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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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/f/h23-24H 
B68 InChIKey         InChI                1.02b YVXVTLGIDOACBJ-GCDVYYNFDS                                                                                                                                                   
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                                                                                                            
# 
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     
# 
