data_B68 # _chem_comp.id B68 _chem_comp.name "(2S)-3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 F3 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-29 _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 441.358 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B68 _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 3B68 _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 B68 C24 C24 C 0 1 N N N 29.530 -0.153 14.074 10.155 1.904 -1.190 C24 B68 1 B68 C23 C23 C 0 1 N N N 30.074 -0.031 12.649 8.926 1.071 -0.930 C23 B68 2 B68 O23 O23 O 0 1 N N N 31.189 -0.468 12.365 8.832 -0.038 -1.412 O23 B68 3 B68 N22 N22 N 0 1 N N N 29.266 0.597 11.797 7.931 1.559 -0.162 N22 B68 4 B68 C19 C19 C 0 1 Y N N 29.532 0.806 10.507 6.748 0.825 -0.000 C19 B68 5 B68 C18 C18 C 0 1 Y N N 30.703 0.349 9.905 6.792 -0.561 0.051 C18 B68 6 B68 C17 C17 C 0 1 Y N N 30.933 0.570 8.550 5.626 -1.283 0.212 C17 B68 7 B68 C20 C20 C 0 1 Y N N 28.595 1.487 9.736 5.532 1.486 0.115 C20 B68 8 B68 C21 C21 C 0 1 Y N N 28.820 1.708 8.380 4.367 0.762 0.276 C21 B68 9 B68 C16 C16 C 0 1 Y N N 29.991 1.248 7.782 4.411 -0.623 0.322 C16 B68 10 B68 O14 O14 O 0 1 N N N 30.229 1.512 6.468 3.263 -1.335 0.480 O14 B68 11 B68 C13 C13 C 0 1 N N N 29.966 0.372 5.634 2.048 -0.591 0.586 C13 B68 12 B68 C11 C11 C 0 1 N N S 29.736 0.817 4.198 0.872 -1.555 0.758 C11 B68 13 B68 O11 O11 O 0 1 N N N 30.808 1.670 3.788 0.801 -2.424 -0.374 O11 B68 14 B68 C12 C12 C 0 1 N N N 29.659 -0.411 3.289 1.075 -2.385 2.027 C12 B68 15 B68 C10 C10 C 0 1 N N N 28.424 1.600 4.138 -0.409 -0.770 0.870 C10 B68 16 B68 O10 O10 O 0 1 N N N 27.354 1.042 4.376 -0.386 0.375 1.268 O10 B68 17 B68 N9 N9 N 0 1 N N N 28.564 2.892 3.846 -1.581 -1.341 0.529 N9 B68 18 B68 C6 C6 C 0 1 Y N N 27.570 3.774 3.743 -2.758 -0.584 0.540 C6 B68 19 B68 C5 C5 C 0 1 Y N N 26.235 3.443 3.969 -3.746 -0.820 -0.406 C5 B68 20 B68 C1 C1 C 0 1 Y N N 27.886 5.091 3.435 -2.942 0.402 1.501 C1 B68 21 B68 C2 C2 C 0 1 Y N N 26.872 6.042 3.375 -4.104 1.148 1.510 C2 B68 22 B68 C3 C3 C 0 1 Y N N 25.543 5.706 3.619 -5.085 0.913 0.563 C3 B68 23 B68 N8 N8 N 1 1 N N N 24.668 6.711 3.577 -6.330 1.714 0.576 N8 B68 24 B68 O1 O1 O -1 1 N N N 23.301 6.566 3.934 -6.490 2.578 1.419 O1 B68 25 B68 O2 O2 O 0 1 N N N 25.123 8.019 3.262 -7.194 1.508 -0.257 O2 B68 26 B68 C4 C4 C 0 1 Y N N 25.203 4.380 3.910 -4.907 -0.071 -0.392 C4 B68 27 B68 C7 C7 C 0 1 N N N 23.757 3.899 4.137 -5.980 -0.326 -1.418 C7 B68 28 B68 F2 F2 F 0 1 N N N 23.300 4.327 5.310 -5.575 -1.360 -2.270 F2 B68 29 B68 F1 F1 F 0 1 N N N 22.917 4.310 3.191 -7.166 -0.692 -0.772 F1 B68 30 B68 F3 F3 F 0 1 N N N 23.671 2.572 4.153 -6.196 0.836 -2.166 F3 B68 31 B68 H24 H24 H 0 1 N N N 30.368 -0.182 14.786 10.003 2.505 -2.086 H24 B68 32 B68 H24A H24A H 0 0 N N N 28.890 0.713 14.297 10.335 2.561 -0.338 H24A B68 33 B68 H24B H24B H 0 0 N N N 28.941 -1.078 14.163 11.014 1.250 -1.332 H24B B68 34 B68 HN22 HN22 H 0 0 N N N 28.395 0.937 12.151 8.034 2.417 0.278 HN22 B68 35 B68 H18 H18 H 0 1 N N N 31.437 -0.180 10.494 7.738 -1.075 -0.035 H18 B68 36 B68 H17 H17 H 0 1 N N N 31.845 0.214 8.094 5.660 -2.362 0.251 H17 B68 37 B68 H20 H20 H 0 1 N N N 27.685 1.847 10.193 5.498 2.564 0.080 H20 B68 38 B68 H21 H21 H 0 1 N N N 28.086 2.237 7.791 3.421 1.276 0.366 H21 B68 39 B68 H13 H13 H 0 1 N N N 30.828 -0.310 5.669 2.103 0.073 1.450 H13 B68 40 B68 H13A H13A H 0 0 N N N 29.065 -0.143 6.000 1.904 0.001 -0.318 H13A B68 41 B68 HO11 HO11 H 0 0 N N N 30.726 1.859 2.861 0.673 -1.965 -1.215 HO11 B68 42 B68 H12 H12 H 0 1 N N N 29.641 -0.089 2.237 1.130 -1.722 2.890 H12 B68 43 B68 H12A H12A H 0 0 N N N 30.538 -1.050 3.461 0.238 -3.072 2.149 H12A B68 44 B68 H12B H12B H 0 0 N N N 28.743 -0.977 3.515 2.002 -2.953 1.946 H12B B68 45 B68 HN9 HN9 H 0 1 N N N 29.493 3.229 3.691 -1.609 -2.277 0.275 HN9 B68 46 B68 H5 H5 H 0 1 N N N 25.989 2.417 4.200 -3.608 -1.588 -1.152 H5 B68 47 B68 H1 H1 H 0 1 N N N 28.910 5.375 3.244 -2.177 0.585 2.241 H1 B68 48 B68 H2 H2 H 0 1 N N N 27.122 7.065 3.134 -4.248 1.914 2.257 H2 B68 49 # 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 B68 C24 C23 SING N N 1 B68 C24 H24 SING N N 2 B68 C24 H24A SING N N 3 B68 C24 H24B SING N N 4 B68 C23 O23 DOUB N N 5 B68 C23 N22 SING N N 6 B68 N22 C19 SING N N 7 B68 N22 HN22 SING N N 8 B68 C19 C18 DOUB Y N 9 B68 C19 C20 SING Y N 10 B68 C18 C17 SING Y N 11 B68 C18 H18 SING N N 12 B68 C17 C16 DOUB Y N 13 B68 C17 H17 SING N N 14 B68 C20 C21 DOUB Y N 15 B68 C20 H20 SING N N 16 B68 C21 C16 SING Y N 17 B68 C21 H21 SING N N 18 B68 C16 O14 SING N N 19 B68 O14 C13 SING N N 20 B68 C13 C11 SING N N 21 B68 C13 H13 SING N N 22 B68 C13 H13A SING N N 23 B68 C11 O11 SING N N 24 B68 C11 C12 SING N N 25 B68 C11 C10 SING N N 26 B68 O11 HO11 SING N N 27 B68 C12 H12 SING N N 28 B68 C12 H12A SING N N 29 B68 C12 H12B SING N N 30 B68 C10 O10 DOUB N N 31 B68 C10 N9 SING N N 32 B68 N9 C6 SING N N 33 B68 N9 HN9 SING N N 34 B68 C6 C5 DOUB Y N 35 B68 C6 C1 SING Y N 36 B68 C5 C4 SING Y N 37 B68 C5 H5 SING N N 38 B68 C1 C2 DOUB Y N 39 B68 C1 H1 SING N N 40 B68 C2 C3 SING Y N 41 B68 C2 H2 SING N N 42 B68 C3 N8 SING N N 43 B68 C3 C4 DOUB Y N 44 B68 N8 O1 SING N N 45 B68 N8 O2 DOUB N N 46 B68 C4 C7 SING N N 47 B68 C7 F2 SING N N 48 B68 C7 F1 SING N N 49 B68 C7 F3 SING N N 50 # 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 B68 SMILES ACDLabs 10.04 "FC(F)(F)c1cc(ccc1[N+]([O-])=O)NC(=O)C(O)(COc2ccc(cc2)NC(=O)C)C" B68 SMILES_CANONICAL CACTVS 3.341 "CC(=O)Nc1ccc(OC[C@](C)(O)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O)cc1" B68 SMILES CACTVS 3.341 "CC(=O)Nc1ccc(OC[C](C)(O)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O)cc1" B68 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)Nc1ccc(cc1)OC[C@@](C)(C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+](=O)[O-])O" B68 SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)Nc1ccc(cc1)OCC(C)(C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+](=O)[O-])O" B68 InChI InChI 1.03 "InChI=1S/C19H18F3N3O6/c1-11(26)23-12-3-6-14(7-4-12)31-10-18(2,28)17(27)24-13-5-8-16(25(29)30)15(9-13)19(20,21)22/h3-9,28H,10H2,1-2H3,(H,23,26)(H,24,27)/t18-/m0/s1" B68 InChIKey InChI 1.03 YVXVTLGIDOACBJ-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 B68 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S)-3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide" B68 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]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 B68 "Create component" 2007-11-29 RCSB B68 "Modify descriptor" 2011-06-04 RCSB #