data_FHM
# 
_chem_comp.id                                    FHM 
_chem_comp.name                                  S-3-(4-FLUOROPHENOXY)-2-HYDROXY-2-METHYL-N-[4-NITRO-3-(TRIFLUOROMETHYL)PHENYL]PROPANAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H14 F4 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-09-08 
_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                        402.297 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FHM 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2AX7 
_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 
FHM C17  C17  C 0  1 Y N N 30.083 -0.212 8.255  6.642  0.845  -0.016 C17  FHM 1  
FHM C18  C18  C 0  1 Y N N 29.832 -0.454 9.603  7.659  0.005  0.396  C18  FHM 2  
FHM C19  C19  C 0  1 Y N N 29.183 0.504  10.376 7.369  -1.287 0.802  C19  FHM 3  
FHM F19  F19  F 0  1 N N N 28.950 0.275  11.685 8.364  -2.107 1.204  F19  FHM 4  
FHM C20  C20  C 0  1 Y N N 28.783 1.705  9.798  6.060  -1.738 0.795  C20  FHM 5  
FHM C21  C21  C 0  1 Y N N 29.036 1.943  8.450  5.041  -0.899 0.388  C21  FHM 6  
FHM C16  C16  C 0  1 Y N N 29.686 0.990  7.671  5.331  0.394  -0.023 C16  FHM 7  
FHM O14  O14  O 0  1 N N N 29.919 1.280  6.361  4.329  1.219  -0.428 O14  FHM 8  
FHM C13  C13  C 0  1 N N N 29.883 0.149  5.475  3.113  0.476  -0.324 C13  FHM 9  
FHM C11  C11  C 0  1 N N S 29.686 0.657  4.055  1.940  1.352  -0.767 C11  FHM 10 
FHM O11  O11  O 0  1 N N N 30.770 1.530  3.722  1.865  2.507  0.071  O11  FHM 11 
FHM C12  C12  C 0  1 N N N 29.645 -0.529 3.089  2.149  1.788  -2.219 C12  FHM 12 
FHM C10  C10  C 0  1 N N N 28.370 1.437  3.991  0.658  0.568  -0.657 C10  FHM 13 
FHM O10  O10  O 0  1 N N N 27.293 0.857  4.132  0.681  -0.643 -0.713 O10  FHM 14 
FHM N9   N9   N 0  1 N N N 28.514 2.743  3.770  -0.515 1.213  -0.497 N9   FHM 15 
FHM C6   C6   C 0  1 Y N N 27.535 3.644  3.690  -1.716 0.495  -0.510 C6   FHM 16 
FHM C5   C5   C 0  1 Y N N 26.195 3.344  3.927  -2.779 0.903  0.285  C5   FHM 17 
FHM C1   C1   C 0  1 Y N N 27.886 4.967  3.440  -1.845 -0.630 -1.313 C1   FHM 18 
FHM C2   C2   C 0  1 Y N N 26.905 5.953  3.446  -3.031 -1.337 -1.324 C2   FHM 19 
FHM C3   C3   C 0  1 Y N N 25.571 5.646  3.703  -4.090 -0.925 -0.535 C3   FHM 20 
FHM N8   N8   N 1  1 N N N 24.725 6.677  3.737  -5.361 -1.684 -0.550 N8   FHM 21 
FHM O2   O2   O 0  1 N N N 23.364 6.553  4.119  -5.473 -2.671 -1.255 O2   FHM 22 
FHM O1   O1   O -1 1 N N N 25.207 7.989  3.481  -6.294 -1.323 0.144  O1   FHM 23 
FHM C4   C4   C 0  1 Y N N 25.195 4.320  3.938  -3.965 0.195  0.266  C4   FHM 24 
FHM C7   C7   C 0  1 N N N 23.737 3.894  4.197  -5.121 0.640  1.123  C7   FHM 25 
FHM F2   F2   F 0  1 N N N 23.365 4.252  5.423  -4.757 1.787  1.838  F2   FHM 26 
FHM F3   F3   F 0  1 N N N 22.880 4.417  3.324  -6.222 0.929  0.308  F3   FHM 27 
FHM F1   F1   F 0  1 N N N 23.575 2.577  4.103  -5.458 -0.380 2.018  F1   FHM 28 
FHM H17  H17  H 0  1 N N N 30.598 -0.975 7.647  6.869  1.852  -0.332 H17  FHM 29 
FHM H18  H18  H 0  1 N N N 30.148 -1.407 10.059 8.680  0.356  0.402  H18  FHM 30 
FHM H20  H20  H 0  1 N N N 28.266 2.466  10.406 5.835  -2.746 1.112  H20  FHM 31 
FHM H21  H21  H 0  1 N N N 28.718 2.896  7.994  4.020  -1.251 0.384  H21  FHM 32 
FHM H131 1H13 H 0  0 N N N 30.781 -0.503 5.575  2.965  0.166  0.710  H131 FHM 33 
FHM H132 2H13 H 0  0 N N N 29.115 -0.603 5.771  3.170  -0.405 -0.963 H132 FHM 34 
FHM H11  H11  H 0  1 N N N 30.647 1.847  2.835  1.734  2.189  0.975  H11  FHM 35 
FHM H121 1H12 H 0  0 N N N 29.500 -0.156 2.048  3.076  2.355  -2.298 H121 FHM 36 
FHM H122 2H12 H 0  0 N N N 30.545 -1.179 3.182  2.206  0.907  -2.858 H122 FHM 37 
FHM H123 3H12 H 0  0 N N N 28.874 -1.281 3.378  1.313  2.412  -2.534 H123 FHM 38 
FHM HN9  HN9  H 0  1 N N N 29.466 3.086  3.650  -0.526 2.175  -0.372 HN9  FHM 39 
FHM H5   H5   H 0  1 N N N 25.915 2.293  4.113  -2.681 1.777  0.911  H5   FHM 40 
FHM H1   H1   H 0  1 N N N 28.937 5.233  3.238  -1.018 -0.952 -1.930 H1   FHM 41 
FHM H2   H2   H 0  1 N N N 27.190 6.998  3.243  -3.133 -2.212 -1.949 H2   FHM 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 
FHM C17 C18  DOUB Y N 1  
FHM C17 C16  SING Y N 2  
FHM C17 H17  SING N N 3  
FHM C18 C19  SING Y N 4  
FHM C18 H18  SING N N 5  
FHM C19 F19  SING N N 6  
FHM C19 C20  DOUB Y N 7  
FHM C20 C21  SING Y N 8  
FHM C20 H20  SING N N 9  
FHM C21 C16  DOUB Y N 10 
FHM C21 H21  SING N N 11 
FHM C16 O14  SING N N 12 
FHM O14 C13  SING N N 13 
FHM C13 C11  SING N N 14 
FHM C13 H131 SING N N 15 
FHM C13 H132 SING N N 16 
FHM C11 O11  SING N N 17 
FHM C11 C12  SING N N 18 
FHM C11 C10  SING N N 19 
FHM O11 H11  SING N N 20 
FHM C12 H121 SING N N 21 
FHM C12 H122 SING N N 22 
FHM C12 H123 SING N N 23 
FHM C10 O10  DOUB N N 24 
FHM C10 N9   SING N N 25 
FHM N9  C6   SING N N 26 
FHM N9  HN9  SING N N 27 
FHM C6  C5   DOUB Y N 28 
FHM C6  C1   SING Y N 29 
FHM C5  C4   SING Y N 30 
FHM C5  H5   SING N N 31 
FHM C1  C2   DOUB Y N 32 
FHM C1  H1   SING N N 33 
FHM C2  C3   SING Y N 34 
FHM C2  H2   SING N N 35 
FHM C3  N8   SING N N 36 
FHM C3  C4   DOUB Y N 37 
FHM N8  O2   DOUB N N 38 
FHM N8  O1   SING N N 39 
FHM C4  C7   SING N N 40 
FHM C7  F2   SING N N 41 
FHM C7  F3   SING N N 42 
FHM C7  F1   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 
FHM SMILES           ACDLabs              10.04 FC(F)(F)c1cc(ccc1[N+]([O-])=O)NC(=O)C(O)(COc2ccc(F)cc2)C                                                                                            
FHM InChI            InChI                1.02b InChI=1/C17H14F4N2O5/c1-16(25,9-28-12-5-2-10(18)3-6-12)15(24)22-11-4-7-14(23(26)27)13(8-11)17(19,20)21/h2-8,25H,9H2,1H3,(H,22,24)/t16-/m0/s1/f/h22H 
FHM InChIKey         InChI                1.02b KJMFOTCDISOHDX-CGJARXBLDC                                                                                                                           
FHM SMILES_CANONICAL CACTVS               3.341 C[C@](O)(COc1ccc(F)cc1)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O                                                                                       
FHM SMILES           CACTVS               3.341 C[C](O)(COc1ccc(F)cc1)C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+]([O-])=O                                                                                        
FHM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@](COc1ccc(cc1)F)(C(=O)Nc2ccc(c(c2)C(F)(F)F)[N+](=O)[O-])O                                                                                       
FHM SMILES           "OpenEye OEToolkits" 1.5.0 CC(COc1ccc(cc1)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 
FHM "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-3-(4-fluorophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide 
FHM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-3-(4-fluorophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide 
# 
