data_5SR # _chem_comp.id 5SR _chem_comp.name "[2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-2-carboxy-4-methyl-1,3-thiazol-3-ium-5-yl]ethoxy-oxidanyl-phosphoryl] hydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H18 N4 O9 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-11-24 _chem_comp.pdbx_modified_date 2015-12-24 _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 468.316 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5SR _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 5EXE _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 5SR C1 C1 C 0 1 N N N -19.872 11.762 16.989 4.239 -0.342 1.273 C1 5SR 1 5SR C2 C2 C 0 1 N N N -18.884 11.681 19.804 1.592 0.122 2.323 C2 5SR 2 5SR C3 C3 C 0 1 Y N N -19.810 10.272 16.796 4.361 0.910 0.442 C3 5SR 3 5SR C4 C4 C 0 1 Y N N -20.563 9.450 17.615 4.783 0.850 -0.871 C4 5SR 4 5SR C6 C5 C 0 1 Y N N -19.793 7.587 16.441 4.578 3.136 -1.033 C6 5SR 5 5SR C10 C6 C 0 1 N N N -19.773 6.093 16.253 4.702 4.383 -1.869 C10 5SR 6 5SR N5 N1 N 0 1 Y N N -20.535 8.127 17.427 4.879 1.971 -1.571 N5 5SR 7 5SR N7 N2 N 0 1 Y N N -19.069 8.379 15.628 4.167 3.239 0.214 N7 5SR 8 5SR C8 C7 C 0 1 Y N N -19.074 9.712 15.776 4.045 2.159 0.981 C8 5SR 9 5SR N9 N3 N 0 1 N N N -18.275 10.567 14.867 3.612 2.272 2.292 N9 5SR 10 5SR N11 N4 N 1 1 Y N N -18.705 12.541 17.428 3.088 -1.123 0.812 N11 5SR 11 5SR C12 C8 C 0 1 Y N N -18.034 13.417 16.540 3.204 -2.064 -0.087 C12 5SR 12 5SR S13 S1 S 0 1 Y N N -16.687 14.267 17.459 1.618 -2.771 -0.380 S13 5SR 13 5SR C14 C9 C 0 1 Y N N -17.182 13.359 18.990 0.922 -1.708 0.764 C14 5SR 14 5SR C15 C10 C 0 1 Y N N -18.238 12.542 18.760 1.884 -0.924 1.278 C15 5SR 15 5SR C16 C11 C 0 1 N N N -18.219 13.708 15.102 4.456 -2.467 -0.746 C16 5SR 16 5SR O17 O1 O 0 1 N N N -17.382 14.566 14.611 4.431 -3.377 -1.741 O17 5SR 17 5SR O18 O2 O 0 1 N N N -19.153 13.122 14.426 5.512 -1.979 -0.395 O18 5SR 18 5SR C19 C12 C 0 1 N N N -16.494 13.603 20.290 -0.537 -1.661 1.140 C19 5SR 19 5SR C20 C13 C 0 1 N N N -15.273 12.756 20.566 -1.269 -0.679 0.223 C20 5SR 20 5SR O21 O3 O 0 1 N N N -14.899 13.018 21.923 -2.652 -0.635 0.579 O21 5SR 21 5SR P22 P1 P 0 1 N N N -13.379 12.695 22.287 -3.724 0.297 -0.179 P22 5SR 22 5SR O23 O4 O 0 1 N N N -12.637 13.811 21.381 -5.197 -0.004 0.395 O23 5SR 23 5SR P24 P2 P 0 1 N N N -12.699 15.421 21.605 -6.687 0.247 -0.162 P24 5SR 24 5SR O25 O5 O 0 1 N N N -13.094 11.326 21.708 -3.691 0.006 -1.630 O25 5SR 25 5SR O27 O6 O 0 1 N N N -13.138 12.941 23.773 -3.357 1.845 0.066 O27 5SR 26 5SR O28 O7 O 0 1 N N N -13.132 15.621 23.040 -7.731 0.213 1.063 O28 5SR 27 5SR O29 O8 O 0 1 N N N -13.643 15.909 20.537 -6.753 1.625 -0.857 O29 5SR 28 5SR O30 O9 O -1 1 N N N -11.286 15.885 21.365 -7.050 -0.859 -1.178 O30 5SR 29 5SR H1 H1 H 0 1 N N N -20.178 12.185 16.021 5.146 -0.937 1.169 H1 5SR 30 5SR H2 H2 H 0 1 N N N -20.661 11.943 17.734 4.099 -0.072 2.319 H2 5SR 31 5SR H3 H3 H 0 1 N N N -18.389 10.699 19.827 1.442 1.087 1.839 H3 5SR 32 5SR H4 H4 H 0 1 N N N -18.788 12.163 20.788 0.691 -0.154 2.872 H4 5SR 33 5SR H5 H5 H 0 1 N N N -19.949 11.549 19.563 2.432 0.189 3.014 H5 5SR 34 5SR H6 H6 H 0 1 N N N -21.170 9.875 18.401 5.032 -0.099 -1.322 H6 5SR 35 5SR H7 H7 H 0 1 N N N -19.116 5.838 15.409 3.758 4.575 -2.379 H7 5SR 36 5SR H8 H8 H 0 1 N N N -19.396 5.613 17.168 4.946 5.229 -1.226 H8 5SR 37 5SR H9 H9 H 0 1 N N N -20.792 5.736 16.045 5.493 4.248 -2.608 H9 5SR 38 5SR H10 H10 H 0 1 N N N -17.795 9.992 14.205 3.315 3.130 2.632 H10 5SR 39 5SR H11 H11 H 0 1 N N N -18.882 11.197 14.383 3.606 1.492 2.869 H11 5SR 40 5SR H12 H12 H 0 1 N N N -17.563 14.693 13.687 5.278 -3.610 -2.144 H12 5SR 41 5SR H13 H13 H 0 1 N N N -16.183 14.658 20.313 -0.972 -2.654 1.030 H13 5SR 42 5SR H14 H14 H 0 1 N N N -17.221 13.417 21.095 -0.635 -1.334 2.175 H14 5SR 43 5SR H15 H15 H 0 1 N N N -15.512 11.690 20.436 -0.833 0.314 0.333 H15 5SR 44 5SR H16 H16 H 0 1 N N N -14.455 13.034 19.885 -1.170 -1.006 -0.812 H16 5SR 45 5SR H17 H17 H 0 1 N N N -12.815 12.145 24.178 -3.360 2.107 0.997 H17 5SR 46 5SR H18 H18 H 0 1 N N N -12.420 16.010 23.535 -8.650 0.357 0.800 H18 5SR 47 # 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 5SR O18 C16 DOUB N N 1 5SR O17 C16 SING N N 2 5SR N9 C8 SING N N 3 5SR C16 C12 SING N N 4 5SR N7 C8 DOUB Y N 5 5SR N7 C6 SING Y N 6 5SR C8 C3 SING Y N 7 5SR C10 C6 SING N N 8 5SR C6 N5 DOUB Y N 9 5SR C12 N11 DOUB Y N 10 5SR C12 S13 SING Y N 11 5SR C3 C1 SING N N 12 5SR C3 C4 DOUB Y N 13 5SR C1 N11 SING N N 14 5SR N5 C4 SING Y N 15 5SR N11 C15 SING Y N 16 5SR S13 C14 SING Y N 17 5SR C15 C14 DOUB Y N 18 5SR C15 C2 SING N N 19 5SR C14 C19 SING N N 20 5SR C19 C20 SING N N 21 5SR O29 P24 DOUB N N 22 5SR C20 O21 SING N N 23 5SR O30 P24 SING N N 24 5SR O23 P24 SING N N 25 5SR O23 P22 SING N N 26 5SR P24 O28 SING N N 27 5SR O25 P22 DOUB N N 28 5SR O21 P22 SING N N 29 5SR P22 O27 SING N N 30 5SR C1 H1 SING N N 31 5SR C1 H2 SING N N 32 5SR C2 H3 SING N N 33 5SR C2 H4 SING N N 34 5SR C2 H5 SING N N 35 5SR C4 H6 SING N N 36 5SR C10 H7 SING N N 37 5SR C10 H8 SING N N 38 5SR C10 H9 SING N N 39 5SR N9 H10 SING N N 40 5SR N9 H11 SING N N 41 5SR O17 H12 SING N N 42 5SR C19 H13 SING N N 43 5SR C19 H14 SING N N 44 5SR C20 H15 SING N N 45 5SR C20 H16 SING N N 46 5SR O27 H17 SING N N 47 5SR O28 H18 SING N N 48 # 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 5SR InChI InChI 1.03 "InChI=1S/C13H18N4O9P2S/c1-7-10(3-4-25-28(23,24)26-27(20,21)22)29-12(13(18)19)17(7)6-9-5-15-8(2)16-11(9)14/h5H,3-4,6H2,1-2H3,(H5-,14,15,16,18,19,20,21,22,23,24)" 5SR InChIKey InChI 1.03 SXXTZHDPRYKKAS-UHFFFAOYSA-N 5SR SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(C[n+]2c(C)c(CCO[P](O)(=O)O[P](O)([O-])=O)sc2C(O)=O)c(N)n1" 5SR SMILES CACTVS 3.385 "Cc1ncc(C[n+]2c(C)c(CCO[P](O)(=O)O[P](O)([O-])=O)sc2C(O)=O)c(N)n1" 5SR SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(=O)O)CCOP(=O)(O)OP(=O)(O)[O-]" 5SR SMILES "OpenEye OEToolkits" 2.0.4 "Cc1c(sc([n+]1Cc2cnc(nc2N)C)C(=O)O)CCOP(=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 5SR "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[2-[3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-2-carboxy-4-methyl-1,3-thiazol-3-ium-5-yl]ethoxy-oxidanyl-phosphoryl] hydrogen 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 5SR "Create component" 2015-11-24 RCSB 5SR "Initial release" 2015-12-29 RCSB #