data_C32
# 
_chem_comp.id                                    C32 
_chem_comp.name                                  "5-BROMO-2'-DEOXY-CYTIDINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H13 Br N3 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DC 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1997-10-01 
_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                      CBR 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        386.093 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     C32 
_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 
C32 O3P    O3P  O  0 1 N Y N 76.301 3.296 54.362 2.529  -0.947 -5.552 O3P    C32 1  
C32 P      P    P  0 1 N N N 75.126 3.978 54.976 1.267  -0.087 -5.041 P      C32 2  
C32 O1P    O1P  O  0 1 N N N 74.177 3.199 55.819 1.721  1.261  -4.636 O1P    C32 3  
C32 O2P    O2P  O  0 1 N N N 75.637 5.251 55.815 0.190  0.042  -6.231 O2P    C32 4  
C32 "O5'"  O5*  O  0 1 N N N 74.301 4.655 53.800 0.589  -0.826 -3.782 "O5'"  C32 5  
C32 "C5'"  C5*  C  0 1 N N N 73.633 5.895 54.008 -0.518 -0.019 -3.377 "C5'"  C32 6  
C32 "C4'"  C4*  C  0 1 N N R 73.898 6.824 52.848 -1.210 -0.668 -2.177 "C4'"  C32 7  
C32 "O4'"  O4*  O  0 1 N N N 75.155 7.542 52.996 -0.339 -0.675 -1.024 "O4'"  C32 8  
C32 "C3'"  C3*  C  0 1 N N S 73.979 6.097 51.505 -2.418 0.186  -1.716 "C3'"  C32 9  
C32 "O3'"  O3*  O  0 1 N N N 73.238 6.800 50.518 -3.594 -0.149 -2.455 "O3'"  C32 10 
C32 "C2'"  C2*  C  0 1 N N N 75.455 6.178 51.153 -2.561 -0.228 -0.231 "C2'"  C32 11 
C32 "C1'"  C1*  C  0 1 N N R 75.792 7.534 51.730 -1.180 -0.806 0.133  "C1'"  C32 12 
C32 N1     N1   N  0 1 N N N 77.230 7.839 51.883 -0.607 -0.055 1.253  N1     C32 13 
C32 C2     C2   C  0 1 N N N 77.684 9.107 51.493 -0.385 1.266  1.130  C2     C32 14 
C32 O2     O2   O  0 1 N N N 76.859 9.948 51.116 -0.665 1.825  0.082  O2     C32 15 
C32 N3     N3   N  0 1 N N N 79.009 9.383 51.537 0.133  1.973  2.131  N3     C32 16 
C32 C4     C4   C  0 1 N N N 79.867 8.453 51.960 0.447  1.390  3.281  C4     C32 17 
C32 N4     N4   N  0 1 N N N 81.168 8.743 51.963 0.983  2.131  4.309  N4     C32 18 
C32 C5     C5   C  0 1 N N N 79.434 7.174 52.396 0.233  0.005  3.441  C5     C32 19 
C32 C6     C6   C  0 1 N N N 78.117 6.908 52.352 -0.300 -0.699 2.415  C6     C32 20 
C32 BR     BR   BR 0 0 N N N 80.712 5.960 52.988 0.672  -0.852 5.069  BR     C32 21 
C32 H3P    H3P  H  0 1 N N N 76.906 3.792 53.824 2.906  -0.471 -6.305 H3P    C32 22 
C32 H2P    H2P  H  0 1 N N N 74.888 5.685 56.206 -0.078 -0.856 -6.464 H2P    C32 23 
C32 "H5'1" 1H5* H  0 0 N N N 73.905 6.358 54.985 -1.225 0.067  -4.202 "H5'1" C32 24 
C32 "H5'2" 2H5* H  0 0 N N N 72.542 5.757 54.192 -0.162 0.972  -3.098 "H5'2" C32 25 
C32 "H4'"  H4*  H  0 1 N N N 73.070 7.569 52.797 -1.529 -1.681 -2.421 "H4'"  C32 26 
C32 "H3'"  H3*  H  0 1 N N N 73.639 5.039 51.593 -2.197 1.250  -1.802 "H3'"  C32 27 
C32 HA     HA   H  0 1 N N N 73.288 6.348 49.684 -4.324 0.346  -2.060 HA     C32 28 
C32 "H2'1" 1H2* H  0 0 N N N 75.706 6.033 50.076 -3.334 -0.989 -0.121 "H2'1" C32 29 
C32 "H2'2" 2H2* H  0 0 N N N 76.086 5.330 51.507 -2.788 0.639  0.387  "H2'2" C32 30 
C32 "H1'"  H1*  H  0 1 N N N 75.326 8.320 51.091 -1.278 -1.857 0.404  "H1'"  C32 31 
C32 H4N1   1H4N H  0 0 N N N 81.824 8.032 52.286 1.133  3.082  4.194  H4N1   C32 32 
C32 H4N2   2H4N H  0 0 N N N 81.479 9.662 51.650 1.208  1.702  5.149  H4N2   C32 33 
C32 H6     H6   H  0 1 N N N 77.747 5.928 52.698 -0.478 -1.759 2.515  H6     C32 34 
# 
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 
C32 O3P   P      SING N N 1  
C32 O3P   H3P    SING N N 2  
C32 P     O1P    DOUB N N 3  
C32 P     O2P    SING N N 4  
C32 P     "O5'"  SING N N 5  
C32 O2P   H2P    SING N N 6  
C32 "O5'" "C5'"  SING N N 7  
C32 "C5'" "C4'"  SING N N 8  
C32 "C5'" "H5'1" SING N N 9  
C32 "C5'" "H5'2" SING N N 10 
C32 "C4'" "O4'"  SING N N 11 
C32 "C4'" "C3'"  SING N N 12 
C32 "C4'" "H4'"  SING N N 13 
C32 "O4'" "C1'"  SING N N 14 
C32 "C3'" "O3'"  SING N N 15 
C32 "C3'" "C2'"  SING N N 16 
C32 "C3'" "H3'"  SING N N 17 
C32 "O3'" HA     SING N N 18 
C32 "C2'" "C1'"  SING N N 19 
C32 "C2'" "H2'1" SING N N 20 
C32 "C2'" "H2'2" SING N N 21 
C32 "C1'" N1     SING N N 22 
C32 "C1'" "H1'"  SING N N 23 
C32 N1    C2     SING N N 24 
C32 N1    C6     SING N N 25 
C32 C2    O2     DOUB N N 26 
C32 C2    N3     SING N N 27 
C32 N3    C4     DOUB N N 28 
C32 C4    N4     SING N N 29 
C32 C4    C5     SING N N 30 
C32 N4    H4N1   SING N N 31 
C32 N4    H4N2   SING N N 32 
C32 C5    C6     DOUB N N 33 
C32 C5    BR     SING N N 34 
C32 C6    H6     SING N N 35 
# 
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 
C32 SMILES           ACDLabs              10.04 "BrC=1C(=NC(=O)N(C=1)C2OC(C(O)C2)COP(=O)(O)O)N"                                                                                                              
C32 InChI            InChI                1.02b "InChI=1/C9H13BrN3O7P/c10-4-2-13(9(15)12-8(4)11)7-1-5(14)6(20-7)3-19-21(16,17)18/h2,5-7,14H,1,3H2,(H2,11,12,15)(H2,16,17,18)/t5-,6+,7+/m0/s1/f/h16-17H,11H2" 
C32 InChIKey         InChI                1.02b PLDRCXOBLRYJSZ-PSXLHVPUDU                                                                                                                                    
C32 SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)N(C=C1Br)[C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)O2"                                                                                                  
C32 SMILES           CACTVS               3.341 "NC1=NC(=O)N(C=C1Br)[CH]2C[CH](O)[CH](CO[P](O)(O)=O)O2"                                                                                                      
C32 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1[C@@H]([C@H](O[C@H]1N2C=C(C(=NC2=O)N)Br)COP(=O)(O)O)O"                                                                                                    
C32 SMILES           "OpenEye OEToolkits" 1.5.0 "C1C(C(OC1N2C=C(C(=NC2=O)N)Br)COP(=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 
C32 "SYSTEMATIC NAME" ACDLabs              10.04 
;5-bromo-2'-deoxycytidine 5'-(dihydrogen phosphate)
;
C32 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(4-amino-5-bromo-2-oxo-pyrimidin-1-yl)-3-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
