data_3UC # _chem_comp.id 3UC _chem_comp.name "[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,5S,6R)-3,3,4,4-tetrafluoro-5-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 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 3UC _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 4RPL _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 3UC "F2''" "F2''" F 0 0 N N N 34.778 -2.414 17.180 -6.862 0.332 -1.336 "F2''" 3UC 1 3UC "C2'" "C2'" C 0 1 N N N 33.488 -1.934 17.379 -5.465 0.267 -1.391 "C2'" 3UC 2 3UC "F2'" "F2'" F 0 1 N N N 33.829 -1.042 18.435 -5.075 -0.431 -2.538 "F2'" 3UC 3 3UC "C3'" "C3'" C 0 1 N N N 33.335 -1.219 16.110 -4.888 1.686 -1.433 "C3'" 3UC 4 3UC "F3''" "F3''" F 0 0 N N N 33.999 -0.363 15.848 -5.421 2.376 -2.527 "F3''" 3UC 5 3UC "F3'" "F3'" F 0 1 N N N 32.173 -0.352 16.179 -3.496 1.622 -1.552 "F3'" 3UC 6 3UC "C4'" "C4'" C 0 1 N N S 33.224 -2.196 15.069 -5.259 2.414 -0.137 "C4'" 3UC 7 3UC "O4'" "O4'" O 0 1 N N N 34.310 -3.141 15.139 -6.680 2.537 -0.047 "O4'" 3UC 8 3UC "C5'" "C5'" C 0 1 N N R 31.961 -2.971 15.205 -4.738 1.610 1.058 "C5'" 3UC 9 3UC "C6'" "C6'" C 0 1 N N N 32.049 -4.136 14.314 -5.156 2.299 2.358 "C6'" 3UC 10 3UC "O6'" "O6'" O 0 1 N N N 31.518 -3.983 13.032 -4.573 1.615 3.469 "O6'" 3UC 11 3UC "O5'" "O5'" O 0 1 N N N 31.671 -3.443 16.611 -5.289 0.292 1.019 "O5'" 3UC 12 3UC "C1'" "C1'" C 0 1 N N R 32.241 -2.745 17.693 -4.937 -0.454 -0.148 "C1'" 3UC 13 3UC O3B O3B O 0 1 N N N 31.318 -1.864 18.220 -3.515 -0.566 -0.231 O3B 3UC 14 3UC PB PB P 0 1 N N N 30.734 -2.144 19.561 -2.691 -1.780 0.433 PB 3UC 15 3UC O1B O1B O 0 1 N N N 31.044 -3.532 19.903 -3.019 -1.869 1.873 O1B 3UC 16 3UC O2B O2B O 0 1 N N N 31.235 -1.188 20.591 -3.089 -3.160 -0.294 O2B 3UC 17 3UC O3A O3A O 0 1 N N N 29.206 -2.046 19.385 -1.113 -1.517 0.257 O3A 3UC 18 3UC PA PA P 0 1 N N N 28.568 -1.120 18.240 0.208 -2.147 0.928 PA 3UC 19 3UC O1A O1A O 0 1 N N N 29.272 0.252 18.266 0.372 -1.578 2.426 O1A 3UC 20 3UC O2A O2A O 0 1 N N N 28.665 -1.788 16.866 0.084 -3.621 0.972 O2A 3UC 21 3UC O5D O5D O 0 1 N N N 27.046 -0.924 18.675 1.499 -1.742 0.056 O5D 3UC 22 3UC C5D C5D C 0 1 N N N 26.789 -0.275 19.877 2.812 -2.234 0.334 C5D 3UC 23 3UC C4D C4D C 0 1 N N R 25.539 -0.665 20.522 3.799 -1.655 -0.681 C4D 3UC 24 3UC C3D C3D C 0 1 N N S 25.607 -2.087 20.844 5.202 -2.270 -0.479 C3D 3UC 25 3UC O3D O3D O 0 1 N N N 26.120 -2.298 22.139 5.423 -3.329 -1.412 O3D 3UC 26 3UC C2D C2D C 0 1 N N R 24.257 -2.534 20.721 6.169 -1.096 -0.752 C2D 3UC 27 3UC O2D O2D O 0 1 N N N 23.575 -2.411 21.930 7.018 -1.395 -1.862 O2D 3UC 28 3UC O4D O4D O 0 1 N N N 24.491 -0.552 19.553 3.980 -0.240 -0.455 O4D 3UC 29 3UC C1D C1D C 0 1 N N R 23.667 -1.638 19.688 5.236 0.089 -1.087 C1D 3UC 30 3UC N1 N1 N 0 1 N N N 23.501 -2.419 18.417 5.775 1.334 -0.535 N1 3UC 31 3UC C6 C6 C 0 1 N N N 24.512 -2.544 17.534 6.116 2.357 -1.377 C6 3UC 32 3UC C5 C5 C 0 1 N N N 24.320 -3.278 16.363 6.613 3.505 -0.867 C5 3UC 33 3UC C4 C4 C 0 1 N N N 23.088 -3.866 16.134 6.770 3.625 0.535 C4 3UC 34 3UC O4 O4 O 0 1 N N N 22.874 -4.573 15.028 7.215 4.651 1.018 O4 3UC 35 3UC N3 N3 N 0 1 N N N 22.115 -3.722 17.025 6.422 2.593 1.330 N3 3UC 36 3UC C2 C2 C 0 1 N N N 22.334 -3.003 18.152 5.925 1.462 0.796 C2 3UC 37 3UC O2 O2 O 0 1 N N N 21.436 -2.881 18.956 5.615 0.540 1.526 O2 3UC 38 3UC H1 H1 H 0 1 N N N 33.233 -1.697 14.089 -4.806 3.405 -0.134 H1 3UC 39 3UC H2 H2 H 0 1 N N N 35.137 -2.681 15.055 -7.078 3.036 -0.773 H2 3UC 40 3UC H3 H3 H 0 1 N N N 31.125 -2.337 14.876 -3.651 1.551 1.010 H3 3UC 41 3UC H4 H4 H 0 1 N N N 31.517 -4.968 14.799 -4.812 3.333 2.348 H4 3UC 42 3UC H5 H5 H 0 1 N N N 33.113 -4.394 14.206 -6.242 2.278 2.448 H5 3UC 43 3UC H6 H6 H 0 1 N N N 31.628 -4.791 12.545 -4.796 1.998 4.328 H6 3UC 44 3UC H7 H7 H 0 1 N N N 32.518 -3.474 18.469 -5.378 -1.449 -0.091 H7 3UC 45 3UC H8 H8 H 0 1 N N N 31.668 -1.669 21.286 -2.902 -3.173 -1.243 H8 3UC 46 3UC H9 H9 H 0 1 N N N 29.643 0.434 17.411 0.459 -0.616 2.474 H9 3UC 47 3UC H10 H10 H 0 1 N N N 27.615 -0.494 20.569 3.107 -1.935 1.339 H10 3UC 48 3UC H11 H11 H 0 1 N N N 26.752 0.807 19.682 2.814 -3.322 0.263 H11 3UC 49 3UC H12 H12 H 0 1 N N N 25.340 -0.057 21.417 3.448 -1.836 -1.697 H12 3UC 50 3UC H13 H13 H 0 1 N N N 26.237 -2.598 20.101 5.316 -2.632 0.543 H13 3UC 51 3UC H14 H14 H 0 1 N N N 26.152 -3.230 22.319 6.289 -3.751 -1.329 H14 3UC 52 3UC H15 H15 H 0 1 N N N 24.231 -3.573 20.362 6.764 -0.878 0.135 H15 3UC 53 3UC H16 H16 H 0 1 N N N 23.966 -2.989 22.575 7.582 -2.169 -1.728 H16 3UC 54 3UC H17 H17 H 0 1 N N N 22.672 -1.319 20.031 5.107 0.176 -2.166 H17 3UC 55 3UC H18 H18 H 0 1 N N N 25.466 -2.078 17.732 5.990 2.247 -2.443 H18 3UC 56 3UC H19 H19 H 0 1 N N N 25.121 -3.386 15.646 6.886 4.320 -1.520 H19 3UC 57 3UC H20 H20 H 0 1 N N N 21.222 -4.143 16.865 6.527 2.668 2.292 H20 3UC 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 3UC "O6'" "C6'" SING N N 1 3UC "C6'" "C5'" SING N N 2 3UC O4 C4 DOUB N N 3 3UC "C4'" "O4'" SING N N 4 3UC "C4'" "C5'" SING N N 5 3UC "C4'" "C3'" SING N N 6 3UC "C5'" "O5'" SING N N 7 3UC "F3''" "C3'" SING N N 8 3UC "C3'" "F3'" SING N N 9 3UC "C3'" "C2'" SING N N 10 3UC C4 C5 SING N N 11 3UC C4 N3 SING N N 12 3UC C5 C6 DOUB N N 13 3UC "O5'" "C1'" SING N N 14 3UC O2A PA DOUB N N 15 3UC N3 C2 SING N N 16 3UC "F2''" "C2'" SING N N 17 3UC "C2'" "C1'" SING N N 18 3UC "C2'" "F2'" SING N N 19 3UC C6 N1 SING N N 20 3UC "C1'" O3B SING N N 21 3UC C2 N1 SING N N 22 3UC C2 O2 DOUB N N 23 3UC O3B PB SING N N 24 3UC PA O1A SING N N 25 3UC PA O5D SING N N 26 3UC PA O3A SING N N 27 3UC N1 C1D SING N N 28 3UC O5D C5D SING N N 29 3UC O3A PB SING N N 30 3UC O4D C1D SING N N 31 3UC O4D C4D SING N N 32 3UC PB O1B DOUB N N 33 3UC PB O2B SING N N 34 3UC C1D C2D SING N N 35 3UC C5D C4D SING N N 36 3UC C4D C3D SING N N 37 3UC C2D C3D SING N N 38 3UC C2D O2D SING N N 39 3UC C3D O3D SING N N 40 3UC "C4'" H1 SING N N 41 3UC "O4'" H2 SING N N 42 3UC "C5'" H3 SING N N 43 3UC "C6'" H4 SING N N 44 3UC "C6'" H5 SING N N 45 3UC "O6'" H6 SING N N 46 3UC "C1'" H7 SING N N 47 3UC O2B H8 SING N N 48 3UC O1A H9 SING N N 49 3UC C5D H10 SING N N 50 3UC C5D H11 SING N N 51 3UC C4D H12 SING N N 52 3UC C3D H13 SING N N 53 3UC O3D H14 SING N N 54 3UC C2D H15 SING N N 55 3UC O2D H16 SING N N 56 3UC C1D H17 SING N N 57 3UC C6 H18 SING N N 58 3UC C5 H19 SING N N 59 3UC N3 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 3UC SMILES ACDLabs 12.01 "O=C1C=CN(C(=O)N1)C2OC(C(O)C2O)COP(=O)(OP(=O)(OC3OC(C(O)C(F)(F)C3(F)F)CO)O)O" 3UC InChI InChI 1.03 "InChI=1S/C15H20F4N2O15P2/c16-14(17)10(26)5(3-22)34-12(15(14,18)19)35-38(30,31)36-37(28,29)32-4-6-8(24)9(25)11(33-6)21-2-1-7(23)20-13(21)27/h1-2,5-6,8-12,22,24-26H,3-4H2,(H,28,29)(H,30,31)(H,20,23,27)/t5-,6-,8-,9-,10+,11-,12-/m1/s1" 3UC InChIKey InChI 1.03 MUYRTPUNBLMMOR-UMEAPJPCSA-N 3UC SMILES_CANONICAL CACTVS 3.385 "OC[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)C(F)(F)[C@H]1O" 3UC SMILES CACTVS 3.385 "OC[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)C(F)(F)[CH]1O" 3UC 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]([C@H](O3)CO)O)(F)F)(F)F)O)O" 3UC 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(C(O3)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 3UC "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,5S,6R)-3,3,4,4-tetrafluoro-5-hydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)" 3UC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[(2R,3S,4R,5R)-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2R,5S,6R)-3,3,4,4-tetrakis(fluoranyl)-6-(hydroxymethyl)-5-oxidanyl-oxan-2-yl] 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 3UC "Create component" 2014-10-31 RCSB 3UC "Initial release" 2015-01-21 RCSB #