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 2011-06-04 _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 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" DBR InChI InChI 1.03 "InChI=1S/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-" DBR InChIKey InChI 1.03 RCSLIFYNVZXHOC-PHWDIDRRSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DBR "Create component" 2003-11-10 RCSB DBR "Modify descriptor" 2011-06-04 RCSB #