data_8EO # _chem_comp.id 8EO _chem_comp.name "2-[(5S)-3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-2,5-dihydro-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C12 H21 N4 O7 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2017-06-20 _chem_comp.pdbx_modified_date 2018-04-20 _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 427.330 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8EO _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 5XSM _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 8EO "C4'" C1 C 0 1 Y N N -12.834 -32.901 -25.936 5.457 -0.639 -0.779 "C4'" 8EO 1 8EO "C5'" C2 C 0 1 Y N N -12.973 -33.038 -27.353 5.012 -0.318 0.505 "C5'" 8EO 2 8EO "C6'" C3 C 0 1 Y N N -11.790 -33.138 -28.054 4.839 -1.343 1.414 "C6'" 8EO 3 8EO "N1'" N1 N 0 1 Y N N -10.578 -33.111 -27.400 5.099 -2.588 1.042 "N1'" 8EO 4 8EO "N3'" N2 N 0 1 Y N N -11.626 -32.911 -25.314 5.697 -1.913 -1.077 "N3'" 8EO 5 8EO "C2'" C4 C 0 1 Y N N -10.518 -32.986 -26.058 5.518 -2.859 -0.178 "C2'" 8EO 6 8EO CM4 C5 C 0 1 N N N -13.944 -35.645 -29.477 2.678 1.691 2.673 CM4 8EO 7 8EO CM2 C6 C 0 1 N N N -9.250 -32.944 -25.440 5.800 -4.290 -0.555 CM2 8EO 8 8EO C7 C7 C 0 1 N N N -15.666 -38.686 -27.237 -1.222 1.470 0.147 C7 8EO 9 8EO C6 C8 C 0 1 N N N -16.021 -37.725 -28.363 0.148 0.998 0.638 C6 8EO 10 8EO C2 C9 C 0 1 N N N -16.034 -34.111 -26.704 3.164 1.585 -1.065 C2 8EO 11 8EO "C7'" C10 C 0 1 N N N -14.236 -33.015 -28.101 4.729 1.112 0.889 "C7'" 8EO 12 8EO C4 C11 C 0 1 N N N -14.956 -35.389 -28.386 2.476 1.765 1.182 C4 8EO 13 8EO C5 C12 C 0 1 N N S -15.629 -36.422 -27.737 1.138 2.163 0.587 C5 8EO 14 8EO "N4'" N3 N 0 1 N N N -13.900 -32.782 -25.157 5.641 0.353 -1.729 "N4'" 8EO 15 8EO N3 N4 N 1 1 N N N -15.089 -34.172 -27.811 3.410 1.501 0.384 N3 8EO 16 8EO OB1 O1 O 0 1 N N N -19.125 -41.368 -27.805 -6.778 -0.199 0.807 OB1 8EO 17 8EO OA2 O2 O 0 1 N N N -15.183 -40.716 -25.319 -3.763 0.839 -1.828 OA2 8EO 18 8EO OB3 O3 O 0 1 N N N -18.924 -42.845 -25.886 -6.160 -2.640 0.978 OB3 8EO 19 8EO OB2 O4 O 0 1 N N N -20.064 -40.515 -25.737 -6.590 -1.496 -1.350 OB2 8EO 20 8EO OA1 O5 O 0 1 N N N -16.014 -42.416 -27.031 -4.323 1.622 0.505 OA1 8EO 21 8EO O8 O6 O 0 1 N N N -15.905 -40.019 -27.658 -2.147 0.382 0.194 O8 8EO 22 8EO OA3 O7 O 0 1 N N N -17.600 -40.717 -25.966 -4.461 -0.858 0.055 OA3 8EO 23 8EO PB P1 P 0 1 N N N -18.970 -41.416 -26.288 -6.014 -1.275 0.137 PB 8EO 24 8EO PA P2 P 0 1 N N N -16.099 -41.028 -26.462 -3.688 0.520 -0.252 PA 8EO 25 8EO S1 S1 S 0 1 N N N -16.822 -35.714 -26.614 1.604 2.557 -1.148 S1 8EO 26 8EO H1 H1 H 0 1 N N N -11.814 -33.239 -29.129 4.497 -1.133 2.417 H1 8EO 27 8EO H2 H2 H 0 1 N N N -14.007 -36.695 -29.798 3.449 2.402 2.971 H2 8EO 28 8EO H3 H3 H 0 1 N N N -14.154 -34.987 -30.333 1.744 1.935 3.179 H3 8EO 29 8EO H4 H4 H 0 1 N N N -12.933 -35.439 -29.095 2.987 0.683 2.948 H4 8EO 30 8EO H5 H5 H 0 1 N N N -8.465 -33.026 -26.206 4.894 -4.746 -0.956 H5 8EO 31 8EO H6 H6 H 0 1 N N N -9.137 -31.993 -24.900 6.586 -4.319 -1.310 H6 8EO 32 8EO H7 H7 H 0 1 N N N -9.159 -33.781 -24.732 6.124 -4.841 0.328 H7 8EO 33 8EO H8 H8 H 0 1 N N N -14.604 -38.569 -26.977 -1.578 2.278 0.787 H8 8EO 34 8EO H9 H9 H 0 1 N N N -16.286 -38.463 -26.356 -1.136 1.830 -0.878 H9 8EO 35 8EO H10 H10 H 0 1 N N N -17.095 -37.756 -28.601 0.062 0.638 1.663 H10 8EO 36 8EO H11 H11 H 0 1 N N N -15.438 -37.931 -29.273 0.504 0.190 -0.002 H11 8EO 37 8EO H12 H12 H 0 1 N N N -15.504 -33.895 -25.764 3.976 2.114 -1.565 H12 8EO 38 8EO H13 H13 H 0 1 N N N -16.785 -33.329 -26.889 3.026 0.594 -1.496 H13 8EO 39 8EO H14 H14 H 0 1 N N N -14.007 -33.008 -29.177 4.744 1.206 1.975 H14 8EO 40 8EO H15 H15 H 0 1 N N N -14.784 -32.099 -27.837 5.490 1.762 0.458 H15 8EO 41 8EO H17 H17 H 0 1 N N N -14.877 -36.757 -27.007 0.732 3.040 1.092 H17 8EO 42 8EO H18 H18 H 0 1 N N N -13.610 -32.718 -24.202 5.946 0.121 -2.619 H18 8EO 43 8EO H19 H19 H 0 1 N N N -14.406 -31.957 -25.408 5.464 1.280 -1.503 H19 8EO 44 8EO H21 H21 H 0 1 N N N -14.659 -41.481 -25.115 -3.364 0.157 -2.387 H21 8EO 45 8EO H22 H22 H 0 1 N N N -19.001 -43.394 -26.657 -7.071 -2.951 1.069 H22 8EO 46 8EO H23 H23 H 0 1 N N N -20.566 -40.150 -26.456 -6.135 -2.189 -1.848 H23 8EO 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 8EO CM4 C4 SING N N 1 8EO C4 N3 DOUB N N 2 8EO C4 C5 SING N N 3 8EO C6 C5 SING N N 4 8EO C6 C7 SING N N 5 8EO "C7'" N3 SING N N 6 8EO "C7'" "C5'" SING N N 7 8EO "C6'" "N1'" DOUB Y N 8 8EO "C6'" "C5'" SING Y N 9 8EO N3 C2 SING N N 10 8EO OB1 PB DOUB N N 11 8EO C5 S1 SING N N 12 8EO O8 C7 SING N N 13 8EO O8 PA SING N N 14 8EO "N1'" "C2'" SING Y N 15 8EO "C5'" "C4'" DOUB Y N 16 8EO OA1 PA DOUB N N 17 8EO C2 S1 SING N N 18 8EO PA OA3 SING N N 19 8EO PA OA2 SING N N 20 8EO PB OA3 SING N N 21 8EO PB OB3 SING N N 22 8EO PB OB2 SING N N 23 8EO "C2'" CM2 SING N N 24 8EO "C2'" "N3'" DOUB Y N 25 8EO "C4'" "N3'" SING Y N 26 8EO "C4'" "N4'" SING N N 27 8EO "C6'" H1 SING N N 28 8EO CM4 H2 SING N N 29 8EO CM4 H3 SING N N 30 8EO CM4 H4 SING N N 31 8EO CM2 H5 SING N N 32 8EO CM2 H6 SING N N 33 8EO CM2 H7 SING N N 34 8EO C7 H8 SING N N 35 8EO C7 H9 SING N N 36 8EO C6 H10 SING N N 37 8EO C6 H11 SING N N 38 8EO C2 H12 SING N N 39 8EO C2 H13 SING N N 40 8EO "C7'" H14 SING N N 41 8EO "C7'" H15 SING N N 42 8EO C5 H17 SING N N 43 8EO "N4'" H18 SING N N 44 8EO "N4'" H19 SING N N 45 8EO OA2 H21 SING N N 46 8EO OB3 H22 SING N N 47 8EO OB2 H23 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 8EO InChI InChI 1.03 "InChI=1S/C12H20N4O7P2S/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,11H,3-4,6-7H2,1-2H3,(H4-,13,14,15,17,18,19,20,21)/p+1/t11-/m0/s1" 8EO InChIKey InChI 1.03 FAOXQWUECSMMCY-NSHDSACASA-O 8EO SMILES_CANONICAL CACTVS 3.385 "Cc1ncc(C[N+]2=C(C)[C@H](CCO[P](O)(=O)O[P](O)(O)=O)SC2)c(N)n1" 8EO SMILES CACTVS 3.385 "Cc1ncc(C[N+]2=C(C)[CH](CCO[P](O)(=O)O[P](O)(O)=O)SC2)c(N)n1" 8EO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ncc(c(n1)N)C[N+]2=C([C@@H](SC2)CCOP(=O)(O)OP(=O)(O)O)C" 8EO SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ncc(c(n1)N)C[N+]2=C(C(SC2)CCOP(=O)(O)OP(=O)(O)O)C" # 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 8EO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[(5~{S})-3-[(4-azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-2,5-dihydro-1,3-thiazol-3-ium-5-yl]ethyl phosphono 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 8EO "Create component" 2017-06-20 PDBJ 8EO "Initial release" 2018-04-25 RCSB #