data_C3P
# 
_chem_comp.id                                    C3P 
_chem_comp.name                                  "CYTIDINE-3'-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                    2008-10-14 
_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                        323.197 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C3P 
_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        1RPF 
_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 
C3P P      P    P 0 1 N N N -13.007 47.578 6.678 -0.768 0.257  -3.573 P      C3P 1  
C3P O1P    O1P  O 0 1 N N N -12.495 47.755 8.066 0.482  0.955  -3.947 O1P    C3P 2  
C3P O2P    O2P  O 0 1 N N N -11.909 46.966 5.845 -1.367 -0.498 -4.862 O2P    C3P 3  
C3P O3P    O3P  O 0 1 N N N -14.292 46.843 6.513 -1.840 1.331  -3.034 O3P    C3P 4  
C3P "O5'"  O5*  O 0 1 N N N -14.672 52.951 6.555 3.844  -0.153 -1.137 "O5'"  C3P 5  
C3P "C5'"  C5*  C 0 1 N N N -13.624 52.123 7.034 2.552  0.298  -1.548 "C5'"  C3P 6  
C3P "C4'"  C4*  C 0 1 N N R -12.940 51.438 5.823 1.477  -0.604 -0.939 "C4'"  C3P 7  
C3P "O4'"  O4*  O 0 1 N N N -11.881 52.123 5.071 1.529  -0.544 0.502  "O4'"  C3P 8  
C3P "C3'"  C3*  C 0 1 N N S -12.385 50.076 6.114 0.068  -0.089 -1.305 "C3'"  C3P 9  
C3P "O3'"  O3*  O 0 1 N N N -13.300 49.035 6.062 -0.457 -0.817 -2.416 "O3'"  C3P 10 
C3P "C2'"  C2*  C 0 1 N N R -11.198 49.911 5.169 -0.771 -0.355 -0.034 "C2'"  C3P 11 
C3P "O2'"  O2*  O 0 1 N N N -11.347 48.779 4.286 -1.844 -1.255 -0.322 "O2'"  C3P 12 
C3P "C1'"  C1*  C 0 1 N N R -10.733 51.309 4.911 0.232  -0.997 0.948  "C1'"  C3P 13 
C3P N1     N1   N 0 1 N N N -9.685  51.840 5.735 -0.026 -0.536 2.315  N1     C3P 14 
C3P C2     C2   C 0 1 N N N -8.441  51.398 5.523 0.014  0.779  2.596  C2     C3P 15 
C3P N3     N3   N 0 1 N N N -7.435  51.961 6.211 -0.216 1.225  3.830  N3     C3P 16 
C3P C4     C4   C 0 1 N N N -7.666  52.898 7.128 -0.494 0.381  4.815  C4     C3P 17 
C3P C5     C5   C 0 1 N N N -8.971  53.330 7.365 -0.540 -1.003 4.554  C5     C3P 18 
C3P C6     C6   C 0 1 N N N -9.942  52.824 6.643 -0.308 -1.441 3.293  C6     C3P 19 
C3P O2     O2   O 0 1 N N N -8.287  50.525 4.700 0.268  1.575  1.708  O2     C3P 20 
C3P N4     N4   N 0 1 N N N -6.724  53.496 7.843 -0.731 0.854  6.085  N4     C3P 21 
C3P HOP2   2HOP H 0 0 N N N -12.235 46.853 4.960 -1.538 0.180  -5.529 HOP2   C3P 22 
C3P HOP3   3HOP H 0 0 N N N -14.618 46.730 5.628 -2.638 0.836  -2.802 HOP3   C3P 23 
C3P "HO5'" *HO5 H 0 0 N N N -15.091 53.370 7.297 4.490  0.440  -1.541 "HO5'" C3P 24 
C3P "H5'1" 1H5* H 0 0 N N N -12.900 52.678 7.675 2.483  0.262  -2.635 "H5'1" C3P 25 
C3P "H5'2" 2H5* H 0 0 N N N -13.974 51.389 7.797 2.401  1.323  -1.208 "H5'2" C3P 26 
C3P "H4'"  H4*  H 0 1 N N N -13.848 51.438 5.176 1.607  -1.630 -1.281 "H4'"  C3P 27 
C3P "H3'"  H3*  H 0 1 N N N -12.068 50.013 7.181 0.097  0.977  -1.528 "H3'"  C3P 28 
C3P "H2'1" 1H2* H 0 0 N N N -10.216 49.465 5.453 -1.157 0.579  0.371  "H2'1" C3P 29 
C3P "HO2'" *HO2 H 0 0 N N N -10.608 48.676 3.697 -2.330 -1.383 0.503  "HO2'" C3P 30 
C3P "H1'"  H1*  H 0 1 N N N -10.271 51.297 3.896 0.171  -2.084 0.898  "H1'"  C3P 31 
C3P H5     H5   H 0 1 N N N -9.237  54.078 8.130 -0.765 -1.703 5.345  H5     C3P 32 
C3P H6     H6   H 0 1 N N N -10.959 53.220 6.797 -0.342 -2.496 3.068  H6     C3P 33 
C3P HN41   1HN4 H 0 0 N N N -6.901  54.213 8.545 -0.695 1.807  6.262  HN41   C3P 34 
C3P HN42   2HN4 H 0 0 N N N -6.053  53.887 7.181 -0.938 0.235  6.802  HN42   C3P 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 
C3P P     O1P    DOUB N N 1  
C3P P     O2P    SING N N 2  
C3P P     O3P    SING N N 3  
C3P P     "O3'"  SING N N 4  
C3P O2P   HOP2   SING N N 5  
C3P O3P   HOP3   SING N N 6  
C3P "O5'" "C5'"  SING N N 7  
C3P "O5'" "HO5'" SING N N 8  
C3P "C5'" "C4'"  SING N N 9  
C3P "C5'" "H5'1" SING N N 10 
C3P "C5'" "H5'2" SING N N 11 
C3P "C4'" "O4'"  SING N N 12 
C3P "C4'" "C3'"  SING N N 13 
C3P "C4'" "H4'"  SING N N 14 
C3P "O4'" "C1'"  SING N N 15 
C3P "C3'" "O3'"  SING N N 16 
C3P "C3'" "C2'"  SING N N 17 
C3P "C3'" "H3'"  SING N N 18 
C3P "C2'" "O2'"  SING N N 19 
C3P "C2'" "C1'"  SING N N 20 
C3P "C2'" "H2'1" SING N N 21 
C3P "O2'" "HO2'" SING N N 22 
C3P "C1'" N1     SING N N 23 
C3P "C1'" "H1'"  SING N N 24 
C3P N1    C2     SING N N 25 
C3P N1    C6     SING N N 26 
C3P C2    N3     SING N N 27 
C3P C2    O2     DOUB N N 28 
C3P N3    C4     DOUB N N 29 
C3P C4    C5     SING N N 30 
C3P C4    N4     SING N N 31 
C3P C5    C6     DOUB N N 32 
C3P C5    H5     SING N N 33 
C3P C6    H6     SING N N 34 
C3P N4    HN41   SING N N 35 
C3P 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 
C3P SMILES           ACDLabs              10.04 O=C1N=C(N)C=CN1C2OC(C(OP(=O)(O)O)C2O)CO                                                                                                                          
C3P InChI            InChI                1.02b InChI=1/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-6(14)7(4(3-13)19-8)20-21(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 
C3P InChIKey         InChI                1.02b UOOOPKANIPLQPU-KWRCWRNTDD                                                                                                                                        
C3P SMILES_CANONICAL CACTVS               3.341 NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O[P](O)(O)=O)[C@H]2O                                                                                                    
C3P SMILES           CACTVS               3.341 NC1=NC(=O)N(C=C1)[CH]2O[CH](CO)[CH](O[P](O)(O)=O)[CH]2O                                                                                                          
C3P SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)OP(=O)(O)O)O                                                                                                    
C3P SMILES           "OpenEye OEToolkits" 1.5.0 C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)OP(=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 
C3P "SYSTEMATIC NAME" ACDLabs              10.04 
;3'-cytidylic acid
;
C3P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate" 
# 
