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 
# 
