data_IRN # _chem_comp.id IRN _chem_comp.name "1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole" _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C8 H13 N2 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-03 _chem_comp.pdbx_modified_date 2011-06-04 _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 280.172 _chem_comp.one_letter_code N _chem_comp.three_letter_code IRN _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 3EPN _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 IRN C5 C5 C 0 1 Y N N 64.245 40.209 32.941 4.147 -1.082 0.699 C5 IRN 1 IRN C4 C4 C 0 1 Y N N 63.319 39.341 33.348 4.548 -2.247 0.156 C4 IRN 2 IRN N3 N3 N 0 1 Y N N 63.909 38.157 33.496 3.554 -2.706 -0.619 N3 IRN 3 IRN C2 C2 C 0 1 Y N N 65.197 38.291 33.175 2.554 -1.870 -0.578 C2 IRN 4 IRN N1 N1 N 0 1 Y N N 65.399 39.561 32.825 2.881 -0.844 0.238 N1 IRN 5 IRN "C1'" "C1'" C 0 1 N N R 66.688 40.161 32.408 2.039 0.311 0.563 "C1'" IRN 6 IRN "O4'" "O4'" O 0 1 N N N 67.621 39.124 31.987 0.649 -0.073 0.616 "O4'" IRN 7 IRN "C2'" "C2'" C 0 1 N N R 67.403 40.879 33.553 2.083 1.356 -0.581 "C2'" IRN 8 IRN "O2'" "O2'" O 0 1 N N N 66.910 42.215 33.690 3.191 2.243 -0.419 "O2'" IRN 9 IRN "C3'" "C3'" C 0 1 N N S 68.796 40.941 32.973 0.743 2.106 -0.386 "C3'" IRN 10 IRN "O3'" "O3'" O 0 1 N N N 68.771 41.869 31.885 0.949 3.317 0.343 "O3'" IRN 11 IRN "C4'" "C4'" C 0 1 N N R 68.958 39.533 32.411 -0.124 1.125 0.428 "C4'" IRN 12 IRN "C5'" "C5'" C 0 1 N N N 69.501 38.564 33.465 -1.406 0.801 -0.343 "C5'" IRN 13 IRN "O5'" "O5'" O 0 1 N N N 69.479 37.250 32.936 -2.247 -0.029 0.460 "O5'" IRN 14 IRN P P P 0 1 N N N 69.653 35.930 33.846 -3.682 -0.564 -0.037 P IRN 15 IRN O6 O6 O 0 1 N N N 71.046 36.047 34.645 -4.682 0.683 -0.234 O6 IRN 16 IRN O7 O7 O 0 1 N N N 69.795 34.807 32.703 -3.524 -1.277 -1.324 O7 IRN 17 IRN O8 O8 O 0 1 N N N 68.500 35.674 34.752 -4.290 -1.571 1.063 O8 IRN 18 IRN H5 H5 H 0 1 N N N 64.085 41.258 32.740 4.715 -0.457 1.373 H5 IRN 19 IRN H4 H4 H 0 1 N N N 62.276 39.559 33.526 5.501 -2.728 0.317 H4 IRN 20 IRN H2 H2 H 0 1 N N N 65.943 37.510 33.195 1.618 -1.980 -1.105 H2 IRN 21 IRN "H1'" "H1'" H 0 1 N N N 66.429 40.864 31.602 2.353 0.759 1.505 "H1'" IRN 22 IRN "H2'" "H2'" H 0 1 N N N 67.298 40.399 34.537 2.117 0.867 -1.554 "H2'" IRN 23 IRN "HO2'" "HO2'" H 0 0 N N N 66.801 42.420 34.611 3.261 2.915 -1.110 "HO2'" IRN 24 IRN "H3'" "H3'" H 0 1 N N N 69.585 41.240 33.679 0.279 2.316 -1.350 "H3'" IRN 25 IRN "HO3'" "HO3'" H 0 0 N N N 68.765 42.756 32.225 1.535 3.947 -0.099 "HO3'" IRN 26 IRN "H4'" "H4'" H 0 1 N N N 69.680 39.521 31.581 -0.371 1.562 1.395 "H4'" IRN 27 IRN "H5'" "H5'" H 0 1 N N N 70.533 38.841 33.725 -1.929 1.726 -0.582 "H5'" IRN 28 IRN "H5'A" "H5'A" H 0 0 N N N 68.878 38.611 34.370 -1.153 0.278 -1.265 "H5'A" IRN 29 IRN HO6 HO6 H 0 1 N N N 71.766 36.070 34.026 -4.832 1.197 0.572 HO6 IRN 30 IRN HO8 HO8 H 0 1 N N N 68.808 35.619 35.649 -5.155 -1.933 0.829 HO8 IRN 31 # 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 IRN N1 C5 SING Y N 1 IRN C5 C4 DOUB Y N 2 IRN C5 H5 SING N N 3 IRN C4 N3 SING Y N 4 IRN C4 H4 SING N N 5 IRN C2 N3 DOUB Y N 6 IRN N1 C2 SING Y N 7 IRN C2 H2 SING N N 8 IRN "C1'" N1 SING N N 9 IRN "O4'" "C1'" SING N N 10 IRN "C1'" "C2'" SING N N 11 IRN "C1'" "H1'" SING N N 12 IRN "O4'" "C4'" SING N N 13 IRN "C3'" "C2'" SING N N 14 IRN "C2'" "O2'" SING N N 15 IRN "C2'" "H2'" SING N N 16 IRN "O2'" "HO2'" SING N N 17 IRN "O3'" "C3'" SING N N 18 IRN "C4'" "C3'" SING N N 19 IRN "C3'" "H3'" SING N N 20 IRN "O3'" "HO3'" SING N N 21 IRN "C4'" "C5'" SING N N 22 IRN "C4'" "H4'" SING N N 23 IRN "O5'" "C5'" SING N N 24 IRN "C5'" "H5'" SING N N 25 IRN "C5'" "H5'A" SING N N 26 IRN "O5'" P SING N N 27 IRN O7 P DOUB N N 28 IRN P O6 SING N N 29 IRN P O8 SING N N 30 IRN O6 HO6 SING N N 31 IRN O8 HO8 SING N N 32 # 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 IRN SMILES ACDLabs 10.04 "O=P(O)(O)OCC2OC(n1cncc1)C(O)C2O" IRN SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2ccnc2" IRN SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)n2ccnc2" IRN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cn(cn1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O" IRN SMILES "OpenEye OEToolkits" 1.5.0 "c1cn(cn1)C2C(C(C(O2)COP(=O)(O)O)O)O" IRN InChI InChI 1.03 "InChI=1S/C8H13N2O7P/c11-6-5(3-16-18(13,14)15)17-8(7(6)12)10-2-1-9-4-10/h1-2,4-8,11-12H,3H2,(H2,13,14,15)/t5-,6-,7-,8-/m1/s1" IRN InChIKey InChI 1.03 YEBULYOZZUNFGU-WCTZXXKLSA-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 IRN "SYSTEMATIC NAME" ACDLabs 10.04 "1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole" IRN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-3,4-dihydroxy-5-imidazol-1-yl-oxolan-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 IRN "Create component" 2008-10-03 RCSB IRN "Modify aromatic_flag" 2011-06-04 RCSB IRN "Modify descriptor" 2011-06-04 RCSB #