data_UGB # _chem_comp.id UGB _chem_comp.name "(2S,3R,4S,5R,6R)-6-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H22 N2 O18 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-24 _chem_comp.pdbx_modified_date 2011-06-04 _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 580.285 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UGB _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 3OH1 _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 UGB N1 N1 N 0 1 N N N 9.619 9.183 31.890 5.660 -1.138 0.278 N1 UGB 1 UGB C2 C2 C 0 1 N N N 9.128 9.199 33.240 6.220 -2.107 1.025 C2 UGB 2 UGB O2 O2 O 0 1 N N N 8.876 8.132 33.768 6.269 -1.980 2.233 O2 UGB 3 UGB N3 N3 N 0 1 N N N 8.964 10.450 33.888 6.724 -3.217 0.453 N3 UGB 4 UGB C4 C4 C 0 1 N N N 9.270 11.560 33.223 6.676 -3.373 -0.885 C4 UGB 5 UGB O4 O4 O 0 1 N N N 9.112 12.752 33.826 7.132 -4.377 -1.403 O4 UGB 6 UGB C5 C5 C 0 1 N N N 9.758 11.592 31.861 6.091 -2.361 -1.683 C5 UGB 7 UGB C6 C6 C 0 1 N N N 9.917 10.390 31.248 5.592 -1.258 -1.083 C6 UGB 8 UGB PA PA P 0 1 N N N 11.332 9.817 26.545 0.059 1.973 -1.239 PA UGB 9 UGB PB PB P 0 1 N N N 14.056 10.846 26.466 -2.832 1.335 -1.090 PB UGB 10 UGB "O'P" "O'P" O 0 1 N N N 16.910 6.028 23.298 -6.625 -2.539 -1.777 "O'P" UGB 11 UGB "O'Q" "O'Q" O 0 1 N N N 14.965 6.182 24.312 -5.510 -4.081 -0.653 "O'Q" UGB 12 UGB "C1'" "C1'" C 0 1 N N R 15.976 8.961 26.927 -5.124 0.690 0.122 "C1'" UGB 13 UGB O1A O1A O 0 1 N N N 10.319 10.900 26.709 0.434 1.509 -2.735 O1A UGB 14 UGB O1B O1B O 0 1 N N N 13.817 10.999 27.918 -3.144 0.608 -2.492 O1B UGB 15 UGB C1D C1D C 0 1 N N R 9.874 7.960 31.092 5.114 0.056 0.929 C1D UGB 16 UGB "C2'" "C2'" C 0 1 N N R 17.457 9.098 27.462 -5.592 0.649 1.579 "C2'" UGB 17 UGB "O2'" "O2'" O 0 1 N N N 17.638 10.184 28.321 -5.011 1.738 2.298 "O2'" UGB 18 UGB O2A O2A O 0 1 N N N 10.869 8.600 25.657 -0.192 3.431 -1.224 O2A UGB 19 UGB O2B O2B O 0 1 N N N 14.372 12.141 25.639 -3.190 2.768 -1.186 O2B UGB 20 UGB C2D C2D C 0 1 N N R 8.970 7.698 29.832 5.882 1.324 0.477 C2D UGB 21 UGB O2D O2D O 0 1 N N N 7.740 7.228 30.273 7.041 1.534 1.286 O2D UGB 22 UGB "C3'" "C3'" C 0 1 N N S 18.402 9.111 26.185 -5.152 -0.675 2.211 "C3'" UGB 23 UGB "O3'" "O3'" O 0 1 N N N 19.753 9.098 26.545 -5.647 -0.754 3.549 "O3'" UGB 24 UGB O3A O3A O 0 1 N N N 12.663 10.361 25.887 -1.264 1.196 -0.751 O3A UGB 25 UGB O3B O3B O 0 1 N N N 15.446 10.019 26.166 -3.697 0.643 0.078 O3B UGB 26 UGB C3D C3D C 0 1 N N S 9.888 6.650 29.097 4.834 2.439 0.713 C3D UGB 27 UGB O3D O3D O 0 1 N N N 9.674 5.329 29.455 5.068 3.088 1.964 O3D UGB 28 UGB "C4'" "C4'" C 0 1 N N R 18.103 7.890 25.254 -5.716 -1.835 1.386 "C4'" UGB 29 UGB "O4'" "O4'" O 0 1 N N N 18.583 6.703 25.811 -7.144 -1.800 1.428 "O4'" UGB 30 UGB C4D C4D C 0 1 N N R 11.340 7.132 29.516 3.486 1.691 0.737 C4D UGB 31 UGB O4D O4D O 0 1 N N N 11.235 7.700 30.810 3.761 0.301 0.488 O4D UGB 32 UGB "C5'" "C5'" C 0 1 N N S 16.558 7.808 24.979 -5.244 -1.698 -0.063 "C5'" UGB 33 UGB "O5'" "O5'" O 0 1 N N N 15.807 7.776 26.175 -5.660 -0.433 -0.581 "O5'" UGB 34 UGB C5D C5D C 0 1 N N N 12.057 7.937 28.397 2.565 2.244 -0.353 C5D UGB 35 UGB O5D O5D O 0 1 N N N 11.553 9.193 28.067 1.280 1.628 -0.248 O5D UGB 36 UGB "C6'" "C6'" C 0 1 N N N 16.228 6.614 24.112 -5.844 -2.803 -0.894 "C6'" UGB 37 UGB H5 H5 H 0 1 N N N 9.984 12.521 31.359 6.043 -2.468 -2.756 H5 UGB 38 UGB H6 H6 H 0 1 N N N 10.285 10.365 30.233 5.141 -0.476 -1.675 H6 UGB 39 UGB "HO'Q" "HO'Q" H 0 0 N N N 14.792 5.437 23.749 -5.920 -4.754 -1.212 "HO'Q" UGB 40 UGB "H1'" "H1'" H 0 1 N N N 15.410 8.960 27.870 -5.472 1.611 -0.346 "H1'" UGB 41 UGB HO1A HO1A H 0 0 N N N 9.530 10.671 26.233 0.611 0.562 -2.820 HO1A UGB 42 UGB HO1B HO1B H 0 0 N N N 13.894 11.915 28.157 -2.933 -0.336 -2.502 HO1B UGB 43 UGB H1D H1D H 0 1 N N N 9.533 7.211 31.822 5.151 -0.049 2.013 H1D UGB 44 UGB "H2'" "H2'" H 0 1 N N N 17.716 8.244 28.106 -6.679 0.727 1.615 "H2'" UGB 45 UGB "HO2'" "HO2'" H 0 0 N N N 18.543 10.214 28.608 -5.244 2.609 1.948 "HO2'" UGB 46 UGB H2D H2D H 0 1 N N N 8.697 8.539 29.177 6.152 1.260 -0.577 H2D UGB 47 UGB HO2D HO2D H 0 0 N N N 7.177 7.063 29.526 7.554 2.316 1.041 HO2D UGB 48 UGB "H3'" "H3'" H 0 1 N N N 18.191 10.043 25.640 -4.063 -0.729 2.222 "H3'" UGB 49 UGB "HO3'" "HO3'" H 0 0 N N N 20.290 9.106 25.761 -5.334 -0.044 4.127 "HO3'" UGB 50 UGB H3D H3D H 0 1 N N N 9.693 6.633 28.015 4.857 3.162 -0.102 H3D UGB 51 UGB HO3D HO3D H 0 0 N N N 10.266 4.768 28.967 5.928 3.526 2.025 HO3D UGB 52 UGB "H4'" "H4'" H 0 1 N N N 18.627 8.032 24.297 -5.363 -2.781 1.798 "H4'" UGB 53 UGB "HO4'" "HO4'" H 0 0 N N N 18.390 5.978 25.228 -7.570 -2.508 0.926 "HO4'" UGB 54 UGB H4D H4D H 0 1 N N N 12.054 6.301 29.612 3.017 1.804 1.714 H4D UGB 55 UGB "H5'" "H5'" H 0 1 N N N 16.277 8.724 24.439 -4.156 -1.765 -0.099 "H5'" UGB 56 UGB H5D H5D H 0 1 N N N 13.093 8.091 28.733 2.462 3.322 -0.229 H5D UGB 57 UGB H5DA H5DA H 0 0 N N N 12.004 7.325 27.484 2.993 2.030 -1.332 H5DA UGB 58 UGB HN3 HN3 H 0 1 N N N 8.625 10.496 34.827 7.124 -3.906 1.007 HN3 UGB 59 # 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 UGB C1D N1 SING N N 1 UGB C6 N1 SING N N 2 UGB N1 C2 SING N N 3 UGB C2 O2 DOUB N N 4 UGB C2 N3 SING N N 5 UGB C4 N3 SING N N 6 UGB C5 C4 SING N N 7 UGB C4 O4 DOUB N N 8 UGB C6 C5 DOUB N N 9 UGB C5 H5 SING N N 10 UGB C6 H6 SING N N 11 UGB O2A PA DOUB N N 12 UGB O3A PA SING N N 13 UGB PA O1A SING N N 14 UGB PA O5D SING N N 15 UGB O2B PB DOUB N N 16 UGB O3A PB SING N N 17 UGB O3B PB SING N N 18 UGB PB O1B SING N N 19 UGB "O'P" "C6'" DOUB N N 20 UGB "C6'" "O'Q" SING N N 21 UGB "O'Q" "HO'Q" SING N N 22 UGB O3B "C1'" SING N N 23 UGB "O5'" "C1'" SING N N 24 UGB "C1'" "C2'" SING N N 25 UGB "C1'" "H1'" SING N N 26 UGB O1A HO1A SING N N 27 UGB O1B HO1B SING N N 28 UGB C2D C1D SING N N 29 UGB O4D C1D SING N N 30 UGB C1D H1D SING N N 31 UGB "C3'" "C2'" SING N N 32 UGB "C2'" "O2'" SING N N 33 UGB "C2'" "H2'" SING N N 34 UGB "O2'" "HO2'" SING N N 35 UGB C3D C2D SING N N 36 UGB C2D O2D SING N N 37 UGB C2D H2D SING N N 38 UGB O2D HO2D SING N N 39 UGB "C4'" "C3'" SING N N 40 UGB "C3'" "O3'" SING N N 41 UGB "C3'" "H3'" SING N N 42 UGB "O3'" "HO3'" SING N N 43 UGB C3D O3D SING N N 44 UGB C3D C4D SING N N 45 UGB C3D H3D SING N N 46 UGB O3D HO3D SING N N 47 UGB "C5'" "C4'" SING N N 48 UGB "C4'" "O4'" SING N N 49 UGB "C4'" "H4'" SING N N 50 UGB "O4'" "HO4'" SING N N 51 UGB C5D C4D SING N N 52 UGB C4D O4D SING N N 53 UGB C4D H4D SING N N 54 UGB "C6'" "C5'" SING N N 55 UGB "C5'" "O5'" SING N N 56 UGB "C5'" "H5'" SING N N 57 UGB O5D C5D SING N N 58 UGB C5D H5D SING N N 59 UGB C5D H5DA SING N N 60 UGB N3 HN3 SING N N 61 # 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 UGB SMILES ACDLabs 12.01 "O=C1C=CN(C(=O)N1)C2OC(C(O)C2O)COP(=O)(OP(=O)(OC3OC(C(=O)O)C(O)C(O)C3O)O)O" UGB SMILES_CANONICAL CACTVS 3.370 "O[C@@H]1[C@@H](O)[C@H](O[C@@H]([C@@H]1O)C(O)=O)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" UGB SMILES CACTVS 3.370 "O[CH]1[CH](O)[CH](O[CH]([CH]1O)C(O)=O)O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O" UGB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)(O)O[P@@](=O)(O)O[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)C(=O)O)O)O)O)O)O" UGB SMILES "OpenEye OEToolkits" 1.7.0 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)C(=O)O)O)O)O)O)O" UGB InChI InChI 1.03 "InChI=1S/C15H22N2O18P2/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26)/t4-,6-,7+,8-,9-,10-,11+,12-,14-/m1/s1" UGB InChIKey InChI 1.03 HDYANYHVCAPMJV-GXNRKQDOSA-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 UGB "SYSTEMATIC NAME" ACDLabs 12.01 "(2S,3R,4S,5R,6R)-6-{[(S)-{[(R)-{[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid" UGB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2S,3R,4S,5R,6R)-6-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UGB "Create component" 2010-08-24 RCSB UGB "Modify descriptor" 2011-06-04 RCSB #