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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h11,16-17H 
UMF InChIKey         InChI                1.02b IFIXUMAFUNKIAA-ZYOVDHOIDS                                                                                                                                    
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                                                                                                                  
# 
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" 
# 
