data_5MU
# 
_chem_comp.id                                    5MU 
_chem_comp.name                                  
;5-METHYLURIDINE 5'-MONOPHOSPHATE
;
_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                     1999-07-08 
_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                         RT 
_chem_comp.formula_weight                        338.208 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     5MU 
_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        1EVV 
_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 
5MU N1     N1   N 0 1 N N N 45.954 22.791 42.672 -0.120 -0.274 2.226  N1     5MU 1  
5MU C2     C2   C 0 1 N N N 46.476 21.767 41.934 0.512  0.912  2.245  C2     5MU 2  
5MU N3     N3   N 0 1 N N N 46.007 21.674 40.638 1.295  1.261  3.282  N3     5MU 3  
5MU C4     C4   C 0 1 N N N 45.077 22.496 40.022 1.453  0.424  4.327  C4     5MU 4  
5MU C5     C5   C 0 1 N N N 44.584 23.568 40.864 0.796  -0.829 4.317  C5     5MU 5  
5MU C5M    C5M  C 0 1 N N N 43.612 24.547 40.279 0.959  -1.786 5.470  C5M    5MU 6  
5MU C6     C6   C 0 1 N N N 45.025 23.663 42.134 0.016  -1.155 3.264  C6     5MU 7  
5MU O2     O2   O 0 1 N N N 47.298 20.988 42.401 0.375  1.679  1.312  O2     5MU 8  
5MU O4     O4   O 0 1 N N N 44.773 22.294 38.828 2.161  0.739  5.266  O4     5MU 9  
5MU "C1'"  C1*  C 0 1 N N R 46.453 22.914 44.055 -0.966 -0.627 1.083  "C1'"  5MU 10 
5MU "C2'"  C2*  C 0 1 N N R 47.745 23.746 44.155 -2.088 0.419  0.900  "C2'"  5MU 11 
5MU "O2'"  O2*  O 0 1 N N N 48.556 23.304 45.227 -3.310 -0.040 1.482  "O2'"  5MU 12 
5MU "C3'"  C3*  C 0 1 N N S 47.172 25.138 44.395 -2.233 0.547  -0.633 "C3'"  5MU 13 
5MU "C4'"  C4*  C 0 1 N N R 46.050 24.822 45.369 -1.184 -0.438 -1.194 "C4'"  5MU 14 
5MU "O3'"  O3*  O 0 1 N N N 48.117 26.058 44.947 -3.547 0.169  -1.046 "O3'"  5MU 15 
5MU "O4'"  O4*  O 0 1 N N N 45.475 23.600 44.816 -0.204 -0.572 -0.142 "O4'"  5MU 16 
5MU "C5'"  C5*  C 0 1 N N N 44.957 25.856 45.452 -0.536 0.131  -2.457 "C5'"  5MU 17 
5MU "O5'"  O5*  O 0 1 N N N 44.384 26.043 44.182 0.479  -0.763 -2.916 "O5'"  5MU 18 
5MU P      P    P 0 1 N N N 43.417 27.268 43.896 1.115  -0.104 -4.240 P      5MU 19 
5MU OP1    O1P  O 0 1 N N N 43.450 27.563 42.437 1.692  1.217  -3.906 OP1    5MU 20 
5MU OP2    O2P  O 0 1 N N N 43.749 28.332 44.877 2.273  -1.065 -4.814 OP2    5MU 21 
5MU OP3    O3P  O 0 1 N Y N 41.922 26.780 44.356 -0.032 0.077  -5.354 OP3    5MU 22 
5MU HN3    HN3  H 0 1 N N N 46.389 20.915 40.074 1.745  2.121  3.280  HN3    5MU 23 
5MU H71    1H5M H 0 1 N N N 43.232 25.371 40.926 1.622  -1.346 6.216  H71    5MU 24 
5MU H72    2H5M H 0 1 N N N 44.052 24.986 39.353 -0.013 -1.983 5.920  H72    5MU 25 
5MU H73    3H5M H 0 1 N N N 42.743 23.988 39.858 1.389  -2.720 5.109  H73    5MU 26 
5MU H6     H6   H 0 1 N N N 44.613 24.478 42.751 -0.495 -2.105 3.241  H6     5MU 27 
5MU "H1'"  H1*  H 0 1 N N N 46.661 21.882 44.422 -1.393 -1.621 1.220  "H1'"  5MU 28 
5MU "H2'"  H2*  H 0 1 N N N 48.415 23.682 43.266 -1.793 1.372  1.338  "H2'"  5MU 29 
5MU "HO2'" *HO2 H 0 0 N N N 49.353 23.817 45.288 -3.982 0.625  1.282  "HO2'" 5MU 30 
5MU "H3'"  H3*  H 0 1 N N N 46.851 25.652 43.459 -2.011 1.565  -0.955 "H3'"  5MU 31 
5MU "H4'"  H4*  H 0 1 N N N 46.458 24.761 46.404 -1.646 -1.402 -1.407 "H4'"  5MU 32 
5MU "HO3'" *HO3 H 0 0 N Y N 47.759 26.925 45.096 -4.157 0.818  -0.668 "HO3'" 5MU 33 
5MU "H5'"  1H5* H 0 1 N N N 44.193 25.599 46.223 -1.293 0.250  -3.232 "H5'"  5MU 34 
5MU "H5''" 2H5* H 0 0 N N N 45.317 26.813 45.895 -0.091 1.100  -2.232 "H5''" 5MU 35 
5MU HOP2   2HOP H 0 0 N N N 43.170 29.065 44.705 2.627  -0.634 -5.604 HOP2   5MU 36 
5MU HOP3   3HOP H 0 0 N N N 41.343 27.513 44.184 -0.380 -0.804 -5.543 HOP3   5MU 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 
5MU N1    C2     SING N N 1  
5MU N1    C6     SING N N 2  
5MU N1    "C1'"  SING N N 3  
5MU C2    N3     SING N N 4  
5MU C2    O2     DOUB N N 5  
5MU N3    C4     SING N N 6  
5MU N3    HN3    SING N N 7  
5MU C4    C5     SING N N 8  
5MU C4    O4     DOUB N N 9  
5MU C5    C5M    SING N N 10 
5MU C5    C6     DOUB N N 11 
5MU C5M   H71    SING N N 12 
5MU C5M   H72    SING N N 13 
5MU C5M   H73    SING N N 14 
5MU C6    H6     SING N N 15 
5MU "C1'" "C2'"  SING N N 16 
5MU "C1'" "O4'"  SING N N 17 
5MU "C1'" "H1'"  SING N N 18 
5MU "C2'" "O2'"  SING N N 19 
5MU "C2'" "C3'"  SING N N 20 
5MU "C2'" "H2'"  SING N N 21 
5MU "O2'" "HO2'" SING N N 22 
5MU "C3'" "C4'"  SING N N 23 
5MU "C3'" "O3'"  SING N N 24 
5MU "C3'" "H3'"  SING N N 25 
5MU "C4'" "O4'"  SING N N 26 
5MU "C4'" "C5'"  SING N N 27 
5MU "C4'" "H4'"  SING N N 28 
5MU "O3'" "HO3'" SING N N 29 
5MU "C5'" "O5'"  SING N N 30 
5MU "C5'" "H5'"  SING N N 31 
5MU "C5'" "H5''" SING N N 32 
5MU "O5'" P      SING N N 33 
5MU P     OP1    DOUB N N 34 
5MU P     OP2    SING N N 35 
5MU P     OP3    SING N N 36 
5MU OP2   HOP2   SING N N 37 
5MU 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 
5MU SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1C)C2OC(C(O)C2O)COP(=O)(O)O"                                                                                                                          
5MU InChI            InChI                1.02b "InChI=1/C10H15N2O9P/c1-4-2-12(10(16)11-8(4)15)9-7(14)6(13)5(21-9)3-20-22(17,18)19/h2,5-7,9,13-14H,3H2,1H3,(H,11,15,16)(H2,17,18,19)/t5-,6-,7-,9-/m1/s1/f/h11,17-18H" 
5MU InChIKey         InChI                1.02b IGWHDMPTQKSDTL-KNTCMURSDW                                                                                                                                             
5MU SMILES_CANONICAL CACTVS               3.341 "CC1=CN([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O)C(=O)NC1=O"                                                                                                      
5MU SMILES           CACTVS               3.341 "CC1=CN([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)C(=O)NC1=O"                                                                                                            
5MU 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)O"                                                                                                      
5MU SMILES           "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)NC1=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 
5MU "SYSTEMATIC NAME" ACDLabs              10.04 
;5-methyluridine 5'-(dihydrogen phosphate)
;
5MU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-3,4-dihydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
