data_UR3
# 
_chem_comp.id                                    UR3 
_chem_comp.name                                  "3-METHYLURIDINE-5'-MONOPHOSHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H15 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                     2004-03-17 
_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                        338.208 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     UR3 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1S72 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
UR3 P      P    P 0 1 N N N 83.450 123.847 103.670 2.787  0.324  -4.407 P      UR3 1  
UR3 OP1    O1P  O 0 1 N N N 84.632 122.966 103.596 3.659  1.172  -5.286 OP1    UR3 2  
UR3 OP2    O2P  O 0 1 N N N 83.358 125.029 102.775 1.198  0.588  -4.548 OP2    UR3 3  
UR3 "O5'"  O5*  O 0 1 N N N 82.146 122.943 103.494 3.063  0.476  -2.819 "O5'"  UR3 4  
UR3 "C5'"  C5*  C 0 1 N N N 82.010 121.689 104.212 2.282  -0.292 -1.921 "C5'"  UR3 5  
UR3 "C4'"  C4*  C 0 1 N N R 80.681 121.011 103.896 2.725  0.023  -0.498 "C4'"  UR3 6  
UR3 "O4'"  O4*  O 0 1 N N N 79.562 121.808 104.369 2.470  1.422  -0.246 "O4'"  UR3 7  
UR3 "C1'"  C1*  C 0 1 N N R 78.423 121.548 103.558 1.373  1.543  0.675  "C1'"  UR3 8  
UR3 N1     N1   N 0 1 N N N 77.927 122.815 103.002 0.452  2.524  0.177  N1     UR3 9  
UR3 C6     C6   C 0 1 N N N 78.670 123.968 103.070 0.290  2.684  -1.191 C6     UR3 10 
UR3 C2     C2   C 0 1 N N N 76.675 122.810 102.411 -0.285 3.322  1.087  C2     UR3 11 
UR3 O2     O2   O 0 1 N N N 75.997 121.793 102.303 -0.168 3.204  2.310  O2     UR3 12 
UR3 N3     N3   N 0 1 N N N 76.251 124.033 101.938 -1.168 4.266  0.492  N3     UR3 13 
UR3 C3U    C3U  C 0 1 N N N 74.884 124.081 101.356 -1.939 5.118  1.390  C3U    UR3 14 
UR3 C4     C4   C 0 1 N N N 76.955 125.226 101.976 -1.358 4.443  -0.885 C4     UR3 15 
UR3 O4     O4   O 0 1 N N N 76.478 126.242 101.461 -2.127 5.245  -1.411 O4     UR3 16 
UR3 C5     C5   C 0 1 N N N 78.240 125.136 102.591 -0.541 3.564  -1.745 C5     UR3 17 
UR3 "C2'"  C2*  C 0 1 N N R 78.844 120.548 102.483 0.748  0.163  0.786  "C2'"  UR3 18 
UR3 "O2'"  O2*  O 0 1 N N N 78.525 119.241 102.913 0.137  -0.058 2.041  "O2'"  UR3 19 
UR3 "C3'"  C3*  C 0 1 N N S 80.344 120.786 102.434 1.940  -0.742 0.560  "C3'"  UR3 20 
UR3 "O3'"  O3*  O 0 1 N N N 81.004 119.655 101.924 2.742  -0.809 1.739  "O3'"  UR3 21 
UR3 OP3    O3P  O 0 1 N Y N ?      ?       ?       2.921  -1.270 -4.647 OP3    UR3 22 
UR3 HOP2   2HOP H 0 0 N N N 82.597 125.596 102.822 0.799  0.616  -5.443 HOP2   UR3 23 
UR3 "H5'"  1H5* H 0 1 N N N 82.872 121.009 104.016 1.229  -0.035 -2.051 "H5'"  UR3 24 
UR3 "H5''" 2H5* H 0 0 N N N 82.147 121.828 105.309 2.428  -1.352 -2.133 "H5''" UR3 25 
UR3 "H4'"  H4*  H 0 1 N N N 80.821 120.025 104.398 3.804  -0.139 -0.410 "H4'"  UR3 26 
UR3 "H1'"  H1*  H 0 1 N N N 77.582 121.104 104.140 1.754  1.910  1.633  "H1'"  UR3 27 
UR3 H6     H6   H 0 1 N N N 79.669 123.955 103.536 0.894  2.032  -1.813 H6     UR3 28 
UR3 H3U1   1H3U H 0 0 N N N 74.541 125.070 100.973 -1.658 4.923  2.428  H3U1   UR3 29 
UR3 H3U2   2H3U H 0 0 N N N 74.791 123.314 100.551 -3.009 4.922  1.272  H3U2   UR3 30 
UR3 H3U3   3H3U H 0 0 N N N 74.147 123.688 102.095 -1.750 6.172  1.166  H3U3   UR3 31 
UR3 H5     H5   H 0 1 N N N 78.922 125.996 102.699 -0.639 3.656  -2.821 H5     UR3 32 
UR3 "H2'"  H2*  H 0 1 N N N 78.350 120.664 101.490 -0.000 0.004  -0.000 "H2'"  UR3 33 
UR3 "HO2'" 2HO* H 0 0 N N N 78.786 118.619 102.244 -0.477 0.681  2.196  "HO2'" UR3 34 
UR3 "H3'"  H3*  H 0 1 N N N 80.651 121.631 101.775 1.675  -1.764 0.277  "H3'"  UR3 35 
UR3 "HO3'" H3T  H 0 0 N Y N 80.793 119.514 101.008 3.453  -0.160 1.624  "HO3'" UR3 36 
UR3 HOP3   3HOP H 0 0 N N N -0.760 0.567   0.047   2.886  -1.617 -5.563 HOP3   UR3 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 
UR3 P     OP1    DOUB N N 1  
UR3 P     OP2    SING N N 2  
UR3 P     "O5'"  SING N N 3  
UR3 P     OP3    SING N N 4  
UR3 OP2   HOP2   SING N N 5  
UR3 "O5'" "C5'"  SING N N 6  
UR3 "C5'" "C4'"  SING N N 7  
UR3 "C5'" "H5'"  SING N N 8  
UR3 "C5'" "H5''" SING N N 9  
UR3 "C4'" "O4'"  SING N N 10 
UR3 "C4'" "C3'"  SING N N 11 
UR3 "C4'" "H4'"  SING N N 12 
UR3 "O4'" "C1'"  SING N N 13 
UR3 "C1'" N1     SING N N 14 
UR3 "C1'" "C2'"  SING N N 15 
UR3 "C1'" "H1'"  SING N N 16 
UR3 N1    C6     SING N N 17 
UR3 N1    C2     SING N N 18 
UR3 C6    C5     DOUB N N 19 
UR3 C6    H6     SING N N 20 
UR3 C2    O2     DOUB N N 21 
UR3 C2    N3     SING N N 22 
UR3 N3    C3U    SING N N 23 
UR3 N3    C4     SING N N 24 
UR3 C3U   H3U1   SING N N 25 
UR3 C3U   H3U2   SING N N 26 
UR3 C3U   H3U3   SING N N 27 
UR3 C4    O4     DOUB N N 28 
UR3 C4    C5     SING N N 29 
UR3 C5    H5     SING N N 30 
UR3 "C2'" "O2'"  SING N N 31 
UR3 "C2'" "C3'"  SING N N 32 
UR3 "C2'" "H2'"  SING N N 33 
UR3 "O2'" "HO2'" SING N N 34 
UR3 "C3'" "O3'"  SING N N 35 
UR3 "C3'" "H3'"  SING N N 36 
UR3 "O3'" "HO3'" SING N N 37 
UR3 OP3   HOP3   SING N N 38 
# 
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 
UR3 SMILES           ACDLabs              10.04 "O=C1N(C(=O)N(C=C1)C2OC(C(O)C2O)COP(=O)(O)O)C"                                                                                                            
UR3 InChI            InChI                1.02b "InChI=1/C10H15N2O9P/c1-11-6(13)2-3-12(10(11)16)9-8(15)7(14)5(21-9)4-20-22(17,18)19/h2-3,5,7-9,14-15H,4H2,1H3,(H2,17,18,19)/t5-,7-,8-,9-/m1/s1/f/h17-18H" 
UR3 InChIKey         InChI                1.02b KZSHODFDDQCIMT-AQPFVGIPDP                                                                                                                                 
UR3 SMILES_CANONICAL CACTVS               3.341 "CN1C(=O)C=CN([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O)C1=O"                                                                                          
UR3 SMILES           CACTVS               3.341 "CN1C(=O)C=CN([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)C1=O"                                                                                                
UR3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN1C(=O)C=CN(C1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O"                                                                                          
UR3 SMILES           "OpenEye OEToolkits" 1.5.0 "CN1C(=O)C=CN(C1=O)C2C(C(C(O2)COP(=O)(O)O)O)O"                                                                                                            
# 
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 
UR3 "SYSTEMATIC NAME" ACDLabs              10.04 
;3-methyluridine 5'-(dihydrogen phosphate)
;
UR3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-3,4-dihydroxy-5-(3-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
