data_44P
# 
_chem_comp.id                                    44P 
_chem_comp.name                                  "5'-O-[(S)-HYDROXY(PHOSPHONOMETHYL)PHOSPHORYL]URIDINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N2 O11 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-06-07 
_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                        402.188 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     44P 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2XGS 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
44P N1     N1     N 0 1 N N N -12.238 7.069  3.097  -3.618 0.417  0.174  N1     44P 1  
44P C2     C2     C 0 1 N N N -11.835 7.467  4.436  -4.630 0.798  0.975  C2     44P 2  
44P O2     O2     O 0 1 N N N -11.907 8.621  4.864  -4.896 0.137  1.960  O2     44P 3  
44P N3     N3     N 0 1 N N N -11.330 6.500  5.325  -5.350 1.902  0.701  N3     44P 4  
44P C4     C4     C 0 1 N N N -11.206 5.157  4.956  -5.067 2.646  -0.387 C4     44P 5  
44P O4     O4     O 0 1 N N N -10.760 4.348  5.778  -5.718 3.645  -0.635 O4     44P 6  
44P C5     C5     C 0 1 N N N -11.601 4.767  3.677  -4.005 2.256  -1.238 C5     44P 7  
44P C6     C6     C 0 1 N N N -12.114 5.695  2.753  -3.299 1.144  -0.940 C6     44P 8  
44P PA     PA     P 0 1 N N N -15.930 6.239  -2.657 2.903  -0.349 -0.317 PA     44P 9  
44P PB     PB     P 0 1 N N N -15.220 7.704  -5.246 5.483  0.973  0.360  PB     44P 10 
44P "C1'"  "C1'"  C 0 1 N N R -12.820 8.042  2.095  -2.848 -0.786 0.500  "C1'"  44P 11 
44P O1A    O1A    O 0 1 N N N -17.365 6.278  -2.284 2.729  0.637  -1.578 O1A    44P 12 
44P O1B    O1B    O 0 1 N N N -15.725 6.314  -5.982 5.323  1.879  -0.798 O1B    44P 13 
44P "C2'"  "C2'"  C 0 1 N N R -12.002 8.718  0.953  -3.006 -1.854 -0.612 "C2'"  44P 14 
44P "O2'"  "O2'"  O 0 1 N N N -11.243 9.864  1.358  -4.167 -2.657 -0.386 "O2'"  44P 15 
44P O2A    O2A    O 0 1 N N N -15.372 5.040  -3.337 3.636  -1.564 -0.739 O2A    44P 16 
44P O2B    O2B    O 0 1 N N N -13.758 7.894  -5.406 6.310  1.724  1.519  O2B    44P 17 
44P "C3'"  "C3'"  C 0 1 N N S -13.122 9.178  0.038  -1.715 -2.691 -0.443 "C3'"  44P 18 
44P "O3'"  "O3'"  O 0 1 N N N -13.773 10.321 0.573  -1.977 -3.865 0.329  "O3'"  44P 19 
44P C3A    C3A    C 0 1 N N N -15.604 7.773  -3.497 3.840  0.501  0.995  C3A    44P 20 
44P O3B    O3B    O 0 1 N N N -16.122 8.924  -5.898 6.280  -0.349 -0.098 O3B    44P 21 
44P "C4'"  "C4'"  C 0 1 N N R -14.117 8.015  0.089  -0.752 -1.753 0.311  "C4'"  44P 22 
44P "O4'"  "O4'"  O 0 1 N N N -13.866 7.296  1.336  -1.433 -0.499 0.498  "O4'"  44P 23 
44P "C5'"  "C5'"  C 0 1 N N N -13.933 7.113  -1.130 0.519  -1.540 -0.513 "C5'"  44P 24 
44P "O5'"  "O5'"  O 0 1 N N N -15.131 6.401  -1.293 1.452  -0.766 0.243  "O5'"  44P 25 
44P H5     H5     H 0 1 N N N -11.511 3.730  3.390  -3.764 2.839  -2.115 H5     44P 26 
44P H6     H6     H 0 1 N N N -12.417 5.360  1.772  -2.485 0.831  -1.578 H6     44P 27 
44P "H1'"  "H1'"  H 0 1 N N N -13.064 8.873  2.773  -3.157 -1.188 1.465  "H1'"  44P 28 
44P HO1A   HO1A   H 0 0 N N N -17.447 6.286  -1.338 2.256  1.456  -1.374 HO1A   44P 29 
44P "H2'"  "H2'"  H 0 1 N N N -11.252 8.033  0.531  -3.043 -1.388 -1.596 "H2'"  44P 30 
44P "HO2'" "HO2'" H 0 0 N N N -11.075 9.819  2.292  -4.309 -3.340 -1.056 "HO2'" 44P 31 
44P HO2B   HO2B   H 0 0 N N N -13.543 7.935  -6.330 7.196  2.004  1.252  HO2B   44P 32 
44P "H3'"  "H3'"  H 0 1 N N N -12.755 9.434  -0.967 -1.303 -2.957 -1.417 "H3'"  44P 33 
44P "HO3'" "HO3'" H 0 0 N N N -13.918 10.197 1.504  -2.622 -4.464 -0.073 "HO3'" 44P 34 
44P H3A    H3A    H 0 1 N N N -16.509 8.390  -3.395 3.300  1.396  1.305  H3A    44P 35 
44P H3AA   H3AA   H 0 0 N N N -14.692 8.165  -3.024 3.958  -0.167 1.848  H3AA   44P 36 
44P HO3B   HO3B   H 0 0 N N N -16.295 9.580  -5.233 6.422  -0.989 0.612  HO3B   44P 37 
44P "H4'"  "H4'"  H 0 1 N N N -15.157 8.372  0.065  -0.500 -2.183 1.281  "H4'"  44P 38 
44P "H5'"  "H5'"  H 0 1 N N N -13.722 7.717  -2.025 0.961  -2.506 -0.756 "H5'"  44P 39 
44P "H5'A" "H5'A" H 0 0 N N N -13.085 6.428  -0.987 0.270  -1.013 -1.434 "H5'A" 44P 40 
44P HN3    HN3    H 0 1 N N N -11.053 6.780  6.244  -6.076 2.162  1.289  HN3    44P 41 
# 
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 
44P "C1'" N1     SING N N 1  
44P C6    N1     SING N N 2  
44P N1    C2     SING N N 3  
44P C2    O2     DOUB N N 4  
44P C2    N3     SING N N 5  
44P C4    N3     SING N N 6  
44P C5    C4     SING N N 7  
44P C4    O4     DOUB N N 8  
44P C6    C5     DOUB N N 9  
44P C5    H5     SING N N 10 
44P C6    H6     SING N N 11 
44P C3A   PA     SING N N 12 
44P O2A   PA     DOUB N N 13 
44P PA    O1A    SING N N 14 
44P PA    "O5'"  SING N N 15 
44P O1B   PB     DOUB N N 16 
44P O3B   PB     SING N N 17 
44P O2B   PB     SING N N 18 
44P PB    C3A    SING N N 19 
44P "C2'" "C1'"  SING N N 20 
44P "O4'" "C1'"  SING N N 21 
44P "C1'" "H1'"  SING N N 22 
44P O1A   HO1A   SING N N 23 
44P "C3'" "C2'"  SING N N 24 
44P "C2'" "O2'"  SING N N 25 
44P "C2'" "H2'"  SING N N 26 
44P "O2'" "HO2'" SING N N 27 
44P O2B   HO2B   SING N N 28 
44P "C3'" "C4'"  SING N N 29 
44P "C3'" "O3'"  SING N N 30 
44P "C3'" "H3'"  SING N N 31 
44P "O3'" "HO3'" SING N N 32 
44P C3A   H3A    SING N N 33 
44P C3A   H3AA   SING N N 34 
44P O3B   HO3B   SING N N 35 
44P "C5'" "C4'"  SING N N 36 
44P "C4'" "O4'"  SING N N 37 
44P "C4'" "H4'"  SING N N 38 
44P "O5'" "C5'"  SING N N 39 
44P "C5'" "H5'"  SING N N 40 
44P "C5'" "H5'A" SING N N 41 
44P N3    HN3    SING N N 42 
# 
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 
44P SMILES           ACDLabs              10.04 "O=P(O)(O)CP(=O)(O)OCC2OC(N1C(=O)NC(=O)C=C1)C(O)C2O"                                                                                                                          
44P SMILES_CANONICAL CACTVS               3.352 "O[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(=O)C[P](O)(O)=O)N2C=CC(=O)NC2=O"                                                                                                     
44P SMILES           CACTVS               3.352 "O[CH]1[CH](O)[CH](O[CH]1CO[P](O)(=O)C[P](O)(O)=O)N2C=CC(=O)NC2=O"                                                                                                            
44P SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@](=O)(CP(=O)(O)O)O)O)O"                                                                                                   
44P SMILES           "OpenEye OEToolkits" 1.6.1 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(CP(=O)(O)O)O)O)O"                                                                                                                        
44P InChI            InChI                1.03  "InChI=1S/C10H16N2O11P2/c13-6-1-2-12(10(16)11-6)9-8(15)7(14)5(23-9)3-22-25(20,21)4-24(17,18)19/h1-2,5,7-9,14-15H,3-4H2,(H,20,21)(H,11,13,16)(H2,17,18,19)/t5-,7-,8-,9-/m1/s1" 
44P InChIKey         InChI                1.03  PDEGDTTUBZXACY-ZOQUXTDFSA-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 
44P "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-hydroxy(phosphonomethyl)phosphoryl]uridine"                                                                   
44P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]methylphosphonic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
44P "Create component"  2010-06-07 EBI  
44P "Modify descriptor" 2011-06-04 RCSB 
# 
