data_3UA # _chem_comp.id 3UA _chem_comp.name "(2R,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,3,4,4-tetrafluorotetrahydrofuran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H20 F4 N2 O15 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-31 _chem_comp.pdbx_modified_date 2015-01-16 _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 606.265 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3UA _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 4RPK _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 3UA F58 F58 F 0 1 N N N 33.250 -1.047 15.946 4.245 -1.046 -2.075 F58 3UA 1 3UA C11 C11 C 0 1 N N N 33.908 -2.094 16.420 5.111 -0.041 -1.630 C11 3UA 2 3UA F6 F6 F 0 1 N N N 34.950 -1.706 17.133 5.277 0.943 -2.611 F6 3UA 3 3UA C12 C12 C 0 1 N N N 34.323 -3.077 15.302 6.476 -0.636 -1.208 C12 3UA 4 3UA F7 F7 F 0 1 N N N 34.679 -2.485 14.187 6.675 -1.883 -1.810 F7 3UA 5 3UA F57 F57 F 0 1 N N N 35.350 -3.810 15.730 7.516 0.239 -1.542 F57 3UA 6 3UA C1 C1 C 0 1 N N R 33.019 -2.948 17.334 4.602 0.581 -0.305 C1 3UA 7 3UA O O O 0 1 N N N 32.243 -3.676 16.355 5.045 -0.358 0.699 O 3UA 8 3UA C C C 0 1 N N S 33.145 -4.059 15.260 6.367 -0.783 0.322 C 3UA 9 3UA C13 C13 C 0 1 N N R 32.454 -4.257 13.918 6.577 -2.246 0.720 C13 3UA 10 3UA O15 O15 O 0 1 N N N 32.973 -3.375 12.945 5.654 -3.071 0.005 O15 3UA 11 3UA C14 C14 C 0 1 N N N 30.976 -4.073 13.958 6.343 -2.404 2.224 C14 3UA 12 3UA O16 O16 O 0 1 N N N 30.392 -5.353 14.233 6.652 -3.743 2.615 O16 3UA 13 3UA O1 O1 O 0 1 N N N 32.158 -2.128 18.094 3.177 0.678 -0.309 O1 3UA 14 3UA P P P 0 1 N N N 31.549 -2.658 19.352 2.374 1.825 0.486 P 3UA 15 3UA O3 O3 O 0 1 N N N 31.987 -1.855 20.417 2.720 3.262 -0.151 O3 3UA 16 3UA O2 O2 O 0 1 N N N 31.898 -4.145 19.520 2.772 1.808 1.911 O2 3UA 17 3UA O4 O4 O 0 1 N N N 30.037 -2.462 19.061 0.791 1.552 0.368 O4 3UA 18 3UA P1 P1 P 0 1 N N N 29.503 -1.314 18.150 -0.501 2.109 1.150 P1 3UA 19 3UA O6 O6 O 0 1 N N N 29.372 -1.697 16.809 -0.392 3.578 1.300 O6 3UA 20 3UA O5 O5 O 0 1 N N N 30.285 0.001 18.291 -0.584 1.425 2.605 O5 3UA 21 3UA O7 O7 O 0 1 N N N 28.096 -1.242 18.738 -1.830 1.753 0.313 O7 3UA 22 3UA C2 C2 C 0 1 N N N 27.751 -0.642 19.956 -3.132 2.203 0.691 C2 3UA 23 3UA C3 C3 C 0 1 N N R 26.404 -1.118 20.467 -4.162 1.688 -0.316 C3 3UA 24 3UA O8 O8 O 0 1 N N N 25.390 -0.918 19.514 -4.316 0.258 -0.191 O8 3UA 25 3UA C6 C6 C 0 1 N N S 26.364 -2.584 20.773 -5.560 2.265 0.002 C6 3UA 26 3UA O10 O10 O 0 1 N N N 26.809 -2.857 22.071 -5.839 3.389 -0.835 O10 3UA 27 3UA C5 C5 C 0 1 N N R 24.934 -2.914 20.604 -6.526 1.102 -0.313 C5 3UA 28 3UA O9 O9 O 0 1 N N N 24.228 -2.648 21.799 -7.433 1.472 -1.354 O9 3UA 29 3UA C4 C4 C 0 1 N N R 24.512 -2.008 19.489 -5.599 -0.040 -0.785 C4 3UA 30 3UA N N N 0 1 N N N 24.498 -2.718 18.224 -6.095 -1.332 -0.304 N 3UA 31 3UA C10 C10 C 0 1 N N N 23.425 -3.380 17.872 -6.460 -2.277 -1.189 C10 3UA 32 3UA O12 O12 O 0 1 N N N 22.449 -3.415 18.581 -6.374 -2.048 -2.380 O12 3UA 33 3UA C7 C7 C 0 1 N N N 25.521 -2.722 17.398 -6.178 -1.568 1.041 C7 3UA 34 3UA C8 C8 C 0 1 N N N 25.478 -3.389 16.227 -6.636 -2.759 1.484 C8 3UA 35 3UA C9 C9 C 0 1 N N N 24.342 -4.052 15.927 -7.022 -3.742 0.542 C9 3UA 36 3UA N1 N1 N 0 1 N N N 23.346 -4.033 16.751 -6.920 -3.472 -0.775 N1 3UA 37 3UA O11 O11 O 0 1 N N N 24.235 -4.671 14.892 -7.438 -4.823 0.917 O11 3UA 38 3UA H1 H1 H 0 1 N N N 33.630 -3.616 17.959 5.052 1.560 -0.142 H1 3UA 39 3UA H2 H2 H 0 1 N N N 33.564 -5.040 15.530 7.111 -0.154 0.810 H2 3UA 40 3UA H3 H3 H 0 1 N N N 32.653 -5.290 13.598 7.596 -2.546 0.477 H3 3UA 41 3UA H4 H4 H 0 1 N N N 33.917 -3.473 12.900 4.726 -2.860 0.174 H4 3UA 42 3UA H5 H5 H 0 1 N N N 30.707 -3.359 14.751 6.985 -1.710 2.766 H5 3UA 43 3UA H6 H6 H 0 1 N N N 30.618 -3.697 12.989 5.299 -2.190 2.454 H6 3UA 44 3UA H7 H7 H 0 1 N N N 29.446 -5.270 14.265 6.526 -3.916 3.559 H7 3UA 45 3UA H8 H8 H 0 1 N N N 32.430 -2.396 21.061 2.485 3.345 -1.086 H8 3UA 46 3UA H9 H9 H 0 1 N N N 30.538 0.314 17.430 -0.658 0.461 2.582 H9 3UA 47 3UA H10 H10 H 0 1 N N N 28.520 -0.888 20.703 -3.373 1.823 1.684 H10 3UA 48 3UA H11 H11 H 0 1 N N N 27.712 0.448 19.815 -3.150 3.293 0.705 H11 3UA 49 3UA H12 H12 H 0 1 N N N 26.167 -0.562 21.386 -3.865 1.952 -1.331 H12 3UA 50 3UA H13 H13 H 0 1 N N N 26.962 -3.131 20.029 -5.627 2.546 1.053 H13 3UA 51 3UA H14 H14 H 0 1 N N N 26.770 -3.793 22.229 -6.705 3.791 -0.677 H14 3UA 52 3UA H15 H15 H 0 1 N N N 24.819 -3.965 20.299 -7.074 0.807 0.582 H15 3UA 53 3UA H16 H16 H 0 1 N N N 24.523 -3.241 22.480 -7.999 2.225 -1.134 H16 3UA 54 3UA H17 H17 H 0 1 N N N 23.492 -1.657 19.705 -5.522 -0.043 -1.872 H17 3UA 55 3UA H18 H18 H 0 1 N N N 26.416 -2.179 17.663 -5.879 -0.806 1.746 H18 3UA 56 3UA H19 H19 H 0 1 N N N 26.322 -3.392 15.554 -6.707 -2.958 2.543 H19 3UA 57 3UA H20 H20 H 0 1 N N N 22.506 -4.526 16.524 -7.182 -4.141 -1.427 H20 3UA 58 # 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 3UA O15 C13 SING N N 1 3UA C13 C14 SING N N 2 3UA C13 C SING N N 3 3UA C14 O16 SING N N 4 3UA F7 C12 SING N N 5 3UA O11 C9 DOUB N N 6 3UA C C12 SING N N 7 3UA C O SING N N 8 3UA C12 F57 SING N N 9 3UA C12 C11 SING N N 10 3UA C9 C8 SING N N 11 3UA C9 N1 SING N N 12 3UA F58 C11 SING N N 13 3UA C8 C7 DOUB N N 14 3UA O C1 SING N N 15 3UA C11 F6 SING N N 16 3UA C11 C1 SING N N 17 3UA N1 C10 SING N N 18 3UA O6 P1 DOUB N N 19 3UA C1 O1 SING N N 20 3UA C7 N SING N N 21 3UA C10 N SING N N 22 3UA C10 O12 DOUB N N 23 3UA O1 P SING N N 24 3UA P1 O5 SING N N 25 3UA P1 O7 SING N N 26 3UA P1 O4 SING N N 27 3UA N C4 SING N N 28 3UA O7 C2 SING N N 29 3UA O4 P SING N N 30 3UA P O2 DOUB N N 31 3UA P O3 SING N N 32 3UA C4 O8 SING N N 33 3UA C4 C5 SING N N 34 3UA O8 C3 SING N N 35 3UA C2 C3 SING N N 36 3UA C3 C6 SING N N 37 3UA C5 C6 SING N N 38 3UA C5 O9 SING N N 39 3UA C6 O10 SING N N 40 3UA C1 H1 SING N N 41 3UA C H2 SING N N 42 3UA C13 H3 SING N N 43 3UA O15 H4 SING N N 44 3UA C14 H5 SING N N 45 3UA C14 H6 SING N N 46 3UA O16 H7 SING N N 47 3UA O3 H8 SING N N 48 3UA O5 H9 SING N N 49 3UA C2 H10 SING N N 50 3UA C2 H11 SING N N 51 3UA C3 H12 SING N N 52 3UA C6 H13 SING N N 53 3UA O10 H14 SING N N 54 3UA C5 H15 SING N N 55 3UA O9 H16 SING N N 56 3UA C4 H17 SING N N 57 3UA C7 H18 SING N N 58 3UA C8 H19 SING N N 59 3UA N1 H20 SING N N 60 # 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 3UA SMILES ACDLabs 12.01 "O=C1C=CN(C(=O)N1)C2OC(C(O)C2O)COP(=O)(OP(=O)(OC3OC(C(F)(F)C3(F)F)C(O)CO)O)O" 3UA InChI InChI 1.03 "InChI=1S/C15H20F4N2O15P2/c16-14(17)10(5(23)3-22)34-12(15(14,18)19)35-38(30,31)36-37(28,29)32-4-6-8(25)9(26)11(33-6)21-2-1-7(24)20-13(21)27/h1-2,5-6,8-12,22-23,25-26H,3-4H2,(H,28,29)(H,30,31)(H,20,24,27)/t5-,6-,8-,9-,10+,11-,12-/m1/s1" 3UA InChIKey InChI 1.03 QGSSIXQRPAELEQ-UMEAPJPCSA-N 3UA SMILES_CANONICAL CACTVS 3.385 "OC[C@@H](O)[C@@H]1O[C@H](O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)C(F)(F)C1(F)F" 3UA SMILES CACTVS 3.385 "OC[CH](O)[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O)C(F)(F)C1(F)F" 3UA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O[C@@H]3C(C([C@@H](O3)[C@@H](CO)O)(F)F)(F)F)O)O" 3UA SMILES "OpenEye OEToolkits" 1.7.6 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(O3)C(CO)O)(F)F)(F)F)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 3UA "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,3,4,4-tetrafluorotetrahydrofuran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name)" 3UA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,5S)-5-[(1R)-1,2-bis(oxidanyl)ethyl]-3,3,4,4-tetrakis(fluoranyl)oxolan-2-yl] [[(2R,3S,4R,5R)-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-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 3UA "Create component" 2014-10-31 RCSB 3UA "Initial release" 2015-01-21 RCSB #