data_IZ3
# 
_chem_comp.id                                    IZ3 
_chem_comp.name                                  3-fluoro-N-[(1S)-1-[4-[(2-fluorophenyl)methyl]imidazol-2-yl]-2-[4-[(5S)-1,1,3-trioxo-1,2-thiazolidin-5-yl]phenyl]ethyl]benzenesulfonamide 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C27 H22 F2 N4 O5 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        584.614 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IZ3 
_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        2VEW 
_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 
IZ3 C1   C1   C 0 1 N N S 19.137 16.613 82.196 19.137 16.613 82.196 C1   IZ3 1  
IZ3 C2   C2   C 0 1 N N N 20.441 17.132 81.655 20.441 17.132 81.655 C2   IZ3 2  
IZ3 C3   C3   C 0 1 N N N 21.563 16.394 82.311 21.563 16.394 82.311 C3   IZ3 3  
IZ3 N4   N4   N 0 1 N N N 21.231 15.192 82.795 21.231 15.192 82.795 N4   IZ3 4  
IZ3 S5   S5   S 0 1 N N N 19.483 14.876 82.506 19.483 14.876 82.506 S5   IZ3 5  
IZ3 O6   O6   O 0 1 N N N 18.516 14.307 83.683 18.516 14.307 83.683 O6   IZ3 6  
IZ3 O7   O7   O 0 1 N N N 19.277 14.018 81.072 19.277 14.018 81.072 O7   IZ3 7  
IZ3 O9   O9   O 0 1 N N N 22.695 16.827 82.446 22.695 16.827 82.446 O9   IZ3 8  
IZ3 C11  C11  C 0 1 Y N N 17.906 16.814 81.331 17.906 16.814 81.331 C11  IZ3 9  
IZ3 C12  C12  C 0 1 Y N N 17.999 16.679 79.880 17.999 16.679 79.880 C12  IZ3 10 
IZ3 C13  C13  C 0 1 Y N N 16.812 16.892 79.052 16.812 16.892 79.052 C13  IZ3 11 
IZ3 C14  C14  C 0 1 Y N N 15.527 17.211 79.683 15.527 17.211 79.683 C14  IZ3 12 
IZ3 C15  C15  C 0 1 Y N N 15.436 17.345 81.140 15.436 17.345 81.140 C15  IZ3 13 
IZ3 C16  C16  C 0 1 Y N N 16.617 17.147 81.962 16.617 17.147 81.962 C16  IZ3 14 
IZ3 C21  C21  C 0 1 N N N 14.302 17.398 78.837 14.302 17.398 78.837 C21  IZ3 15 
IZ3 C22  C22  C 0 1 N N S 13.717 18.817 78.901 13.717 18.817 78.901 C22  IZ3 16 
IZ3 N45  N45  N 0 1 N N N 12.384 18.757 78.287 12.384 18.757 78.287 N45  IZ3 17 
IZ3 S1   S1   S 0 1 N N N 11.274 20.056 78.621 11.274 20.056 78.621 S1   IZ3 18 
IZ3 O1   O1   O 0 1 N N N 9.821  19.348 78.134 9.821  19.348 78.134 O1   IZ3 19 
IZ3 O2   O2   O 0 1 N N N 11.483 20.481 80.235 11.483 20.481 80.235 O2   IZ3 20 
IZ3 C23  C23  C 0 1 N N N 15.811 20.733 76.548 15.811 20.733 76.548 C23  IZ3 21 
IZ3 C4   C4   C 0 1 N N N 16.253 21.270 77.886 16.253 21.270 77.886 C4   IZ3 22 
IZ3 N11  N11  N 0 1 N N N 14.654 19.882 76.853 14.654 19.882 76.853 N11  IZ3 23 
IZ3 C25  C25  C 0 1 N N N 14.636 19.830 78.196 14.636 19.830 78.196 C25  IZ3 24 
IZ3 N13  N13  N 0 1 N N N 15.455 20.604 78.929 15.455 20.604 78.929 N13  IZ3 25 
IZ3 F1   F1   F 0 1 N N N 11.731 22.606 74.221 11.731 22.606 74.221 F1   IZ3 26 
IZ3 C24  C24  C 0 1 Y N N 12.120 22.709 75.616 12.120 22.709 75.616 C24  IZ3 27 
IZ3 C26  C26  C 0 1 Y N N 12.921 23.757 76.263 12.921 23.757 76.263 C26  IZ3 28 
IZ3 C7   C7   C 0 1 Y N N 11.608 21.591 76.397 11.608 21.591 76.397 C7   IZ3 29 
IZ3 C8   C8   C 0 1 Y N N 11.914 21.497 77.819 11.914 21.497 77.819 C8   IZ3 30 
IZ3 C9   C9   C 0 1 Y N N 12.700 22.550 78.478 12.700 22.550 78.478 C9   IZ3 31 
IZ3 C10  C10  C 0 1 Y N N 13.204 23.680 77.699 13.204 23.680 77.699 C10  IZ3 32 
IZ3 C17  C17  C 0 1 Y N N 15.498 17.988 72.113 15.498 17.988 72.113 C17  IZ3 33 
IZ3 C19  C19  C 0 1 Y N N 15.863 19.413 72.138 15.863 19.413 72.138 C19  IZ3 34 
IZ3 C20  C20  C 0 1 Y N N 16.339 20.027 73.383 16.339 20.027 73.383 C20  IZ3 35 
IZ3 C27  C27  C 0 1 Y N N 16.444 19.218 74.604 16.444 19.218 74.604 C27  IZ3 36 
IZ3 C5   C5   C 0 1 Y N N 16.104 17.790 74.570 16.104 17.790 74.570 C5   IZ3 37 
IZ3 C6   C6   C 0 1 Y N N 15.630 17.175 73.329 15.630 17.175 73.329 C6   IZ3 38 
IZ3 C18  C18  C 0 1 N N N 16.900 19.859 75.904 16.900 19.859 75.904 C18  IZ3 39 
IZ3 F2   F2   F 0 1 N N N 16.253 17.029 75.794 16.253 17.029 75.794 F2   IZ3 40 
IZ3 H1   H1   H 0 1 N N N 18.845 17.188 83.087 18.845 17.188 83.087 H1   IZ3 41 
IZ3 H2C1 1H2C H 0 0 N N N 20.480 16.974 80.567 20.480 16.975 80.567 H2C1 IZ3 42 
IZ3 H2C2 2H2C H 0 0 N N N 20.530 18.208 81.864 20.530 18.208 81.864 H2C2 IZ3 43 
IZ3 H4   H4   H 0 1 N N N 21.861 14.562 83.250 21.861 14.562 83.250 H4   IZ3 44 
IZ3 H12  H12  H 0 1 N N N 18.942 16.423 79.419 18.942 16.423 79.419 H12  IZ3 45 
IZ3 H16  H16  H 0 1 N N N 16.550 17.244 83.036 16.550 17.244 83.036 H16  IZ3 46 
IZ3 H13  H13  H 0 1 N N N 16.882 16.814 77.977 16.882 16.814 77.977 H13  IZ3 47 
IZ3 H15  H15  H 0 1 N N N 14.491 17.591 81.602 14.491 17.591 81.602 H15  IZ3 48 
IZ3 H211 1H21 H 0 0 N N N 14.574 17.188 77.792 14.574 17.188 77.792 H211 IZ3 49 
IZ3 H212 2H21 H 0 0 N N N 13.533 16.713 79.225 13.533 16.713 79.225 H212 IZ3 50 
IZ3 H22  H22  H 0 1 N N N 13.637 19.164 79.942 13.637 19.164 79.942 H22  IZ3 51 
IZ3 H45  H45  H 0 1 N N N 12.523 18.744 77.297 12.523 18.744 77.297 H45  IZ3 52 
IZ3 H181 1H18 H 0 0 N N N 17.774 20.493 75.691 17.774 20.493 75.691 H181 IZ3 53 
IZ3 H182 2H18 H 0 0 N N N 17.140 19.050 76.610 17.140 19.050 76.609 H182 IZ3 54 
IZ3 H26  H26  H 0 1 N N N 13.301 24.584 75.681 13.301 24.583 75.681 H26  IZ3 55 
IZ3 H7   H7   H 0 1 N N N 11.002 20.833 75.923 11.002 20.833 75.923 H7   IZ3 56 
IZ3 H10  H10  H 0 1 N N N 13.783 24.455 78.180 13.783 24.455 78.180 H10  IZ3 57 
IZ3 H9   H9   H 0 1 N N N 12.905 22.489 79.537 12.905 22.489 79.537 H9   IZ3 58 
IZ3 H17  H17  H 0 1 N N N 15.133 17.540 71.201 15.133 17.540 71.201 H17  IZ3 59 
IZ3 H19  H19  H 0 1 N N N 15.781 20.007 71.240 15.781 20.007 71.240 H19  IZ3 60 
IZ3 H6   H6   H 0 1 N N N 15.378 16.125 73.308 15.378 16.125 73.308 H6   IZ3 61 
IZ3 H20  H20  H 0 1 N N N 16.612 21.072 73.401 16.612 21.072 73.401 H20  IZ3 62 
# 
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 
IZ3 C1  C2   SING N N 1  
IZ3 C1  S5   SING N N 2  
IZ3 C1  C11  SING N N 3  
IZ3 C2  C3   SING N N 4  
IZ3 C3  N4   SING N N 5  
IZ3 C3  O9   DOUB N N 6  
IZ3 N4  S5   SING N N 7  
IZ3 S5  O6   DOUB N N 8  
IZ3 S5  O7   DOUB N N 9  
IZ3 C11 C12  SING N N 10 
IZ3 C11 C16  DOUB N N 11 
IZ3 C12 C13  DOUB N N 12 
IZ3 C13 C14  SING N N 13 
IZ3 C14 C15  DOUB Y N 14 
IZ3 C14 C21  SING Y N 15 
IZ3 C15 C16  SING Y N 16 
IZ3 C21 C22  SING N N 17 
IZ3 C22 N45  SING Y N 18 
IZ3 C22 C25  SING N N 19 
IZ3 N45 S1   SING Y N 20 
IZ3 S1  O1   DOUB N N 21 
IZ3 S1  O2   DOUB Y N 22 
IZ3 S1  C8   SING N N 23 
IZ3 C23 C4   DOUB N N 24 
IZ3 C23 N11  SING N N 25 
IZ3 C23 C18  SING N N 26 
IZ3 C4  N13  DOUB N N 27 
IZ3 N11 C25  DOUB N N 28 
IZ3 C25 N13  SING N N 29 
IZ3 F1  C24  SING N N 30 
IZ3 C24 C26  SING N N 31 
IZ3 C24 C7   DOUB N N 32 
IZ3 C26 C10  DOUB N N 33 
IZ3 C7  C8   SING N N 34 
IZ3 C8  C9   DOUB N N 35 
IZ3 C9  C10  SING N N 36 
IZ3 C17 C19  DOUB N N 37 
IZ3 C17 C6   SING N N 38 
IZ3 C19 C20  SING N N 39 
IZ3 C20 C27  DOUB N N 40 
IZ3 C27 C5   SING N N 41 
IZ3 C27 C18  SING N N 42 
IZ3 C5  C6   DOUB Y N 43 
IZ3 C5  F2   SING Y N 44 
IZ3 C1  H1   SING Y N 45 
IZ3 C2  H2C1 SING N N 46 
IZ3 C2  H2C2 SING Y N 47 
IZ3 N4  H4   SING N N 48 
IZ3 C12 H12  SING Y N 49 
IZ3 C16 H16  SING Y N 50 
IZ3 C13 H13  SING N N 51 
IZ3 C15 H15  SING N N 52 
IZ3 C21 H211 SING Y N 53 
IZ3 C21 H212 SING Y N 54 
IZ3 C22 H22  SING N N 55 
IZ3 N45 H45  SING Y N 56 
IZ3 C18 H181 SING N N 57 
IZ3 C18 H182 SING Y N 58 
IZ3 C26 H26  SING N N 59 
IZ3 C7  H7   SING Y N 60 
IZ3 C10 H10  SING N N 61 
IZ3 C9  H9   SING Y N 62 
IZ3 C17 H17  SING N N 63 
IZ3 C19 H19  SING N N 64 
IZ3 C6  H6   SING N N 65 
IZ3 C20 H20  SING N N 66 
# 
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 
IZ3 InChI            InChI                1.02b 
InChI=1/C27H22F2N4O5S2/c28-20-5-3-6-22(14-20)39(35,36)32-24(27-30-16-21(31-27)13-19-4-1-2-7-23(19)29)12-17-8-10-18(11-9-17)25-15-26(34)33-40(25,37)38/h1-11,14,24-25,32H,12-13,15H2,(H,33,34)/t24-,25-/m0/s1/f/h33H 
IZ3 InChIKey         InChI                1.02b VAXRFGMVKHOGJO-ALHWAAHNDH 
IZ3 SMILES_CANONICAL CACTVS               3.341 Fc1cccc(c1)[S](=O)(=O)N[C@@H](Cc2ccc(cc2)[C@@H]3CC(=O)N[S]3(=O)=O)C4=NC(=C=N4)Cc5ccccc5F 
IZ3 SMILES           CACTVS               3.341 Fc1cccc(c1)[S](=O)(=O)N[CH](Cc2ccc(cc2)[CH]3CC(=O)N[S]3(=O)=O)C4=NC(=C=N4)Cc5ccccc5F 
IZ3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)CC2=C=NC(=N2)[C@H](Cc3ccc(cc3)[C@@H]4CC(=O)NS4(=O)=O)NS(=O)(=O)c5cccc(c5)F)F 
IZ3 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)CC2=C=NC(=N2)C(Cc3ccc(cc3)C4CC(=O)NS4(=O)=O)NS(=O)(=O)c5cccc(c5)F)F 
# 
_pdbx_chem_comp_identifier.comp_id           IZ3 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        3-fluoro-N-[(1S)-1-[4-[(2-fluorophenyl)methyl]imidazol-2-yl]-2-[4-[(5S)-1,1,3-trioxo-1,2-thiazolidin-5-yl]phenyl]ethyl]benzenesulfonamide 
# 
