data_RLJ # _chem_comp.id RLJ _chem_comp.name "(2S)-3-(4-cyanophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H14 F3 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-04-22 _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 389.328 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RLJ _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 3RLJ _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 RLJ C1 C1 C 0 1 Y N N 28.040 4.880 3.509 -2.412 -0.587 -1.541 C1 RLJ 1 RLJ F1 F1 F 0 1 N N N 23.709 2.546 3.997 -5.258 1.258 2.045 F1 RLJ 2 RLJ C2 C2 C 0 1 Y N N 27.069 5.874 3.478 -3.563 -1.340 -1.605 C2 RLJ 3 RLJ F2 F2 F 0 1 N N N 23.588 4.110 5.465 -5.870 -0.942 1.958 F2 RLJ 4 RLJ C3 C3 C 0 1 Y N N 25.730 5.561 3.683 -4.611 -1.088 -0.715 C3 RLJ 5 RLJ F3 F3 F 0 1 N N N 23.021 4.489 3.414 -6.764 0.552 0.479 F3 RLJ 6 RLJ C4 C4 C 0 1 Y N N 25.344 4.242 3.919 -4.487 -0.072 0.236 C4 RLJ 7 RLJ C5 C5 C 0 1 Y N N 27.668 3.562 3.743 -2.292 0.424 -0.592 C5 RLJ 8 RLJ C6 C6 C 0 1 Y N N 26.325 3.254 3.943 -3.333 0.678 0.294 C6 RLJ 9 RLJ C7 C7 C 0 1 N N N 23.885 3.849 4.196 -5.615 0.204 1.197 C7 RLJ 10 RLJ C8 C8 C 0 1 N N N 24.796 6.645 3.663 -5.810 -1.869 -0.779 C8 RLJ 11 RLJ N8 N8 N 0 1 N N N 24.066 7.518 3.644 -6.761 -2.488 -0.829 N8 RLJ 12 RLJ N9 N9 N 0 1 N N N 28.635 2.649 3.774 -1.124 1.185 -0.530 N9 RLJ 13 RLJ C10 C10 C 0 1 N N N 28.451 1.349 3.992 0.068 0.612 -0.791 C10 RLJ 14 RLJ O10 O10 O 0 1 N N N 27.363 0.820 4.216 0.119 -0.542 -1.161 O10 RLJ 15 RLJ C11 C11 C 0 1 N N S 29.745 0.532 3.973 1.338 1.406 -0.624 C11 RLJ 16 RLJ O11 O11 O 0 1 N N N 30.810 1.356 3.493 1.198 2.301 0.482 O11 RLJ 17 RLJ C12 C12 C 0 1 N N N 29.575 -0.706 3.090 1.610 2.209 -1.898 C12 RLJ 18 RLJ C13 C13 C 0 1 N N N 30.064 0.097 5.394 2.505 0.452 -0.364 C13 RLJ 19 RLJ O14 O14 O 0 1 N N N 30.133 1.285 6.195 3.710 1.205 -0.205 O14 RLJ 20 RLJ C16 C16 C 0 1 Y N N 29.925 1.018 7.512 4.847 0.504 0.034 C16 RLJ 21 RLJ C17 C17 C 0 1 Y N N 29.280 1.972 8.291 6.053 1.176 0.198 C17 RLJ 22 RLJ C18 C18 C 0 1 Y N N 29.051 1.730 9.640 7.210 0.468 0.441 C18 RLJ 23 RLJ C19 C19 C 0 1 Y N N 29.468 0.533 10.213 7.170 -0.926 0.522 C19 RLJ 24 RLJ C20 C20 C 0 1 Y N N 30.111 -0.425 9.436 5.955 -1.597 0.357 C20 RLJ 25 RLJ C21 C21 C 0 1 Y N N 30.338 -0.182 8.085 4.802 -0.882 0.120 C21 RLJ 26 RLJ C22 C22 C 0 1 N N N 29.246 0.313 11.610 8.370 -1.666 0.774 C22 RLJ 27 RLJ N22 N22 N 0 1 N N N 29.068 0.151 12.722 9.323 -2.252 0.973 N22 RLJ 28 RLJ H1 H1 H 0 1 N N N 29.079 5.131 3.352 -1.600 -0.784 -2.225 H1 RLJ 29 RLJ H2 H2 H 0 1 N N N 27.357 6.898 3.293 -3.655 -2.124 -2.341 H2 RLJ 30 RLJ H6 H6 H 0 1 N N N 26.038 2.228 4.120 -3.237 1.463 1.029 H6 RLJ 31 RLJ HN9 HN9 H 0 1 N N N 29.572 2.964 3.622 -1.170 2.126 -0.299 HN9 RLJ 32 RLJ HO11 HO11 H 0 0 N N N 31.617 0.855 3.479 1.024 1.860 1.324 HO11 RLJ 33 RLJ H12 H12 H 0 1 N N N 30.511 -1.284 3.084 0.778 2.888 -2.083 H12 RLJ 34 RLJ H12A H12A H 0 0 N N N 28.761 -1.330 3.487 2.528 2.783 -1.777 H12A RLJ 35 RLJ H12B H12B H 0 0 N N N 29.331 -0.394 2.064 1.716 1.526 -2.741 H12B RLJ 36 RLJ H13 H13 H 0 1 N N N 29.278 -0.572 5.773 2.312 -0.120 0.544 H13 RLJ 37 RLJ H13A H13A H 0 0 N N N 31.025 -0.437 5.422 2.612 -0.230 -1.207 H13A RLJ 38 RLJ H17 H17 H 0 1 N N N 28.957 2.902 7.847 6.083 2.253 0.135 H17 RLJ 39 RLJ H18 H18 H 0 1 N N N 28.549 2.472 10.244 8.146 0.991 0.567 H18 RLJ 40 RLJ H20 H20 H 0 1 N N N 30.433 -1.355 9.880 5.920 -2.675 0.419 H20 RLJ 41 RLJ H21 H21 H 0 1 N N N 30.835 -0.925 7.480 3.862 -1.400 -0.004 H21 RLJ 42 # 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 RLJ C1 C2 DOUB Y N 1 RLJ C1 C5 SING Y N 2 RLJ F1 C7 SING N N 3 RLJ C2 C3 SING Y N 4 RLJ F2 C7 SING N N 5 RLJ C3 C4 DOUB Y N 6 RLJ C3 C8 SING N N 7 RLJ F3 C7 SING N N 8 RLJ C4 C6 SING Y N 9 RLJ C4 C7 SING N N 10 RLJ C5 C6 DOUB Y N 11 RLJ C5 N9 SING N N 12 RLJ C8 N8 TRIP N N 13 RLJ N9 C10 SING N N 14 RLJ C10 O10 DOUB N N 15 RLJ C10 C11 SING N N 16 RLJ C11 O11 SING N N 17 RLJ C11 C12 SING N N 18 RLJ C11 C13 SING N N 19 RLJ C13 O14 SING N N 20 RLJ O14 C16 SING N N 21 RLJ C16 C17 DOUB Y N 22 RLJ C16 C21 SING Y N 23 RLJ C17 C18 SING Y N 24 RLJ C18 C19 DOUB Y N 25 RLJ C19 C20 SING Y N 26 RLJ C19 C22 SING N N 27 RLJ C20 C21 DOUB Y N 28 RLJ C22 N22 TRIP N N 29 RLJ C1 H1 SING N N 30 RLJ C2 H2 SING N N 31 RLJ C6 H6 SING N N 32 RLJ N9 HN9 SING N N 33 RLJ O11 HO11 SING N N 34 RLJ C12 H12 SING N N 35 RLJ C12 H12A SING N N 36 RLJ C12 H12B SING N N 37 RLJ C13 H13 SING N N 38 RLJ C13 H13A SING N N 39 RLJ C17 H17 SING N N 40 RLJ C18 H18 SING N N 41 RLJ C20 H20 SING N N 42 RLJ C21 H21 SING N N 43 # 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 RLJ SMILES ACDLabs 12.01 "FC(F)(F)c1cc(ccc1C#N)NC(=O)C(O)(COc2ccc(C#N)cc2)C" RLJ SMILES_CANONICAL CACTVS 3.370 "C[C@](O)(COc1ccc(cc1)C#N)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F" RLJ SMILES CACTVS 3.370 "C[C](O)(COc1ccc(cc1)C#N)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F" RLJ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C[C@](COc1ccc(cc1)C#N)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O" RLJ SMILES "OpenEye OEToolkits" 1.7.2 "CC(COc1ccc(cc1)C#N)(C(=O)Nc2ccc(c(c2)C(F)(F)F)C#N)O" RLJ InChI InChI 1.03 "InChI=1S/C19H14F3N3O3/c1-18(27,11-28-15-6-2-12(9-23)3-7-15)17(26)25-14-5-4-13(10-24)16(8-14)19(20,21)22/h2-8,27H,11H2,1H3,(H,25,26)/t18-/m0/s1" RLJ InChIKey InChI 1.03 JNGVJMBLXIUVRD-SFHVURJKSA-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 RLJ "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-3-(4-cyanophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide" RLJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(2S)-3-(4-cyanophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyl-2-oxidanyl-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 RLJ "Create component" 2011-04-22 RCSB RLJ "Modify aromatic_flag" 2011-06-04 RCSB RLJ "Modify descriptor" 2011-06-04 RCSB #