data_ULF # _chem_comp.id ULF _chem_comp.name "[(1R,3R,4R,5R,7S)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-fluoro-7-hydroxy-2-oxabicyclo[2.2.1]hept-1-yl]methyl dihydrogen phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H14 F N2 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-29 _chem_comp.pdbx_modified_date 2013-11-15 _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 352.210 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ULF _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4HQH _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 ULF "F7'" "F7'" F 0 1 N N N -5.509 -9.324 3.098 0.757 3.326 1.194 "F7'" ULF 1 ULF "C6'" "C6'" C 0 1 N N R -6.850 -9.179 3.444 0.308 2.854 -0.044 "C6'" ULF 2 ULF "C8'" "C8'" C 0 1 N N N -7.534 -8.440 2.300 -1.048 2.127 0.111 "C8'" ULF 3 ULF "C2'" "C2'" C 0 1 N N R -6.989 -8.272 4.655 1.266 1.747 -0.589 "C2'" ULF 4 ULF "C3'" "C3'" C 0 1 N N S -8.382 -7.839 4.414 0.280 0.953 -1.522 "C3'" ULF 5 ULF "O3'" "O3'" O 0 1 N N N -9.286 -8.939 4.330 -0.251 1.768 -2.569 "O3'" ULF 6 ULF "C1'" "C1'" C 0 1 N N R -6.228 -6.953 4.419 1.375 0.738 0.597 "C1'" ULF 7 ULF "O4'" "O4'" O 0 1 N N N -6.917 -6.376 3.307 0.091 0.090 0.671 "O4'" ULF 8 ULF "C4'" "C4'" C 0 1 N N R -8.033 -7.246 3.066 -0.770 0.676 -0.389 "C4'" ULF 9 ULF "C5'" "C5'" C 0 1 N N N -9.136 -6.549 2.324 -2.004 -0.135 -0.786 "C5'" ULF 10 ULF "O5'" "O5'" O 0 1 N N N -9.749 -5.672 3.254 -2.918 -0.182 0.312 "O5'" ULF 11 ULF P P P 0 1 N N N -10.492 -4.461 2.651 -4.328 -0.954 0.247 P ULF 12 ULF OP2 OP2 O 0 1 N N N -11.045 -3.605 3.902 -5.149 -0.689 1.607 OP2 ULF 13 ULF OP1 OP1 O 0 1 N N N -11.602 -5.046 1.597 -5.111 -0.457 -0.906 OP1 ULF 14 ULF N1 N1 N 0 1 N N N -6.218 -6.023 5.557 2.426 -0.247 0.330 N1 ULF 15 ULF C6 C6 C 0 1 N N N -7.096 -5.021 5.668 2.100 -1.450 -0.234 C6 ULF 16 ULF C5 C5 C 0 1 N N N -7.049 -4.140 6.717 3.069 -2.357 -0.481 C5 ULF 17 ULF C4 C4 C 0 1 N N N -6.038 -4.349 7.661 4.408 -2.042 -0.149 C4 ULF 18 ULF O4 O4 O 0 1 N N N -5.932 -3.544 8.732 5.299 -2.844 -0.363 O4 ULF 19 ULF N3 N3 N 0 1 N N N -5.194 -5.339 7.534 4.689 -0.845 0.405 N3 ULF 20 ULF C2 C2 C 0 1 N N N -5.269 -6.181 6.491 3.704 0.043 0.635 C2 ULF 21 ULF O2 O2 O 0 1 N N N -4.395 -7.181 6.373 3.973 1.120 1.131 O2 ULF 22 ULF H1 H1 H 0 1 N N N -7.344 -10.145 3.627 0.226 3.674 -0.757 H1 ULF 23 ULF H2 H2 H 0 1 N N N -8.357 -9.025 1.863 -1.357 2.116 1.157 H2 ULF 24 ULF H3 H3 H 0 1 N N N -6.825 -8.157 1.508 -1.809 2.603 -0.507 H3 ULF 25 ULF H4 H4 H 0 1 N N N -6.794 -8.752 5.626 2.202 2.086 -1.032 H4 ULF 26 ULF H5 H5 H 0 1 N N N -8.707 -7.066 5.126 0.725 0.035 -1.907 H5 ULF 27 ULF H6 H6 H 0 1 N N N -9.467 -9.268 5.203 0.419 2.121 -3.171 H6 ULF 28 ULF H7 H7 H 0 1 N N N -5.193 -7.194 4.135 1.585 1.270 1.526 H7 ULF 29 ULF H8 H8 H 0 1 N N N -8.725 -5.980 1.477 -2.489 0.335 -1.642 H8 ULF 30 ULF H9 H9 H 0 1 N N N -9.867 -7.282 1.952 -1.703 -1.149 -1.051 H9 ULF 31 ULF H12 H12 H 0 1 N N N -7.860 -4.903 4.914 1.072 -1.673 -0.479 H12 ULF 32 ULF H13 H13 H 0 1 N N N -7.755 -3.328 6.810 2.825 -3.311 -0.925 H13 ULF 33 ULF H14 H14 H 0 1 N N N -4.482 -5.471 8.224 5.604 -0.622 0.634 H14 ULF 34 ULF OP3 OP3 O 0 1 N Y N ? ? ? -4.068 -2.534 0.078 OP3 ULF 35 ULF H10 H10 H 0 1 N Y N ? ? ? -3.559 -2.928 0.799 H10 ULF 36 ULF H11 H11 H 0 1 N N N -11.992 -3.553 3.856 -6.011 -1.125 1.638 H11 ULF 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 ULF OP1 P DOUB N N 1 ULF "C8'" "C4'" SING N N 2 ULF "C8'" "C6'" SING N N 3 ULF "C5'" "C4'" SING N N 4 ULF "C5'" "O5'" SING N N 5 ULF P "O5'" SING N N 6 ULF P OP2 SING N N 7 ULF "C4'" "O4'" SING N N 8 ULF "C4'" "C3'" SING N N 9 ULF "F7'" "C6'" SING N N 10 ULF "O4'" "C1'" SING N N 11 ULF "C6'" "C2'" SING N N 12 ULF "O3'" "C3'" SING N N 13 ULF "C3'" "C2'" SING N N 14 ULF "C1'" "C2'" SING N N 15 ULF "C1'" N1 SING N N 16 ULF N1 C6 SING N N 17 ULF N1 C2 SING N N 18 ULF C6 C5 DOUB N N 19 ULF O2 C2 DOUB N N 20 ULF C2 N3 SING N N 21 ULF C5 C4 SING N N 22 ULF N3 C4 SING N N 23 ULF C4 O4 DOUB N N 24 ULF "C6'" H1 SING N N 25 ULF "C8'" H2 SING N N 26 ULF "C8'" H3 SING N N 27 ULF "C2'" H4 SING N N 28 ULF "C3'" H5 SING N N 29 ULF "O3'" H6 SING N N 30 ULF "C1'" H7 SING N N 31 ULF "C5'" H8 SING N N 32 ULF "C5'" H9 SING N N 33 ULF C6 H12 SING N N 34 ULF C5 H13 SING N N 35 ULF N3 H14 SING N N 36 ULF P OP3 SING N N 37 ULF OP3 H10 SING N N 38 ULF OP2 H11 SING N N 39 # 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 ULF SMILES ACDLabs 12.01 "O=P(O)(O)OCC23OC(N1C(=O)NC(=O)C=C1)C(C(F)C2)C3O" ULF InChI InChI 1.03 "InChI=1S/C11H14FN2O8P/c12-5-3-11(4-21-23(18,19)20)8(16)7(5)9(22-11)14-2-1-6(15)13-10(14)17/h1-2,5,7-9,16H,3-4H2,(H,13,15,17)(H2,18,19,20)/t5-,7-,8+,9-,11-/m1/s1" ULF InChIKey InChI 1.03 INQRQYVGAIORTC-QVPLNXPXSA-N ULF SMILES_CANONICAL CACTVS 3.370 "O[C@H]1[C@H]2[C@H](F)C[C@]1(CO[P](O)(O)=O)O[C@H]2N3C=CC(=O)NC3=O" ULF SMILES CACTVS 3.370 "O[CH]1[CH]2[CH](F)C[C]1(CO[P](O)(O)=O)O[CH]2N3C=CC(=O)NC3=O" ULF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C1[C@H]([C@@H]2[C@@H]([C@]1(O[C@H]2N3C=CC(=O)NC3=O)COP(=O)(O)O)O)F" ULF SMILES "OpenEye OEToolkits" 1.7.6 "C1C(C2C(C1(OC2N3C=CC(=O)NC3=O)COP(=O)(O)O)O)F" # 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 ULF "SYSTEMATIC NAME" ACDLabs 12.01 "[(1R,3R,4R,5R,7S)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-5-fluoro-7-hydroxy-2-oxabicyclo[2.2.1]hept-1-yl]methyl dihydrogen phosphate" ULF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(1R,2R,4R,6R,7S)-2-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-6-fluoranyl-7-oxidanyl-3-oxabicyclo[2.2.1]heptan-4-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 ULF "Create component" 2012-10-29 RCSB ULF "Initial release" 2013-11-20 RCSB #