data_5EA # _chem_comp.id 5EA _chem_comp.name "5-{3,4-DIFLUORO-2-[(2-FLUORO-4-IODOPHENYL)AMINO]PHENYL}-N-(2-MORPHOLIN-4-YLETHYL)-1,3,4-OXADIAZOL-2-AMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H19 F3 I N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-02-10 _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 545.297 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5EA _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 1S9I _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 5EA I1 I1 I 0 1 N N N 44.732 95.182 52.218 -2.798 0.514 -5.386 I1 5EA 1 5EA C23 C23 C 0 1 Y N N 42.905 96.152 52.526 -1.386 -0.054 -3.947 C23 5EA 2 5EA C21 C21 C 0 1 Y N N 41.829 95.448 53.070 -0.183 0.623 -3.855 C21 5EA 3 5EA C16 C16 C 0 1 Y N N 40.593 96.062 53.282 0.750 0.251 -2.908 C16 5EA 4 5EA C19 C19 C 0 1 Y N N 42.779 97.497 52.182 -1.658 -1.107 -3.092 C19 5EA 5 5EA C15 C15 C 0 1 Y N N 41.566 98.150 52.382 -0.724 -1.488 -2.145 C15 5EA 6 5EA F20 F20 F 0 1 N N N 41.433 99.446 52.057 -0.990 -2.516 -1.310 F20 5EA 7 5EA C10 C10 C 0 1 Y N N 40.413 97.410 52.962 0.482 -0.805 -2.047 C10 5EA 8 5EA N5 N5 N 0 1 N N N 39.243 98.084 53.142 1.426 -1.183 -1.087 N5 5EA 9 5EA C2 C2 C 0 1 Y N N 38.138 97.658 53.808 2.639 -0.500 -0.994 C2 5EA 10 5EA C6 C6 C 0 1 Y N N 38.212 96.949 55.115 3.502 -0.458 -2.081 C6 5EA 11 5EA F1 F1 F 0 1 N N N 39.387 96.673 55.699 3.170 -1.085 -3.231 F1 5EA 12 5EA C11 C11 C 0 1 Y N N 36.953 96.529 55.777 4.708 0.215 -1.984 C11 5EA 13 5EA F17 F17 F 0 1 N N N 36.990 95.880 56.952 5.547 0.250 -3.042 F17 5EA 14 5EA C9 C9 C 0 1 Y N N 35.730 96.809 55.182 5.055 0.861 -0.806 C9 5EA 15 5EA C4 C4 C 0 1 Y N N 35.650 97.482 53.964 4.206 0.833 0.279 C4 5EA 16 5EA C1 C1 C 0 1 Y N N 36.774 97.915 53.260 2.990 0.152 0.196 C1 5EA 17 5EA C3 C3 C 0 1 Y N N 36.539 98.635 51.960 2.078 0.118 1.356 C3 5EA 18 5EA O7 O7 O 0 1 Y N N 35.219 98.753 51.363 2.290 0.700 2.557 O7 5EA 19 5EA C13 C13 C 0 1 Y N N 35.598 99.520 50.191 1.209 0.418 3.310 C13 5EA 20 5EA N14 N14 N 0 1 Y N N 36.907 99.776 50.166 0.396 -0.302 2.576 N14 5EA 21 5EA N8 N8 N 0 1 Y N N 37.468 99.251 51.223 0.911 -0.475 1.410 N8 5EA 22 5EA N18 N18 N 0 1 N N N 34.716 99.912 49.269 0.997 0.815 4.617 N18 5EA 23 5EA C22 C22 C 0 1 N N N 33.617 99.062 48.839 -0.235 0.428 5.308 C22 5EA 24 5EA C24 C24 C 0 1 N N N 32.340 99.264 49.660 -0.220 0.992 6.731 C24 5EA 25 5EA N26 N26 N 0 1 N N N 31.487 98.100 49.415 -1.455 0.604 7.424 N26 5EA 26 5EA C27 C27 C 0 1 N N N 30.790 98.043 48.128 -1.411 -0.855 7.579 C27 5EA 27 5EA C29 C29 C 0 1 N N N 29.914 96.809 47.916 -2.584 -1.313 8.447 C29 5EA 28 5EA O31 O31 O 0 1 N N N 29.824 95.814 48.945 -2.465 -0.752 9.754 O31 5EA 29 5EA C30 C30 C 0 1 N N N 30.517 95.904 50.198 -2.551 0.665 9.613 C30 5EA 30 5EA C28 C28 C 0 1 N N N 31.413 97.110 50.489 -1.377 1.174 8.776 C28 5EA 31 5EA H21 H21 H 0 1 N N N 41.958 94.386 53.338 0.025 1.444 -4.524 H21 5EA 32 5EA H16 H16 H 0 1 N N N 39.756 95.480 53.704 1.688 0.781 -2.837 H16 5EA 33 5EA H19 H19 H 0 1 N N N 43.636 98.043 51.753 -2.597 -1.633 -3.166 H19 5EA 34 5EA HN5 HN5 H 0 1 N N N 38.924 98.344 52.209 1.238 -1.921 -0.486 HN5 5EA 35 5EA H9 H9 H 0 1 N N N 34.803 96.490 55.687 5.996 1.388 -0.740 H9 5EA 36 5EA H4 H4 H 0 1 N N N 34.652 97.681 53.538 4.482 1.337 1.193 H4 5EA 37 5EA H18 H18 H 0 1 N N N 35.238 100.188 48.438 1.663 1.350 5.076 H18 5EA 38 5EA H221 1H22 H 0 0 N N N 33.922 97.990 48.838 -0.302 -0.658 5.349 H221 5EA 39 5EA H222 2H22 H 0 0 N N N 33.414 99.196 47.751 -1.094 0.825 4.769 H222 5EA 40 5EA H241 1H24 H 0 0 N N N 31.831 100.233 49.448 -0.152 2.079 6.690 H241 5EA 41 5EA H242 2H24 H 0 0 N N N 32.538 99.442 50.743 0.639 0.594 7.270 H242 5EA 42 5EA H271 1H27 H 0 0 N N N 31.521 98.143 47.292 -1.479 -1.327 6.599 H271 5EA 43 5EA H272 2H27 H 0 0 N N N 30.190 98.970 47.976 -0.474 -1.142 8.056 H272 5EA 44 5EA H291 1H29 H 0 0 N N N 30.227 96.311 46.969 -2.581 -2.401 8.518 H291 5EA 45 5EA H292 2H29 H 0 0 N N N 28.883 97.147 47.659 -3.520 -0.983 7.995 H292 5EA 46 5EA H301 1H30 H 0 0 N N N 31.118 94.975 50.337 -2.521 1.130 10.599 H301 5EA 47 5EA H302 2H30 H 0 0 N N N 29.771 95.811 51.022 -3.488 0.924 9.120 H302 5EA 48 5EA H281 1H28 H 0 0 N N N 31.103 97.599 51.442 -0.440 0.872 9.244 H281 5EA 49 5EA H282 2H28 H 0 0 N N N 32.437 96.770 50.769 -1.419 2.261 8.714 H282 5EA 50 # 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 5EA I1 C23 SING N N 1 5EA C23 C21 DOUB Y N 2 5EA C23 C19 SING Y N 3 5EA C21 C16 SING Y N 4 5EA C21 H21 SING N N 5 5EA C16 C10 DOUB Y N 6 5EA C16 H16 SING N N 7 5EA C19 C15 DOUB Y N 8 5EA C19 H19 SING N N 9 5EA C15 F20 SING N N 10 5EA C15 C10 SING Y N 11 5EA C10 N5 SING N N 12 5EA N5 C2 SING N N 13 5EA N5 HN5 SING N N 14 5EA C2 C6 DOUB Y N 15 5EA C2 C1 SING Y N 16 5EA C6 F1 SING N N 17 5EA C6 C11 SING Y N 18 5EA C11 F17 SING N N 19 5EA C11 C9 DOUB Y N 20 5EA C9 C4 SING Y N 21 5EA C9 H9 SING N N 22 5EA C4 C1 DOUB Y N 23 5EA C4 H4 SING N N 24 5EA C1 C3 SING Y N 25 5EA C3 O7 SING Y N 26 5EA C3 N8 DOUB Y N 27 5EA O7 C13 SING Y N 28 5EA C13 N14 DOUB Y N 29 5EA C13 N18 SING N N 30 5EA N14 N8 SING Y N 31 5EA N18 C22 SING N N 32 5EA N18 H18 SING N N 33 5EA C22 C24 SING N N 34 5EA C22 H221 SING N N 35 5EA C22 H222 SING N N 36 5EA C24 N26 SING N N 37 5EA C24 H241 SING N N 38 5EA C24 H242 SING N N 39 5EA N26 C27 SING N N 40 5EA N26 C28 SING N N 41 5EA C27 C29 SING N N 42 5EA C27 H271 SING N N 43 5EA C27 H272 SING N N 44 5EA C29 O31 SING N N 45 5EA C29 H291 SING N N 46 5EA C29 H292 SING N N 47 5EA O31 C30 SING N N 48 5EA C30 C28 SING N N 49 5EA C30 H301 SING N N 50 5EA C30 H302 SING N N 51 5EA C28 H281 SING N N 52 5EA C28 H282 SING N N 53 # 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 5EA SMILES ACDLabs 10.04 "Ic1ccc(c(F)c1)Nc2c(F)c(F)ccc2c3nnc(o3)NCCN4CCOCC4" 5EA SMILES_CANONICAL CACTVS 3.341 "Fc1ccc(c(Nc2ccc(I)cc2F)c1F)c3oc(NCCN4CCOCC4)nn3" 5EA SMILES CACTVS 3.341 "Fc1ccc(c(Nc2ccc(I)cc2F)c1F)c3oc(NCCN4CCOCC4)nn3" 5EA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1I)F)Nc2c(ccc(c2F)F)c3nnc(o3)NCCN4CCOCC4" 5EA SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(c(cc1I)F)Nc2c(ccc(c2F)F)c3nnc(o3)NCCN4CCOCC4" 5EA InChI InChI 1.03 "InChI=1S/C20H19F3IN5O2/c21-14-3-2-13(18(17(14)23)26-16-4-1-12(24)11-15(16)22)19-27-28-20(31-19)25-5-6-29-7-9-30-10-8-29/h1-4,11,26H,5-10H2,(H,25,28)" 5EA InChIKey InChI 1.03 LZZYEMSEMRUPIM-UHFFFAOYSA-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 5EA "SYSTEMATIC NAME" ACDLabs 10.04 "5-{3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}-N-(2-morpholin-4-ylethyl)-1,3,4-oxadiazol-2-amine" 5EA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[3,4-difluoro-2-[(2-fluoro-4-iodo-phenyl)amino]phenyl]-N-(2-morpholin-4-ylethyl)-1,3,4-oxadiazol-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5EA "Create component" 2004-02-10 RCSB 5EA "Modify aromatic_flag" 2011-06-04 RCSB 5EA "Modify descriptor" 2011-06-04 RCSB #