data_DBR
# 
_chem_comp.id                                    DBR 
_chem_comp.name                                  "ADAMANTANE-1-CARBOXYLIC ACID-5-DIMETHYLAMINO-NAPHTHALENE-1-SULFONYLAMINO-BUTYL-AMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H37 N3 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-11-10 
_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                        483.666 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DBR 
_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        1RF9 
_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 
DBR C1   C1   C 0 1 N N N 29.519 24.411 23.453 8.163  2.186  -0.220 C1   DBR 1  
DBR C2   C2   C 0 1 N N N 29.395 25.872 24.071 8.472  0.721  -0.537 C2   DBR 2  
DBR C3   C3   C 0 1 N N N 30.294 25.906 25.393 8.754  -0.034 0.764  C3   DBR 3  
DBR C4   C4   C 0 1 N N N 29.980 26.926 23.030 7.272  0.088  -1.244 C4   DBR 4  
DBR C5   C5   C 0 1 N N N 31.041 24.053 23.102 6.936  2.263  0.690  C5   DBR 5  
DBR C6   C6   C 0 1 N N N 31.911 24.138 24.424 7.218  1.508  1.991  C6   DBR 6  
DBR C7   C7   C 0 1 N N N 31.600 25.105 22.057 5.736  1.629  -0.017 C7   DBR 7  
DBR C8   C8   C 0 1 N N N 31.832 25.603 25.070 7.527  0.043  1.674  C8   DBR 8  
DBR C9   C9   C 0 1 N N N 31.513 26.597 22.661 6.045  0.165  -0.334 C9   DBR 9  
DBR C10  C10  C 0 1 N N N 32.370 26.670 24.005 6.327  -0.590 0.967  C10  DBR 10 
DBR C11  C11  C 0 1 N N N 32.035 27.648 21.668 4.863  -0.459 -1.030 C11  DBR 11 
DBR N12  N12  N 0 1 N N N 31.953 29.000 22.054 3.665  -0.505 -0.415 N12  DBR 12 
DBR C13  C13  C 0 1 N N N 32.346 30.268 21.365 2.516  -1.111 -1.092 C13  DBR 13 
DBR C14  C14  C 0 1 N N N 31.632 30.753 20.083 1.289  -1.034 -0.181 C14  DBR 14 
DBR C15  C15  C 0 1 N N N 30.098 30.904 20.235 0.089  -1.667 -0.889 C15  DBR 15 
DBR C16  C16  C 0 1 N N N 29.462 32.311 20.057 -1.139 -1.590 0.022  C16  DBR 16 
DBR O17  O17  O 0 1 N N N 32.463 27.284 20.578 4.990  -0.919 -2.145 O17  DBR 17 
DBR N31  N31  N 0 1 N N N 29.531 33.228 18.868 -2.288 -2.196 -0.655 N31  DBR 18 
DBR S33  S33  S 0 1 N N N 28.909 32.898 17.501 -3.632 -2.620 0.214  S33  DBR 19 
DBR O32  O32  O 0 1 N N N 29.441 33.850 16.591 -4.572 -3.100 -0.738 O32  DBR 20 
DBR O34  O34  O 0 1 N N N 29.058 31.508 17.101 -3.153 -3.349 1.336  O34  DBR 21 
DBR N28  N28  N 0 1 N N N 23.248 36.088 19.316 -6.467 3.182  0.190  N28  DBR 22 
DBR C18  C18  C 0 1 Y N N 27.171 33.231 17.888 -4.326 -1.138 0.867  C18  DBR 23 
DBR C19  C19  C 0 1 Y N N 26.293 32.150 17.750 -4.378 -0.942 2.213  C19  DBR 24 
DBR C20  C20  C 0 1 Y N N 24.902 32.303 18.028 -4.923 0.224  2.747  C20  DBR 25 
DBR C21  C21  C 0 1 Y N N 24.386 33.521 18.441 -5.424 1.198  1.938  C21  DBR 26 
DBR C22  C22  C 0 1 Y N N 25.234 34.681 18.604 -5.392 1.028  0.545  C22  DBR 27 
DBR C23  C23  C 0 1 Y N N 26.695 34.560 18.322 -4.838 -0.156 0.001  C23  DBR 28 
DBR C24  C24  C 0 1 Y N N 27.523 35.723 18.489 -4.805 -0.327 -1.394 C24  DBR 29 
DBR C25  C25  C 0 1 Y N N 26.986 36.941 18.904 -5.308 0.641  -2.209 C25  DBR 30 
DBR C26  C26  C 0 1 Y N N 25.582 37.079 19.181 -5.860 1.806  -1.686 C26  DBR 31 
DBR C27  C27  C 0 1 Y N N 24.698 35.982 19.041 -5.912 2.012  -0.324 C27  DBR 32 
DBR C28  C28  C 0 1 N N N 22.944 36.647 20.665 -5.675 4.296  -0.347 C28  DBR 33 
DBR C29  C29  C 0 1 N N N 22.504 36.924 18.314 -7.811 3.301  -0.390 C29  DBR 34 
DBR H11A 1H1  H 0 0 N N N 28.854 24.284 22.567 9.018  2.637  0.283  H11A DBR 35 
DBR H12A 2H1  H 0 0 N N N 29.062 23.644 24.121 7.962  2.723  -1.147 H12A DBR 36 
DBR H2   H2   H 0 1 N N N 28.332 26.120 24.298 9.347  0.666  -1.186 H2   DBR 37 
DBR H31A 1H3  H 0 0 N N N 29.898 25.214 26.172 8.974  -1.077 0.538  H31A DBR 38 
DBR H32  2H3  H 0 1 N N N 30.176 26.870 25.941 9.609  0.417  1.268  H32  DBR 39 
DBR H41  1H4  H 0 1 N N N 29.863 27.972 23.398 7.492  -0.955 -1.470 H41  DBR 40 
DBR H42  2H4  H 0 1 N N N 29.345 26.994 22.116 7.072  0.626  -2.171 H42  DBR 41 
DBR H5   H5   H 0 1 N N N 31.094 23.026 22.672 6.716  3.306  0.916  H5   DBR 42 
DBR H61  1H6  H 0 1 N N N 32.966 23.825 24.243 6.343  1.563  2.639  H61  DBR 43 
DBR H62  2H6  H 0 1 N N N 31.623 23.349 25.157 8.073  1.959  2.495  H62  DBR 44 
DBR H71  1H7  H 0 1 N N N 31.085 25.025 21.071 5.535  2.167  -0.944 H71  DBR 45 
DBR H72  2H7  H 0 1 N N N 32.633 24.851 21.725 4.862  1.684  0.631  H72  DBR 46 
DBR H8   H8   H 0 1 N N N 32.448 25.665 25.997 7.727  -0.494 2.601  H8   DBR 47 
DBR H101 1H10 H 0 0 N N N 33.461 26.547 23.809 5.452  -0.535 1.615  H101 DBR 48 
DBR H102 2H10 H 0 0 N N N 32.393 27.702 24.427 6.547  -1.633 0.741  H102 DBR 49 
DBR H12  H12  H 0 1 N N N 31.542 29.073 22.985 3.564  -0.136 0.477  H12  DBR 50 
DBR H131 1H13 H 0 0 N N N 33.438 30.214 21.148 2.736  -2.154 -1.317 H131 DBR 51 
DBR H132 2H13 H 0 0 N N N 32.299 31.092 22.114 2.315  -0.573 -2.018 H132 DBR 52 
DBR H141 1H14 H 0 0 N N N 31.876 30.087 19.223 1.069  0.010  0.044  H141 DBR 53 
DBR H142 2H14 H 0 0 N N N 32.085 31.705 19.719 1.489  -1.571 0.745  H142 DBR 54 
DBR H151 1H15 H 0 0 N N N 29.792 30.493 21.226 0.309  -2.710 -1.114 H151 DBR 55 
DBR H152 2H15 H 0 0 N N N 29.595 30.191 19.540 -0.112 -1.129 -1.815 H152 DBR 56 
DBR H161 1H16 H 0 0 N N N 29.826 32.915 20.921 -1.359 -0.547 0.247  H161 DBR 57 
DBR H162 2H16 H 0 0 N N N 28.375 32.176 20.267 -0.938 -2.128 0.948  H162 DBR 58 
DBR H31  H31  H 0 1 N N N 30.516 33.440 18.708 -2.261 -2.349 -1.613 H31  DBR 59 
DBR H19  H19  H 0 1 N N N 26.697 31.178 17.422 -3.987 -1.699 2.876  H19  DBR 60 
DBR H20  H20  H 0 1 N N N 24.205 31.455 17.921 -4.949 0.356  3.819  H20  DBR 61 
DBR H21  H21  H 0 1 N N N 23.302 33.567 18.640 -5.843 2.096  2.366  H21  DBR 62 
DBR H24  H24  H 0 1 N N N 28.607 35.679 18.292 -4.381 -1.225 -1.818 H24  DBR 63 
DBR H25  H25  H 0 1 N N N 27.673 37.797 19.013 -5.278 0.501  -3.280 H25  DBR 64 
DBR H26  H26  H 0 1 N N N 25.173 38.050 19.509 -6.253 2.558  -2.355 H26  DBR 65 
DBR H281 1H28 H 0 0 N N N 23.448 37.631 20.809 -6.073 5.239  0.028  H281 DBR 66 
DBR H282 2H28 H 0 0 N N N 21.851 36.727 20.872 -4.637 4.189  -0.033 H282 DBR 67 
DBR H283 3H28 H 0 0 N N N 23.457 36.060 21.462 -5.727 4.287  -1.436 H283 DBR 68 
DBR H291 1H29 H 0 0 N N N 22.682 36.549 17.279 -8.440 2.492  -0.020 H291 DBR 69 
DBR H292 2H29 H 0 0 N N N 21.411 37.004 18.521 -8.246 4.259  -0.105 H292 DBR 70 
DBR H293 3H29 H 0 0 N N N 22.963 37.936 18.227 -7.745 3.241  -1.477 H293 DBR 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 
DBR C1  C2   SING N N 1  
DBR C1  C5   SING N N 2  
DBR C1  H11A SING N N 3  
DBR C1  H12A SING N N 4  
DBR C2  C3   SING N N 5  
DBR C2  C4   SING N N 6  
DBR C2  H2   SING N N 7  
DBR C3  C8   SING N N 8  
DBR C3  H31A SING N N 9  
DBR C3  H32  SING N N 10 
DBR C4  C9   SING N N 11 
DBR C4  H41  SING N N 12 
DBR C4  H42  SING N N 13 
DBR C5  C6   SING N N 14 
DBR C5  C7   SING N N 15 
DBR C5  H5   SING N N 16 
DBR C6  C8   SING N N 17 
DBR C6  H61  SING N N 18 
DBR C6  H62  SING N N 19 
DBR C7  C9   SING N N 20 
DBR C7  H71  SING N N 21 
DBR C7  H72  SING N N 22 
DBR C8  C10  SING N N 23 
DBR C8  H8   SING N N 24 
DBR C9  C10  SING N N 25 
DBR C9  C11  SING N N 26 
DBR C10 H101 SING N N 27 
DBR C10 H102 SING N N 28 
DBR C11 N12  SING N N 29 
DBR C11 O17  DOUB N N 30 
DBR N12 C13  SING N N 31 
DBR N12 H12  SING N N 32 
DBR C13 C14  SING N N 33 
DBR C13 H131 SING N N 34 
DBR C13 H132 SING N N 35 
DBR C14 C15  SING N N 36 
DBR C14 H141 SING N N 37 
DBR C14 H142 SING N N 38 
DBR C15 C16  SING N N 39 
DBR C15 H151 SING N N 40 
DBR C15 H152 SING N N 41 
DBR C16 N31  SING N N 42 
DBR C16 H161 SING N N 43 
DBR C16 H162 SING N N 44 
DBR N31 S33  SING N N 45 
DBR N31 H31  SING N N 46 
DBR S33 O32  DOUB N N 47 
DBR S33 O34  DOUB N N 48 
DBR S33 C18  SING N N 49 
DBR N28 C27  SING N N 50 
DBR N28 C28  SING N N 51 
DBR N28 C29  SING N N 52 
DBR C18 C19  DOUB Y N 53 
DBR C18 C23  SING Y N 54 
DBR C19 C20  SING Y N 55 
DBR C19 H19  SING N N 56 
DBR C20 C21  DOUB Y N 57 
DBR C20 H20  SING N N 58 
DBR C21 C22  SING Y N 59 
DBR C21 H21  SING N N 60 
DBR C22 C23  DOUB Y N 61 
DBR C22 C27  SING Y N 62 
DBR C23 C24  SING Y N 63 
DBR C24 C25  DOUB Y N 64 
DBR C24 H24  SING N N 65 
DBR C25 C26  SING Y N 66 
DBR C25 H25  SING N N 67 
DBR C26 C27  DOUB Y N 68 
DBR C26 H26  SING N N 69 
DBR C28 H281 SING N N 70 
DBR C28 H282 SING N N 71 
DBR C28 H283 SING N N 72 
DBR C29 H291 SING N N 73 
DBR C29 H292 SING N N 74 
DBR C29 H293 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 
DBR SMILES           ACDLabs              10.04 O=S(=O)(c2c1cccc(N(C)C)c1ccc2)NCCCCNC(=O)C35CC4CC(CC(C3)C4)C5                                                                                                                                        
DBR InChI            InChI                1.02b InChI=1/C27H37N3O3S/c1-30(2)24-9-5-8-23-22(24)7-6-10-25(23)34(32,33)29-12-4-3-11-28-26(31)27-16-19-13-20(17-27)15-21(14-19)18-27/h5-10,19-21,29H,3-4,11-18H2,1-2H3,(H,28,31)/t19-,20+,21-,27-/f/h28H 
DBR InChIKey         InChI                1.02b RCSLIFYNVZXHOC-LFUKVHRJDC                                                                                                                                                                            
DBR SMILES_CANONICAL CACTVS               3.341 CN(C)c1cccc2c1cccc2[S](=O)(=O)NCCCCNC(=O)C34CC5CC(CC(C5)C3)C4                                                                                                                                        
DBR SMILES           CACTVS               3.341 CN(C)c1cccc2c1cccc2[S](=O)(=O)NCCCCNC(=O)C34CC5CC(CC(C5)C3)C4                                                                                                                                        
DBR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN(C)c1cccc2c1cccc2S(=O)(=O)NCCCCNC(=O)C34CC5CC(C3)CC(C5)C4                                                                                                                                          
DBR SMILES           "OpenEye OEToolkits" 1.5.0 CN(C)c1cccc2c1cccc2S(=O)(=O)NCCCCNC(=O)C34CC5CC(C3)CC(C5)C4                                                                                                                                          
# 
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 
DBR "SYSTEMATIC NAME" ACDLabs              10.04 (3S,5S,7S)-N-[4-({[5-(dimethylamino)naphthalen-1-yl]sulfonyl}amino)butyl]tricyclo[3.3.1.1~3,7~]decane-1-carboxamide 
DBR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[4-[(5-dimethylaminonaphthalen-1-yl)sulfonylamino]butyl]adamantane-1-carboxamide                                  
# 
