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 2011-06-04 _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 Y N 10 IZ3 C11 C16 DOUB Y N 11 IZ3 C12 C13 DOUB Y N 12 IZ3 C13 C14 SING Y N 13 IZ3 C14 C15 DOUB Y N 14 IZ3 C14 C21 SING N N 15 IZ3 C15 C16 SING Y N 16 IZ3 C21 C22 SING N N 17 IZ3 C22 N45 SING N N 18 IZ3 C22 C25 SING N N 19 IZ3 N45 S1 SING N N 20 IZ3 S1 O1 DOUB N N 21 IZ3 S1 O2 DOUB N 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 Y N 31 IZ3 C24 C7 DOUB Y N 32 IZ3 C26 C10 DOUB Y N 33 IZ3 C7 C8 SING Y N 34 IZ3 C8 C9 DOUB Y N 35 IZ3 C9 C10 SING Y N 36 IZ3 C17 C19 DOUB Y N 37 IZ3 C17 C6 SING Y N 38 IZ3 C19 C20 SING Y N 39 IZ3 C20 C27 DOUB Y N 40 IZ3 C27 C5 SING Y N 41 IZ3 C27 C18 SING N N 42 IZ3 C5 C6 DOUB Y N 43 IZ3 C5 F2 SING N N 44 IZ3 C1 H1 SING N N 45 IZ3 C2 H2C1 SING N N 46 IZ3 C2 H2C2 SING N N 47 IZ3 N4 H4 SING N N 48 IZ3 C12 H12 SING N N 49 IZ3 C16 H16 SING N N 50 IZ3 C13 H13 SING N N 51 IZ3 C15 H15 SING N N 52 IZ3 C21 H211 SING N N 53 IZ3 C21 H212 SING N N 54 IZ3 C22 H22 SING N N 55 IZ3 N45 H45 SING N N 56 IZ3 C18 H181 SING N N 57 IZ3 C18 H182 SING N N 58 IZ3 C26 H26 SING N N 59 IZ3 C7 H7 SING N N 60 IZ3 C10 H10 SING N N 61 IZ3 C9 H9 SING N 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 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" IZ3 InChI InChI 1.03 "InChI=1S/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" IZ3 InChIKey InChI 1.03 VAXRFGMVKHOGJO-DQEYMECFSA-N # 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 IZ3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IZ3 "Create component" 2007-10-27 EBI IZ3 "Modify aromatic_flag" 2011-06-04 RCSB IZ3 "Modify descriptor" 2011-06-04 RCSB #