data_UMO # _chem_comp.id UMO _chem_comp.name "2'-F-4'-OMe U" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H14 F N2 O9 P" _chem_comp.mon_nstd_parent_comp_id U _chem_comp.pdbx_synonyms ;[(2~{R},3~{R},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-4-fluoranyl-2-methoxy-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-18 _chem_comp.pdbx_modified_date 2020-06-17 _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 356.198 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UMO _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 5VR4 _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 UMO "C1'" C1 C 0 1 N N R -2.602 7.561 -13.676 -1.436 -0.993 0.413 "C1'" UMO 1 UMO C2 C2 C 0 1 N N N -0.877 5.943 -13.156 -2.411 1.014 -0.551 C2 UMO 2 UMO "C2'" C3 C 0 1 N N R -2.216 8.233 -14.980 -1.335 -1.778 -0.920 "C2'" UMO 3 UMO "C3'" C4 C 0 1 N N R -3.452 8.063 -15.846 0.133 -2.269 -0.897 "C3'" UMO 4 UMO C4 C5 C 0 1 N N N -1.260 3.542 -13.264 -4.452 1.893 0.169 C4 UMO 5 UMO "C4'" C6 C 0 1 N N R -4.624 8.289 -14.860 0.835 -1.315 0.090 "C4'" UMO 6 UMO C5 C7 C 0 1 N N N -2.572 3.844 -13.731 -4.562 0.839 1.108 C5 UMO 7 UMO "C5'" C8 C 0 1 N N N -5.848 7.598 -15.373 1.990 -0.598 -0.612 "C5'" UMO 8 UMO C6 C9 C 0 1 N N N -2.975 5.106 -13.886 -3.576 -0.080 1.182 C6 UMO 9 UMO CM1 C10 C 0 1 N N N -5.368 10.018 -13.581 1.925 -1.241 2.223 CM1 UMO 10 UMO "F2'" F1 F 0 1 N N N -1.927 9.529 -14.727 -2.223 -2.860 -0.930 "F2'" UMO 11 UMO N1 N1 N 0 1 N N N -2.149 6.173 -13.624 -2.500 0.011 0.341 N1 UMO 12 UMO N3 N2 N 0 1 N N N -0.473 4.641 -13.009 -3.374 1.950 -0.639 N3 UMO 13 UMO O2 O1 O 0 1 N N N -0.153 6.893 -12.907 -1.444 1.078 -1.286 O2 UMO 14 UMO "O3'" O2 O 0 1 N N N -3.511 8.965 -16.947 0.203 -3.616 -0.427 "O3'" UMO 15 UMO O4 O3 O 0 1 N N N -0.805 2.419 -13.070 -5.324 2.739 0.090 O4 UMO 16 UMO "O4'" O4 O 0 1 N N N -3.999 7.645 -13.733 -0.145 -0.359 0.532 "O4'" UMO 17 UMO "O5'" O5 O 0 1 N N N -5.678 6.193 -15.410 2.546 0.382 0.267 "O5'" UMO 18 UMO OM1 O6 O 0 1 N N N -4.620 9.709 -14.739 1.329 -2.053 1.209 OM1 UMO 19 UMO OP1 O7 O 0 1 N Y N -8.066 5.772 -16.365 5.097 0.424 -0.368 OP1 UMO 20 UMO OP2 O8 O 0 1 N N N -6.587 3.807 -15.599 3.460 2.046 -1.396 OP2 UMO 21 UMO P P1 P 0 1 N N N -6.912 5.216 -15.590 3.783 1.327 -0.144 P UMO 22 UMO "H1'" H1 H 0 1 N N N -2.197 8.133 -12.828 -1.607 -1.674 1.247 "H1'" UMO 23 UMO "H2'" H2 H 0 1 N N N -1.369 7.699 -15.435 -1.514 -1.122 -1.772 "H2'" UMO 24 UMO "H3'" H3 H 0 1 N N N -3.494 7.024 -16.205 0.578 -2.186 -1.889 "H3'" UMO 25 UMO H5 H4 H 0 1 N N N -3.252 3.037 -13.963 -5.418 0.777 1.763 H5 UMO 26 UMO "H5'" H5 H 0 1 N N N -6.061 7.958 -16.390 2.758 -1.324 -0.880 "H5'" UMO 27 UMO "H5''" H6 H 0 0 N N N -6.696 7.838 -14.714 1.621 -0.110 -1.513 "H5''" UMO 28 UMO H6 H7 H 0 1 N N N -3.982 5.295 -14.228 -3.642 -0.891 1.893 H6 UMO 29 UMO H6M H8 H 0 1 N N N -5.395 11.109 -13.442 2.841 -0.794 1.837 H6M UMO 30 UMO HM1 H9 H 0 1 N N N -6.394 9.637 -13.695 1.230 -0.453 2.513 HM1 UMO 31 UMO H6L H10 H 0 1 N N N -4.897 9.548 -12.705 2.159 -1.857 3.091 H6L UMO 32 UMO H3 H11 H 0 1 N N N 0.462 4.479 -12.693 -3.291 2.669 -1.285 H3 UMO 33 UMO H1 H12 H 0 1 N N N -4.304 8.806 -17.445 -0.272 -4.251 -0.980 H1 UMO 34 UMO H2 H13 H 0 1 N N N -8.506 5.068 -16.827 5.368 -0.077 0.414 H2 UMO 35 UMO OP3 O9 O 0 1 N N N -7.588 5.354 -14.131 4.058 2.392 1.032 O1 UMO 36 UMO H4 H14 H 0 1 N N N -7.586 4.508 -13.699 4.792 2.996 0.852 H4 UMO 37 # # 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 UMO "O3'" "C3'" SING N N 1 UMO OP1 P SING N N 2 UMO "C3'" "C2'" SING N N 3 UMO "C3'" "C4'" SING N N 4 UMO OP2 P DOUB N N 5 UMO P "O5'" SING N N 6 UMO "O5'" "C5'" SING N N 7 UMO "C5'" "C4'" SING N N 8 UMO "C2'" "F2'" SING N N 9 UMO "C2'" "C1'" SING N N 10 UMO "C4'" OM1 SING N N 11 UMO "C4'" "O4'" SING N N 12 UMO OM1 CM1 SING N N 13 UMO C6 C5 DOUB N N 14 UMO C6 N1 SING N N 15 UMO "O4'" "C1'" SING N N 16 UMO C5 C4 SING N N 17 UMO "C1'" N1 SING N N 18 UMO N1 C2 SING N N 19 UMO C4 O4 DOUB N N 20 UMO C4 N3 SING N N 21 UMO C2 N3 SING N N 22 UMO C2 O2 DOUB N N 23 UMO "C1'" "H1'" SING N N 24 UMO "C2'" "H2'" SING N N 25 UMO "C3'" "H3'" SING N N 26 UMO C5 H5 SING N N 27 UMO "C5'" "H5'" SING N N 28 UMO "C5'" "H5''" SING N N 29 UMO C6 H6 SING N N 30 UMO CM1 H6M SING N N 31 UMO CM1 HM1 SING N N 32 UMO CM1 H6L SING N N 33 UMO N3 H3 SING N N 34 UMO "O3'" H1 SING N N 35 UMO OP1 H2 SING N N 36 UMO P OP3 SING N N 37 UMO OP3 H4 SING N N 38 # # 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 UMO SMILES ACDLabs 12.01 "C2(N1C(NC(=O)C=C1)=O)C(F)C(C(OC)(O2)COP(O)(=O)O)O" UMO InChI InChI 1.03 "InChI=1S/C10H14FN2O9P/c1-20-10(4-21-23(17,18)19)7(15)6(11)8(22-10)13-3-2-5(14)12-9(13)16/h2-3,6-8,15H,4H2,1H3,(H,12,14,16)(H2,17,18,19)/t6-,7+,8-,10-/m1/s1" UMO InChIKey InChI 1.03 ZYOWQXVTIIKUDO-IBCQBUCCSA-N UMO SMILES_CANONICAL CACTVS 3.385 "CO[C@]1(CO[P](O)(O)=O)O[C@H]([C@H](F)[C@@H]1O)N2C=CC(=O)NC2=O" UMO SMILES CACTVS 3.385 "CO[C]1(CO[P](O)(O)=O)O[CH]([CH](F)[CH]1O)N2C=CC(=O)NC2=O" UMO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CO[C@]1([C@H]([C@H]([C@@H](O1)N2C=CC(=O)NC2=O)F)O)COP(=O)(O)O" UMO SMILES "OpenEye OEToolkits" 2.0.6 "COC1(C(C(C(O1)N2C=CC(=O)NC2=O)F)O)COP(=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 UMO "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-2-methoxytetrahydrofuran-2-yl]methyl dihydrogen phosphate (non-preferred name)" UMO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(2~{R},3~{R},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-4-fluoranyl-2-methoxy-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 UMO "Create component" 2017-05-18 RCSB UMO "Initial release" 2017-10-04 RCSB UMO "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id UMO _pdbx_chem_comp_synonyms.name "[(2~{R},3~{R},4~{R},5~{R})-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-4-fluoranyl-2-methoxy-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##