR8 C3 C2 SING N N 2 IR8 C3 C4 SING N N 3 IR8 O3P P1 DOUB N N 4 IR8 C1 C2 SING N N 5 IR8 C1 O1 SING N N 6 IR8 C2 N1 SING N N 7 IR8 O4 C4 SING N N 8 IR8 C4 C5 SING N N 9 IR8 O1 P1 SING N N 10 IR8 P1 O1P SING N N 11 IR8 P1 O2P SING N N 12 IR8 N1 C5 SING N N 13 IR8 C5 C6 SING N N 14 IR8 C6 O6 SING N N 15 IR8 O6 P2 SING N N 16 IR8 O5P P2 DOUB N N 17 IR8 P2 O6P SING N N 18 IR8 P2 O4P SING N N 19 IR8 O1P H1 SING N N 20 IR8 O2P H2 SING N N 21 IR8 C1 H3 SING N N 22 IR8 C1 H4 SING N N 23 IR8 C2 H5 SING N N 24 IR8 C3 H6 SING N N 25 IR8 O3 H7 SING N N 26 IR8 N1 H8 SING N N 27 IR8 C5 H10 SING N N 28 IR8 C4 H11 SING N N 29 IR8 O4 H12 SING N N 30 IR8 C6 H13 SING N N 31 IR8 C6 H14 SING N N 32 IR8 O4P H15 SING N N 33 IR8 O6P H16 SING N N 34 # 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 IR8 SMILES ACDLabs 12.01 "O=P(O)(O)OCC1NC(COP(O)(O)=O)C(C1O)O" IR8 InChI InChI 1.03 "InChI=1S/C6H15NO10P2/c8-5-3(1-16-18(10,11)12)7-4(6(5)9)2-17-19(13,14)15/h3-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5-,6+/m1/s1" IR8 InChIKey InChI 1.03 JDMJAXIARMVOFV-KAZBKCHUSA-N IR8 SMILES_CANONICAL CACTVS 3.385 "O[C@@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)N[C@@H]1CO[P](O)(O)=O" IR8 SMILES CACTVS 3.385 "O[CH]1[CH](O)[CH](CO[P](O)(O)=O)N[CH]1CO[P](O)(O)=O" IR8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C([C@@H]1[C@H]([C@H]([C@H](N1)COP(=O)(O)O)O)O)OP(=O)(O)O" IR8 SMILES "OpenEye OEToolkits" 2.0.6 "C(C1C(C(C(N1)COP(=O)(O)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 IR8 "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3R,4S,5R)-3,4-dihydroxypyrrolidine-2,5-diyl]bis(methylene) bis[dihydrogen (phosphate)]" IR8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{R},3~{S},4~{R},5~{R})-3,4-bis(oxidanyl)-5-(phosphonooxymethyl)pyrrolidin-2-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IR8 "Create component" 2017-04-26 RCSB IR8 "Modify name" 2017-08-18 RCSB IR8 "Initial release" 2017-12-27 RCSB #