data_CBV
# 
_chem_comp.id                                    CBV 
_chem_comp.name                                  
;5-BROMOCYTIDINE 5'-(DIHYDROGEN PHOSPHATE)
;
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C9 H13 Br 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                     2006-10-19 
_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                        402.093 
_chem_comp.one_letter_code                       C 
_chem_comp.three_letter_code                     CBV 
_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        1QBP 
_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 
CBV O3P    O3P  O  0 1 N Y N 56.715 39.676 66.590 -6.361 0.199  -0.323 O3P    CBV 1  
CBV P      P    P  0 1 N N N 55.534 39.276 65.574 -5.161 1.272  -0.294 P      CBV 2  
CBV O1P    O1P  O  0 1 N N N 55.878 37.959 64.985 -5.553 2.540  -1.206 O1P    CBV 3  
CBV O2P    O2P  O  0 1 N N N 55.255 40.421 64.658 -4.932 1.718  1.098  O2P    CBV 4  
CBV "O5'"  O5*  O  0 1 N N N 54.292 39.044 66.538 -3.819 0.592  -0.868 "O5'"  CBV 5  
CBV "C5'"  C5*  C  0 1 N N N 54.299 37.940 67.458 -3.460 -0.446 0.045  "C5'"  CBV 6  
CBV "C4'"  C4*  C  0 1 N N R 52.937 37.748 68.074 -2.185 -1.137 -0.444 "C4'"  CBV 7  
CBV "O4'"  O4*  O  0 1 N N N 52.630 38.862 68.935 -1.066 -0.226 -0.385 "O4'"  CBV 8  
CBV "C3'"  C3*  C  0 1 N N S 51.747 37.688 67.134 -1.801 -2.296 0.502  "C3'"  CBV 9  
CBV "O3'"  O3*  O  0 1 N N N 51.598 36.443 66.540 -2.251 -3.544 -0.027 "O3'"  CBV 10 
CBV "C2'"  C2*  C  0 1 N N R 50.610 38.016 68.060 -0.255 -2.250 0.545  "C2'"  CBV 11 
CBV "O2'"  O2*  O  0 1 N N N 50.361 36.888 68.893 0.296  -3.471 0.046  "O2'"  CBV 12 
CBV "C1'"  C1*  C  0 1 N N R 51.245 39.106 68.916 0.109  -1.066 -0.378 "C1'"  CBV 13 
CBV N1     N1   N  0 1 N N N 51.025 40.461 68.384 1.257  -0.334 0.161  N1     CBV 14 
CBV C2     C2   C  0 1 N N N 49.901 41.199 68.820 1.155  0.290  1.349  C2     CBV 15 
CBV O2     O2   O  0 1 N N N 49.076 40.673 69.581 0.104  0.238  1.965  O2     CBV 16 
CBV N3     N3   N  0 1 N N N 49.751 42.463 68.402 2.183  0.963  1.863  N3     CBV 17 
CBV C4     C4   C  0 1 N N N 50.647 43.004 67.581 3.338  1.035  1.214  C4     CBV 18 
CBV N4     N4   N  0 1 N N N 50.471 44.272 67.240 4.393  1.734  1.755  N4     CBV 19 
CBV C5     C5   C  0 1 N N N 51.765 42.268 67.089 3.476  0.398  -0.037 C5     CBV 20 
CBV C6     C6   C  0 1 N N N 51.914 41.012 67.507 2.424  -0.288 -0.543 C6     CBV 21 
CBV BR     BR   BR 0 0 N N N 53.026 43.080 65.978 5.111  0.485  -0.983 BR     CBV 22 
CBV HO3P   HO3P H  0 0 N N N 57.532 39.755 66.111 -6.478 -0.065 -1.246 HO3P   CBV 23 
CBV HO1P   HO1P H  0 0 N N N 55.952 38.043 64.042 -6.360 2.917  -0.829 HO1P   CBV 24 
CBV "H5'1" 1H5* H  0 0 N N N 54.580 37.024 66.917 -4.268 -1.175 0.103  "H5'1" CBV 25 
CBV "H5'2" 2H5* H  0 0 N N N 55.022 38.152 68.259 -3.285 -0.018 1.032  "H5'2" CBV 26 
CBV "H4'"  H4*  H  0 1 N N N 53.043 36.769 68.564 -2.320 -1.506 -1.461 "H4'"  CBV 27 
CBV "H3'"  H3*  H  0 1 N N N 51.832 38.369 66.274 -2.217 -2.131 1.496  "H3'"  CBV 28 
CBV "HO3'" HO3* H  0 0 N N N 51.564 36.544 65.596 -1.984 -4.228 0.603  "HO3'" CBV 29 
CBV "H2'"  H2*  H  0 1 N N N 49.670 38.294 67.561 0.093  -2.062 1.560  "H2'"  CBV 30 
CBV "HO2'" HO2* H  0 0 N N N 50.306 36.105 68.358 -0.016 -4.177 0.628  "HO2'" CBV 31 
CBV "H1'"  H1*  H  0 1 N N N 50.785 39.071 69.915 0.326  -1.423 -1.385 "H1'"  CBV 32 
CBV HN41   1HN4 H  0 0 N N N 49.642 44.624 67.675 4.294  2.174  2.613  HN41   CBV 33 
CBV HN42   2HN4 H  0 0 N N N 51.074 44.797 66.640 5.237  1.781  1.280  HN42   CBV 34 
CBV H6     H6   H  0 1 N N N 52.746 40.424 67.149 2.506  -0.788 -1.497 H6     CBV 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 
CBV O3P   P      SING N N 1  
CBV O3P   HO3P   SING N N 2  
CBV P     O1P    SING N N 3  
CBV P     O2P    DOUB N N 4  
CBV P     "O5'"  SING N N 5  
CBV O1P   HO1P   SING N N 6  
CBV "O5'" "C5'"  SING N N 7  
CBV "C5'" "C4'"  SING N N 8  
CBV "C5'" "H5'1" SING N N 9  
CBV "C5'" "H5'2" SING N N 10 
CBV "C4'" "O4'"  SING N N 11 
CBV "C4'" "C3'"  SING N N 12 
CBV "C4'" "H4'"  SING N N 13 
CBV "O4'" "C1'"  SING N N 14 
CBV "C3'" "O3'"  SING N N 15 
CBV "C3'" "C2'"  SING N N 16 
CBV "C3'" "H3'"  SING N N 17 
CBV "O3'" "HO3'" SING N N 18 
CBV "C2'" "O2'"  SING N N 19 
CBV "C2'" "C1'"  SING N N 20 
CBV "C2'" "H2'"  SING N N 21 
CBV "O2'" "HO2'" SING N N 22 
CBV "C1'" N1     SING N N 23 
CBV "C1'" "H1'"  SING N N 24 
CBV N1    C2     SING N N 25 
CBV N1    C6     SING N N 26 
CBV C2    O2     DOUB N N 27 
CBV C2    N3     SING N N 28 
CBV N3    C4     DOUB N N 29 
CBV C4    N4     SING N N 30 
CBV C4    C5     SING N N 31 
CBV N4    HN41   SING N N 32 
CBV N4    HN42   SING N N 33 
CBV C5    C6     DOUB N N 34 
CBV C5    BR     SING N N 35 
CBV 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 
CBV SMILES           ACDLabs              10.04 "BrC=1C(=NC(=O)N(C=1)C2OC(C(O)C2O)COP(=O)(O)O)N"                                                                                                                      
CBV InChI            InChI                1.02b "InChI=1/C9H13BrN3O8P/c10-3-1-13(9(16)12-7(3)11)8-6(15)5(14)4(21-8)2-20-22(17,18)19/h1,4-6,8,14-15H,2H2,(H2,11,12,16)(H2,17,18,19)/t4-,5-,6-,8-/m1/s1/f/h17-18H,11H2" 
CBV InChIKey         InChI                1.02b KOHPTSGPCYTYFB-OJTXDIAZDQ                                                                                                                                             
CBV SMILES_CANONICAL CACTVS               3.341 "NC1=NC(=O)N(C=C1Br)[C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O"                                                                                                     
CBV SMILES           CACTVS               3.341 "NC1=NC(=O)N(C=C1Br)[CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O"                                                                                                           
CBV SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=C(C(=NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N)Br"                                                                                                   
CBV SMILES           "OpenEye OEToolkits" 1.5.0 "C1=C(C(=NC(=O)N1C2C(C(C(O2)COP(=O)(O)O)O)O)N)Br"                                                                                                                     
# 
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 
CBV "SYSTEMATIC NAME" ACDLabs              10.04 
;5-bromocytidine 5'-(dihydrogen phosphate)
;
CBV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(4-amino-5-bromo-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
