data_B83 # _chem_comp.id B83 _chem_comp.name "2-[({4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-3-phenoxyphenyl}carbonyl)amino]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H28 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-({4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-3-phenoxybenzoyl}amino)benzoic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-10 _chem_comp.pdbx_modified_date 2021-03-13 _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 444.522 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B83 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3IL6 _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 B83 C1 C1 C 0 1 Y N N -139.834 138.918 93.636 -5.334 1.152 -0.043 C1 B83 1 B83 C2 C2 C 0 1 Y N N -139.236 138.525 92.367 -4.346 0.295 0.468 C2 B83 2 B83 C3 C3 C 0 1 Y N N -139.047 139.535 91.358 -4.719 -0.883 1.102 C3 B83 3 B83 C4 C4 C 0 1 Y N N -139.435 140.881 91.577 -6.055 -1.208 1.227 C4 B83 4 B83 C5 C5 C 0 1 Y N N -140.019 141.259 92.807 -7.032 -0.365 0.723 C5 B83 5 B83 C6 C6 C 0 1 Y N N -140.215 140.293 93.829 -6.682 0.808 0.093 C6 B83 6 B83 C7 C7 C 0 1 N N N -140.109 138.005 94.817 -4.952 2.408 -0.712 C7 B83 7 B83 O8 O8 O 0 1 N N N -139.758 136.710 94.642 -3.786 2.747 -0.749 O8 B83 8 B83 O9 O9 O 0 1 N N N -140.603 138.357 95.871 -5.897 3.181 -1.283 O9 B83 9 B83 N10 N10 N 0 1 N N N -138.872 137.164 92.157 -3.001 0.625 0.339 N10 B83 10 B83 C11 C11 C 0 1 N N N -138.279 136.519 91.089 -2.085 -0.345 0.146 C11 B83 11 B83 O12 O12 O 0 1 N N N -137.885 137.030 90.032 -2.443 -1.496 -0.015 O12 B83 12 B83 C13 C13 C 0 1 Y N N -138.173 135.037 91.259 -0.649 -0.010 0.129 C13 B83 13 B83 C14 C14 C 0 1 Y N N -137.943 134.393 92.508 -0.236 1.312 0.314 C14 B83 14 B83 C15 C15 C 0 1 Y N N -137.889 132.963 92.574 1.105 1.624 0.298 C15 B83 15 B83 C16 C16 C 0 1 Y N N -138.064 132.134 91.394 2.052 0.625 0.099 C16 B83 16 B83 C17 C17 C 0 1 Y N N -138.289 132.829 90.141 1.646 -0.698 -0.086 C17 B83 17 B83 C18 C18 C 0 1 Y N N -138.344 134.252 90.090 0.303 -1.017 -0.066 C18 B83 18 B83 O19 O19 O 0 1 N N N -138.459 132.065 88.976 2.573 -1.674 -0.280 O19 B83 19 B83 C20 C20 C 0 1 Y N N -137.574 132.168 87.881 2.141 -2.960 -0.349 C20 B83 20 B83 C21 C21 C 0 1 Y N N -136.258 132.762 87.919 1.504 -3.418 -1.493 C21 B83 21 B83 C22 C22 C 0 1 Y N N -135.461 132.806 86.743 1.065 -4.727 -1.561 C22 B83 22 B83 C23 C23 C 0 1 Y N N -135.957 132.262 85.527 1.261 -5.579 -0.490 C23 B83 23 B83 C24 C24 C 0 1 Y N N -137.251 131.673 85.483 1.896 -5.125 0.651 C24 B83 24 B83 C25 C25 C 0 1 Y N N -138.056 131.627 86.656 2.342 -3.819 0.722 C25 B83 25 B83 N26 N26 N 0 1 N N N -138.026 130.712 91.434 3.407 0.945 0.083 N26 B83 26 B83 C27 C27 C 0 1 N N N -136.766 130.095 90.916 3.727 1.827 -1.046 C27 B83 27 B83 C28 C28 C 0 1 N N S -136.991 128.580 90.679 5.241 2.039 -1.117 C28 B83 28 B83 C29 C29 C 0 1 N N N -137.404 127.907 92.011 5.726 2.662 0.194 C29 B83 29 B83 C30 C30 C 0 1 N N R -138.680 128.570 92.568 5.338 1.748 1.359 C30 B83 30 B83 C31 C31 C 0 1 N N N -138.435 130.092 92.757 3.821 1.544 1.358 C31 B83 31 B83 C32 C32 C 0 1 N N N -139.086 127.923 93.894 5.766 2.393 2.679 C32 B83 32 B83 C33 C33 C 0 1 N N N -135.720 127.936 90.138 5.572 2.975 -2.282 C33 B83 33 B83 H3 H3 H 0 1 N N N -138.600 139.261 90.414 -3.963 -1.546 1.496 H3 B83 34 B83 H4 H4 H 0 1 N N N -139.284 141.618 90.803 -6.339 -2.126 1.720 H4 B83 35 B83 H5 H5 H 0 1 N N N -140.317 142.284 92.970 -8.075 -0.629 0.827 H5 B83 36 B83 H6 H6 H 0 1 N N N -140.657 140.595 94.767 -7.448 1.464 -0.294 H6 B83 37 B83 HO9 HO9 H 0 1 N N N -140.672 137.610 96.454 -5.598 3.995 -1.711 HO9 B83 38 B83 HN10 HN10 H 0 0 N N N -139.086 136.563 92.927 -2.721 1.552 0.389 HN10 B83 39 B83 H14 H14 H 0 1 N N N -137.810 134.981 93.404 -0.969 2.090 0.469 H14 B83 40 B83 H15 H15 H 0 1 N N N -137.713 132.488 93.528 1.423 2.646 0.440 H15 B83 41 B83 H18 H18 H 0 1 N N N -138.519 134.742 89.144 -0.013 -2.040 -0.205 H18 B83 42 B83 H21 H21 H 0 1 N N N -135.879 133.173 88.843 1.350 -2.753 -2.330 H21 B83 43 B83 H22 H22 H 0 1 N N N -134.478 133.253 86.773 0.569 -5.084 -2.451 H22 B83 44 B83 H23 H23 H 0 1 N N N -135.350 132.296 84.634 0.918 -6.602 -0.545 H23 B83 45 B83 H24 H24 H 0 1 N N N -137.624 131.260 84.557 2.049 -5.793 1.486 H24 B83 46 B83 H25 H25 H 0 1 N N N -139.038 131.179 86.616 2.838 -3.465 1.613 H25 B83 47 B83 H27 H27 H 0 1 N N N -136.485 130.577 89.968 3.380 1.369 -1.973 H27 B83 48 B83 H27A H27A H 0 0 N N N -135.960 130.235 91.651 3.232 2.788 -0.909 H27A B83 49 B83 H28 H28 H 0 1 N N N -137.793 128.445 89.938 5.736 1.079 -1.269 H28 B83 50 B83 H29 H29 H 0 1 N N N -137.599 126.839 91.833 6.810 2.775 0.165 H29 B83 51 B83 H29A H29A H 0 0 N N N -136.589 128.018 92.741 5.261 3.639 0.327 H29A B83 52 B83 H30 H30 H 0 1 N N N -139.502 128.425 91.852 5.835 0.784 1.246 H30 B83 53 B83 H31 H31 H 0 1 N N N -137.634 130.244 93.495 3.326 2.507 1.485 H31 B83 54 B83 H31A H31A H 0 0 N N N -139.360 130.569 93.114 3.543 0.882 2.178 H31A B83 55 B83 H32 H32 H 0 1 N N N -139.997 128.408 94.276 5.268 3.355 2.792 H32 B83 56 B83 H32A H32A H 0 0 N N N -139.280 126.852 93.735 5.490 1.741 3.508 H32A B83 57 B83 H32B H32B H 0 0 N N N -138.273 128.044 94.625 6.846 2.540 2.678 H32B B83 58 B83 H33 H33 H 0 1 N N N -135.893 126.862 89.974 5.078 3.934 -2.128 H33 B83 59 B83 H33A H33A H 0 0 N N N -135.445 128.412 89.185 6.650 3.125 -2.332 H33A B83 60 B83 H33B H33B H 0 0 N N N -134.904 128.069 90.864 5.223 2.532 -3.214 H33B B83 61 # # 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 B83 C2 C1 DOUB Y N 1 B83 C1 C6 SING Y N 2 B83 C1 C7 SING N N 3 B83 C3 C2 SING Y N 4 B83 N10 C2 SING N N 5 B83 C3 C4 DOUB Y N 6 B83 C3 H3 SING N N 7 B83 C4 C5 SING Y N 8 B83 C4 H4 SING N N 9 B83 C5 C6 DOUB Y N 10 B83 C5 H5 SING N N 11 B83 C6 H6 SING N N 12 B83 O8 C7 DOUB N N 13 B83 C7 O9 SING N N 14 B83 O9 HO9 SING N N 15 B83 C11 N10 SING N N 16 B83 N10 HN10 SING N N 17 B83 O12 C11 DOUB N N 18 B83 C11 C13 SING N N 19 B83 C18 C13 DOUB Y N 20 B83 C13 C14 SING Y N 21 B83 C14 C15 DOUB Y N 22 B83 C14 H14 SING N N 23 B83 C16 C15 SING Y N 24 B83 C15 H15 SING N N 25 B83 C17 C16 DOUB Y N 26 B83 C16 N26 SING N N 27 B83 O19 C17 SING N N 28 B83 C18 C17 SING Y N 29 B83 C18 H18 SING N N 30 B83 C20 O19 SING N N 31 B83 C25 C20 DOUB Y N 32 B83 C20 C21 SING Y N 33 B83 C22 C21 DOUB Y N 34 B83 C21 H21 SING N N 35 B83 C23 C22 SING Y N 36 B83 C22 H22 SING N N 37 B83 C24 C23 DOUB Y N 38 B83 C23 H23 SING N N 39 B83 C24 C25 SING Y N 40 B83 C24 H24 SING N N 41 B83 C25 H25 SING N N 42 B83 C27 N26 SING N N 43 B83 N26 C31 SING N N 44 B83 C28 C27 SING N N 45 B83 C27 H27 SING N N 46 B83 C27 H27A SING N N 47 B83 C33 C28 SING N N 48 B83 C28 C29 SING N N 49 B83 C28 H28 SING N N 50 B83 C29 C30 SING N N 51 B83 C29 H29 SING N N 52 B83 C29 H29A SING N N 53 B83 C30 C31 SING N N 54 B83 C30 C32 SING N N 55 B83 C30 H30 SING N N 56 B83 C31 H31 SING N N 57 B83 C31 H31A SING N N 58 B83 C32 H32 SING N N 59 B83 C32 H32A SING N N 60 B83 C32 H32B SING N N 61 B83 C33 H33 SING N N 62 B83 C33 H33A SING N N 63 B83 C33 H33B SING N N 64 # # 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 B83 SMILES_CANONICAL CACTVS 3.352 "C[C@@H]1C[C@H](C)CN(C1)c2ccc(cc2Oc3ccccc3)C(=O)Nc4ccccc4C(O)=O" B83 SMILES CACTVS 3.352 "C[CH]1C[CH](C)CN(C1)c2ccc(cc2Oc3ccccc3)C(=O)Nc4ccccc4C(O)=O" B83 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "C[C@@H]1C[C@@H](CN(C1)c2ccc(cc2Oc3ccccc3)C(=O)Nc4ccccc4C(=O)O)C" B83 SMILES "OpenEye OEToolkits" 1.7.0 "CC1CC(CN(C1)c2ccc(cc2Oc3ccccc3)C(=O)Nc4ccccc4C(=O)O)C" B83 InChI InChI 1.03 "InChI=1S/C27H28N2O4/c1-18-14-19(2)17-29(16-18)24-13-12-20(15-25(24)33-21-8-4-3-5-9-21)26(30)28-23-11-7-6-10-22(23)27(31)32/h3-13,15,18-19H,14,16-17H2,1-2H3,(H,28,30)(H,31,32)/t18-,19+" B83 InChIKey InChI 1.03 YMZMFFRGSWCLPY-KDURUIRLSA-N # _pdbx_chem_comp_identifier.comp_id B83 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 1.6.1 _pdbx_chem_comp_identifier.identifier "2-[[4-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-3-phenoxy-phenyl]carbonylamino]benzoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B83 "Create component" 2009-08-10 RCSB B83 "Modify aromatic_flag" 2011-06-04 RCSB B83 "Modify descriptor" 2011-06-04 RCSB B83 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id B83 _pdbx_chem_comp_synonyms.name "2-({4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-3-phenoxybenzoyl}amino)benzoic acid" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##