data_ABP
# 
_chem_comp.id                                    ABP 
_chem_comp.name                                  "8-BROMOADENOSINE-5'-DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 Br N5 O10 P2" 
_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                        506.097 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ABP 
_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        1MXC 
_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 
ABP PB     PB   P  0 1 N N N -13.607 42.755 18.052 0.608  -0.656 -6.130 PB     ABP 1  
ABP O1B    O1B  O  0 1 N N N -12.278 43.339 18.372 1.630  0.403  -5.976 O1B    ABP 2  
ABP O2B    O2B  O  0 1 N N N -13.526 41.358 17.491 1.209  -1.856 -7.020 O2B    ABP 3  
ABP O3B    O3B  O  0 1 N N N -14.549 42.887 19.184 -0.691 -0.047 -6.858 O3B    ABP 4  
ABP PA     PA   P  0 1 N N R -15.783 43.109 16.516 -0.393 0.025  -3.847 PA     ABP 5  
ABP O1A    O1A  O  0 1 N N N -16.637 43.251 17.749 -1.573 0.575  -4.551 O1A    ABP 6  
ABP O2A    O2A  O  0 1 N N N -15.624 41.761 15.875 0.734  1.167  -3.718 O2A    ABP 7  
ABP O3A    O3A  O  0 1 N N N -14.289 43.663 16.881 0.196  -1.219 -4.679 O3A    ABP 8  
ABP "O5'"  O5*  O  0 1 N N N -16.527 44.100 15.505 -0.827 -0.467 -2.377 "O5'"  ABP 9  
ABP "C5'"  C5*  C  0 1 N N N -17.024 43.772 14.206 -1.340 0.676  -1.692 "C5'"  ABP 10 
ABP "C4'"  C4*  C  0 1 N N R -16.060 44.213 13.091 -1.773 0.273  -0.281 "C4'"  ABP 11 
ABP "O4'"  O4*  O  0 1 N N N -16.604 45.262 12.255 -0.643 -0.222 0.469  "O4'"  ABP 12 
ABP "C3'"  C3*  C  0 1 N N S -14.723 44.722 13.626 -2.259 1.509  0.508  "C3'"  ABP 13 
ABP "O3'"  O3*  O  0 1 N N N -13.812 43.630 13.874 -3.686 1.591  0.480  "O3'"  ABP 14 
ABP "C2'"  C2*  C  0 1 N N R -14.234 45.719 12.581 -1.757 1.257  1.949  "C2'"  ABP 15 
ABP "O2'"  O2*  O  0 1 N N N -13.281 45.096 11.696 -2.859 1.178  2.856  "O2'"  ABP 16 
ABP "C1'"  C1*  C  0 1 N N R -15.505 46.101 11.792 -1.025 -0.099 1.857  "C1'"  ABP 17 
ABP N9     N9   N  0 1 Y N N -15.872 47.571 11.769 0.162  -0.096 2.714  N9     ABP 18 
ABP C8     C8   C  0 1 Y N N -15.279 48.756 12.287 0.221  -0.505 4.014  C8     ABP 19 
ABP BR8    BR8  BR 0 0 N N N -14.059 48.963 13.747 -1.242 -1.175 5.007  BR8    ABP 20 
ABP N7     N7   N  0 1 Y N N -15.685 49.831 11.662 1.433  -0.367 4.469  N7     ABP 21 
ABP C5     C5   C  0 1 Y N N -16.627 49.389 10.739 2.228  0.132  3.492  C5     ABP 22 
ABP C6     C6   C  0 1 Y N N -17.287 50.050 9.679  3.584  0.486  3.407  C6     ABP 23 
ABP N6     N6   N  0 1 N N N -17.399 51.376 9.622  4.426  0.332  4.495  N6     ABP 24 
ABP N1     N1   N  0 1 Y N N -17.922 49.296 8.760  4.042  0.969  2.256  N1     ABP 25 
ABP C2     C2   C  0 1 Y N N -17.983 47.986 8.944  3.247  1.119  1.213  C2     ABP 26 
ABP N3     N3   N  0 1 Y N N -17.418 47.241 9.889  1.968  0.806  1.248  N3     ABP 27 
ABP C4     C4   C  0 1 Y N N -16.755 48.026 10.796 1.421  0.317  2.356  C4     ABP 28 
ABP HOB2   2HOB H  0 0 N N N -14.375 40.984 17.286 1.443  -1.477 -7.878 HOB2   ABP 29 
ABP HOB3   3HOB H  0 0 N N N -15.398 42.513 18.979 -1.330 -0.769 -6.938 HOB3   ABP 30 
ABP HOA2   2HOA H  0 0 N N N -15.085 41.671 15.097 1.483  0.769  -3.254 HOA2   ABP 31 
ABP "H5'1" 1H5* H  0 0 N N N -17.263 42.686 14.127 -2.197 1.071  -2.236 "H5'1" ABP 32 
ABP "H5'2" 2H5* H  0 0 N N N -18.045 44.189 14.046 -0.565 1.440  -1.630 "H5'2" ABP 33 
ABP "H4'"  H4*  H  0 1 N N N -15.907 43.284 12.492 -2.559 -0.480 -0.326 "H4'"  ABP 34 
ABP "H3'"  H3*  H  0 1 N N N -14.810 45.222 14.618 -1.818 2.419  0.102  "H3'"  ABP 35 
ABP "HO3'" *HO3 H  0 0 N N N -12.980 43.946 14.206 -3.930 2.378  0.987  "HO3'" ABP 36 
ABP "H2'"  H2*  H  0 1 N N N -13.727 46.598 13.042 -1.066 2.043  2.255  "H2'"  ABP 37 
ABP "HO2'" *HO2 H  0 0 N N N -12.991 44.280 12.128 -3.310 2.033  2.823  "HO2'" ABP 38 
ABP "H1'"  H1*  H  0 1 N N N -15.276 45.906 10.718 -1.694 -0.911 2.139  "H1'"  ABP 39 
ABP HN61   1HN6 H  0 0 N N N -17.343 51.917 10.477 5.362  0.577  4.423  HN61   ABP 40 
ABP HN62   2HN6 H  0 0 N N N -17.618 51.832 8.747  4.079  -0.016 5.331  HN62   ABP 41 
ABP H2     H2   H  0 1 N N N -18.590 47.437 8.205  3.660  1.514  0.297  H2     ABP 42 
# 
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 
ABP PB    O1B    DOUB N N 1  
ABP PB    O2B    SING N N 2  
ABP PB    O3B    SING N N 3  
ABP PB    O3A    SING N N 4  
ABP O2B   HOB2   SING N N 5  
ABP O3B   HOB3   SING N N 6  
ABP PA    O1A    DOUB N N 7  
ABP PA    O2A    SING N N 8  
ABP PA    O3A    SING N N 9  
ABP PA    "O5'"  SING N N 10 
ABP O2A   HOA2   SING N N 11 
ABP "O5'" "C5'"  SING N N 12 
ABP "C5'" "C4'"  SING N N 13 
ABP "C5'" "H5'1" SING N N 14 
ABP "C5'" "H5'2" SING N N 15 
ABP "C4'" "O4'"  SING N N 16 
ABP "C4'" "C3'"  SING N N 17 
ABP "C4'" "H4'"  SING N N 18 
ABP "O4'" "C1'"  SING N N 19 
ABP "C3'" "O3'"  SING N N 20 
ABP "C3'" "C2'"  SING N N 21 
ABP "C3'" "H3'"  SING N N 22 
ABP "O3'" "HO3'" SING N N 23 
ABP "C2'" "O2'"  SING N N 24 
ABP "C2'" "C1'"  SING N N 25 
ABP "C2'" "H2'"  SING N N 26 
ABP "O2'" "HO2'" SING N N 27 
ABP "C1'" N9     SING N N 28 
ABP "C1'" "H1'"  SING N N 29 
ABP N9    C8     SING Y N 30 
ABP N9    C4     SING Y N 31 
ABP C8    BR8    SING N N 32 
ABP C8    N7     DOUB Y N 33 
ABP N7    C5     SING Y N 34 
ABP C5    C6     SING Y N 35 
ABP C5    C4     DOUB Y N 36 
ABP C6    N6     SING N N 37 
ABP C6    N1     DOUB Y N 38 
ABP N6    HN61   SING N N 39 
ABP N6    HN62   SING N N 40 
ABP N1    C2     SING Y N 41 
ABP C2    N3     DOUB Y N 42 
ABP C2    H2     SING N N 43 
ABP N3    C4     SING Y N 44 
# 
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 
ABP SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OCC3OC(n2c(Br)nc1c(ncnc12)N)C(O)C3O                                                                                                                                                     
ABP InChI            InChI                1.02b InChI=1/C10H14BrN5O10P2/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(18)5(17)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H2,12,13,14)(H2,19,20,21)/t3-,5-,6-,9-/m1/s1/f/h19-20,22H,12H2 
ABP InChIKey         InChI                1.02b KVVVTFSHHQCHNZ-WSQARVFUDF                                                                                                                                                                                 
ABP SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n([C@@H]3O[C@H](CO[P@](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O)c(Br)nc12                                                                                                                              
ABP SMILES           CACTVS               3.341 Nc1ncnc2n([CH]3O[CH](CO[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O)c(Br)nc12                                                                                                                                     
ABP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(c(n2)Br)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)OP(=O)(O)O)O)O)N                                                                                                                         
ABP SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(c(n2)Br)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)O)O)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 
ABP "SYSTEMATIC NAME" ACDLabs              10.04 
;8-bromoadenosine 5'-(trihydrogen diphosphate)
;
ABP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-amino-8-bromo-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl phosphono hydrogen phosphate" 
# 
