data_125
# 
_chem_comp.id                                    125 
_chem_comp.name                                  "2'-O-FLUOROETHYL-5-METHYL-URIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H18 F N2 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               U 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-02-09 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        384.251 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     125 
_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        1I0M 
_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 
125 P      P    P 0 1 N N N 10.871 3.836  5.153  0.630  -0.054 -4.837 P      125 1  
125 OP1    O1P  O 0 1 N N N 12.098 4.354  4.488  1.190  1.297  -4.620 OP1    125 2  
125 OP2    O2P  O 0 1 N N N 10.988 3.078  6.421  1.680  -0.943 -5.673 OP2    125 3  
125 OP3    O3P  O 0 1 N Y N 10.085 2.946  4.074  -0.748 0.060  -5.659 OP3    125 4  
125 "O5'"  O5*  O 0 1 N N N 9.897  5.073  5.376  0.350  -0.753 -3.414 "O5'"  125 5  
125 "C5'"  C5*  C 0 1 N N N 9.620  5.968  4.293  -0.584 0.077  -2.722 "C5'"  125 6  
125 "C4'"  C4*  C 0 1 N N R 8.588  6.990  4.696  -0.895 -0.533 -1.354 "C4'"  125 7  
125 "O4'"  O4*  O 0 1 N N N 7.301  6.352  4.903  0.304  -0.611 -0.554 "O4'"  125 8  
125 "C3'"  C3*  C 0 1 N N R 8.839  7.723  6.000  -1.844 0.387  -0.555 "C3'"  125 9  
125 "O3'"  O3*  O 0 1 N N N 9.769  8.775  5.879  -3.194 -0.067 -0.665 "O3'"  125 10 
125 "C2'"  C2*  C 0 1 N N R 7.451  8.228  6.362  -1.347 0.263  0.904  "C2'"  125 11 
125 "O2'"  O2*  O 0 1 N N N 7.171  9.328  5.494  -2.376 -0.269 1.740  "O2'"  125 12 
125 "C1'"  C1*  C 0 1 N N R 6.587  7.042  5.925  -0.155 -0.714 0.811  "C1'"  125 13 
125 N1     N1   N 0 1 N N N 6.342  6.111  7.054  0.906  -0.315 1.738  N1     125 14 
125 C2     C2   C 0 1 N N N 5.242  6.342  7.855  1.458  0.907  1.632  C2     125 15 
125 O2     O2   O 0 1 N N N 4.470  7.263  7.673  1.069  1.667  0.766  O2     125 16 
125 N3     N3   N 0 1 N N N 5.084  5.455  8.889  2.434  1.300  2.471  N3     125 17 
125 C4     C4   C 0 1 N N N 5.899  4.388  9.205  2.873  0.470  3.439  C4     125 18 
125 O4     O4   O 0 1 N N N 5.632  3.685  10.177 3.757  0.825  4.198  O4     125 19 
125 C5     C5   C 0 1 N N N 7.036  4.199  8.328  2.305  -0.820 3.558  C5     125 20 
125 C5M    C5M  C 0 1 N N N 7.980  3.070  8.601  2.780  -1.768 4.629  C5M    125 21 
125 C6     C6   C 0 1 N N N 7.193  5.055  7.305  1.326  -1.188 2.704  C6     125 22 
125 "CA'"  CA*  C 0 1 N N N 5.904  9.952  5.632  -3.098 0.844  2.268  "CA'"  125 23 
125 "CB'"  CB*  C 0 1 N N N 5.877  11.130 4.688  -4.221 0.340  3.176  "CB'"  125 24 
125 "FC'"  FC*  F 0 1 N N N 6.976  11.959 4.894  -3.672 -0.400 4.228  "FC'"  125 25 
125 HOP2   2HOP H 0 0 N N N 10.205 2.747  6.845  1.820  -0.490 -6.516 HOP2   125 26 
125 HOP3   3HOP H 0 0 N N N 9.302  2.615  4.498  -1.079 -0.840 -5.778 HOP3   125 27 
125 "H5'"  1H5* H 0 1 N N N 10.548 6.449  3.906  -1.502 0.153  -3.304 "H5'"  125 28 
125 "H5''" 2H5* H 0 0 N N N 9.319  5.419  3.370  -0.156 1.071  -2.588 "H5''" 125 29 
125 "H4'"  H4*  H 0 1 N N N 8.630  7.718  3.852  -1.337 -1.522 -1.473 "H4'"  125 30 
125 "H3'"  H3*  H 0 1 N N N 9.298  7.069  6.777  -1.759 1.417  -0.902 "H3'"  125 31 
125 "HO3'" H3T  H 0 0 N Y N 9.926  9.234  6.695  -3.427 -0.025 -1.603 "HO3'" 125 32 
125 "H2'"  H2*  H 0 1 N N N 7.308  8.543  7.421  -1.016 1.232  1.278  "H2'"  125 33 
125 "H1'"  H1*  H 0 1 N N N 5.599  7.411  5.563  -0.481 -1.732 1.025  "H1'"  125 34 
125 H3     H3   H 0 1 N N N 4.272  5.605  9.488  2.822  2.184  2.380  H3     125 35 
125 H71    1H5M H 0 1 N N N 8.855  2.924  7.925  3.568  -1.291 5.212  H71    125 36 
125 H72    2H5M H 0 1 N N N 8.345  3.152  9.651  1.947  -2.024 5.284  H72    125 37 
125 H73    3H5M H 0 1 N N N 7.399  2.119  8.647  3.169  -2.674 4.165  H73    125 38 
125 H6     H6   H 0 1 N N N 8.058  4.883  6.642  0.878  -2.168 2.782  H6     125 39 
125 "HA'1" 1HA* H 0 0 N N N 5.052  9.249  5.475  -2.421 1.476  2.843  "HA'1" 125 40 
125 "HA'2" 2HA* H 0 0 N N N 5.668  10.232 6.685  -3.525 1.422  1.448  "HA'2" 125 41 
125 "HB'1" 1HB* H 0 0 N N N 5.801  10.803 3.624  -4.771 1.190  3.579  "HB'1" 125 42 
125 "HB'2" 2HB* H 0 0 N N N 4.917  11.693 4.760  -4.898 -0.291 2.601  "HB'2" 125 43 
# 
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 
125 P     OP1    DOUB N N 1  
125 P     OP2    SING N N 2  
125 P     OP3    SING N N 3  
125 P     "O5'"  SING N N 4  
125 OP2   HOP2   SING N N 5  
125 OP3   HOP3   SING N N 6  
125 "O5'" "C5'"  SING N N 7  
125 "C5'" "C4'"  SING N N 8  
125 "C5'" "H5'"  SING N N 9  
125 "C5'" "H5''" SING N N 10 
125 "C4'" "O4'"  SING N N 11 
125 "C4'" "C3'"  SING N N 12 
125 "C4'" "H4'"  SING N N 13 
125 "O4'" "C1'"  SING N N 14 
125 "C3'" "O3'"  SING N N 15 
125 "C3'" "C2'"  SING N N 16 
125 "C3'" "H3'"  SING N N 17 
125 "O3'" "HO3'" SING N N 18 
125 "C2'" "O2'"  SING N N 19 
125 "C2'" "C1'"  SING N N 20 
125 "C2'" "H2'"  SING N N 21 
125 "O2'" "CA'"  SING N N 22 
125 "C1'" N1     SING N N 23 
125 "C1'" "H1'"  SING N N 24 
125 N1    C2     SING N N 25 
125 N1    C6     SING N N 26 
125 C2    O2     DOUB N N 27 
125 C2    N3     SING N N 28 
125 N3    C4     SING N N 29 
125 N3    H3     SING N N 30 
125 C4    O4     DOUB N N 31 
125 C4    C5     SING N N 32 
125 C5    C5M    SING N N 33 
125 C5    C6     DOUB N N 34 
125 C5M   H71    SING N N 35 
125 C5M   H72    SING N N 36 
125 C5M   H73    SING N N 37 
125 C6    H6     SING N N 38 
125 "CA'" "CB'"  SING N N 39 
125 "CA'" "HA'1" SING N N 40 
125 "CA'" "HA'2" SING N N 41 
125 "CB'" "FC'"  SING N N 42 
125 "CB'" "HB'1" SING N N 43 
125 "CB'" "HB'2" SING N N 44 
# 
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 
125 SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1C)C2OC(C(O)C2OCCF)COP(=O)(O)O"                                                                                                                                     
125 InChI            InChI                1.02b "InChI=1/C12H18FN2O9P/c1-6-4-15(12(18)14-10(6)17)11-9(22-3-2-13)8(16)7(24-11)5-23-25(19,20)21/h4,7-9,11,16H,2-3,5H2,1H3,(H,14,17,18)(H2,19,20,21)/t7-,8-,9-,11-/m1/s1/f/h14,19-20H" 
125 InChIKey         InChI                1.02b MUGZYWKCXQUUJO-RGILDNGSDP                                                                                                                                                           
125 SMILES_CANONICAL CACTVS               3.341 "CC1=CN([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2OCCF)C(=O)NC1=O"                                                                                                                 
125 SMILES           CACTVS               3.341 "CC1=CN([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2OCCF)C(=O)NC1=O"                                                                                                                       
125 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)OCCF"                                                                                                                 
125 SMILES           "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)O)O)OCCF"                                                                                                                                   
# 
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 
125 "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-O-(2-fluoroethyl)-5-methyluridine 5'-(dihydrogen phosphate)
;
125 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-4-(2-fluoroethoxy)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
