data_UFP # _chem_comp.id UFP _chem_comp.name "5-FLUORO-2'-DEOXYURIDINE-5'-MONOPHOSPHATE" _chem_comp.type "DNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C9 H12 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 1999-07-08 _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 326.172 _chem_comp.one_letter_code N _chem_comp.three_letter_code UFP _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 1TSN _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 UFP N1 N1 N 0 1 N N N 43.446 -15.246 39.904 0.363 0.246 2.234 N1 UFP 1 UFP C2 C2 C 0 1 N N N 44.356 -14.798 38.984 -0.307 -0.920 2.249 C2 UFP 2 UFP N3 N3 N 0 1 N N N 43.947 -14.428 37.710 -1.058 -1.273 3.308 N3 UFP 3 UFP C4 C4 C 0 1 N N N 42.653 -14.508 37.220 -1.159 -0.453 4.374 C4 UFP 4 UFP C5 C5 C 0 1 N N N 41.580 -15.446 38.040 -0.463 0.781 4.370 C5 UFP 5 UFP C6 C6 C 0 1 N N N 41.942 -15.243 39.594 0.287 1.108 3.296 C6 UFP 6 UFP O2 O2 O 0 1 N N N 45.555 -14.691 39.202 -0.226 -1.670 1.295 O2 UFP 7 UFP O4 O4 O 0 1 N N N 42.326 -14.062 36.106 -1.843 -0.770 5.331 O4 UFP 8 UFP F5 F5 F 0 1 N N N 40.310 -15.286 37.713 -0.549 1.619 5.427 F5 UFP 9 UFP "C1'" C1* C 0 1 N N R 43.796 -15.776 41.210 1.177 0.600 1.068 "C1'" UFP 10 UFP "C2'" C2* C 0 1 N N N 44.161 -14.662 42.155 2.285 -0.452 0.847 "C2'" UFP 11 UFP "C3'" C3* C 0 1 N N S 43.829 -15.376 43.471 2.389 -0.571 -0.690 "C3'" UFP 12 UFP "C4'" C4* C 0 1 N N R 42.563 -16.169 43.183 1.330 0.421 -1.218 "C4'" UFP 13 UFP "O3'" O3* O 0 1 N N N 44.918 -16.205 43.839 3.694 -0.195 -1.134 "O3'" UFP 14 UFP "O4'" O4* O 0 1 N N N 42.593 -16.450 41.742 0.380 0.556 -0.135 "O4'" UFP 15 UFP "C5'" C5* C 0 1 N N N 41.228 -15.432 43.472 0.640 -0.136 -2.464 "C5'" UFP 16 UFP "O5'" O5* O 0 1 N N N 41.112 -15.299 44.931 -0.381 0.767 -2.889 "O5'" UFP 17 UFP P P P 0 1 N N N 40.682 -13.899 45.544 -1.061 0.120 -4.197 P UFP 18 UFP O1P O1P O 0 1 N N N 39.396 -13.484 44.980 -1.636 -1.199 -3.853 O1P UFP 19 UFP O2P O2P O 0 1 N N N 41.731 -12.895 45.391 -2.228 1.091 -4.731 O2P UFP 20 UFP O3P O3P O 0 1 N Y N 40.662 -14.411 47.027 0.052 -0.062 -5.345 O3P UFP 21 UFP HN3 HN3 H 0 1 N N N 44.660 -14.065 37.077 -1.531 -2.120 3.304 HN3 UFP 22 UFP H6 H6 H 0 1 N N N 41.201 -15.109 40.400 0.825 2.044 3.275 H6 UFP 23 UFP "H1'" H1* H 0 1 N N N 44.664 -16.469 41.115 1.614 1.590 1.198 "H1'" UFP 24 UFP "H2'1" 1H2* H 0 0 N N N 45.190 -14.243 42.059 1.997 -1.408 1.285 "H2'1" UFP 25 UFP "H2'2" 2H2* H 0 0 N N N 43.665 -13.678 41.982 3.229 -0.107 1.267 "H2'2" UFP 26 UFP "H3'" H3* H 0 1 N N N 43.663 -14.680 44.326 2.154 -1.586 -1.011 "H3'" UFP 27 UFP "H4'" H4* H 0 1 N N N 42.571 -17.059 43.853 1.792 1.384 -1.439 "H4'" UFP 28 UFP "HO3'" *HO3 H 0 0 N N N 44.712 -16.647 44.654 4.313 -0.830 -0.750 "HO3'" UFP 29 UFP "H5'1" 1H5* H 0 0 N N N 41.142 -14.457 42.936 1.373 -0.256 -3.262 "H5'1" UFP 30 UFP "H5'2" 2H5* H 0 0 N N N 40.345 -15.929 43.007 0.196 -1.104 -2.231 "H5'2" UFP 31 UFP HOP2 2HOP H 0 0 N N N 41.473 -12.057 45.757 -2.608 0.668 -5.513 HOP2 UFP 32 UFP HOP3 3HOP H 0 0 N N N 40.404 -13.573 47.393 0.400 0.818 -5.540 HOP3 UFP 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 UFP N1 C2 SING N N 1 UFP N1 C6 SING N N 2 UFP N1 "C1'" SING N N 3 UFP C2 N3 SING N N 4 UFP C2 O2 DOUB N N 5 UFP N3 C4 SING N N 6 UFP N3 HN3 SING N N 7 UFP C4 C5 SING N N 8 UFP C4 O4 DOUB N N 9 UFP C5 C6 DOUB N N 10 UFP C5 F5 SING N N 11 UFP C6 H6 SING N N 12 UFP "C1'" "C2'" SING N N 13 UFP "C1'" "O4'" SING N N 14 UFP "C1'" "H1'" SING N N 15 UFP "C2'" "C3'" SING N N 16 UFP "C2'" "H2'1" SING N N 17 UFP "C2'" "H2'2" SING N N 18 UFP "C3'" "C4'" SING N N 19 UFP "C3'" "O3'" SING N N 20 UFP "C3'" "H3'" SING N N 21 UFP "C4'" "O4'" SING N N 22 UFP "C4'" "C5'" SING N N 23 UFP "C4'" "H4'" SING N N 24 UFP "O3'" "HO3'" SING N N 25 UFP "C5'" "O5'" SING N N 26 UFP "C5'" "H5'1" SING N N 27 UFP "C5'" "H5'2" SING N N 28 UFP "O5'" P SING N N 29 UFP P O1P DOUB N N 30 UFP P O2P SING N N 31 UFP P O3P SING N N 32 UFP O2P HOP2 SING N N 33 UFP O3P HOP3 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 UFP SMILES ACDLabs 10.04 "FC=1C(=O)NC(=O)N(C=1)C2OC(C(O)C2)COP(=O)(O)O" UFP SMILES_CANONICAL CACTVS 3.341 "O[C@H]1C[C@@H](O[C@@H]1CO[P](O)(O)=O)N2C=C(F)C(=O)NC2=O" UFP SMILES CACTVS 3.341 "O[CH]1C[CH](O[CH]1CO[P](O)(O)=O)N2C=C(F)C(=O)NC2=O" UFP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)F)COP(=O)(O)O)O" UFP SMILES "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=C(C(=O)NC2=O)F)COP(=O)(O)O)O" UFP InChI InChI 1.03 "InChI=1S/C9H12FN2O8P/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1" UFP InChIKey InChI 1.03 HFEKDTCAMMOLQP-RRKCRQDMSA-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 UFP "SYSTEMATIC NAME" ACDLabs 10.04 ;2'-deoxy-5-fluorouridine 5'-(dihydrogen phosphate) ; UFP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(5-fluoro-2,4-dioxo-pyrimidin-1-yl)-3-hydroxy-oxolan-2-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 UFP "Create component" 1999-07-08 RCSB UFP "Modify descriptor" 2011-06-04 RCSB #