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                    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                        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 N 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 InChI            InChI                1.02b InChI=1/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)/f/h25H 
5EA InChIKey         InChI                1.02b LZZYEMSEMRUPIM-LNNLXFCOCS                                                                                                                                  
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                                                                                                          
# 
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 
# 
