data_BHI
# 
_chem_comp.id                                    BHI 
_chem_comp.name                                  "4-BROMO-3-HYDROXY-3-METHYL BUTYL DIPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C5 H13 Br O8 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-11-12 
_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                        343.003 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BHI 
_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        1Q54 
_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 
BHI O1   O1   O  0 1 N N N 9.357  10.209 13.029 -1.281 0.333  2.637  O1   BHI 1  
BHI O2   O2   O  0 1 N N N 11.856 2.865  10.967 0.262  -0.788 -6.236 O2   BHI 2  
BHI O3   O3   O  0 1 N N N 9.854  1.641  10.865 0.993  1.148  -4.793 O3   BHI 3  
BHI O4   O4   O  0 1 N N N 10.959 2.029  12.938 -1.464 0.576  -4.798 O4   BHI 4  
BHI P5   P5   P  0 1 N N N 10.689 2.652  11.600 0.043  0.016  -4.859 P5   BHI 5  
BHI O6   O6   O  0 1 N N N 9.944  3.980  11.778 0.298  -0.972 -3.614 O6   BHI 6  
BHI O7   O7   O  0 1 N N N 11.034 6.122  11.538 -1.444 0.456  -2.260 O7   BHI 7  
BHI O8   O8   O  0 1 N N N 11.717 4.594  13.260 1.014  1.028  -2.250 O8   BHI 8  
BHI P9   P9   P  0 1 N N S 10.627 5.216  12.424 0.064  -0.106 -2.277 P9   BHI 9  
BHI C10  C10  C  0 1 N N N 10.335 9.430  15.361 0.270  -0.994 3.928  C10  BHI 10 
BHI C11  C11  C  0 1 N N N 11.089 8.268  13.338 1.039  1.007  2.646  C11  BHI 11 
BHI C12  C12  C  0 1 N N N 8.875  6.856  13.041 0.082  -0.216 0.162  C12  BHI 12 
BHI C13  C13  C  0 1 N N N 8.760  7.897  14.170 0.295  -1.044 1.431  C13  BHI 13 
BHI C14  C14  C  0 1 N N R 9.854  8.986  13.951 0.057  -0.165 2.660  C14  BHI 14 
BHI O15  O15  O  0 1 N N N 9.620  5.708  13.455 0.304  -1.037 -0.985 O15  BHI 15 
BHI BR   BR   BR 0 0 N N N 8.729  9.374  16.274 -0.035 0.135  5.508  BR   BHI 16 
BHI HO1  HO1  H  0 1 N N N 9.063  9.937  12.167 -1.866 -0.435 2.646  HO1  BHI 17 
BHI HO2  HO2  H  0 1 N N N 12.383 3.503  11.431 0.099  -0.161 -6.954 HO2  BHI 18 
BHI HO4  HO4  H  0 1 N N N 10.134 1.878  13.385 -2.050 -0.191 -4.844 HO4  BHI 19 
BHI HO7  HO7  H  0 1 N N N 11.451 6.878  11.933 -2.029 -0.313 -2.277 HO7  BHI 20 
BHI H101 1H10 H  0 0 N N N 11.167 8.833  15.802 -0.429 -1.829 3.938  H101 BHI 21 
BHI H102 2H10 H  0 0 N N N 10.887 10.397 15.405 1.291  -1.375 3.946  H102 BHI 22 
BHI H111 1H11 H  0 0 N N N 11.433 7.421  13.976 2.060  0.626  2.664  H111 BHI 23 
BHI H112 2H11 H  0 0 N N N 10.887 7.933  12.293 0.887  1.597  1.742  H112 BHI 24 
BHI H113 3H11 H  0 0 N N N 11.917 8.986  13.134 0.870  1.633  3.522  H113 BHI 25 
BHI H121 1H12 H  0 0 N N N 7.871  6.569  12.648 -0.939 0.164  0.144  H121 BHI 26 
BHI H122 2H12 H  0 0 N N N 9.302  7.306  12.114 0.781  0.619  0.152  H122 BHI 27 
BHI H131 1H13 H  0 0 N N N 7.735  8.329  14.250 1.316  -1.425 1.448  H131 BHI 28 
BHI H132 2H13 H  0 0 N N N 8.811  7.436  15.184 -0.404 -1.880 1.441  H132 BHI 29 
# 
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 
BHI O1  C14  SING N N 1  
BHI O1  HO1  SING N N 2  
BHI O2  P5   SING N N 3  
BHI O2  HO2  SING N N 4  
BHI O3  P5   DOUB N N 5  
BHI O4  P5   SING N N 6  
BHI O4  HO4  SING N N 7  
BHI P5  O6   SING N N 8  
BHI O6  P9   SING N N 9  
BHI O7  P9   SING N N 10 
BHI O7  HO7  SING N N 11 
BHI O8  P9   DOUB N N 12 
BHI P9  O15  SING N N 13 
BHI C10 C14  SING N N 14 
BHI C10 BR   SING N N 15 
BHI C10 H101 SING N N 16 
BHI C10 H102 SING N N 17 
BHI C11 C14  SING N N 18 
BHI C11 H111 SING N N 19 
BHI C11 H112 SING N N 20 
BHI C11 H113 SING N N 21 
BHI C12 C13  SING N N 22 
BHI C12 O15  SING N N 23 
BHI C12 H121 SING N N 24 
BHI C12 H122 SING N N 25 
BHI C13 C14  SING N N 26 
BHI C13 H131 SING N N 27 
BHI C13 H132 SING N N 28 
# 
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 
BHI SMILES           ACDLabs              10.04 O=P(OP(=O)(OCCC(O)(C)CBr)O)(O)O                                                                                     
BHI InChI            InChI                1.02b InChI=1/C5H13BrO8P2/c1-5(7,4-6)2-3-13-16(11,12)14-15(8,9)10/h7H,2-4H2,1H3,(H,11,12)(H2,8,9,10)/t5-/m1/s1/f/h8-9,11H 
BHI InChIKey         InChI                1.02b YKAYCWPQDPILSA-ZHKNVJJMDK                                                                                           
BHI SMILES_CANONICAL CACTVS               3.341 C[C@](O)(CBr)CCO[P@@](O)(=O)O[P](O)(O)=O                                                                            
BHI SMILES           CACTVS               3.341 C[C](O)(CBr)CCO[P](O)(=O)O[P](O)(O)=O                                                                               
BHI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@](CCO[P@](=O)(O)OP(=O)(O)O)(CBr)O                                                                              
BHI SMILES           "OpenEye OEToolkits" 1.5.0 CC(CCOP(=O)(O)OP(=O)(O)O)(CBr)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 
BHI "SYSTEMATIC NAME" ACDLabs              10.04 "(3R)-4-bromo-3-hydroxy-3-methylbutyl trihydrogen diphosphate"         
BHI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(3R)-4-bromo-3-hydroxy-3-methyl-butyl] phosphono hydrogen phosphate" 
# 
