data_C5P
# 
_chem_comp.id                                    C5P 
_chem_comp.name                                  "CYTIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C9 H14 N3 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2011-06-04 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         C25 
_chem_comp.formula_weight                        323.197 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C5P 
_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                  EBI 
# 
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 
C5P O3P    O3P  O 0 1 N N N -1.659 19.319 41.272 -4.698 2.129  -1.038 O3P    C5P 1  
C5P P      P    P 0 1 N N N -0.970 17.977 40.788 -4.058 1.026  -0.055 P      C5P 2  
C5P O1P    O1P  O 0 1 N N N -1.576 17.439 39.592 -3.660 1.669  1.217  O1P    C5P 3  
C5P O2P    O2P  O 0 1 N N N -0.613 16.964 41.923 -5.145 -0.124 0.242  O2P    C5P 4  
C5P "O5'"  O5*  O 0 1 N N N 0.524  18.418 40.366 -2.763 0.372  -0.753 "O5'"  C5P 5  
C5P "C5'"  C5*  C 0 1 N N N 1.437  17.513 39.833 -2.175 -0.507 0.208  "C5'"  C5P 6  
C5P "C4'"  C4*  C 0 1 N N R 2.631  18.280 39.552 -0.932 -1.165 -0.395 "C4'"  C5P 7  
C5P "O4'"  O4*  O 0 1 N N N 2.772  19.241 38.505 0.096  -0.177 -0.630 "O4'"  C5P 8  
C5P "C3'"  C3*  C 0 1 N N S 3.430  18.828 40.769 -0.304 -2.156 0.609  "C3'"  C5P 9  
C5P "O3'"  O3*  O 0 1 N N N 3.899  17.935 41.810 -0.714 -3.493 0.316  "O3'"  C5P 10 
C5P "C2'"  C2*  C 0 1 N Y R 4.290  19.916 40.172 1.219  -1.996 0.394  "C2'"  C5P 11 
C5P "O2'"  O2*  O 0 1 N N N 5.377  19.098 39.795 1.797  -3.230 -0.037 "O2'"  C5P 12 
C5P "C1'"  C1*  C 0 1 N N R 3.913  20.029 38.749 1.329  -0.924 -0.713 "C1'"  C5P 13 
C5P N1     N1   N 0 1 N N N 3.081  21.332 38.493 2.475  -0.046 -0.461 N1     C5P 14 
C5P C2     C2   C 0 1 N N N 3.609  22.330 37.604 2.499  0.722  0.643  C2     C5P 15 
C5P N3     N3   N 0 1 N N N 2.974  23.496 37.314 3.527  1.529  0.897  N3     C5P 16 
C5P C4     C4   C 0 1 N N N 1.711  23.759 37.912 4.558  1.596  0.064  C4     C5P 17 
C5P C5     C5   C 0 1 N N N 1.106  22.835 38.819 4.561  0.807  -1.105 C5     C5P 18 
C5P C6     C6   C 0 1 N N N 1.815  21.662 39.074 3.510  -0.013 -1.346 C6     C5P 19 
C5P O2     O2   O 0 1 N N N 4.719  22.158 37.054 1.563  0.680  1.424  O2     C5P 20 
C5P N4     N4   N 0 1 N N N 1.061  24.916 37.621 5.614  2.433  0.336  N4     C5P 21 
C5P HOP3   3HOP H 0 0 N N N -1.797 19.284 42.211 -5.468 2.495  -0.583 HOP3   C5P 22 
C5P HOP2   2HOP H 0 0 N N N -0.541 16.090 41.557 -5.377 -0.517 -0.611 HOP2   C5P 23 
C5P "H5'1" 1H5* H 0 0 N N N 1.651  16.708 40.551 -2.895 -1.277 0.485  "H5'1" C5P 24 
C5P "H5'2" 2H5* H 0 0 N N N 1.044  17.030 38.926 -1.891 0.061  1.094  "H5'2" C5P 25 
C5P "H4'"  H4*  H 0 1 N N N 3.027  17.359 39.099 -1.187 -1.676 -1.324 "H4'"  C5P 26 
C5P "H3'"  H3*  H 0 1 N N N 2.783  19.250 41.552 -0.577 -1.889 1.630  "H3'"  C5P 27 
C5P "HO3'" *HO3 H 0 0 N N N 4.002  17.060 41.455 -0.293 -4.065 0.972  "HO3'" C5P 28 
C5P "H2'1" 1H2* H 0 0 N N N 4.331  20.824 40.792 1.700  -1.649 1.309  "H2'1" C5P 29 
C5P "HO2'" *HO2 H 0 0 N N N 5.328  18.914 38.864 1.643  -3.872 0.670  "HO2'" C5P 30 
C5P "H1'"  H1*  H 0 1 N N N 4.854  19.860 38.205 1.422  -1.397 -1.691 "H1'"  C5P 31 
C5P H5     H5   H 0 1 N N N 0.151  23.035 39.282 5.392  0.850  -1.793 H5     C5P 32 
C5P H6     H6   H 0 1 N N N 1.378  20.951 39.759 3.491  -0.630 -2.232 H6     C5P 33 
C5P HN41   1HN4 H 0 0 N N N 1.620  25.440 36.979 5.608  2.978  1.139  HN41   C5P 34 
C5P HN42   2HN4 H 0 0 N N N 0.174  25.196 37.987 6.368  2.477  -0.273 HN42   C5P 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 
C5P O3P   P      SING N N 1  
C5P O3P   HOP3   SING N N 2  
C5P P     O1P    DOUB N N 3  
C5P P     O2P    SING N N 4  
C5P P     "O5'"  SING N N 5  
C5P O2P   HOP2   SING N N 6  
C5P "O5'" "C5'"  SING N N 7  
C5P "C5'" "C4'"  SING N N 8  
C5P "C5'" "H5'1" SING N N 9  
C5P "C5'" "H5'2" SING N N 10 
C5P "C4'" "O4'"  SING N N 11 
C5P "C4'" "C3'"  SING N N 12 
C5P "C4'" "H4'"  SING N N 13 
C5P "O4'" "C1'"  SING N N 14 
C5P "C3'" "O3'"  SING N N 15 
C5P "C3'" "C2'"  SING N N 16 
C5P "C3'" "H3'"  SING N N 17 
C5P "O3'" "HO3'" SING N N 18 
C5P "C2'" "O2'"  SING N N 19 
C5P "C2'" "C1'"  SING N N 20 
C5P "C2'" "H2'1" SING N N 21 
C5P "O2'" "HO2'" SING N N 22 
C5P "C1'" N1     SING N N 23 
C5P "C1'" "H1'"  SING N N 24 
C5P N1    C2     SING N N 25 
C5P N1    C6     SING N N 26 
C5P C2    N3     SING N N 27 
C5P C2    O2     DOUB N N 28 
C5P N3    C4     DOUB N N 29 
C5P C4    C5     SING N N 30 
C5P C4    N4     SING N N 31 
C5P C5    C6     DOUB N N 32 
C5P C5    H5     SING N N 33 
C5P C6    H6     SING N N 34 
C5P N4    HN41   SING N N 35 
C5P N4    HN42   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 
C5P SMILES           ACDLabs              10.04 "O=C1N=C(N)C=CN1C2OC(C(O)C2O)COP(=O)(O)O"                                                                                                            
C5P 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"                                                                                      
C5P SMILES           CACTVS               3.341 "NC1=NC(=O)N(C=C1)[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O"                                                                                            
C5P 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"                                                                                      
C5P SMILES           "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=O)(O)O)O)O"                                                                                                        
C5P InChI            InChI                1.03  "InChI=1S/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" 
C5P InChIKey         InChI                1.03  IERHLVCPSMICTF-XVFCMESISA-N                                                                                                                          
# 
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 
C5P "SYSTEMATIC NAME" ACDLabs              10.04 
;5'-cytidylic acid
;
C5P "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" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
C5P "Create component"  1999-07-08 EBI  
C5P "Modify descriptor" 2011-06-04 RCSB 
# 
