data_C25
# 
_chem_comp.id                                    C25 
_chem_comp.name                                  "CYTIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H14 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                     2002-08-23 
_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                      C5P 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        323.197 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     C25 
_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        ? 
_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 
C25 OP3    O3P  O 0 1 N Y N ?      ?      ?      1.198  0.588  -4.548 OP3    C25 1  
C25 P      P    P 0 1 N N N -7.817 2.192  5.439  2.787  0.324  -4.407 P      C25 2  
C25 OP1    O1P  O 0 1 N N N -8.918 2.782  6.232  3.659  1.172  -5.286 OP1    C25 3  
C25 OP2    O2P  O 0 1 N N N -8.004 0.872  4.791  2.921  -1.270 -4.647 OP2    C25 4  
C25 "O5'"  O5*  O 0 1 N N N -7.391 3.253  4.302  3.063  0.476  -2.819 "O5'"  C25 5  
C25 "C5'"  C5*  C 0 1 N N N -8.369 3.738  3.369  2.282  -0.292 -1.921 "C5'"  C25 6  
C25 "C4'"  C4*  C 0 1 N N R -8.223 5.239  3.124  2.725  0.023  -0.498 "C4'"  C25 7  
C25 "O4'"  O4*  O 0 1 N N N -8.103 5.936  4.381  2.470  1.422  -0.246 "O4'"  C25 8  
C25 "C3'"  C3*  C 0 1 N N S -6.987 5.566  2.291  1.940  -0.742 0.560  "C3'"  C25 9  
C25 "O3'"  O3*  O 0 1 N N N -7.335 6.358  1.148  2.742  -0.809 1.739  "O3'"  C25 10 
C25 "C2'"  C2*  C 0 1 N N R -6.062 6.314  3.208  0.748  0.163  0.786  "C2'"  C25 11 
C25 "O2'"  O2*  O 0 1 N N N -5.490 7.456  2.537  0.137  -0.058 2.041  "O2'"  C25 12 
C25 "C1'"  C1*  C 0 1 N N R -6.933 6.779  4.360  1.373  1.543  0.675  "C1'"  C25 13 
C25 N1     N1   N 0 1 N N N -6.206 6.629  5.632  0.452  2.524  0.177  N1     C25 14 
C25 C2     C2   C 0 1 N N N -5.938 7.766  6.384  -0.310 3.348  1.043  C2     C25 15 
C25 O2     O2   O 0 1 N N N -6.295 8.874  5.987  -0.206 3.248  2.267  O2     C25 16 
C25 N3     N3   N 0 1 N N N -5.275 7.611  7.564  -1.180 4.273  0.492  N3     C25 17 
C25 C4     C4   C 0 1 N N N -4.895 6.399  7.984  -1.305 4.394  -0.803 C4     C25 18 
C25 N4     N4   N 0 1 N N N -4.254 6.286  9.143  -2.175 5.320  -1.331 N4     C25 19 
C25 C5     C5   C 0 1 N N N -5.170 5.227  7.211  -0.524 3.549  -1.744 C5     C25 20 
C25 C6     C6   C 0 1 N N N -5.822 5.389  6.049  0.307  2.665  -1.195 C6     C25 21 
C25 HOP3   3HOP H 0 0 N N N 0.707  -0.379 -0.509 0.799  0.616  -5.443 HOP3   C25 22 
C25 HOP2   2HOP H 0 0 N N N -7.157 0.464  4.652  2.886  -1.617 -5.563 HOP2   C25 23 
C25 "H5'"  1H5* H 0 1 N N N -9.368 3.555  3.792  1.229  -0.035 -2.051 "H5'"  C25 24 
C25 "H5''" 2H5* H 0 0 N N N -8.237 3.210  2.413  2.428  -1.352 -2.133 "H5''" C25 25 
C25 "H4'"  H4*  H 0 1 N N N -9.122 5.560  2.577  3.804  -0.139 -0.410 "H4'"  C25 26 
C25 "H3'"  H3*  H 0 1 N N N -6.511 4.655  1.900  1.675  -1.764 0.277  "H3'"  C25 27 
C25 "HO'3" 3HO* H 0 0 N N N -8.269 6.533  1.156  3.447  -0.153 1.628  "HO'3" C25 28 
C25 "H2'"  H2*  H 0 1 N N N -5.226 5.682  3.541  -0.000 0.004  -0.000 "H2'"  C25 29 
C25 "HO2'" 2HO* H 0 0 N N N -6.165 8.108  2.390  -0.494 0.669  2.185  "HO2'" C25 30 
C25 "H1'"  H1*  H 0 1 N N N -7.206 7.837  4.233  1.754  1.910  1.633  "H1'"  C25 31 
C25 H41    1H4  H 0 1 N N N -4.025 7.051  9.745  -3.087 5.017  -1.574 H41    C25 32 
C25 H42    2H4  H 0 1 N N N -4.033 5.328  9.327  -1.853 6.251  -1.444 H42    C25 33 
C25 H5     H5   H 0 1 N N N -4.864 4.248  7.550  -0.641 3.665  -2.813 H5     C25 34 
C25 H6     H6   H 0 1 N N N -6.045 4.527  5.437  0.915  2.009  -1.809 H6     C25 35 
# 
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 
C25 OP3   P      SING N N 1  
C25 OP3   HOP3   SING N N 2  
C25 P     OP1    DOUB N N 3  
C25 P     OP2    SING N N 4  
C25 P     "O5'"  SING N N 5  
C25 OP2   HOP2   SING N N 6  
C25 "O5'" "C5'"  SING N N 7  
C25 "C5'" "C4'"  SING N N 8  
C25 "C5'" "H5'"  SING N N 9  
C25 "C5'" "H5''" SING N N 10 
C25 "C4'" "O4'"  SING N N 11 
C25 "C4'" "C3'"  SING N N 12 
C25 "C4'" "H4'"  SING N N 13 
C25 "O4'" "C1'"  SING N N 14 
C25 "C3'" "O3'"  SING N N 15 
C25 "C3'" "C2'"  SING N N 16 
C25 "C3'" "H3'"  SING N N 17 
C25 "O3'" "HO'3" SING N N 18 
C25 "C2'" "O2'"  SING N N 19 
C25 "C2'" "C1'"  SING N N 20 
C25 "C2'" "H2'"  SING N N 21 
C25 "O2'" "HO2'" SING N N 22 
C25 "C1'" N1     SING N N 23 
C25 "C1'" "H1'"  SING N N 24 
C25 N1    C2     SING N N 25 
C25 N1    C6     SING N N 26 
C25 C2    O2     DOUB N N 27 
C25 C2    N3     SING N N 28 
C25 N3    C4     DOUB N N 29 
C25 C4    N4     SING N N 30 
C25 C4    C5     SING N N 31 
C25 N4    H41    SING N N 32 
C25 N4    H42    SING N N 33 
C25 C5    C6     DOUB N N 34 
C25 C5    H5     SING N N 35 
C25 C6    H6     SING N N 36 
# 
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 
C25 SMILES           ACDLabs              10.04 "O=C1N=C(N)C=CN1C2OC(C(O)C2O)COP(=O)(O)O"                                                                                                                          
C25 InChI            InChI                1.02b "InChI=1/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1/f/h16-17H,10H2" 
C25 InChIKey         InChI                1.02b IERHLVCPSMICTF-KWRCWRNTDD                                                                                                                                          
C25 SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O"                                                                                                    
C25 SMILES           CACTVS               3.341 "NC1=NC(=O)N(C=C1)[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O"                                                                                                          
C25 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O"                                                                                                    
C25 SMILES           "OpenEye OEToolkits" 1.5.0 "C1=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 
C25 "SYSTEMATIC NAME" ACDLabs              10.04 
;5'-cytidylic acid
;
C25 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
