data_5MC
# 
_chem_comp.id                                    5MC 
_chem_comp.name                                  "5-METHYLCYTIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C10 H16 N3 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               C 
_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                         ? 
_chem_comp.formula_weight                        337.223 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     5MC 
_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 
5MC P      P    P 0 1 N N N 50.109 -7.949 10.151 1.130  -0.100 -4.232 P      5MC 1  
5MC OP1    O1P  O 0 1 N N N 48.717 -7.449 10.362 1.708  1.219  -3.893 OP1    5MC 2  
5MC OP2    O2P  O 0 1 N N N 51.024 -8.102 11.312 2.287  -1.062 -4.803 OP2    5MC 3  
5MC OP3    O3P  O 0 1 N Y N 50.001 -9.367 9.401  -0.013 0.085  -5.351 OP3    5MC 4  
5MC "O5'"  O5*  O 0 1 N N N 50.830 -6.988 9.102  0.487  -0.759 -2.912 "O5'"  5MC 5  
5MC "C5'"  C5*  C 0 1 N N N 52.244 -6.857 9.086  -0.528 0.136  -2.455 "C5'"  5MC 6  
5MC "C4'"  C4*  C 0 1 N N R 52.679 -6.121 7.845  -1.182 -0.434 -1.196 "C4'"  5MC 7  
5MC "O4'"  O4*  O 0 1 N N N 51.896 -6.566 6.703  -0.206 -0.572 -0.140 "O4'"  5MC 8  
5MC "C3'"  C3*  C 0 1 N N S 52.401 -4.635 7.876  -2.231 0.553  -0.637 "C3'"  5MC 9  
5MC "O3'"  O3*  O 0 1 N N N 53.401 -3.947 8.602  -3.545 0.178  -1.056 "O3'"  5MC 10 
5MC "C2'"  C2*  C 0 1 N N R 52.458 -4.287 6.398  -2.092 0.421  0.897  "C2'"  5MC 11 
5MC "O2'"  O2*  O 0 1 N N N 53.767 -4.152 5.882  -3.317 -0.036 1.473  "O2'"  5MC 12 
5MC "C1'"  C1*  C 0 1 N N R 51.743 -5.489 5.790  -0.974 -0.627 1.082  "C1'"  5MC 13 
5MC N1     N1   N 0 1 N N N 50.312 -5.198 5.627  -0.131 -0.278 2.228  N1     5MC 14 
5MC C2     C2   C 0 1 N N N 49.938 -4.219 4.708  0.505  0.906  2.255  C2     5MC 15 
5MC O2     O2   O 0 1 N N N 50.821 -3.604 4.096  0.374  1.678  1.320  O2     5MC 16 
5MC N3     N3   N 0 1 N N N 48.631 -3.956 4.514  1.277  1.249  3.285  N3     5MC 17 
5MC C4     C4   C 0 1 N N N 47.714 -4.612 5.212  1.432  0.430  4.317  C4     5MC 18 
5MC N4     N4   N 0 1 N N N 46.430 -4.333 4.969  2.231  0.794  5.375  N4     5MC 19 
5MC C5     C5   C 0 1 N N N 48.064 -5.586 6.182  0.782  -0.821 4.318  C5     5MC 20 
5MC C6     C6   C 0 1 N N N 49.363 -5.859 6.349  0.001  -1.155 3.263  C6     5MC 21 
5MC CM5    CM5  C 0 1 N N N 46.991 -6.163 7.045  0.949  -1.769 5.477  CM5    5MC 22 
5MC HOP2   2HOP H 0 0 N N N 51.909 -8.419 11.177 2.645  -0.632 -5.592 HOP2   5MC 23 
5MC HOP3   3HOP H 0 0 N N N 50.886 -9.684 9.266  -0.362 -0.795 -5.542 HOP3   5MC 24 
5MC "H5'"  1H5* H 0 1 N N N 52.629 -6.375 10.014 -1.281 0.258  -3.233 "H5'"  5MC 25 
5MC "H5''" 2H5* H 0 0 N N N 52.756 -7.842 9.189  -0.082 1.104  -2.226 "H5''" 5MC 26 
5MC "H4'"  H4*  H 0 1 N N N 53.773 -6.324 7.781  -1.646 -1.396 -1.412 "H4'"  5MC 27 
5MC "H3'"  H3*  H 0 1 N N N 51.441 -4.358 8.372  -2.005 1.570  -0.957 "H3'"  5MC 28 
5MC "HO3'" *HO3 H 0 0 N Y N 53.226 -3.013 8.621  -4.154 0.828  -0.679 "HO3'" 5MC 29 
5MC "H2'"  H2*  H 0 1 N N N 52.005 -3.293 6.172  -1.797 1.374  1.337  "H2'"  5MC 30 
5MC "HO2'" *HO2 H 0 0 N N N 53.802 -3.934 4.957  -3.987 0.631  1.272  "HO2'" 5MC 31 
5MC "H1'"  H1*  H 0 1 N N N 52.170 -5.734 4.789  -1.403 -1.620 1.215  "H1'"  5MC 32 
5MC HN41   1HN4 H 0 0 N N N 45.724 -4.837 5.505  2.683  1.653  5.369  HN41   5MC 33 
5MC HN42   2HN4 H 0 0 N N N 46.243 -4.452 3.973  2.343  0.194  6.129  HN42   5MC 34 
5MC H6     H6   H 0 1 N N N 49.651 -6.630 7.082  -0.509 -2.106 3.242  H6     5MC 35 
5MC HM51   1HM5 H 0 0 N N N 47.266 -6.928 7.807  1.610  -1.322 6.220  HM51   5MC 36 
5MC HM52   2HM5 H 0 0 N N N 46.449 -5.329 7.551  -0.023 -1.966 5.928  HM52   5MC 37 
5MC HM53   3HM5 H 0 0 N N N 46.188 -6.578 6.391  1.381  -2.705 5.122  HM53   5MC 38 
# 
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 
5MC P     OP1    DOUB N N 1  
5MC P     OP2    SING N N 2  
5MC P     OP3    SING N N 3  
5MC P     "O5'"  SING N N 4  
5MC OP2   HOP2   SING N N 5  
5MC OP3   HOP3   SING N N 6  
5MC "O5'" "C5'"  SING N N 7  
5MC "C5'" "C4'"  SING N N 8  
5MC "C5'" "H5'"  SING N N 9  
5MC "C5'" "H5''" SING N N 10 
5MC "C4'" "O4'"  SING N N 11 
5MC "C4'" "C3'"  SING N N 12 
5MC "C4'" "H4'"  SING N N 13 
5MC "O4'" "C1'"  SING N N 14 
5MC "C3'" "O3'"  SING N N 15 
5MC "C3'" "C2'"  SING N N 16 
5MC "C3'" "H3'"  SING N N 17 
5MC "O3'" "HO3'" SING N N 18 
5MC "C2'" "O2'"  SING N N 19 
5MC "C2'" "C1'"  SING N N 20 
5MC "C2'" "H2'"  SING N N 21 
5MC "O2'" "HO2'" SING N N 22 
5MC "C1'" N1     SING N N 23 
5MC "C1'" "H1'"  SING N N 24 
5MC N1    C2     SING N N 25 
5MC N1    C6     SING N N 26 
5MC C2    O2     DOUB N N 27 
5MC C2    N3     SING N N 28 
5MC N3    C4     DOUB N N 29 
5MC C4    N4     SING N N 30 
5MC C4    C5     SING N N 31 
5MC N4    HN41   SING N N 32 
5MC N4    HN42   SING N N 33 
5MC C5    C6     DOUB N N 34 
5MC C5    CM5    SING N N 35 
5MC C6    H6     SING N N 36 
5MC CM5   HM51   SING N N 37 
5MC CM5   HM52   SING N N 38 
5MC CM5   HM53   SING N N 39 
# 
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 
5MC SMILES           ACDLabs              10.04 "O=C1N=C(N)C(=CN1C2OC(C(O)C2O)COP(=O)(O)O)C"                                                                                                                             
5MC InChI            InChI                1.02b "InChI=1/C10H16N3O8P/c1-4-2-13(10(16)12-8(4)11)9-7(15)6(14)5(21-9)3-20-22(17,18)19/h2,5-7,9,14-15H,3H2,1H3,(H2,11,12,16)(H2,17,18,19)/t5-,6-,7-,9-/m1/s1/f/h17-18H,11H2" 
5MC InChIKey         InChI                1.02b NJQONZSFUKNYOY-UEXRSSSHDX                                                                                                                                                
5MC 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)N=C1N"                                                                                                         
5MC SMILES           CACTVS               3.341 "CC1=CN([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)C(=O)N=C1N"                                                                                                               
5MC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O"                                                                                                         
5MC SMILES           "OpenEye OEToolkits" 1.5.0 "CC1=CN(C(=O)N=C1N)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 
5MC "SYSTEMATIC NAME" ACDLabs              10.04 
;5-methylcytidine 5'-(dihydrogen phosphate)
;
5MC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(4-amino-5-methyl-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
