data_U2P
# 
_chem_comp.id                                    U2P 
_chem_comp.name                                  "PHOSPHORIC ACID MONO-[2-(2,4-DIOXO-3,4-DIHYDRO-2H-PYRIMIDIN-1-YL)-4-HYDROXY-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-3-YL] ESTER" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H13 N2 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               U 
_chem_comp.pdbx_synonyms                         
;URIDINE-2'-PHOSPHATE; 2'-URIDINEMONOPHOSPHATE
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-02-26 
_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                        324.181 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     U2P 
_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        1O0M 
_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 
U2P "O5'"  "O5'"  O 0 1 N N N 39.783 2.730  22.605 3.616  3.305  -0.430 "O5'"  U2P 1  
U2P "C5'"  "C5'"  C 0 1 N N N 40.314 1.479  23.084 3.398  1.934  -0.767 "C5'"  U2P 2  
U2P "C4'"  "C4'"  C 0 1 N N R 39.194 0.569  23.538 2.670  1.236  0.383  "C4'"  U2P 3  
U2P "O4'"  "O4'"  O 0 1 N N N 38.419 1.229  24.571 1.342  1.769  0.517  "O4'"  U2P 4  
U2P "C1'"  "C1'"  C 0 1 N N R 37.047 0.886  24.436 0.491  0.682  0.940  "C1'"  U2P 5  
U2P N1     N1     N 0 1 N N N 36.288 2.130  24.215 -0.910 0.971  0.625  N1     U2P 6  
U2P C6     C6     C 0 1 N N N 36.754 3.113  23.370 -1.855 0.899  1.612  C6     U2P 7  
U2P C5     C5     C 0 1 N N N 36.112 4.270  23.180 -3.147 1.166  1.322  C5     U2P 8  
U2P C4     C4     C 0 1 N N N 34.887 4.523  23.870 -3.497 1.515  -0.005 C4     U2P 9  
U2P O4     O4     O 0 1 N N N 34.224 5.558  23.805 -4.655 1.760  -0.291 O4     U2P 10 
U2P N3     N3     N 0 1 N N N 34.463 3.495  24.688 -2.536 1.574  -0.949 N3     U2P 11 
U2P C2     C2     C 0 1 N N N 35.091 2.293  24.900 -1.255 1.309  -0.631 C2     U2P 12 
U2P O2     O2     O 0 1 N N N 34.620 1.440  25.636 -0.399 1.366  -1.493 O2     U2P 13 
U2P "C2'"  "C2'"  C 0 1 N N R 36.951 -0.168 23.326 1.004  -0.522 0.109  "C2'"  U2P 14 
U2P "O2'"  "O2'"  O 0 1 N N N 37.061 -1.436 23.955 0.704  -1.757 0.764  "O2'"  U2P 15 
U2P P      P      P 0 1 N N N 36.475 -2.759 23.247 -0.228 -2.602 -0.241 P      U2P 16 
U2P O1P    O1P    O 0 1 N N N 37.230 -2.947 21.940 -1.409 -1.792 -0.616 O1P    U2P 17 
U2P O2P    O2P    O 0 1 N N N 36.757 -3.876 24.238 0.609  -2.975 -1.565 O2P    U2P 18 
U2P O3P    O3P    O 0 1 N Y N 34.983 -2.535 23.043 -0.713 -3.954 0.486  O3P    U2P 19 
U2P "C3'"  "C3'"  C 0 1 N N R 38.170 0.194  22.479 2.534  -0.269 0.080  "C3'"  U2P 20 
U2P "O3'"  "O3'"  O 0 1 N N N 38.649 -0.897 21.699 3.189  -1.049 1.083  "O3'"  U2P 21 
U2P "H5'"  "H5'"  H 0 1 N N N 40.486 3.302  22.320 4.076  3.708  -1.180 "H5'"  U2P 22 
U2P "H5'1" "1H5'" H 0 0 N N N 41.076 1.631  23.884 2.791  1.874  -1.671 "H5'1" U2P 23 
U2P "H5'2" "2H5'" H 0 0 N N N 40.966 0.987  22.325 4.357  1.445  -0.940 "H5'2" U2P 24 
U2P "H4'"  "H4'"  H 0 1 N N N 39.727 -0.355 23.863 3.222  1.378  1.312  "H4'"  U2P 25 
U2P "H1'"  "H1'"  H 0 1 N N N 36.595 0.422  25.343 0.612  0.492  2.006  "H1'"  U2P 26 
U2P H6     H6     H 0 1 N N N 37.695 2.965  22.814 -1.569 0.631  2.618  H6     U2P 27 
U2P H5     H5     H 0 1 N N N 36.575 4.988  22.482 -3.903 1.113  2.091  H5     U2P 28 
U2P HN3    HN3    H 0 1 N N N 33.588 3.640  25.192 -2.768 1.813  -1.860 HN3    U2P 29 
U2P "H2'"  "H2'"  H 0 1 N N N 36.018 -0.199 22.717 0.586  -0.507 -0.897 "H2'"  U2P 30 
U2P H2P    H2P    H 0 1 N N N 36.411 -4.656 23.821 1.368  -3.501 -1.277 H2P    U2P 31 
U2P H3P    H3P    H 0 1 N N N 34.637 -3.315 22.626 -1.268 -4.429 -0.148 H3P    U2P 32 
U2P "H3'"  "H3'"  H 0 1 N N N 37.946 0.994  21.735 2.940  -0.498 -0.905 "H3'"  U2P 33 
U2P H1     H1     H 0 1 N N N 38.009 -1.131 21.037 4.133  -0.852 1.018  H1     U2P 34 
# 
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 
U2P "O5'" "C5'"  SING N N 1  
U2P "O5'" "H5'"  SING N N 2  
U2P "C5'" "C4'"  SING N N 3  
U2P "C5'" "H5'1" SING N N 4  
U2P "C5'" "H5'2" SING N N 5  
U2P "C4'" "O4'"  SING N N 6  
U2P "C4'" "C3'"  SING N N 7  
U2P "C4'" "H4'"  SING N N 8  
U2P "O4'" "C1'"  SING N N 9  
U2P "C1'" N1     SING N N 10 
U2P "C1'" "C2'"  SING N N 11 
U2P "C1'" "H1'"  SING N N 12 
U2P N1    C6     SING N N 13 
U2P N1    C2     SING N N 14 
U2P C6    C5     DOUB N N 15 
U2P C6    H6     SING N N 16 
U2P C5    C4     SING N N 17 
U2P C5    H5     SING N N 18 
U2P C4    O4     DOUB N N 19 
U2P C4    N3     SING N N 20 
U2P N3    C2     SING N N 21 
U2P N3    HN3    SING N N 22 
U2P C2    O2     DOUB N N 23 
U2P "C2'" "O2'"  SING N N 24 
U2P "C2'" "C3'"  SING N N 25 
U2P "C2'" "H2'"  SING N N 26 
U2P "O2'" P      SING N N 27 
U2P P     O1P    DOUB N N 28 
U2P P     O2P    SING N N 29 
U2P P     O3P    SING N N 30 
U2P O2P   H2P    SING N N 31 
U2P O3P   H3P    SING N N 32 
U2P "C3'" "O3'"  SING N N 33 
U2P "C3'" "H3'"  SING N N 34 
U2P "O3'" H1     SING N N 35 
# 
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 
U2P SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1)C2OC(C(O)C2OP(=O)(O)O)CO"                                                                                                                      
U2P InChI            InChI                1.02b "InChI=1/C9H13N2O9P/c12-3-4-6(14)7(20-21(16,17)18)8(19-4)11-2-1-5(13)10-9(11)15/h1-2,4,6-8,12,14H,3H2,(H,10,13,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1/f/h10,16-17H" 
U2P InChIKey         InChI                1.02b HQIDPEYTETUCNF-UUVCVCPKDO                                                                                                                                        
U2P SMILES_CANONICAL CACTVS               3.341 "OC[C@H]1O[C@H]([C@H](O[P](O)(O)=O)[C@@H]1O)N2C=CC(=O)NC2=O"                                                                                                     
U2P SMILES           CACTVS               3.341 "OC[CH]1O[CH]([CH](O[P](O)(O)=O)[CH]1O)N2C=CC(=O)NC2=O"                                                                                                          
U2P SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)OP(=O)(O)O"                                                                                                  
U2P SMILES           "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)OP(=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 
U2P "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-uridylic acid
;
U2P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-2-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate" 
# 
