data_UEP # _chem_comp.id UEP _chem_comp.name "6-ethyluridine 5'-phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H17 N2 O9 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms 6-ethyl-UMP _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-23 _chem_comp.pdbx_modified_date 2021-03-01 _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 352.234 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UEP _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 3EWU _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 UEP O3P O3P O 0 1 N N N 25.940 -11.289 15.190 4.341 -2.045 0.699 O3P UEP 1 UEP P P P 0 1 N N N 25.333 -10.461 14.048 4.525 -0.812 -0.319 P UEP 2 UEP O1P O1P O 0 1 N N N 26.391 -10.148 13.014 5.504 0.147 0.240 O1P UEP 3 UEP O2P O2P O 0 1 N N N 24.045 -11.008 13.479 5.060 -1.360 -1.735 O2P UEP 4 UEP "O5'" "O5'" O 0 1 N N N 25.049 -9.075 14.830 3.110 -0.073 -0.529 "O5'" UEP 5 UEP "C5'" "C5'" C 0 1 N N N 24.188 -8.064 14.301 2.427 0.612 0.522 "C5'" UEP 6 UEP "C4'" "C4'" C 0 1 N N R 24.252 -6.879 15.238 1.119 1.197 -0.016 "C4'" UEP 7 UEP "C3'" "C3'" C 0 1 N N S 23.392 -7.231 16.424 0.424 2.048 1.069 "C3'" UEP 8 UEP "O3'" "O3'" O 0 1 N N N 23.990 -6.568 17.598 0.703 3.436 0.873 "O3'" UEP 9 UEP "C2'" "C2'" C 0 1 N N R 22.052 -6.566 16.075 -1.081 1.764 0.862 "C2'" UEP 10 UEP "O2'" "O2'" O 0 1 N N N 21.446 -6.185 17.327 -1.777 2.968 0.531 "O2'" UEP 11 UEP "O4'" "O4'" O 0 1 N N N 23.666 -5.758 14.544 0.181 0.140 -0.314 "O4'" UEP 12 UEP "C1'" "C1'" C 0 1 N N R 22.450 -5.384 15.129 -1.116 0.775 -0.324 "C1'" UEP 13 UEP N1 N1 N 0 1 N N N 21.422 -5.089 14.107 -2.173 -0.221 -0.126 N1 UEP 14 UEP C7 C7 C 0 1 N N N 21.240 -2.859 14.930 -3.255 0.631 -2.205 C7 UEP 15 UEP C8 C8 C 0 1 N N N 22.662 -2.236 14.392 -3.912 1.949 -1.789 C8 UEP 16 UEP C6 C6 C 0 1 N N N 20.833 -3.886 14.065 -3.205 -0.301 -1.021 C6 UEP 17 UEP C5 C5 C 0 1 N N N 19.815 -3.627 13.140 -4.178 -1.218 -0.839 C5 UEP 18 UEP C4 C4 C 0 1 N N N 19.424 -4.678 12.328 -4.109 -2.083 0.280 C4 UEP 19 UEP O4 O4 O 0 1 N N N 18.558 -4.472 11.432 -4.975 -2.919 0.465 O4 UEP 20 UEP N3 N3 N 0 1 N N N 20.058 -5.858 12.333 -3.076 -1.972 1.139 N3 UEP 21 UEP C2 C2 C 0 1 N N N 21.016 -6.121 13.232 -2.116 -1.051 0.930 C2 UEP 22 UEP O2 O2 O 0 1 N N N 21.569 -7.226 13.248 -1.190 -0.963 1.713 O2 UEP 23 UEP HO3P HO3P H 0 0 N N N 26.065 -12.185 14.900 3.711 -2.714 0.396 HO3P UEP 24 UEP HO2P HO2P H 0 0 N N N 23.413 -11.123 14.179 5.910 -1.818 -1.684 HO2P UEP 25 UEP "H5'" "H5'" H 0 1 N N N 24.522 -7.770 13.295 2.207 -0.087 1.329 "H5'" UEP 26 UEP "H5'A" "H5'A" H 0 0 N N N 23.157 -8.438 14.219 3.056 1.418 0.900 "H5'A" UEP 27 UEP "H4'" "H4'" H 0 1 N N N 25.278 -6.637 15.554 1.311 1.798 -0.905 "H4'" UEP 28 UEP "H3'" "H3'" H 0 1 N N N 23.292 -8.306 16.634 0.741 1.733 2.063 "H3'" UEP 29 UEP "HO3'" "HO3'" H 0 0 N Y N 24.119 -7.205 18.291 0.290 4.016 1.527 "HO3'" UEP 30 UEP "H2'" "H2'" H 0 1 N N N 21.306 -7.186 15.556 -1.510 1.309 1.755 "H2'" UEP 31 UEP "HO2'" "HO2'" H 0 0 N N N 22.119 -6.101 17.992 -1.735 3.647 1.218 "HO2'" UEP 32 UEP "H1'" "H1'" H 0 1 N N N 22.542 -4.449 15.702 -1.269 1.311 -1.261 "H1'" UEP 33 UEP H7 H7 H 0 1 N N N 20.475 -2.069 14.950 -3.835 0.172 -3.005 H7 UEP 34 UEP H7A H7A H 0 1 N N N 21.372 -3.260 15.946 -2.241 0.826 -2.556 H7A UEP 35 UEP H8 H8 H 0 1 N N N 22.613 -2.097 13.302 -3.948 2.623 -2.645 H8 UEP 36 UEP H8A H8A H 0 1 N N N 22.844 -1.266 14.878 -4.925 1.754 -1.437 H8A UEP 37 UEP H8B H8B H 0 1 N N N 23.481 -2.928 14.636 -3.332 2.408 -0.989 H8B UEP 38 UEP H5 H5 H 0 1 N N N 19.356 -2.653 13.063 -4.998 -1.292 -1.538 H5 UEP 39 UEP HN3 HN3 H 0 1 N N N 19.813 -6.552 11.656 -3.021 -2.561 1.908 HN3 UEP 40 # # 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 UEP P O3P SING N N 1 UEP O3P HO3P SING N N 2 UEP O1P P DOUB N N 3 UEP O2P P SING N N 4 UEP P "O5'" SING N N 5 UEP O2P HO2P SING N N 6 UEP "C5'" "O5'" SING N N 7 UEP "C5'" "C4'" SING N N 8 UEP "C5'" "H5'" SING N N 9 UEP "C5'" "H5'A" SING N N 10 UEP "O4'" "C4'" SING N N 11 UEP "C4'" "C3'" SING N N 12 UEP "C4'" "H4'" SING N N 13 UEP "C2'" "C3'" SING N N 14 UEP "C3'" "O3'" SING N N 15 UEP "C3'" "H3'" SING N N 16 UEP "O3'" "HO3'" SING N N 17 UEP "C1'" "C2'" SING N N 18 UEP "C2'" "O2'" SING N N 19 UEP "C2'" "H2'" SING N N 20 UEP "O2'" "HO2'" SING N N 21 UEP "O4'" "C1'" SING N N 22 UEP N1 "C1'" SING N N 23 UEP "C1'" "H1'" SING N N 24 UEP C2 N1 SING N N 25 UEP C6 N1 SING N N 26 UEP C6 C7 SING N N 27 UEP C8 C7 SING N N 28 UEP C7 H7 SING N N 29 UEP C7 H7A SING N N 30 UEP C8 H8 SING N N 31 UEP C8 H8A SING N N 32 UEP C8 H8B SING N N 33 UEP C5 C6 DOUB N N 34 UEP C4 C5 SING N N 35 UEP C5 H5 SING N N 36 UEP O4 C4 DOUB N N 37 UEP C4 N3 SING N N 38 UEP N3 C2 SING N N 39 UEP N3 HN3 SING N N 40 UEP C2 O2 DOUB N N 41 # # 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 UEP SMILES ACDLabs 10.04 "O=C1NC(=O)N(C(=C1)CC)C2OC(C(O)C2O)COP(=O)(O)O" UEP SMILES_CANONICAL CACTVS 3.341 "CCC1=CC(=O)NC(=O)N1[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O" UEP SMILES CACTVS 3.341 "CCC1=CC(=O)NC(=O)N1[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O" UEP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCC1=CC(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O" UEP SMILES "OpenEye OEToolkits" 1.5.0 "CCC1=CC(=O)NC(=O)N1C2C(C(C(O2)COP(=O)(O)O)O)O" UEP InChI InChI 1.03 "InChI=1S/C11H17N2O9P/c1-2-5-3-7(14)12-11(17)13(5)10-9(16)8(15)6(22-10)4-21-23(18,19)20/h3,6,8-10,15-16H,2,4H2,1H3,(H,12,14,17)(H2,18,19,20)/t6-,8-,9-,10-/m1/s1" UEP InChIKey InChI 1.03 SVESMKHPINYNGL-PEBGCTIMSA-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 UEP "SYSTEMATIC NAME" ACDLabs 10.04 "6-ethyluridine 5'-(dihydrogen phosphate)" UEP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-ethyl-2,4-dioxo-pyrimidin-1-yl)-3,4-dihydroxy-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 UEP "Create component" 2008-10-23 RCSB UEP "Modify descriptor" 2011-06-04 RCSB UEP "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id UEP _pdbx_chem_comp_synonyms.name 6-ethyl-UMP _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##