data_UOB # _chem_comp.id UOB _chem_comp.name ;2'-OMe,4'beta-OMe uridine 5'-(dihydrogen phosphate) ; _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C11 H17 N2 O10 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-04-06 _chem_comp.pdbx_modified_date 2018-08-24 _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 368.234 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UOB _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 6CY4 _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 UOB "C1'" C1 C 0 1 N N R 32.952 30.948 17.013 1.064 0.410 0.479 "C1'" UOB 1 UOB C2 C2 C 0 1 N N N 31.028 29.644 16.340 2.941 -0.970 1.173 C2 UOB 2 UOB "C2'" C3 C 0 1 N N R 32.401 31.863 18.096 1.185 1.839 -0.108 "C2'" UOB 3 UOB "C3'" C4 C 0 1 N N S 32.849 31.093 19.301 -0.312 2.222 -0.262 "C3'" UOB 4 UOB C4 C5 C 0 1 N N N 30.987 27.228 16.417 4.506 -1.820 -0.340 C4 UOB 5 UOB "C4'" C6 C 0 1 N N S 34.276 30.713 18.931 -0.962 0.868 -0.619 "C4'" UOB 6 UOB C5 C7 C 0 1 N N N 32.283 27.234 16.915 3.808 -1.192 -1.398 C5 UOB 7 UOB "C5'" C8 C 0 1 N N N 35.247 31.815 19.361 -2.313 0.738 0.086 "C5'" UOB 8 UOB C6 C9 C 0 1 N N N 32.934 28.445 17.117 2.698 -0.475 -1.119 C6 UOB 9 UOB CM C10 C 0 1 N N N 35.477 29.320 20.579 0.079 0.729 -2.774 CM UOB 10 UOB "CM'" C11 C 0 1 N N N 32.246 33.956 17.149 3.266 2.781 0.619 "CM'" UOB 11 UOB N1 N1 N 0 1 N N N 32.272 29.648 16.837 2.268 -0.368 0.175 N1 UOB 12 UOB N3 N2 N 0 1 N N N 30.353 28.439 16.127 4.050 -1.691 0.923 N3 UOB 13 UOB O2 O1 O 0 1 N N N 30.471 30.711 16.086 2.545 -0.858 2.317 O2 UOB 14 UOB "O2'" O2 O 0 1 N N N 33.038 33.133 18.013 1.850 2.715 0.803 "O2'" UOB 15 UOB "O3'" O3 O 0 1 N N N 32.890 31.947 20.459 -0.836 2.728 0.967 "O3'" UOB 16 UOB O4 O4 O 0 1 N N N 30.396 26.166 16.233 5.510 -2.471 -0.567 O4 UOB 17 UOB "O4'" O5 O 0 1 N N N 34.316 30.753 17.468 -0.079 -0.168 -0.172 "O4'" UOB 18 UOB "O5'" O6 O 0 1 N N N 36.553 31.479 18.928 -2.951 -0.473 -0.325 "O5'" UOB 19 UOB OM O7 O 0 1 N N N 34.579 29.396 19.466 -1.143 0.775 -2.034 OM UOB 20 UOB OP1 O8 O 0 1 N N N 39.125 32.103 19.043 -4.302 -1.228 1.800 OP1 UOB 21 UOB OP2 O9 O 0 1 N N N 37.199 33.669 20.031 -5.380 0.144 -0.023 OP2 UOB 22 UOB P P1 P 0 1 N N N 37.627 32.652 18.872 -4.394 -0.933 0.220 P UOB 23 UOB "H1'" H1 H 0 1 N N N 32.953 31.492 16.057 0.904 0.456 1.556 "H1'" UOB 24 UOB "H2'" H2 H 0 1 N N N 31.304 31.931 18.042 1.688 1.825 -1.075 "H2'" UOB 25 UOB "H3'" H3 H 0 1 N N N 32.229 30.199 19.461 -0.447 2.945 -1.066 "H3'" UOB 26 UOB H5 H4 H 0 1 N N N 32.782 26.304 17.144 4.158 -1.284 -2.416 H5 UOB 27 UOB "H5'" H5 H 0 1 N N N 35.235 31.909 20.457 -2.160 0.720 1.165 "H5'" UOB 28 UOB H5S H6 H 0 1 N N N 34.943 32.770 18.908 -2.943 1.588 -0.177 H5S UOB 29 UOB H6 H7 H 0 1 N N N 33.948 28.459 17.489 2.152 0.012 -1.914 H6 UOB 30 UOB HM3 H8 H 0 1 N N N 35.610 28.268 20.872 0.712 1.567 -2.484 HM3 UOB 31 UOB HM1 H9 H 0 1 N N N 36.450 29.747 20.295 0.596 -0.207 -2.563 HM1 UOB 32 UOB HM2 H10 H 0 1 N N N 35.061 29.887 21.425 -0.140 0.791 -3.840 HM2 UOB 33 UOB "HM'" H11 H 0 1 N N N 32.710 34.949 17.061 3.696 1.789 0.755 "HM'" UOB 34 UOB H5T H12 H 0 1 N N N 32.185 33.491 16.154 3.485 3.137 -0.388 H5T UOB 35 UOB H5U H13 H 0 1 N N N 31.234 34.060 17.568 3.696 3.467 1.348 H5U UOB 36 UOB H3 H14 H 0 1 N N N 29.420 28.443 15.768 4.523 -2.118 1.653 H3 UOB 37 UOB H1 H15 H 0 1 N N N 33.175 31.445 21.213 -0.398 3.532 1.280 H1 UOB 38 UOB H2 H16 H 0 1 N N N 39.515 32.483 19.822 -3.673 -1.924 2.034 H2 UOB 39 UOB OP3 OP3 O 0 1 N Y N 37.396 33.336 17.440 -4.858 -2.269 -0.549 OP3 UOB 40 UOB HOP3 HOP3 H 0 0 N Y N 37.050 34.213 17.559 -5.721 -2.604 -0.270 HOP3 UOB 41 # 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 UOB O2 C2 DOUB N N 1 UOB N3 C2 SING N N 2 UOB N3 C4 SING N N 3 UOB O4 C4 DOUB N N 4 UOB C2 N1 SING N N 5 UOB C4 C5 SING N N 6 UOB N1 "C1'" SING N N 7 UOB N1 C6 SING N N 8 UOB C5 C6 DOUB N N 9 UOB "C1'" "O4'" SING N N 10 UOB "C1'" "C2'" SING N N 11 UOB "CM'" "O2'" SING N N 12 UOB "O4'" "C4'" SING N N 13 UOB "O2'" "C2'" SING N N 14 UOB "C2'" "C3'" SING N N 15 UOB P "O5'" SING N N 16 UOB P OP1 SING N N 17 UOB P OP2 DOUB N N 18 UOB "O5'" "C5'" SING N N 19 UOB "C4'" "C3'" SING N N 20 UOB "C4'" "C5'" SING N N 21 UOB "C4'" OM SING N N 22 UOB "C3'" "O3'" SING N N 23 UOB OM CM SING N N 24 UOB "C1'" "H1'" SING N N 25 UOB "C2'" "H2'" SING N N 26 UOB "C3'" "H3'" SING N N 27 UOB C5 H5 SING N N 28 UOB "C5'" "H5'" SING N N 29 UOB "C5'" H5S SING N N 30 UOB C6 H6 SING N N 31 UOB CM HM3 SING N N 32 UOB CM HM1 SING N N 33 UOB CM HM2 SING N N 34 UOB "CM'" "HM'" SING N N 35 UOB "CM'" H5T SING N N 36 UOB "CM'" H5U SING N N 37 UOB N3 H3 SING N N 38 UOB "O3'" H1 SING N N 39 UOB OP1 H2 SING N N 40 UOB P OP3 SING N N 41 UOB OP3 HOP3 SING N N 42 # 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 UOB SMILES ACDLabs 12.01 "C1(OC(C(C1OC)O)(COP(O)(=O)O)OC)N2C(NC(C=C2)=O)=O" UOB InChI InChI 1.03 "InChI=1S/C11H17N2O10P/c1-20-7-8(15)11(21-2,5-22-24(17,18)19)23-9(7)13-4-3-6(14)12-10(13)16/h3-4,7-9,15H,5H2,1-2H3,(H,12,14,16)(H2,17,18,19)/t7-,8+,9-,11+/m1/s1" UOB InChIKey InChI 1.03 PQPFDVLUCHRYPP-LOKLDPHHSA-N UOB SMILES_CANONICAL CACTVS 3.385 "CO[C@@H]1[C@H](O)[C@@](CO[P](O)(O)=O)(OC)O[C@H]1N2C=CC(=O)NC2=O" UOB SMILES CACTVS 3.385 "CO[CH]1[CH](O)[C](CO[P](O)(O)=O)(OC)O[CH]1N2C=CC(=O)NC2=O" UOB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CO[C@@H]1[C@@H]([C@@](O[C@H]1N2C=CC(=O)NC2=O)(COP(=O)(O)O)OC)O" UOB SMILES "OpenEye OEToolkits" 2.0.6 "COC1C(C(OC1N2C=CC(=O)NC2=O)(COP(=O)(O)O)OC)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 UOB "SYSTEMATIC NAME" ACDLabs 12.01 "[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3-hydroxy-2,4-dimethoxytetrahydrofuran-2-yl]methyl dihydrogen phosphate (non-preferred name)" UOB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{S},3~{S},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-2,4-dimethoxy-3-oxidanyl-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 UOB "Create component" 2018-04-06 RCSB UOB "Modify name" 2018-04-12 RCSB UOB "Initial release" 2018-08-29 RCSB #