data_UMF # _chem_comp.id UMF _chem_comp.name "2'-FLUORO-2'-DEOXYURIDINE 3'-MONOPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C9 H12 F N2 O8 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "1-(2-DEOXY-2-FLUORO-3-O-PHOSPHONO-BETA-L-RIBOFURANOSYL)PYRIMIDINE-2,4(1H,3H)-DIONE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-07-27 _chem_comp.pdbx_modified_date 2021-03-13 _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 326.172 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UMF _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1W4Q _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 UMF N1 N1 N 0 1 Y N N 36.225 -2.366 12.158 -0.187 0.500 -2.247 N1 UMF 1 UMF C2 C2 C 0 1 Y N N 35.029 -2.555 11.421 0.203 -0.702 -2.707 C2 UMF 2 UMF O2 O2 O 0 1 N N N 34.700 -1.798 10.587 0.722 -1.495 -1.947 O2 UMF 3 UMF N3 N3 N 0 1 Y N N 34.327 -3.712 11.794 0.017 -1.042 -3.996 N3 UMF 4 UMF C4 C4 C 0 1 Y N N 34.675 -4.667 12.796 -0.557 -0.173 -4.853 C4 UMF 5 UMF O4 O4 O 0 1 N N N 33.925 -5.605 12.958 -0.721 -0.479 -6.020 O4 UMF 6 UMF C5 C5 C 0 1 Y N N 35.924 -4.390 13.518 -0.968 1.096 -4.382 C5 UMF 7 UMF C6 C6 C 0 1 Y N N 36.645 -3.283 13.194 -0.774 1.409 -3.083 C6 UMF 8 UMF "O5'" O5* O 0 1 N N N 39.253 -0.499 15.546 3.901 0.329 0.850 "O5'" UMF 9 UMF "C5'" C5* C 0 1 N N N 40.002 -0.165 14.210 2.691 -0.291 1.289 "C5'" UMF 10 UMF "C4'" C4* C 0 1 N N R 38.775 0.120 13.308 1.500 0.598 0.928 "C4'" UMF 11 UMF "O4'" O4* O 0 1 N N N 38.402 -1.142 12.960 1.423 0.756 -0.498 "O4'" UMF 12 UMF "C3'" C3* C 0 1 N N R 37.641 1.061 13.201 0.190 -0.067 1.390 "C3'" UMF 13 UMF "O3'" O3* O 0 1 N N N 37.542 2.532 12.911 -0.497 0.764 2.327 "O3'" UMF 14 UMF "C2'" C2* C 0 1 N N R 36.503 0.312 12.301 -0.637 -0.214 0.086 "C2'" UMF 15 UMF "F2'" F2* F 0 1 N N N 36.246 1.313 11.543 -1.983 0.091 0.312 "F2'" UMF 16 UMF "C1'" C1* C 0 1 N N R 37.174 -1.115 11.870 0.022 0.840 -0.837 "C1'" UMF 17 UMF O3P O3P O 0 1 N N N 35.468 3.125 13.520 -1.491 0.763 4.761 O3P UMF 18 UMF P P P 0 1 N N N 37.016 3.503 13.630 -0.718 -0.116 3.657 P UMF 19 UMF O1P O1P O 0 1 N N N 37.341 3.681 15.091 -1.594 -1.418 3.298 O1P UMF 20 UMF O2P O2P O 0 1 N N N 37.471 4.666 12.834 0.595 -0.537 4.193 O2P UMF 21 UMF H3 H3 H 0 1 N N N 33.461 -3.892 11.286 0.301 -1.914 -4.311 H3 UMF 22 UMF H5 H5 H 0 1 N N N 36.273 -5.071 14.313 -1.431 1.805 -5.053 H5 UMF 23 UMF H6 H6 H 0 1 N N N 37.581 -3.078 13.740 -1.082 2.374 -2.706 H6 UMF 24 UMF "H5'" H5* H 0 1 N N N 40.005 -0.674 16.099 4.625 -0.262 1.097 "H5'" UMF 25 UMF "H5'1" 1H5* H 0 0 N N N 40.717 -0.936 13.840 2.582 -1.260 0.800 "H5'1" UMF 26 UMF "H5'2" 2H5* H 0 0 N N N 40.771 0.640 14.264 2.726 -0.432 2.369 "H5'2" UMF 27 UMF "H4'" H4* H 0 1 N N N 39.315 0.400 12.373 1.609 1.573 1.404 "H4'" UMF 28 UMF "H3'" H3* H 0 1 N N N 37.199 1.001 14.223 0.392 -1.045 1.826 "H3'" UMF 29 UMF "H2'" H2* H 0 1 N N N 35.614 0.111 12.943 -0.532 -1.216 -0.330 "H2'" UMF 30 UMF "H1'" H1* H 0 1 N N N 37.546 -1.104 10.819 -0.365 1.835 -0.622 "H1'" UMF 31 UMF H3P H3P H 0 1 N N N 35.089 3.825 14.038 -1.603 0.200 5.539 H3P UMF 32 UMF H1P H1P H 0 1 N N N 36.962 4.381 15.609 -2.439 -1.100 2.953 H1P UMF 33 # # 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 UMF N1 C2 SING Y N 1 UMF N1 C6 SING Y N 2 UMF N1 "C1'" SING N N 3 UMF C2 O2 DOUB N N 4 UMF C2 N3 SING Y N 5 UMF N3 C4 SING Y N 6 UMF N3 H3 SING N N 7 UMF C4 O4 DOUB N N 8 UMF C4 C5 SING Y N 9 UMF C5 C6 DOUB Y N 10 UMF C5 H5 SING N N 11 UMF C6 H6 SING N N 12 UMF "O5'" "C5'" SING N N 13 UMF "O5'" "H5'" SING N N 14 UMF "C5'" "C4'" SING N N 15 UMF "C5'" "H5'1" SING N N 16 UMF "C5'" "H5'2" SING N N 17 UMF "C4'" "O4'" SING N N 18 UMF "C4'" "C3'" SING N N 19 UMF "C4'" "H4'" SING N N 20 UMF "O4'" "C1'" SING N N 21 UMF "C3'" "O3'" SING N N 22 UMF "C3'" "C2'" SING N N 23 UMF "C3'" "H3'" SING N N 24 UMF "O3'" P SING N N 25 UMF "C2'" "F2'" SING N N 26 UMF "C2'" "C1'" SING N N 27 UMF "C2'" "H2'" SING N N 28 UMF "C1'" "H1'" SING N N 29 UMF O3P P SING N N 30 UMF O3P H3P SING N N 31 UMF P O1P SING N N 32 UMF P O2P DOUB N N 33 UMF O1P H1P SING N N 34 # # 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 UMF SMILES ACDLabs 10.04 "O=C1NC(=O)N(C=C1)C2OC(C(OP(=O)(O)O)C2F)CO" UMF SMILES_CANONICAL CACTVS 3.341 "OC[C@H]1O[C@H]([C@H](F)[C@@H]1O[P](O)(O)=O)N2C=CC(=O)NC2=O" UMF SMILES CACTVS 3.341 "OC[CH]1O[CH]([CH](F)[CH]1O[P](O)(O)=O)N2C=CC(=O)NC2=O" UMF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)OP(=O)(O)O)F" UMF SMILES "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)OP(=O)(O)O)F" UMF InChI InChI 1.03 "InChI=1S/C9H12FN2O8P/c10-6-7(20-21(16,17)18)4(3-13)19-8(6)12-2-1-5(14)11-9(12)15/h1-2,4,6-8,13H,3H2,(H,11,14,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1" UMF InChIKey InChI 1.03 IFIXUMAFUNKIAA-XVFCMESISA-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 UMF "SYSTEMATIC NAME" ACDLabs 10.04 "2'-deoxy-2'-fluorouridine 3'-(dihydrogen phosphate)" UMF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-yl] 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 UMF "Create component" 2004-07-27 RCSB UMF "Modify descriptor" 2011-06-04 RCSB UMF "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id UMF _pdbx_chem_comp_synonyms.name "1-(2-DEOXY-2-FLUORO-3-O-PHOSPHONO-BETA-L-RIBOFURANOSYL)PYRIMIDINE-2,4(1H,3H)-DIONE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##