data_RBP
# 
_chem_comp.id                                    RBP 
_chem_comp.name                                  (3R,4R)-4-(4-BROMOPHENYL)-3-(2-NAPHTHYLMETHOXY)PIPERIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H22 Br N O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         TRANS-(3R,4R)-2-NAPHTYL-METHOXY-4-(4-BROMOPHENYL)-PIPERIDINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-06-25 
_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                        396.320 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     RBP 
_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 
RBP N13  N13  N  0 1 N N N 13.883 54.974 36.222 -1.262 5.142  0.563  N13  RBP 1  
RBP C12  C12  C  0 1 N N N 12.514 54.523 36.115 -2.376 4.914  -0.363 C12  RBP 2  
RBP C11  C11  C  0 1 N N N 11.825 54.279 37.490 -2.840 3.459  -0.266 C11  RBP 3  
RBP C3   C3   C  0 1 N N R 12.594 53.228 38.402 -1.686 2.534  -0.665 C3   RBP 4  
RBP C4   C4   C  0 1 Y N N 11.733 52.869 39.769 -2.098 1.098  -0.465 C4   RBP 5  
RBP C10  C10  C  0 1 Y N N 11.514 51.591 40.315 -2.106 0.226  -1.537 C10  RBP 6  
RBP C9   C9   C  0 1 Y N N 10.774 51.333 41.525 -2.483 -1.091 -1.354 C9   RBP 7  
RBP C7   C7   C  0 1 Y N N 10.186 52.327 42.298 -2.852 -1.536 -0.098 C7   RBP 8  
RBP BR   BR   BR 0 0 N N N 9.453  52.163 43.524 -3.368 -3.338 0.153  BR   RBP 9  
RBP C6   C6   C  0 1 Y N N 10.360 53.595 41.816 -2.850 -0.662 0.974  C6   RBP 10 
RBP C5   C5   C  0 1 Y N N 11.105 53.852 40.600 -2.467 0.654  0.791  C5   RBP 11 
RBP C2   C2   C  0 1 N N R 14.182 53.844 38.430 -0.470 2.846  0.214  C2   RBP 12 
RBP O1   O1   O  0 1 N N N 15.340 53.333 39.303 0.647  2.065  -0.216 O1   RBP 13 
RBP C15  C15  C  0 1 N N N 15.536 53.353 40.845 1.456  1.832  0.939  C15  RBP 14 
RBP C16  C16  C  0 1 Y N N 16.746 52.395 41.266 2.658  1.010  0.552  C16  RBP 15 
RBP C17  C17  C  0 1 Y N N 16.577 51.213 42.144 3.827  1.651  0.146  C17  RBP 16 
RBP C18  C18  C  0 1 Y N N 17.629 50.332 42.351 4.930  0.938  -0.210 C18  RBP 17 
RBP C19  C19  C  0 1 Y N N 18.875 50.605 41.701 4.894  -0.466 -0.168 C19  RBP 18 
RBP C20  C20  C  0 1 Y N N 20.033 49.779 41.830 6.013  -1.236 -0.527 C20  RBP 19 
RBP C21  C21  C  0 1 Y N N 21.257 50.015 41.213 5.941  -2.595 -0.474 C21  RBP 20 
RBP C22  C22  C  0 1 Y N N 21.367 51.150 40.402 4.773  -3.236 -0.068 C22  RBP 21 
RBP C24  C24  C  0 1 Y N N 20.305 52.005 40.225 3.669  -2.522 0.287  C24  RBP 22 
RBP C23  C23  C  0 1 Y N N 19.051 51.752 40.861 3.705  -1.119 0.245  C23  RBP 23 
RBP C25  C25  C  0 1 Y N N 17.984 52.634 40.653 2.588  -0.348 0.610  C25  RBP 24 
RBP C14  C14  C  0 1 N N N 14.709 54.039 36.966 -0.131 4.333  0.094  C14  RBP 25 
RBP H13  H13  H  0 1 N N N 13.933 55.911 36.622 -0.990 6.108  0.458  H13  RBP 26 
RBP H121 1H12 H  0 0 N N N 12.449 53.612 35.476 -2.049 5.123  -1.382 H121 RBP 27 
RBP H122 2H12 H  0 0 N N N 11.915 55.230 35.495 -3.202 5.576  -0.106 H122 RBP 28 
RBP H111 1H11 H  0 0 N N N 10.760 53.978 37.351 -3.683 3.300  -0.939 H111 RBP 29 
RBP H112 2H11 H  0 0 N N N 11.676 55.241 38.034 -3.144 3.241  0.758  H112 RBP 30 
RBP H3   H3   H  0 1 N N N 12.688 52.174 38.050 -1.431 2.698  -1.712 H3   RBP 31 
RBP H10  H10  H  0 1 N N N 11.948 50.741 39.762 -1.818 0.574  -2.518 H10  RBP 32 
RBP H9   H9   H  0 1 N N N 10.648 50.298 41.886 -2.489 -1.772 -2.192 H9   RBP 33 
RBP H6   H6   H  0 1 N N N 9.902  54.407 42.405 -3.138 -1.009 1.955  H6   RBP 34 
RBP H5   H5   H  0 1 N N N 11.204 54.901 40.274 -2.460 1.335  1.629  H5   RBP 35 
RBP H2   H2   H  0 1 N N N 13.933 54.747 39.036 -0.703 2.608  1.252  H2   RBP 36 
RBP H151 1H15 H  0 0 N N N 14.596 53.097 41.386 1.786  2.786  1.350  H151 RBP 37 
RBP H152 2H15 H  0 0 N N N 15.673 54.389 41.233 0.874  1.295  1.688  H152 RBP 38 
RBP H17  H17  H  0 1 N N N 15.632 50.980 42.663 3.858  2.730  0.113  H17  RBP 39 
RBP H18  H18  H  0 1 N N N 17.482 49.454 43.003 5.829  1.449  -0.523 H18  RBP 40 
RBP H20  H20  H  0 1 N N N 19.977 48.878 42.463 6.925  -0.753 -0.844 H20  RBP 41 
RBP H21  H21  H  0 1 N N N 22.108 49.329 41.361 6.802  -3.184 -0.751 H21  RBP 42 
RBP H22  H22  H  0 1 N N N 22.316 51.377 39.888 4.742  -4.315 -0.035 H22  RBP 43 
RBP H24  H24  H  0 1 N N N 20.458 52.886 39.579 2.770  -3.033 0.600  H24  RBP 44 
RBP H25  H25  H  0 1 N N N 18.119 53.517 40.006 1.677  -0.831 0.932  H25  RBP 45 
RBP H141 1H14 H  0 0 N N N 15.781 54.345 36.956 0.077  4.573  -0.949 H141 RBP 46 
RBP H142 2H14 H  0 0 N N N 14.802 53.064 36.433 0.748  4.554  0.698  H142 RBP 47 
# 
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 
RBP N13 C12  SING N N 1  
RBP N13 C14  SING N N 2  
RBP N13 H13  SING N N 3  
RBP C12 C11  SING N N 4  
RBP C12 H121 SING N N 5  
RBP C12 H122 SING N N 6  
RBP C11 C3   SING N N 7  
RBP C11 H111 SING N N 8  
RBP C11 H112 SING N N 9  
RBP C3  C4   SING N N 10 
RBP C3  C2   SING N N 11 
RBP C3  H3   SING N N 12 
RBP C4  C10  DOUB Y N 13 
RBP C4  C5   SING Y N 14 
RBP C10 C9   SING Y N 15 
RBP C10 H10  SING N N 16 
RBP C9  C7   DOUB Y N 17 
RBP C9  H9   SING N N 18 
RBP C7  BR   SING N N 19 
RBP C7  C6   SING Y N 20 
RBP C6  C5   DOUB Y N 21 
RBP C6  H6   SING N N 22 
RBP C5  H5   SING N N 23 
RBP C2  O1   SING N N 24 
RBP C2  C14  SING N N 25 
RBP C2  H2   SING N N 26 
RBP O1  C15  SING N N 27 
RBP C15 C16  SING N N 28 
RBP C15 H151 SING N N 29 
RBP C15 H152 SING N N 30 
RBP C16 C17  DOUB Y N 31 
RBP C16 C25  SING Y N 32 
RBP C17 C18  SING Y N 33 
RBP C17 H17  SING N N 34 
RBP C18 C19  DOUB Y N 35 
RBP C18 H18  SING N N 36 
RBP C19 C20  SING Y N 37 
RBP C19 C23  SING Y N 38 
RBP C20 C21  DOUB Y N 39 
RBP C20 H20  SING N N 40 
RBP C21 C22  SING Y N 41 
RBP C21 H21  SING N N 42 
RBP C22 C24  DOUB Y N 43 
RBP C22 H22  SING N N 44 
RBP C24 C23  SING Y N 45 
RBP C24 H24  SING N N 46 
RBP C23 C25  DOUB Y N 47 
RBP C25 H25  SING N N 48 
RBP C14 H141 SING N N 49 
RBP C14 H142 SING N N 50 
# 
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 
RBP SMILES           ACDLabs              10.04 Brc1ccc(cc1)C4CCNCC4OCc3cc2ccccc2cc3                                                                                                              
RBP InChI            InChI                1.02b InChI=1/C22H22BrNO/c23-20-9-7-18(8-10-20)21-11-12-24-14-22(21)25-15-16-5-6-17-3-1-2-4-19(17)13-16/h1-10,13,21-22,24H,11-12,14-15H2/t21-,22+/m1/s1 
RBP InChIKey         InChI                1.02b UHWXWBPDHHMNSG-YADHBBJMBL                                                                                                                         
RBP SMILES_CANONICAL CACTVS               3.341 Brc1ccc(cc1)[C@H]2CCNC[C@@H]2OCc3ccc4ccccc4c3                                                                                                     
RBP SMILES           CACTVS               3.341 Brc1ccc(cc1)[CH]2CCNC[CH]2OCc3ccc4ccccc4c3                                                                                                        
RBP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2cc(ccc2c1)CO[C@H]3CNCC[C@@H]3c4ccc(cc4)Br                                                                                                   
RBP SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2cc(ccc2c1)COC3CNCCC3c4ccc(cc4)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 
RBP "SYSTEMATIC NAME" ACDLabs              10.04 (3R,4R)-4-(4-bromophenyl)-3-(naphthalen-2-ylmethoxy)piperidine 
RBP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R,4R)-4-(4-bromophenyl)-3-(naphthalen-2-ylmethoxy)piperidine 
# 
