data_BWX # _chem_comp.id BWX _chem_comp.name "(2S)-2-[[(2S)-2-[4-(2-methylpropyl)phenyl]propanoyl]amino]-3-phenyl-propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H27 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-(S)-Ibuprofenoyl-L-Phenylalanine" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-03-26 _chem_comp.pdbx_modified_date 2020-06-17 _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 353.455 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BWX _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 6JO1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # # 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 BWX O3 O1 O 0 1 N N N 20.419 7.085 27.038 1.685 3.328 -0.755 O3 BWX 1 BWX C15 C1 C 0 1 N N N 20.285 8.307 27.295 2.411 2.898 0.110 C15 BWX 2 BWX O2 O2 O 0 1 N N N 21.275 9.057 27.355 3.028 3.744 0.950 O2 BWX 3 BWX C14 C2 C 0 1 N N S 18.892 8.851 27.541 2.619 1.412 0.250 C14 BWX 4 BWX C16 C3 C 0 1 N N N 18.478 8.502 28.976 4.103 1.086 0.071 C16 BWX 5 BWX C17 C4 C 0 1 Y N N 19.067 9.367 30.083 4.330 -0.381 0.332 C17 BWX 6 BWX C22 C5 C 0 1 Y N N 19.110 10.772 29.992 4.620 -0.819 1.610 C22 BWX 7 BWX C21 C6 C 0 1 Y N N 19.626 11.534 31.054 4.829 -2.164 1.850 C21 BWX 8 BWX C20 C7 C 0 1 Y N N 20.081 10.884 32.217 4.746 -3.072 0.810 C20 BWX 9 BWX C19 C8 C 0 1 Y N N 20.039 9.476 32.305 4.455 -2.634 -0.468 C19 BWX 10 BWX C18 C9 C 0 1 Y N N 19.529 8.719 31.248 4.243 -1.289 -0.707 C18 BWX 11 BWX N1 N1 N 0 1 N N N 17.936 8.212 26.631 1.838 0.711 -0.772 N1 BWX 12 BWX C13 C10 C 0 1 N N N 16.891 8.804 26.031 0.541 0.420 -0.548 C13 BWX 13 BWX O1 O3 O 0 1 N N N 16.567 9.950 26.213 0.021 0.739 0.501 O1 BWX 14 BWX C11 C11 C 0 1 N N S 16.072 8.009 25.029 -0.262 -0.301 -1.599 C11 BWX 15 BWX C12 C12 C 0 1 N N N 15.412 9.023 24.083 0.378 -1.661 -1.887 C12 BWX 16 BWX C8 C13 C 0 1 Y N N 16.849 6.963 24.238 -1.671 -0.503 -1.104 C8 BWX 17 BWX C7 C14 C 0 1 Y N N 16.341 5.663 24.125 -2.733 0.039 -1.803 C7 BWX 18 BWX C6 C15 C 0 1 Y N N 17.027 4.701 23.393 -4.026 -0.146 -1.348 C6 BWX 19 BWX C9 C16 C 0 1 Y N N 18.064 7.268 23.583 -1.901 -1.235 0.046 C9 BWX 20 BWX C10 C17 C 0 1 Y N N 18.770 6.288 22.839 -3.193 -1.421 0.500 C10 BWX 21 BWX C5 C18 C 0 1 Y N N 18.243 5.005 22.756 -4.255 -0.873 -0.195 C5 BWX 22 BWX C4 C19 C 0 1 N N N 18.979 3.922 21.977 -5.664 -1.075 0.300 C4 BWX 23 BWX C1 C20 C 0 1 N N N 18.877 4.112 20.476 -6.037 0.059 1.256 C1 BWX 24 BWX C3 C21 C 0 1 N N N 17.502 4.585 20.063 -6.063 1.384 0.491 C3 BWX 25 BWX C2 C22 C 0 1 N N N 19.251 2.846 19.719 -7.419 -0.212 1.855 C2 BWX 26 BWX H1 H1 H 0 1 N N N 22.063 8.556 27.183 2.861 4.688 0.823 H1 BWX 27 BWX H2 H2 H 0 1 N N N 18.886 9.943 27.407 2.294 1.091 1.240 H2 BWX 28 BWX H3 H3 H 0 1 N N N 17.383 8.582 29.037 4.407 1.325 -0.948 H3 BWX 29 BWX H4 H4 H 0 1 N N N 18.781 7.462 29.168 4.692 1.675 0.773 H4 BWX 30 BWX H5 H5 H 0 1 N N N 18.745 11.265 29.103 4.685 -0.109 2.422 H5 BWX 31 BWX H6 H6 H 0 1 N N N 19.673 12.610 30.979 5.056 -2.506 2.849 H6 BWX 32 BWX H7 H7 H 0 1 N N N 20.463 11.464 33.044 4.910 -4.123 0.997 H7 BWX 33 BWX H8 H8 H 0 1 N N N 20.403 8.982 33.194 4.391 -3.343 -1.280 H8 BWX 34 BWX H9 H9 H 0 1 N N N 19.488 7.642 31.322 4.011 -0.948 -1.705 H9 BWX 35 BWX H10 H10 H 0 1 N N N 18.076 7.241 26.439 2.254 0.457 -1.611 H10 BWX 36 BWX H11 H11 H 0 1 N N N 15.272 7.492 25.579 -0.280 0.293 -2.513 H11 BWX 37 BWX H12 H12 H 0 1 N N N 14.857 9.768 24.672 -0.203 -2.182 -2.647 H12 BWX 38 BWX H13 H13 H 0 1 N N N 16.188 9.529 23.489 1.397 -1.514 -2.245 H13 BWX 39 BWX H14 H14 H 0 1 N N N 14.719 8.498 23.409 0.396 -2.254 -0.973 H14 BWX 40 BWX H15 H15 H 0 1 N N N 15.411 5.406 24.610 -2.554 0.607 -2.704 H15 BWX 41 BWX H16 H16 H 0 1 N N N 16.619 3.704 23.312 -4.856 0.278 -1.894 H16 BWX 42 BWX H17 H17 H 0 1 N N N 18.464 8.269 23.650 -1.071 -1.662 0.589 H17 BWX 43 BWX H18 H18 H 0 1 N N N 19.699 6.534 22.347 -3.373 -1.993 1.398 H18 BWX 44 BWX H19 H19 H 0 1 N N N 18.547 2.945 22.239 -6.350 -1.076 -0.548 H19 BWX 45 BWX H20 H20 H 0 1 N N N 20.041 3.942 22.263 -5.732 -2.029 0.823 H20 BWX 46 BWX H21 H21 H 0 1 N N N 19.597 4.893 20.191 -5.299 0.116 2.057 H21 BWX 47 BWX H22 H22 H 0 1 N N N 17.246 5.500 20.618 -6.329 2.192 1.173 H22 BWX 48 BWX H23 H23 H 0 1 N N N 17.496 4.798 18.984 -5.079 1.577 0.065 H23 BWX 49 BWX H24 H24 H 0 1 N N N 16.763 3.802 20.286 -6.801 1.326 -0.309 H24 BWX 50 BWX H25 H25 H 0 1 N N N 20.253 2.515 20.030 -7.400 -1.155 2.400 H25 BWX 51 BWX H26 H26 H 0 1 N N N 18.518 2.056 19.941 -7.684 0.596 2.536 H26 BWX 52 BWX H27 H27 H 0 1 N N N 19.252 3.052 18.638 -8.156 -0.269 1.054 H27 BWX 53 # # 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 BWX C2 C1 SING N N 1 BWX C3 C1 SING N N 2 BWX C1 C4 SING N N 3 BWX C4 C5 SING N N 4 BWX C5 C10 DOUB Y N 5 BWX C5 C6 SING Y N 6 BWX C10 C9 SING Y N 7 BWX C6 C7 DOUB Y N 8 BWX C9 C8 DOUB Y N 9 BWX C12 C11 SING N N 10 BWX C7 C8 SING Y N 11 BWX C8 C11 SING N N 12 BWX C11 C13 SING N N 13 BWX C13 O1 DOUB N N 14 BWX C13 N1 SING N N 15 BWX N1 C14 SING N N 16 BWX O3 C15 DOUB N N 17 BWX C15 O2 SING N N 18 BWX C15 C14 SING N N 19 BWX C14 C16 SING N N 20 BWX C16 C17 SING N N 21 BWX C22 C17 DOUB Y N 22 BWX C22 C21 SING Y N 23 BWX C17 C18 SING Y N 24 BWX C21 C20 DOUB Y N 25 BWX C18 C19 DOUB Y N 26 BWX C20 C19 SING Y N 27 BWX O2 H1 SING N N 28 BWX C14 H2 SING N N 29 BWX C16 H3 SING N N 30 BWX C16 H4 SING N N 31 BWX C22 H5 SING N N 32 BWX C21 H6 SING N N 33 BWX C20 H7 SING N N 34 BWX C19 H8 SING N N 35 BWX C18 H9 SING N N 36 BWX N1 H10 SING N N 37 BWX C11 H11 SING N N 38 BWX C12 H12 SING N N 39 BWX C12 H13 SING N N 40 BWX C12 H14 SING N N 41 BWX C7 H15 SING N N 42 BWX C6 H16 SING N N 43 BWX C9 H17 SING N N 44 BWX C10 H18 SING N N 45 BWX C4 H19 SING N N 46 BWX C4 H20 SING N N 47 BWX C1 H21 SING N N 48 BWX C3 H22 SING N N 49 BWX C3 H23 SING N N 50 BWX C3 H24 SING N N 51 BWX C2 H25 SING N N 52 BWX C2 H26 SING N N 53 BWX C2 H27 SING N N 54 # # 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 BWX InChI InChI 1.03 "InChI=1S/C22H27NO3/c1-15(2)13-18-9-11-19(12-10-18)16(3)21(24)23-20(22(25)26)14-17-7-5-4-6-8-17/h4-12,15-16,20H,13-14H2,1-3H3,(H,23,24)(H,25,26)/t16-,20-/m0/s1" BWX InChIKey InChI 1.03 DLGZLSXGUQFDHQ-JXFKEZNVSA-N BWX SMILES_CANONICAL CACTVS 3.385 "CC(C)Cc1ccc(cc1)[C@H](C)C(=O)N[C@@H](Cc2ccccc2)C(O)=O" BWX SMILES CACTVS 3.385 "CC(C)Cc1ccc(cc1)[CH](C)C(=O)N[CH](Cc2ccccc2)C(O)=O" BWX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](c1ccc(cc1)CC(C)C)C(=O)N[C@@H](Cc2ccccc2)C(=O)O" BWX SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)Cc1ccc(cc1)C(C)C(=O)NC(Cc2ccccc2)C(=O)O" # _pdbx_chem_comp_identifier.comp_id BWX _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(2~{S})-2-[[(2~{S})-2-[4-(2-methylpropyl)phenyl]propanoyl]amino]-3-phenyl-propanoic 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 BWX "Create component" 2019-03-26 PDBJ BWX "Initial release" 2020-03-18 RCSB BWX "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BWX _pdbx_chem_comp_synonyms.name "N-(S)-Ibuprofenoyl-L-Phenylalanine" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##