data_MEP
# 
_chem_comp.id                                    MEP 
_chem_comp.name                                  "PHOSPHORIC ACID MONO-[4-METHOXY-3-METHYL-5-(5-METHYL-2,4-DIOXO-3,4-DIHYDRO-2H-PYRIMIDIN-1-YL)-TETRAHYDRO-FURAN-2-YLMETHYL] ESTER" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C12 H19 N2 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               U 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-02-09 
_chem_comp.pdbx_modified_date                    2009-01-07 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      T23 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        350.262 
_chem_comp.one_letter_code                       U 
_chem_comp.three_letter_code                     MEP 
_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        ? 
_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 
MEP P      P    P 0 1 N N N -4.927 8.139  11.734 -1.034 0.007  -4.320 P      MEP 1  
MEP OP1    O1P  O 0 1 N N N -6.224 8.870  11.667 -1.573 -1.299 -3.883 OP1    MEP 2  
MEP OP2    O2P  O 0 1 N N N -4.915 6.681  11.985 -2.214 0.883  -4.977 OP2    MEP 3  
MEP OP3    O3P  O 0 1 N Y N -4.053 8.887  12.847 0.128  -0.228 -5.408 OP3    MEP 4  
MEP "O5'"  O5*  O 0 1 N N N -4.130 8.400  10.380 -0.429 0.790  -3.049 "O5'"  MEP 5  
MEP "C5'"  C5*  C 0 1 N N N -4.177 9.681  9.740  0.607  -0.032 -2.512 "C5'"  MEP 6  
MEP "C4'"  C4*  C 0 1 N N S -3.387 9.653  8.452  1.227  0.657  -1.296 "C4'"  MEP 7  
MEP "O4'"  O4*  O 0 1 N N N -1.980 9.432  8.747  0.236  0.827  -0.269 "O4'"  MEP 8  
MEP "C3'"  C3*  C 0 1 N N R -3.705 8.536  7.473  2.348  -0.222 -0.709 "C3'"  MEP 9  
MEP C3M    C3M  C 0 1 N N N -4.889 8.755  6.711  3.687  0.517  -0.742 C3M    MEP 10 
MEP "C2'"  C2*  C 0 1 N N R -2.459 8.554  6.605  1.905  -0.476 0.752  "C2'"  MEP 11 
MEP "O2'"  O2*  O 0 1 N N N -2.483 9.697  5.765  3.019  -0.394 1.644  "O2'"  MEP 12 
MEP "C1'"  C1*  C 0 1 N N R -1.377 8.717  7.676  0.913  0.688  0.998  "C1'"  MEP 13 
MEP N1     N1   N 0 1 N N N -0.914 7.411  8.193  -0.039 0.345  2.057  N1     MEP 14 
MEP C2     C2   C 0 1 N N N 0.154  6.810  7.568  -0.786 -0.767 1.946  C2     MEP 15 
MEP O2     O2   O 0 1 N N N 0.739  7.313  6.615  -0.658 -1.480 0.969  O2     MEP 16 
MEP N3     N3   N 0 1 N N N 0.516  5.588  8.095  -1.666 -1.109 2.906  N3     MEP 17 
MEP C4     C4   C 0 1 N N N -0.071 4.932  9.164  -1.819 -0.329 3.995  C4     MEP 18 
MEP O4     O4   O 0 1 N N N 0.367  3.841  9.533  -2.618 -0.635 4.862  O4     MEP 19 
MEP C5     C5   C 0 1 N N N -1.187 5.626  9.771  -1.043 0.847  4.122  C5     MEP 20 
MEP C5M    C5M  C 0 1 N N N -1.891 4.991  10.930 -1.196 1.735  5.330  C5M    MEP 21 
MEP C6     C6   C 0 1 N N N -1.544 6.812  9.264  -0.165 1.163  3.147  C6     MEP 22 
MEP "CA'"  CA*  C 0 1 N N N -1.401 9.818  4.823  2.709  -1.220 2.768  "CA'"  MEP 23 
MEP HOP2   2HOP H 0 0 N N N -4.088 6.215  12.027 -2.548 0.379  -5.733 HOP2   MEP 24 
MEP HOP3   3HOP H 0 0 N N N -3.226 8.421  12.889 0.452  0.645  -5.665 HOP3   MEP 25 
MEP "H5'"  1H5* H 0 1 N N N -5.224 10.026 9.577  1.374  -0.190 -3.270 "H5'"  MEP 26 
MEP "H5''" 2H5* H 0 0 N N N -3.837 10.497 10.418 0.190  -0.993 -2.212 "H5''" MEP 27 
MEP "H4'"  H4*  H 0 1 N N N -3.652 10.632 7.989  1.631  1.627  -1.585 "H4'"  MEP 28 
MEP "H3'"  H3*  H 0 1 N N N -3.920 7.562  7.972  2.419  -1.163 -1.255 "H3'"  MEP 29 
MEP "HO3'" H3T  H 0 0 N Y N -5.122 7.935  5.992  3.982  0.687  -1.777 "HO3'" MEP 30 
MEP H3T2   2H3T H 0 0 N N N -5.757 8.946  7.383  3.585  1.475  -0.231 H3T2   MEP 31 
MEP H3T3   3H3T H 0 0 N N N -4.839 9.736  6.183  4.446  -0.082 -0.241 H3T3   MEP 32 
MEP "H2'"  H2*  H 0 1 N N N -2.330 7.669  5.938  1.404  -1.439 0.845  "H2'"  MEP 33 
MEP "H1'"  H1*  H 0 1 N N N -0.494 9.242  7.240  1.450  1.603  1.249  "H1'"  MEP 34 
MEP H3     H3   H 0 1 N N N 1.302  5.118  7.645  -2.194 -1.917 2.811  H3     MEP 35 
MEP H71    1H5M H 0 1 N N N -2.750 5.525  11.397 -1.947 1.315  5.998  H71    MEP 36 
MEP H72    2H5M H 0 1 N N N -2.222 3.968  10.633 -0.242 1.805  5.853  H72    MEP 37 
MEP H73    3H5M H 0 1 N N N -1.141 4.755  11.720 -1.509 2.730  5.012  H73    MEP 38 
MEP H6     H6   H 0 1 N N N -2.394 7.318  9.750  0.435  2.057  3.227  H6     MEP 39 
MEP "HA'1" 1HA* H 0 0 N N N -1.419 10.716 4.162  3.534  -1.190 3.479  "HA'1" MEP 40 
MEP "HA'2" 2HA* H 0 0 N N N -0.425 9.766  5.360  1.801  -0.855 3.248  "HA'2" MEP 41 
MEP "HA'3" 3HA* H 0 0 N N N -1.338 8.894  4.201  2.555  -2.246 2.433  "HA'3" MEP 42 
# 
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 
MEP P     OP1    DOUB N N 1  
MEP P     OP2    SING N N 2  
MEP P     OP3    SING N N 3  
MEP P     "O5'"  SING N N 4  
MEP OP2   HOP2   SING N N 5  
MEP OP3   HOP3   SING N N 6  
MEP "O5'" "C5'"  SING N N 7  
MEP "C5'" "C4'"  SING N N 8  
MEP "C5'" "H5'"  SING N N 9  
MEP "C5'" "H5''" SING N N 10 
MEP "C4'" "O4'"  SING N N 11 
MEP "C4'" "C3'"  SING N N 12 
MEP "C4'" "H4'"  SING N N 13 
MEP "O4'" "C1'"  SING N N 14 
MEP "C3'" C3M    SING N N 15 
MEP "C3'" "C2'"  SING N N 16 
MEP "C3'" "H3'"  SING N N 17 
MEP C3M   "HO3'" SING N N 18 
MEP C3M   H3T2   SING N N 19 
MEP C3M   H3T3   SING N N 20 
MEP "C2'" "O2'"  SING N N 21 
MEP "C2'" "C1'"  SING N N 22 
MEP "C2'" "H2'"  SING N N 23 
MEP "O2'" "CA'"  SING N N 24 
MEP "C1'" N1     SING N N 25 
MEP "C1'" "H1'"  SING N N 26 
MEP N1    C2     SING N N 27 
MEP N1    C6     SING N N 28 
MEP C2    O2     DOUB N N 29 
MEP C2    N3     SING N N 30 
MEP N3    C4     SING N N 31 
MEP N3    H3     SING N N 32 
MEP C4    O4     DOUB N N 33 
MEP C4    C5     SING N N 34 
MEP C5    C5M    SING N N 35 
MEP C5    C6     DOUB N N 36 
MEP C5M   H71    SING N N 37 
MEP C5M   H72    SING N N 38 
MEP C5M   H73    SING N N 39 
MEP C6    H6     SING N N 40 
MEP "CA'" "HA'1" SING N N 41 
MEP "CA'" "HA'2" SING N N 42 
MEP "CA'" "HA'3" SING N N 43 
# 
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 
MEP SMILES           ACDLabs              10.04 "O=C1NC(=O)N(C=C1C)C2OC(C(C2OC)C)COP(=O)(O)O"                                                                                                                           
MEP InChI            InChI                1.02b "InChI=1/C12H19N2O8P/c1-6-4-14(12(16)13-10(6)15)11-9(20-3)7(2)8(22-11)5-21-23(17,18)19/h4,7-9,11H,5H2,1-3H3,(H,13,15,16)(H2,17,18,19)/t7-,8-,9-,11-/m1/s1/f/h13,17-18H" 
MEP InChIKey         InChI                1.02b MCXXETKRWYMFCI-VGJOWVILDN                                                                                                                                               
MEP SMILES_CANONICAL CACTVS               3.341 "CO[C@@H]1[C@H](C)[C@@H](CO[P](O)(O)=O)O[C@H]1N2C=C(C)C(=O)NC2=O"                                                                                                       
MEP SMILES           CACTVS               3.341 "CO[CH]1[CH](C)[CH](CO[P](O)(O)=O)O[CH]1N2C=C(C)C(=O)NC2=O"                                                                                                             
MEP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1[C@H](O[C@H]([C@@H]1OC)N2C=C(C(=O)NC2=O)C)COP(=O)(O)O"                                                                                                         
MEP SMILES           "OpenEye OEToolkits" 1.5.0 "CC1C(OC(C1OC)N2C=C(C(=O)NC2=O)C)COP(=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 
MEP "SYSTEMATIC NAME" ACDLabs              10.04 
;3'-deoxy-3',5-dimethyl-2'-O-methyluridine 5'-(dihydrogen phosphate)
;
MEP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3R,4R,5R)-4-methoxy-3-methyl-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate" 
# 
