data_B5R # _chem_comp.id B5R _chem_comp.name "(2S)-3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H13 Cl F4 N2 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-28 _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 416.754 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B5R _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 3B5R _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 B5R C21 C21 C 0 1 Y N N 29.563 -0.650 8.000 -5.562 -1.121 -0.097 C21 B5R 1 B5R C20 C20 C 0 1 Y N N 29.586 -0.831 9.379 -6.733 -0.437 0.175 C20 B5R 2 B5R F20 F20 F 0 1 N N N 29.706 -2.093 9.842 -7.913 -1.093 0.180 F20 B5R 3 B5R C19 C19 C 0 1 Y N N 29.481 0.274 10.223 -6.694 0.923 0.443 C19 B5R 4 B5R CL19 CL19 CL 0 0 N N N 29.448 0.123 11.947 -8.164 1.782 0.783 CL19 B5R 5 B5R C18 C18 C 0 1 Y N N 29.367 1.550 9.677 -5.486 1.596 0.439 C18 B5R 6 B5R C17 C17 C 0 1 Y N N 29.343 1.733 8.298 -4.315 0.914 0.168 C17 B5R 7 B5R C16 C16 C 0 1 Y N N 29.430 0.626 7.459 -4.350 -0.446 -0.101 C16 B5R 8 B5R O14 O14 O 0 1 N N N 29.189 0.763 6.129 -3.198 -1.117 -0.367 O14 B5R 9 B5R C13 C13 C 0 1 N N N 30.368 0.910 5.326 -1.988 -0.358 -0.354 C13 B5R 10 B5R C11 C11 C 0 1 N N S 29.899 0.878 3.880 -0.807 -1.277 -0.674 C11 B5R 11 B5R O11 O11 O 0 1 N N N 30.869 1.546 3.070 -0.730 -2.313 0.308 O11 B5R 12 B5R C12 C12 C 0 1 N N N 29.726 -0.571 3.419 -1.004 -1.899 -2.058 C12 B5R 13 B5R C10 C10 C 0 1 N N N 28.565 1.623 3.798 0.470 -0.476 -0.660 C10 B5R 14 B5R O10 O10 O 0 1 N N N 27.501 1.016 3.916 0.440 0.717 -0.873 O10 B5R 15 B5R N9 N9 N 0 1 N N N 28.681 2.940 3.641 1.646 -1.087 -0.411 N9 B5R 16 B5R C6 C6 C 0 1 Y N N 27.678 3.813 3.563 2.839 -0.369 -0.507 C6 B5R 17 B5R C5 C5 C 0 1 Y N N 26.338 3.470 3.733 3.899 -0.671 0.341 C5 B5R 18 B5R C1 C1 C 0 1 Y N N 28.019 5.150 3.391 2.966 0.642 -1.453 C1 B5R 19 B5R C2 C2 C 0 1 Y N N 27.023 6.119 3.399 4.142 1.352 -1.550 C2 B5R 20 B5R C3 C3 C 0 1 Y N N 25.689 5.764 3.576 5.208 1.056 -0.697 C3 B5R 21 B5R C8 C8 C 0 1 N N N 24.743 6.838 3.572 6.432 1.792 -0.794 C8 B5R 22 B5R N8 N8 N 0 1 N N N 24.001 7.701 3.560 7.403 2.376 -0.872 N8 B5R 23 B5R C4 C4 C 0 1 Y N N 25.320 4.427 3.747 5.078 0.035 0.250 C4 B5R 24 B5R C7 C7 C 0 1 N N N 23.866 3.994 4.018 6.227 -0.292 1.168 C7 B5R 25 B5R F2 F2 F 0 1 N N N 22.971 4.651 3.285 5.860 -1.341 2.018 F2 B5R 26 B5R F1 F1 F 0 1 N N N 23.655 2.709 3.748 7.337 -0.675 0.408 F1 B5R 27 B5R F3 F3 F 0 1 N N N 23.561 4.187 5.297 6.550 0.835 1.931 F3 B5R 28 B5R H21 H21 H 0 1 N N N 29.649 -1.504 7.345 -5.590 -2.181 -0.301 H21 B5R 29 B5R H18 H18 H 0 1 N N N 29.296 2.407 10.331 -5.458 2.655 0.648 H18 B5R 30 B5R H17 H17 H 0 1 N N N 29.258 2.726 7.882 -3.372 1.441 0.165 H17 B5R 31 B5R H13 H13 H 0 1 N N N 30.872 1.862 5.549 -2.046 0.432 -1.103 H13 B5R 32 B5R H13A H13A H 0 0 N N N 31.094 0.109 5.530 -1.847 0.085 0.632 H13A B5R 33 B5R HO11 HO11 H 0 0 N N N 30.510 1.694 2.203 -0.604 -1.990 1.211 HO11 B5R 34 B5R H12 H12 H 0 1 N N N 29.684 -0.604 2.320 -1.062 -1.108 -2.806 H12 B5R 35 B5R H12A H12A H 0 0 N N N 30.577 -1.172 3.772 -0.162 -2.553 -2.285 H12A B5R 36 B5R H12B H12B H 0 0 N N N 28.792 -0.978 3.833 -1.928 -2.477 -2.067 H12B B5R 37 B5R HN9 HN9 H 0 1 N N N 29.608 3.308 3.575 1.662 -2.025 -0.166 HN9 B5R 38 B5R H5 H5 H 0 1 N N N 26.078 2.429 3.858 3.799 -1.460 1.071 H5 B5R 39 B5R H1 H1 H 0 1 N N N 29.052 5.434 3.252 2.142 0.871 -2.113 H1 B5R 40 B5R H2 H2 H 0 1 N N N 27.287 7.158 3.267 4.240 2.137 -2.286 H2 B5R 41 # 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 B5R C21 C20 DOUB Y N 1 B5R C21 C16 SING Y N 2 B5R C20 F20 SING N N 3 B5R C20 C19 SING Y N 4 B5R C19 CL19 SING N N 5 B5R C19 C18 DOUB Y N 6 B5R C18 C17 SING Y N 7 B5R C17 C16 DOUB Y N 8 B5R C16 O14 SING N N 9 B5R O14 C13 SING N N 10 B5R C13 C11 SING N N 11 B5R C11 O11 SING N N 12 B5R C11 C12 SING N N 13 B5R C11 C10 SING N N 14 B5R C10 O10 DOUB N N 15 B5R C10 N9 SING N N 16 B5R N9 C6 SING N N 17 B5R C6 C5 DOUB Y N 18 B5R C6 C1 SING Y N 19 B5R C5 C4 SING Y N 20 B5R C1 C2 DOUB Y N 21 B5R C2 C3 SING Y N 22 B5R C3 C8 SING N N 23 B5R C3 C4 DOUB Y N 24 B5R C8 N8 TRIP N N 25 B5R C4 C7 SING N N 26 B5R C7 F2 SING N N 27 B5R C7 F1 SING N N 28 B5R C7 F3 SING N N 29 B5R C21 H21 SING N N 30 B5R C18 H18 SING N N 31 B5R C17 H17 SING N N 32 B5R C13 H13 SING N N 33 B5R C13 H13A SING N N 34 B5R O11 HO11 SING N N 35 B5R C12 H12 SING N N 36 B5R C12 H12A SING N N 37 B5R C12 H12B SING N N 38 B5R N9 HN9 SING N N 39 B5R C5 H5 SING N N 40 B5R C1 H1 SING N N 41 B5R C2 H2 SING N N 42 # 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 B5R SMILES ACDLabs 10.04 "Fc2cc(OCC(O)(C(=O)Nc1cc(c(C#N)cc1)C(F)(F)F)C)ccc2Cl" B5R SMILES_CANONICAL CACTVS 3.341 "C[C@](O)(COc1ccc(Cl)c(F)c1)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F" B5R SMILES CACTVS 3.341 "C[C](O)(COc1ccc(Cl)c(F)c1)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F" B5R SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@](COc1ccc(c(c1)F)Cl)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O" B5R SMILES "OpenEye OEToolkits" 1.5.0 "CC(COc1ccc(c(c1)F)Cl)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O" B5R InChI InChI 1.03 "InChI=1S/C18H13ClF4N2O3/c1-17(27,9-28-12-4-5-14(19)15(20)7-12)16(26)25-11-3-2-10(8-24)13(6-11)18(21,22)23/h2-7,27H,9H2,1H3,(H,25,26)/t17-/m0/s1" B5R InChIKey InChI 1.03 SSFVOEAXHZGTRJ-KRWDZBQOSA-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 B5R "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-3-(4-chloro-3-fluorophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide" B5R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-3-(4-chloro-3-fluoro-phenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methyl-propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B5R "Create component" 2007-11-28 RCSB B5R "Modify aromatic_flag" 2011-06-04 RCSB B5R "Modify descriptor" 2011-06-04 RCSB #