data_IZE
# 
_chem_comp.id                                    IZE 
_chem_comp.name                                  N-{(1S)-2-{4-[(5R)-1,1-DIOXIDO-3-OXOISOTHIAZOLIDIN-5-YL]PHENYL}-1-[5-(TRIFLUOROMETHYL)-1H-BENZIMIDAZOL-2-YL]ETHYL}-2,2,2-TRIFLUOROACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H16 F6 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-05-21 
_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                        534.432 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IZE 
_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        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
IZE C1   C1   C 0 1 N N S 5.916  10.839 49.106 -5.818 0.044  -0.044 C1   IZE 1  
IZE C2   C2   C 0 1 N N N 6.183  12.223 48.614 -6.248 -0.242 1.419  C2   IZE 2  
IZE C3   C3   C 0 1 N N N 7.392  12.757 49.327 -6.571 -1.700 1.547  C3   IZE 3  
IZE N4   N4   N 0 1 N N N 8.152  11.819 49.867 -6.832 -2.398 0.432  N4   IZE 4  
IZE S5   S5   S 0 1 N N N 7.561  10.175 49.443 -6.662 -1.362 -0.876 S5   IZE 5  
IZE O6   O6   O 0 1 N N N 7.485  9.053  50.631 -8.004 -1.051 -1.224 O6   IZE 6  
IZE O7   O7   O 0 1 N N N 8.097  9.593  48.047 -5.790 -2.071 -1.745 O7   IZE 7  
IZE O9   O9   O 0 1 N N N 7.692  13.937 49.450 -6.597 -2.236 2.635  O9   IZE 8  
IZE C11  C11  C 0 1 Y N N 5.087  9.910  48.260 -4.322 -0.036 -0.205 C11  IZE 9  
IZE C12  C12  C 0 1 Y N N 5.210  9.933  46.794 -3.624 1.037  -0.727 C12  IZE 10 
IZE C13  C13  C 0 1 Y N N 4.405  9.021  45.987 -2.251 0.963  -0.874 C13  IZE 11 
IZE C14  C14  C 0 1 Y N N 3.479  8.090  46.646 -1.577 -0.184 -0.500 C14  IZE 12 
IZE C15  C15  C 0 1 Y N N 3.364  8.078  48.101 -2.275 -1.259 0.017  C15  IZE 13 
IZE C16  C16  C 0 1 Y N N 4.164  8.985  48.903 -3.647 -1.184 0.168  C16  IZE 14 
IZE C21  C21  C 0 1 N N N 2.647  7.141  45.824 -0.080 -0.265 -0.660 C21  IZE 15 
IZE C22  C22  C 0 1 N N S 1.145  7.309  46.101 0.597  0.243  0.614  C22  IZE 16 
IZE N45  N45  N 0 1 N N N 0.428  6.227  45.416 0.303  1.667  0.790  N45  IZE 17 
IZE C17  C17  C 0 1 Y N N -0.489 12.926 44.333 6.376  -1.270 0.027  C17  IZE 18 
IZE C19  C19  C 0 1 Y N N -0.327 12.068 45.521 5.101  -1.761 -0.009 C19  IZE 19 
IZE C23  C23  C 0 1 Y N N 0.062  10.674 45.363 4.020  -0.905 0.216  C23  IZE 20 
IZE C4   C4   C 0 1 Y N N 0.257  10.137 44.020 4.257  0.456  0.476  C4   IZE 21 
IZE C5   C5   C 0 1 Y N N 0.068  10.965 42.833 5.559  0.936  0.508  C5   IZE 22 
IZE C6   C6   C 0 1 Y N N -0.290 12.366 42.984 6.611  0.073  0.284  C6   IZE 23 
IZE N11  N11  N 0 1 Y N N 0.342  9.730  46.355 2.675  -1.086 0.252  N11  IZE 24 
IZE C25  C25  C 0 1 Y N N 0.717  8.652  45.531 2.088  0.048  0.502  C25  IZE 25 
IZE N13  N13  N 0 1 Y N N 0.701  8.814  44.131 3.015  1.032  0.653  N13  IZE 26 
IZE C28  C28  C 0 1 N N N -0.843 14.318 44.533 7.539  -2.198 -0.216 C28  IZE 27 
IZE F1   F1   F 0 1 N N N -0.175 15.205 43.632 8.735  -1.478 -0.131 F1   IZE 28 
IZE F3   F3   F 0 1 N N N -0.450 14.864 45.781 7.535  -3.212 0.747  F3   IZE 29 
IZE F2   F2   F 0 1 N N N -2.233 14.523 44.392 7.425  -2.764 -1.490 F2   IZE 30 
IZE C7   C7   C 0 1 N N N -0.831 5.953  45.752 0.677  2.554  -0.153 C7   IZE 31 
IZE C8   C8   C 0 1 N N N -1.574 4.878  45.004 0.373  4.019  0.028  C8   IZE 32 
IZE O1   O1   O 0 1 N N N -1.394 6.579  46.659 1.257  2.174  -1.148 O1   IZE 33 
IZE F4   F4   F 0 1 N N N -2.942 4.814  45.378 0.993  4.483  1.193  F4   IZE 34 
IZE F6   F6   F 0 1 N N N -0.919 3.636  45.013 -1.010 4.200  0.132  F6   IZE 35 
IZE F5   F5   F 0 1 N N N -1.605 5.159  43.624 0.855  4.735  -1.073 F5   IZE 36 
IZE H1   H1   H 0 1 N N N 5.249  10.911 49.978 -6.202 1.003  -0.392 H1   IZE 37 
IZE H2C1 1H2C H 0 0 N N N 5.314  12.867 48.812 -5.433 0.014  2.097  H2C1 IZE 38 
IZE H2C2 2H2C H 0 0 N N N 6.368  12.204 47.530 -7.128 0.352  1.666  H2C2 IZE 39 
IZE H4   H4   H 0 1 N N N 8.953  12.001 50.438 -7.076 -3.336 0.389  H4   IZE 40 
IZE H12  H12  H 0 1 N N N 5.892  10.621 46.317 -4.151 1.933  -1.019 H12  IZE 41 
IZE H13  H13  H 0 1 N N N 4.490  9.031  44.910 -1.706 1.802  -1.282 H13  IZE 42 
IZE H15  H15  H 0 1 N N N 2.682  7.392  48.582 -1.748 -2.156 0.309  H15  IZE 43 
IZE H16  H16  H 0 1 N N N 4.075  8.974  49.979 -4.192 -2.022 0.576  H16  IZE 44 
IZE H211 1H21 H 0 0 N N N 2.932  6.114  46.094 0.228  0.351  -1.506 H211 IZE 45 
IZE H212 2H21 H 0 0 N N N 2.833  7.342  44.759 0.211  -1.300 -0.839 H212 IZE 46 
IZE H22  H22  H 0 1 N N N 0.926  7.270  47.178 0.222  -0.315 1.472  H22  IZE 47 
IZE H45  H45  H 0 1 N N N 0.883  5.698  44.700 -0.162 1.971  1.585  H45  IZE 48 
IZE H19  H19  H 0 1 N N N -0.497 12.473 46.508 4.930  -2.808 -0.211 H19  IZE 49 
IZE H5   H5   H 0 1 N N N 0.193  10.539 41.848 5.747  1.980  0.707  H5   IZE 50 
IZE H6   H6   H 0 1 N N N -0.409 12.993 42.113 7.625  0.445  0.309  H6   IZE 51 
IZE HA   HA   H 0 1 N N N 0.941  8.161  43.412 2.837  1.965  0.848  HA   IZE 52 
# 
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 
IZE C1  C2   SING N N 1  
IZE C1  S5   SING N N 2  
IZE C1  C11  SING N N 3  
IZE C1  H1   SING N N 4  
IZE C2  C3   SING N N 5  
IZE C2  H2C1 SING N N 6  
IZE C2  H2C2 SING N N 7  
IZE C3  N4   SING N N 8  
IZE C3  O9   DOUB N N 9  
IZE N4  S5   SING N N 10 
IZE N4  H4   SING N N 11 
IZE S5  O6   DOUB N N 12 
IZE S5  O7   DOUB N N 13 
IZE C11 C12  DOUB Y N 14 
IZE C11 C16  SING Y N 15 
IZE C12 C13  SING Y N 16 
IZE C12 H12  SING N N 17 
IZE C13 C14  DOUB Y N 18 
IZE C13 H13  SING N N 19 
IZE C14 C15  SING Y N 20 
IZE C14 C21  SING N N 21 
IZE C15 C16  DOUB Y N 22 
IZE C15 H15  SING N N 23 
IZE C16 H16  SING N N 24 
IZE C21 C22  SING N N 25 
IZE C21 H211 SING N N 26 
IZE C21 H212 SING N N 27 
IZE C22 N45  SING N N 28 
IZE C22 C25  SING N N 29 
IZE C22 H22  SING N N 30 
IZE N45 C7   SING N N 31 
IZE N45 H45  SING N N 32 
IZE C17 C19  DOUB Y N 33 
IZE C17 C6   SING Y N 34 
IZE C17 C28  SING N N 35 
IZE C19 C23  SING Y N 36 
IZE C19 H19  SING N N 37 
IZE C23 C4   DOUB Y N 38 
IZE C23 N11  SING Y N 39 
IZE C4  C5   SING Y N 40 
IZE C4  N13  SING Y N 41 
IZE C5  C6   DOUB Y N 42 
IZE C5  H5   SING N N 43 
IZE C6  H6   SING N N 44 
IZE N11 C25  DOUB Y N 45 
IZE C25 N13  SING Y N 46 
IZE N13 HA   SING N N 47 
IZE C28 F1   SING N N 48 
IZE C28 F3   SING N N 49 
IZE C28 F2   SING N N 50 
IZE C7  C8   SING N N 51 
IZE C7  O1   DOUB N N 52 
IZE C8  F4   SING N N 53 
IZE C8  F6   SING N N 54 
IZE C8  F5   SING N N 55 
# 
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 
IZE SMILES           ACDLabs              10.04 O=C4NS(=O)(=O)C(c1ccc(cc1)CC(c2nc3cc(ccc3n2)C(F)(F)F)NC(=O)C(F)(F)F)C4 
IZE InChI            InChI                1.02b 
InChI=1/C21H16F6N4O4S/c22-20(23,24)12-5-6-13-14(8-12)29-18(28-13)15(30-19(33)21(25,26)27)7-10-1-3-11(4-2-10)16-9-17(32)31-36(16,34)35/h1-6,8,15-16H,7,9H2,(H,28,29)(H,30,33)(H,31,32)/t15-,16-/m0/s1/f/h28,30-31H 
IZE InChIKey         InChI                1.02b ZQCICORKZRLKMU-FPCYRGGVDN 
IZE SMILES_CANONICAL CACTVS               3.341 FC(F)(F)C(=O)N[C@@H](Cc1ccc(cc1)[C@@H]2CC(=O)N[S]2(=O)=O)c3[nH]c4ccc(cc4n3)C(F)(F)F 
IZE SMILES           CACTVS               3.341 FC(F)(F)C(=O)N[CH](Cc1ccc(cc1)[CH]2CC(=O)N[S]2(=O)=O)c3[nH]c4ccc(cc4n3)C(F)(F)F 
IZE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C[C@@H](c2[nH]c3ccc(cc3n2)C(F)(F)F)NC(=O)C(F)(F)F)[C@@H]4CC(=O)NS4(=O)=O 
IZE SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CC(c2[nH]c3ccc(cc3n2)C(F)(F)F)NC(=O)C(F)(F)F)C4CC(=O)NS4(=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 
IZE "SYSTEMATIC NAME" ACDLabs              10.04 N-{(1S)-2-{4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenyl}-1-[5-(trifluoromethyl)-1H-benzimidazol-2-yl]ethyl}-2,2,2-trifluoroacetamide 
IZE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2,2,2-trifluoro-N-[(1S)-1-[5-(trifluoromethyl)-1H-benzimidazol-2-yl]-2-[4-[(5S)-1,1,3-trioxo-1,2-thiazolidin-5-yl]phenyl]ethyl]ethanamide   
# 
