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 2011-06-04 _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 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" IZE InChI InChI 1.03 "InChI=1S/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" IZE InChIKey InChI 1.03 ZQCICORKZRLKMU-HOTGVXAUSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IZE "Create component" 2006-05-21 EBI IZE "Modify descriptor" 2011-06-04 RCSB #