data_401 # _chem_comp.id 401 _chem_comp.name "(2S)-2-{3-[({[2-fluoro-4-(trifluoromethyl)phenyl]carbonyl}amino)methyl]-4-methoxybenzyl}butanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 F4 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(S)-2-{3-[(2-fluoro-4-trifluoromethylbenzoylamino)methyl]-4-methoxybenzyl} butyric acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-05-09 _chem_comp.pdbx_modified_date 2021-03-01 _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 427.389 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 401 _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 2ZNQ _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 401 O22 O22 O 0 1 N N N 20.044 -2.349 34.963 6.070 1.095 -0.045 O22 401 1 401 O23 O23 O 0 1 N N N 18.085 -3.308 34.456 7.815 -0.033 0.708 O23 401 2 401 C1 C1 C 0 1 N N N 18.697 -2.438 35.046 6.658 -0.042 0.359 C1 401 3 401 C2 C2 C 0 1 N N S 18.111 -1.367 35.912 5.876 -1.330 0.377 C2 401 4 401 C3 C3 C 0 1 N N N 18.705 -1.493 37.340 6.773 -2.465 0.874 C3 401 5 401 C4 C4 C 0 1 N N N 19.997 -0.738 37.590 7.907 -2.695 -0.126 C4 401 6 401 C5 C5 C 0 1 N N N 18.394 -0.040 35.181 4.673 -1.183 1.311 C5 401 7 401 C6 C6 C 0 1 Y N N 17.514 1.125 35.506 3.728 -0.150 0.755 C6 401 8 401 C7 C7 C 0 1 Y N N 16.157 0.963 35.843 2.718 -0.532 -0.108 C7 401 9 401 C8 C8 C 0 1 Y N N 15.335 2.076 36.150 1.850 0.413 -0.619 C8 401 10 401 C9 C9 C 0 1 Y N N 15.886 3.353 36.115 1.992 1.747 -0.266 C9 401 11 401 C10 C10 C 0 1 Y N N 17.232 3.514 35.779 3.007 2.128 0.600 C10 401 12 401 C11 C11 C 0 1 Y N N 18.040 2.412 35.476 3.869 1.179 1.113 C11 401 13 401 O30 O30 O 0 1 N N N 15.026 4.362 36.424 1.140 2.679 -0.768 O30 401 14 401 C21 C21 C 0 1 N N N 15.501 5.713 36.411 1.347 4.033 -0.362 C21 401 15 401 C12 C12 C 0 1 N N N 13.906 1.837 36.498 0.749 -0.004 -1.560 C12 401 16 401 N24 N24 N 0 1 N N N 13.599 2.149 37.865 -0.533 0.013 -0.851 N24 401 17 401 C13 C13 C 0 1 N N N 12.329 1.999 38.392 -1.665 -0.327 -1.497 C13 401 18 401 O25 O25 O 0 1 N N N 11.350 1.591 37.751 -1.623 -0.648 -2.669 O25 401 19 401 C14 C14 C 0 1 Y N N 12.177 2.359 39.814 -2.957 -0.311 -0.782 C14 401 20 401 C15 C15 C 0 1 Y N N 12.864 3.467 40.348 -4.134 -0.663 -1.449 C15 401 21 401 C16 C16 C 0 1 Y N N 12.701 3.797 41.721 -5.340 -0.644 -0.772 C16 401 22 401 C17 C17 C 0 1 Y N N 11.842 3.006 42.547 -5.381 -0.279 0.561 C17 401 23 401 C18 C18 C 0 1 Y N N 11.162 1.900 41.985 -4.219 0.071 1.226 C18 401 24 401 C19 C19 C 0 1 Y N N 11.327 1.581 40.642 -3.009 0.051 0.566 C19 401 25 401 C20 C20 C 0 1 N N N 11.647 3.330 44.003 -6.698 -0.261 1.293 C20 401 26 401 F26 F26 F 0 1 N N N 13.685 4.236 39.577 -4.094 -1.019 -2.752 F26 401 27 401 F27 F27 F 0 1 N N N 10.376 3.206 44.389 -6.928 -1.515 1.870 F27 401 28 401 F28 F28 F 0 1 N N N 11.993 4.595 44.318 -6.661 0.714 2.295 F28 401 29 401 F29 F29 F 0 1 N N N 12.336 2.548 44.832 -7.728 0.034 0.393 F29 401 30 401 HO22 HO22 H 0 0 N N N 20.374 -3.041 34.402 6.613 1.895 -0.040 HO22 401 31 401 H2 H2 H 0 1 N N N 17.024 -1.440 36.063 5.527 -1.557 -0.631 H2 401 32 401 H3 H3 H 0 1 N N N 17.955 -1.102 38.043 7.192 -2.198 1.844 H3 401 33 401 H3A H3A H 0 1 N N N 18.948 -2.558 37.472 6.184 -3.377 0.972 H3A 401 34 401 H4 H4 H 0 1 N N N 20.507 -0.555 36.632 8.496 -1.783 -0.224 H4 401 35 401 H4A H4A H 0 1 N N N 19.772 0.223 38.075 8.546 -3.503 0.228 H4A 401 36 401 H4B H4B H 0 1 N N N 20.649 -1.335 38.244 7.488 -2.962 -1.096 H4B 401 37 401 H5 H5 H 0 1 N N N 19.422 0.254 35.438 4.158 -2.140 1.394 H5 401 38 401 H5A H5A H 0 1 N N N 18.207 -0.253 34.118 5.016 -0.869 2.297 H5A 401 39 401 H7 H7 H 0 1 N N N 15.733 -0.030 35.868 2.607 -1.571 -0.383 H7 401 40 401 H10 H10 H 0 1 N N N 17.657 4.507 35.752 3.120 3.166 0.876 H10 401 41 401 H11 H11 H 0 1 N N N 19.078 2.562 35.217 4.656 1.474 1.791 H11 401 42 401 H21 H21 H 0 1 N N N 15.623 6.069 37.445 1.254 4.105 0.722 H21 401 43 401 H21A H21A H 0 0 N N N 16.470 5.756 35.892 2.343 4.355 -0.663 H21A 401 44 401 H21B H21B H 0 0 N N N 14.775 6.352 35.886 0.600 4.672 -0.833 H21B 401 45 401 H12 H12 H 0 1 N N N 13.283 2.472 35.851 0.708 0.688 -2.401 H12 401 46 401 H12A H12A H 0 0 N N N 13.706 0.765 36.351 0.948 -1.011 -1.928 H12A 401 47 401 HN24 HN24 H 0 0 N N N 14.330 2.487 38.458 -0.566 0.268 0.084 HN24 401 48 401 H16 H16 H 0 1 N N N 13.225 4.644 42.140 -6.251 -0.915 -1.285 H16 401 49 401 H18 H18 H 0 1 N N N 10.511 1.300 42.603 -4.259 0.356 2.267 H18 401 50 401 H19 H19 H 0 1 N N N 10.803 0.733 40.225 -2.102 0.320 1.089 H19 401 51 # # 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 401 O22 C1 SING N N 1 401 O23 C1 DOUB N N 2 401 C1 C2 SING N N 3 401 C2 C3 SING N N 4 401 C2 C5 SING N N 5 401 C3 C4 SING N N 6 401 C5 C6 SING N N 7 401 C6 C7 DOUB Y N 8 401 C6 C11 SING Y N 9 401 C7 C8 SING Y N 10 401 C8 C9 DOUB Y N 11 401 C8 C12 SING N N 12 401 C9 C10 SING Y N 13 401 C9 O30 SING N N 14 401 C10 C11 DOUB Y N 15 401 O30 C21 SING N N 16 401 C12 N24 SING N N 17 401 N24 C13 SING N N 18 401 C13 O25 DOUB N N 19 401 C13 C14 SING N N 20 401 C14 C15 DOUB Y N 21 401 C14 C19 SING Y N 22 401 C15 C16 SING Y N 23 401 C15 F26 SING N N 24 401 C16 C17 DOUB Y N 25 401 C17 C18 SING Y N 26 401 C17 C20 SING N N 27 401 C18 C19 DOUB Y N 28 401 C20 F27 SING N N 29 401 C20 F28 SING N N 30 401 C20 F29 SING N N 31 401 O22 HO22 SING N N 32 401 C2 H2 SING N N 33 401 C3 H3 SING N N 34 401 C3 H3A SING N N 35 401 C4 H4 SING N N 36 401 C4 H4A SING N N 37 401 C4 H4B SING N N 38 401 C5 H5 SING N N 39 401 C5 H5A SING N N 40 401 C7 H7 SING N N 41 401 C10 H10 SING N N 42 401 C11 H11 SING N N 43 401 C21 H21 SING N N 44 401 C21 H21A SING N N 45 401 C21 H21B SING N N 46 401 C12 H12 SING N N 47 401 C12 H12A SING N N 48 401 N24 HN24 SING N N 49 401 C16 H16 SING N N 50 401 C18 H18 SING N N 51 401 C19 H19 SING N N 52 # # 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 401 SMILES ACDLabs 10.04 "FC(F)(F)c1ccc(c(F)c1)C(=O)NCc2cc(ccc2OC)CC(C(=O)O)CC" 401 SMILES_CANONICAL CACTVS 3.341 "CC[C@@H](Cc1ccc(OC)c(CNC(=O)c2ccc(cc2F)C(F)(F)F)c1)C(O)=O" 401 SMILES CACTVS 3.341 "CC[CH](Cc1ccc(OC)c(CNC(=O)c2ccc(cc2F)C(F)(F)F)c1)C(O)=O" 401 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@@H](Cc1ccc(c(c1)CNC(=O)c2ccc(cc2F)C(F)(F)F)OC)C(=O)O" 401 SMILES "OpenEye OEToolkits" 1.5.0 "CCC(Cc1ccc(c(c1)CNC(=O)c2ccc(cc2F)C(F)(F)F)OC)C(=O)O" 401 InChI InChI 1.03 "InChI=1S/C21H21F4NO4/c1-3-13(20(28)29)8-12-4-7-18(30-2)14(9-12)11-26-19(27)16-6-5-15(10-17(16)22)21(23,24)25/h4-7,9-10,13H,3,8,11H2,1-2H3,(H,26,27)(H,28,29)/t13-/m0/s1" 401 InChIKey InChI 1.03 BDLLIPYDNFENMY-ZDUSSCGKSA-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 401 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-2-{3-[({[2-fluoro-4-(trifluoromethyl)phenyl]carbonyl}amino)methyl]-4-methoxybenzyl}butanoic acid" 401 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[3-[[[2-fluoro-4-(trifluoromethyl)phenyl]carbonylamino]methyl]-4-methoxy-phenyl]methyl]butanoic 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 401 "Create component" 2008-05-09 PDBJ 401 "Modify aromatic_flag" 2011-06-04 RCSB 401 "Modify descriptor" 2011-06-04 RCSB 401 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 401 _pdbx_chem_comp_synonyms.name "(S)-2-{3-[(2-fluoro-4-trifluoromethylbenzoylamino)methyl]-4-methoxybenzyl} butyric acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##