data_BNP
# 
_chem_comp.id                                    BNP 
_chem_comp.name                                  (3R,4R)-4-{4-[3-(BENZYLOXY)PROPOXY]PHENYL}-3-(2-NAPHTHYLMETHOXY)PIPERIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H35 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-07-11 
_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                        481.625 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BNP 
_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 
BNP O1   O1   O 0 1 N N N 15.444 19.658 13.944 4.297   0.917  0.209  O1   BNP 1  
BNP C1   C1   C 0 1 N N R 14.925 19.006 15.039 4.052   2.246  0.676  C1   BNP 2  
BNP C2   C2   C 0 1 N N R 15.506 17.553 15.229 3.464   3.091  -0.458 C2   BNP 3  
BNP C3   C3   C 0 1 Y N N 16.997 17.622 15.143 2.114   2.546  -0.847 C3   BNP 4  
BNP C4   C4   C 0 1 Y N N 17.622 18.275 16.224 1.893   2.107  -2.140 C4   BNP 5  
BNP C5   C5   C 0 1 Y N N 19.013 18.485 16.267 0.657   1.607  -2.499 C5   BNP 6  
BNP C6   C6   C 0 1 Y N N 19.802 18.049 15.251 -0.364  1.545  -1.561 C6   BNP 7  
BNP O2   O2   O 0 1 N N N 21.089 18.416 15.442 -1.581  1.053  -1.912 O2   BNP 8  
BNP C8   C8   C 0 1 N N N 22.015 17.714 14.694 -2.405  1.120  -0.746 C8   BNP 9  
BNP C9   C9   C 0 1 N N N 23.318 17.923 15.369 -3.798  0.578  -1.074 C9   BNP 10 
BNP C10  C10  C 0 1 N N N 23.842 19.352 15.220 -4.680  0.649  0.174  C10  BNP 11 
BNP O3   O3   O 0 1 N N N 24.217 19.726 13.954 -5.981  0.143  -0.133 O3   BNP 12 
BNP C11  C11  C 0 1 N N N 24.706 21.054 14.024 -6.753  0.235  1.066  C11  BNP 13 
BNP C12  C12  C 0 1 Y N N 23.706 21.829 13.212 -8.143  -0.285 0.809  C12  BNP 14 
BNP C13  C13  C 0 1 Y N N 22.299 21.499 13.277 -8.427  -1.624 1.004  C13  BNP 15 
BNP C14  C14  C 0 1 Y N N 21.356 22.259 12.521 -9.703  -2.102 0.769  C14  BNP 16 
BNP C15  C15  C 0 1 Y N N 21.794 23.340 11.711 -10.695 -1.241 0.339  C15  BNP 17 
BNP C16  C16  C 0 1 Y N N 24.129 22.906 12.398 -9.137  0.577  0.384  C16  BNP 18 
BNP C17  C17  C 0 1 Y N N 23.160 23.649 11.655 -10.411 0.098  0.144  C17  BNP 19 
BNP C18  C18  C 0 1 Y N N 19.158 17.394 14.183 -0.142  1.991  -0.267 C18  BNP 20 
BNP C19  C19  C 0 1 Y N N 17.762 17.151 14.084 1.099   2.485  0.089  C19  BNP 21 
BNP C20  C20  C 0 1 N N N 15.096 16.988 16.660 3.314   4.538  0.024  C20  BNP 22 
BNP C21  C21  C 0 1 N N N 13.615 16.949 16.757 4.668   5.045  0.524  C21  BNP 23 
BNP N0   N0   N 0 1 N N N 13.106 18.299 16.484 5.118   4.226  1.655  N0   BNP 24 
BNP C22  C22  C 0 1 N N N 13.404 18.879 15.101 5.366   2.874  1.143  C22  BNP 25 
BNP C23  C23  C 0 1 N N N 15.489 21.019 13.988 4.151   0.050  1.335  C23  BNP 26 
BNP C24  C24  C 0 1 Y N N 16.338 21.276 12.826 4.398   -1.374 0.908  C24  BNP 27 
BNP C33  C33  C 0 1 Y N N 15.669 21.926 11.860 3.356   -2.135 0.477  C33  BNP 28 
BNP C25  C25  C 0 1 Y N N 17.664 20.834 12.596 5.690   -1.893 0.966  C25  BNP 29 
BNP C26  C26  C 0 1 Y N N 18.276 21.034 11.403 5.948   -3.175 0.588  C26  BNP 30 
BNP C27  C27  C 0 1 Y N N 17.588 21.704 10.395 4.898   -3.990 0.132  C27  BNP 31 
BNP C28  C28  C 0 1 Y N N 18.125 21.970 9.110  5.125   -5.318 -0.267 C28  BNP 32 
BNP C29  C29  C 0 1 Y N N 17.414 22.640 8.122  4.083   -6.077 -0.703 C29  BNP 33 
BNP C30  C30  C 0 1 Y N N 16.276 22.157 10.612 3.584   -3.461 0.073  C30  BNP 34 
BNP C31  C31  C 0 1 Y N N 15.559 22.847 9.572  2.534   -4.276 -0.383 C31  BNP 35 
BNP C32  C32  C 0 1 Y N N 16.103 23.090 8.341  2.791   -5.558 -0.761 C32  BNP 36 
BNP H1   H1   H 0 1 N N N 15.247 19.691 15.858 3.347   2.215  1.507  H1   BNP 37 
BNP H2   H2   H 0 1 N N N 15.099 16.881 14.438 4.132   3.061  -1.319 H2   BNP 38 
BNP H4   H4   H 0 1 N N N 17.003 18.633 17.063 2.689   2.156  -2.869 H4   BNP 39 
BNP H5   H5   H 0 1 N N N 19.495 19.002 17.114 0.485   1.264  -3.508 H5   BNP 40 
BNP H81  1H8  H 0 1 N N N 22.021 17.993 13.615 -2.486  2.156  -0.417 H81  BNP 41 
BNP H82  2H8  H 0 1 N N N 21.753 16.640 14.552 -1.960  0.520  0.048  H82  BNP 42 
BNP H91  1H9  H 0 1 N N N 24.073 17.182 15.016 -3.716  -0.458 -1.403 H91  BNP 43 
BNP H92  2H9  H 0 1 N N N 23.263 17.628 16.443 -4.243  1.177  -1.869 H92  BNP 44 
BNP H101 1H10 H 0 0 N N N 24.685 19.522 15.930 -4.235  0.050  0.968  H101 BNP 45 
BNP H102 2H10 H 0 0 N N N 23.093 20.074 15.622 -4.761  1.685  0.503  H102 BNP 46 
BNP H111 1H11 H 0 0 N N N 25.765 21.177 13.697 -6.281  -0.359 1.849  H111 BNP 47 
BNP H112 2H11 H 0 0 N N N 24.861 21.438 15.059 -6.808  1.277  1.384  H112 BNP 48 
BNP H13  H13  H 0 1 N N N 21.944 20.665 13.905 -7.652  -2.297 1.341  H13  BNP 49 
BNP H14  H14  H 0 1 N N N 20.282 22.010 12.563 -9.924  -3.148 0.921  H14  BNP 50 
BNP H15  H15  H 0 1 N N N 21.075 23.938 11.127 -11.691 -1.614 0.154  H15  BNP 51 
BNP H16  H16  H 0 1 N N N 25.200 23.163 12.343 -8.915  1.623  0.232  H16  BNP 52 
BNP H17  H17  H 0 1 N N N 23.478 24.490 11.016 -11.186 0.771  -0.192 H17  BNP 53 
BNP H18  H18  H 0 1 N N N 19.799 17.043 13.357 -0.934  1.944  0.465  H18  BNP 54 
BNP H19  H19  H 0 1 N N N 17.298 16.626 13.232 1.274   2.828  1.098  H19  BNP 55 
BNP H201 1H20 H 0 0 N N N 15.561 17.564 17.494 2.972   5.163  -0.801 H201 BNP 56 
BNP H202 2H20 H 0 0 N N N 15.562 15.998 16.876 2.588   4.577  0.836  H202 BNP 57 
BNP H211 1H21 H 0 0 N N N 13.257 16.542 17.732 5.398   4.982  -0.283 H211 BNP 58 
BNP H212 2H21 H 0 0 N N N 13.160 16.175 16.096 4.571   6.082  0.843  H212 BNP 59 
BNP HN0  HN0  H 0 1 N N N 13.438 18.942 17.203 6.012   4.596  1.943  HN0  BNP 60 
BNP H221 1H22 H 0 0 N N N 12.967 18.289 14.262 6.060   2.926  0.304  H221 BNP 61 
BNP H222 2H22 H 0 0 N N N 12.864 19.830 14.886 5.800   2.262  1.934  H222 BNP 62 
BNP H231 1H23 H 0 0 N N N 15.832 21.465 14.951 4.871   0.329  2.105  H231 BNP 63 
BNP H232 2H23 H 0 0 N N N 14.503 21.540 13.997 3.140   0.140  1.734  H232 BNP 64 
BNP H33  H33  H 0 1 N N N 14.643 22.263 12.087 2.359   -1.720 0.442  H33  BNP 65 
BNP H25  H25  H 0 1 N N N 18.243 20.313 13.377 6.499   -1.269 1.316  H25  BNP 66 
BNP H26  H26  H 0 1 N N N 19.304 20.662 11.257 6.954   -3.564 0.638  H26  BNP 67 
BNP H28  H28  H 0 1 N N N 19.149 21.639 8.866  6.121   -5.734 -0.227 H28  BNP 68 
BNP H29  H29  H 0 1 N N N 17.899 22.818 7.147  4.260   -7.098 -1.009 H29  BNP 69 
BNP H31  H31  H 0 1 N N N 14.530 23.212 9.728  1.527   -3.887 -0.434 H31  BNP 70 
BNP H32  H32  H 0 1 N N N 15.518 23.618 7.569  1.982   -6.182 -1.112 H32  BNP 71 
# 
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 
BNP O1  C1   SING N N 1  
BNP O1  C23  SING N N 2  
BNP C1  C2   SING N N 3  
BNP C1  C22  SING N N 4  
BNP C1  H1   SING N N 5  
BNP C2  C3   SING N N 6  
BNP C2  C20  SING N N 7  
BNP C2  H2   SING N N 8  
BNP C3  C4   DOUB Y N 9  
BNP C3  C19  SING Y N 10 
BNP C4  C5   SING Y N 11 
BNP C4  H4   SING N N 12 
BNP C5  C6   DOUB Y N 13 
BNP C5  H5   SING N N 14 
BNP C6  O2   SING N N 15 
BNP C6  C18  SING Y N 16 
BNP O2  C8   SING N N 17 
BNP C8  C9   SING N N 18 
BNP C8  H81  SING N N 19 
BNP C8  H82  SING N N 20 
BNP C9  C10  SING N N 21 
BNP C9  H91  SING N N 22 
BNP C9  H92  SING N N 23 
BNP C10 O3   SING N N 24 
BNP C10 H101 SING N N 25 
BNP C10 H102 SING N N 26 
BNP O3  C11  SING N N 27 
BNP C11 C12  SING N N 28 
BNP C11 H111 SING N N 29 
BNP C11 H112 SING N N 30 
BNP C12 C13  DOUB Y N 31 
BNP C12 C16  SING Y N 32 
BNP C13 C14  SING Y N 33 
BNP C13 H13  SING N N 34 
BNP C14 C15  DOUB Y N 35 
BNP C14 H14  SING N N 36 
BNP C15 C17  SING Y N 37 
BNP C15 H15  SING N N 38 
BNP C16 C17  DOUB Y N 39 
BNP C16 H16  SING N N 40 
BNP C17 H17  SING N N 41 
BNP C18 C19  DOUB Y N 42 
BNP C18 H18  SING N N 43 
BNP C19 H19  SING N N 44 
BNP C20 C21  SING N N 45 
BNP C20 H201 SING N N 46 
BNP C20 H202 SING N N 47 
BNP C21 N0   SING N N 48 
BNP C21 H211 SING N N 49 
BNP C21 H212 SING N N 50 
BNP N0  C22  SING N N 51 
BNP N0  HN0  SING N N 52 
BNP C22 H221 SING N N 53 
BNP C22 H222 SING N N 54 
BNP C23 C24  SING N N 55 
BNP C23 H231 SING N N 56 
BNP C23 H232 SING N N 57 
BNP C24 C33  DOUB Y N 58 
BNP C24 C25  SING Y N 59 
BNP C33 C30  SING Y N 60 
BNP C33 H33  SING N N 61 
BNP C25 C26  DOUB Y N 62 
BNP C25 H25  SING N N 63 
BNP C26 C27  SING Y N 64 
BNP C26 H26  SING N N 65 
BNP C27 C28  DOUB Y N 66 
BNP C27 C30  SING Y N 67 
BNP C28 C29  SING Y N 68 
BNP C28 H28  SING N N 69 
BNP C29 C32  DOUB Y N 70 
BNP C29 H29  SING N N 71 
BNP C30 C31  DOUB Y N 72 
BNP C31 C32  SING Y N 73 
BNP C31 H31  SING N N 74 
BNP C32 H32  SING N N 75 
# 
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 
BNP SMILES           ACDLabs              10.04 O(Cc2cc1ccccc1cc2)C5C(c4ccc(OCCCOCc3ccccc3)cc4)CCNC5                                                                                                                                   
BNP InChI            InChI                1.02b InChI=1/C32H35NO3/c1-2-7-25(8-3-1)23-34-19-6-20-35-30-15-13-28(14-16-30)31-17-18-33-22-32(31)36-24-26-11-12-27-9-4-5-10-29(27)21-26/h1-5,7-16,21,31-33H,6,17-20,22-24H2/t31-,32+/m1/s1 
BNP InChIKey         InChI                1.02b SBQHXMHGXWOGFR-ZWXJPIIXBW                                                                                                                                                              
BNP SMILES_CANONICAL CACTVS               3.341 C(COCc1ccccc1)COc2ccc(cc2)[C@H]3CCNC[C@@H]3OCc4ccc5ccccc5c4                                                                                                                            
BNP SMILES           CACTVS               3.341 C(COCc1ccccc1)COc2ccc(cc2)[CH]3CCNC[CH]3OCc4ccc5ccccc5c4                                                                                                                               
BNP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)COCCCOc2ccc(cc2)[C@H]3CCNC[C@@H]3OCc4ccc5ccccc5c4                                                                                                                            
BNP SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)COCCCOc2ccc(cc2)C3CCNCC3OCc4ccc5ccccc5c4                                                                                                                                     
# 
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 
BNP "SYSTEMATIC NAME" ACDLabs              10.04 (3R,4R)-4-{4-[3-(benzyloxy)propoxy]phenyl}-3-(naphthalen-2-ylmethoxy)piperidine   
BNP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3R,4R)-3-(naphthalen-2-ylmethoxy)-4-[4-(3-phenylmethoxypropoxy)phenyl]piperidine 
# 
