data_B67
# 
_chem_comp.id                                    B67 
_chem_comp.name                                  (2S)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-3-(pentafluorophenoxy)propanamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H10 F8 N2 O5" 
_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                    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                        474.259 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     B67 
_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        3B67 
_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 
B67 F1   F1   F 0  1 N N N 23.747 2.423  4.434  -5.729 2.405  -0.809 F1   B67 1  
B67 C7   C7   C 0  1 N N N 23.827 3.749  4.507  -6.111 1.295  -0.047 C7   B67 2  
B67 F2   F2   F 0  1 N N N 23.512 4.086  5.754  -6.387 1.702  1.263  F2   B67 3  
B67 F3   F3   F 0  1 N N N 22.906 4.217  3.670  -7.255 0.716  -0.607 F3   B67 4  
B67 C4   C4   C 0  1 Y N N 25.242 4.246  4.156  -4.992 0.286  -0.034 C4   B67 5  
B67 C5   C5   C 0  1 Y N N 26.292 3.328  4.151  -3.819 0.547  -0.715 C5   B67 6  
B67 C3   C3   C 0  1 Y N N 25.528 5.556  3.764  -5.138 -0.898 0.666  C3   B67 7  
B67 N8   N8   N 1  1 N N N 24.690 6.579  3.927  -6.394 -1.172 1.400  N8   B67 8  
B67 O2   O2   O 0  1 N N N 25.045 7.839  3.377  -6.524 -2.215 2.016  O2   B67 9  
B67 O1   O1   O -1 1 N N N 23.425 6.458  4.561  -7.297 -0.356 1.387  O1   B67 10 
B67 C2   C2   C 0  1 Y N N 26.816 5.890  3.357  -4.114 -1.827 0.680  C2   B67 11 
B67 C1   C1   C 0  1 Y N N 27.849 4.960  3.353  -2.940 -1.574 -0.003 C1   B67 12 
B67 C6   C6   C 0  1 Y N N 27.589 3.657  3.765  -2.788 -0.384 -0.702 C6   B67 13 
B67 N9   N9   N 0  1 N N N 28.602 2.796  3.838  -1.599 -0.122 -1.392 N9   B67 14 
B67 C10  C10  C 0  1 N N N 28.501 1.540  4.271  -0.423 -0.549 -0.892 C10  B67 15 
B67 O10  O10  O 0  1 N N N 27.458 1.007  4.646  -0.401 -1.232 0.110  O10  B67 16 
B67 C11  C11  C 0  1 N N S 29.821 0.765  4.288  0.866  -0.179 -1.579 C11  B67 17 
B67 O11  O11  O 0  1 N N N 30.856 1.572  3.720  0.754  1.137  -2.126 O11  B67 18 
B67 C12  C12  C 0  1 N N N 29.673 -0.538 3.500  1.150  -1.176 -2.704 C12  B67 19 
B67 C13  C13  C 0  1 N N N 30.156 0.436  5.735  2.013  -0.214 -0.566 C13  B67 20 
B67 O14  O14  O 0  1 N N N 30.467 1.602  6.518  3.235  0.137  -1.218 O14  B67 21 
B67 C16  C16  C 0  1 Y N N 29.784 1.628  7.698  4.360  0.154  -0.453 C16  B67 22 
B67 C17  C17  C 0  1 Y N N 28.731 2.522  7.879  5.128  -0.994 -0.322 C17  B67 23 
B67 F17  F17  F 0  1 N N N 28.400 3.331  6.850  4.759  -2.129 -0.954 F17  B67 24 
B67 C18  C18  C 0  1 Y N N 28.050 2.571  9.097  6.274  -0.975 0.457  C18  B67 25 
B67 F18  F18  F 0  1 N N N 27.069 3.484  9.282  7.022  -2.093 0.585  F18  B67 26 
B67 C19  C19  C 0  1 Y N N 28.416 1.705  10.129 6.653  0.190  1.105  C19  B67 27 
B67 F19  F19  F 0  1 N N N 27.720 1.703  11.288 7.770  0.207  1.863  F19  B67 28 
B67 C20  C20  C 0  1 Y N N 29.475 0.808  9.952  5.886  1.337  0.975  C20  B67 29 
B67 F20  F20  F 0  1 N N N 29.801 -0.067 10.928 6.257  2.472  1.607  F20  B67 30 
B67 C21  C21  C 0  1 Y N N 30.163 0.785  8.738  4.743  1.322  0.193  C21  B67 31 
B67 F21  F21  F 0  1 N N N 31.239 -0.008 8.539  3.999  2.442  0.062  F21  B67 32 
B67 H5   H5   H 0  1 N N N 26.090 2.314  4.461  -3.705 1.474  -1.258 H5   B67 33 
B67 H2   H2   H 0  1 N N N 27.019 6.901  3.035  -4.231 -2.751 1.227  H2   B67 34 
B67 H1   H1   H 0  1 N N N 28.841 5.245  3.034  -2.140 -2.299 0.009  H1   B67 35 
B67 HN9  HN9  H 0  1 N N N 29.504 3.115  3.547  -1.622 0.366  -2.230 HN9  B67 36 
B67 HO11 HO11 H 0  0 N N N 30.655 1.751  2.809  0.574  1.822  -1.468 HO11 B67 37 
B67 H12  H12  H 0  1 N N N 29.637 -0.314 2.424  0.333  -1.151 -3.426 H12  B67 38 
B67 H12A H12A H 0  0 N N N 30.532 -1.193 3.710  2.082  -0.909 -3.201 H12A B67 39 
B67 H12B H12B H 0  0 N N N 28.743 -1.044 3.800  1.235  -2.180 -2.287 H12B B67 40 
B67 H13  H13  H 0  1 N N N 29.285 -0.062 6.187  1.811  0.497  0.235  H13  B67 41 
B67 H13A H13A H 0  0 N N N 31.048 -0.208 5.731  2.098  -1.217 -0.149 H13A B67 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 
B67 F1  C7   SING N N 1  
B67 C7  F2   SING N N 2  
B67 C7  F3   SING N N 3  
B67 C7  C4   SING N N 4  
B67 C4  C5   DOUB Y N 5  
B67 C4  C3   SING Y N 6  
B67 C5  C6   SING Y N 7  
B67 C5  H5   SING N N 8  
B67 C3  N8   SING N N 9  
B67 C3  C2   DOUB Y N 10 
B67 N8  O2   DOUB N N 11 
B67 O1  N8   SING N N 12 
B67 C2  C1   SING Y N 13 
B67 C2  H2   SING N N 14 
B67 C1  C6   DOUB Y N 15 
B67 C1  H1   SING N N 16 
B67 C6  N9   SING N N 17 
B67 N9  C10  SING N N 18 
B67 N9  HN9  SING N N 19 
B67 C10 O10  DOUB N N 20 
B67 C10 C11  SING N N 21 
B67 C11 O11  SING N N 22 
B67 C11 C12  SING N N 23 
B67 C11 C13  SING N N 24 
B67 O11 HO11 SING N N 25 
B67 C12 H12  SING N N 26 
B67 C12 H12A SING N N 27 
B67 C12 H12B SING N N 28 
B67 C13 O14  SING N N 29 
B67 C13 H13  SING N N 30 
B67 C13 H13A SING N N 31 
B67 O14 C16  SING N N 32 
B67 C16 C17  DOUB Y N 33 
B67 C16 C21  SING Y N 34 
B67 C17 F17  SING N N 35 
B67 C17 C18  SING Y N 36 
B67 C18 F18  SING N N 37 
B67 C18 C19  DOUB Y N 38 
B67 C19 F19  SING N N 39 
B67 C19 C20  SING Y N 40 
B67 C20 F20  SING N N 41 
B67 C20 C21  DOUB Y N 42 
B67 C21 F21  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 
B67 SMILES           ACDLabs              10.04 [O-][N+](=O)c1ccc(cc1C(F)(F)F)NC(=O)C(O)(COc2c(F)c(F)c(F)c(F)c2F)C                                                                                             
B67 InChI            InChI                1.02b InChI=1/C17H10F8N2O5/c1-16(29,5-32-14-12(21)10(19)9(18)11(20)13(14)22)15(28)26-6-2-3-8(27(30)31)7(4-6)17(23,24)25/h2-4,29H,5H2,1H3,(H,26,28)/t16-/m0/s1/f/h26H 
B67 InChIKey         InChI                1.02b MMNRWNREMUMYQG-IMILWDFRDU                                                                                                                                      
B67 SMILES_CANONICAL CACTVS               3.341 C[C@](O)(COc1c(F)c(F)c(F)c(F)c1F)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O                                                                                        
B67 SMILES           CACTVS               3.341 C[C](O)(COc1c(F)c(F)c(F)c(F)c1F)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O                                                                                         
B67 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@](COc1c(c(c(c(c1F)F)F)F)F)(C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+](=O)[O-])O                                                                                        
B67 SMILES           "OpenEye OEToolkits" 1.5.0 CC(COc1c(c(c(c(c1F)F)F)F)F)(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 
B67 "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-3-(pentafluorophenoxy)propanamide           
B67 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-3-(2,3,4,5,6-pentafluorophenoxy)propanamide 
# 
