data_430
# 
_chem_comp.id                                    430 
_chem_comp.name                                  "5-(1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H16 F3 N3 O2 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-08-05 
_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                        431.431 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     430 
_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        2XNN 
_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 
430 C01  C01  C 0 1 N N N 26.582 11.820 -13.253 -1.842 -0.260 -2.133 C01  430 1  
430 C02  C02  C 0 1 N N R 26.015 11.044 -14.425 -1.974 0.075  -0.646 C02  430 2  
430 O03  O03  O 0 1 N N N 25.073 10.035 -14.054 -1.359 1.338  -0.386 O03  430 3  
430 C04  C04  C 0 1 Y N N 24.643 9.105  -15.007 -0.042 1.325  -0.054 C04  430 4  
430 C05  C05  C 0 1 Y N N 25.492 8.722  -16.412 0.693  0.167  0.036  C05  430 5  
430 C06  C06  C 0 1 Y N N 24.712 7.687  -17.175 1.986  0.335  0.376  C06  430 6  
430 N07  N07  N 0 1 Y N N 25.062 7.213  -18.421 2.912  -0.693 0.525  N07  430 7  
430 C08  C08  C 0 1 Y N N 24.770 5.962  -18.955 2.748  -1.831 1.259  C08  430 8  
430 N09  N09  N 0 1 Y N N 25.216 5.960  -20.300 3.813  -2.573 1.176  N09  430 9  
430 C10  C10  C 0 1 Y N N 25.728 7.225  -20.597 4.735  -1.965 0.384  C10  430 10 
430 C11  C11  C 0 1 Y N N 26.316 7.801  -21.804 6.022  -2.312 -0.033 C11  430 11 
430 C12  C12  C 0 1 Y N N 26.767 9.195  -21.836 6.724  -1.463 -0.859 C12  430 12 
430 C13  C13  C 0 1 Y N N 26.636 9.969  -20.712 6.164  -0.266 -1.280 C13  430 13 
430 C14  C14  C 0 1 Y N N 26.035 9.378  -19.481 4.894  0.091  -0.877 C14  430 14 
430 C15  C15  C 0 1 Y N N 25.590 8.020  -19.454 4.170  -0.754 -0.049 C15  430 15 
430 S16  S16  S 0 1 Y N N 23.311 7.358  -16.320 2.331  2.044  0.605  S16  430 16 
430 C17  C17  C 0 1 Y N N 23.343 8.252  -14.989 0.669  2.468  0.215  C17  430 17 
430 C18  C18  C 0 1 N N N 22.260 8.288  -13.929 0.147  3.781  0.186  C18  430 18 
430 N19  N19  N 0 1 N N N 22.215 7.332  -12.847 0.945  4.830  0.469  N19  430 19 
430 O20  O20  O 0 1 N N N 21.475 9.205  -13.924 -1.024 3.965  -0.096 O20  430 20 
430 C21  C21  C 0 1 Y N N 25.616 11.919 -15.599 -3.433 0.141  -0.274 C21  430 21 
430 C22  C22  C 0 1 Y N N 24.297 12.435 -15.687 -4.091 1.358  -0.269 C22  430 22 
430 C23  C23  C 0 1 Y N N 23.877 13.304 -16.875 -5.429 1.419  0.072  C23  430 23 
430 C24  C24  C 0 1 Y N N 24.784 13.595 -17.894 -6.110 0.263  0.407  C24  430 24 
430 C25  C25  C 0 1 Y N N 26.231 13.028 -17.798 -5.453 -0.953 0.401  C25  430 25 
430 C26  C26  C 0 1 Y N N 26.620 12.241 -16.720 -4.116 -1.014 0.056  C26  430 26 
430 C27  C27  C 0 1 N N N 28.064 11.748 -16.662 -3.401 -2.341 0.044  C27  430 27 
430 F28  F28  F 0 1 N N N 28.786 12.417 -17.550 -4.293 -3.355 0.410  F28  430 28 
430 F29  F29  F 0 1 N N N 28.089 10.429 -16.947 -2.909 -2.594 -1.241 F29  430 29 
430 F30  F30  F 0 1 N N N 28.584 11.953 -15.452 -2.337 -2.305 0.952  F30  430 30 
430 H011 H011 H 0 0 N N N 26.719 11.143 -12.397 -0.786 -0.308 -2.402 H011 430 31 
430 H012 H012 H 0 0 N N N 27.552 12.255 -13.536 -2.312 -1.224 -2.331 H012 430 32 
430 H013 H013 H 0 0 N N N 25.886 12.625 -12.976 -2.333 0.512  -2.725 H013 430 33 
430 H02  H02  H 0 1 N N N 26.856 10.457 -14.823 -1.484 -0.697 -0.054 H02  430 34 
430 H05  H05  H 0 1 N N N 26.437 9.148  -16.714 0.266  -0.807 -0.153 H05  430 35 
430 H08  H08  H 0 1 N N N 24.291 5.143  -18.439 1.863  -2.079 1.826  H08  430 36 
430 H11  H11  H 0 1 N N N 26.420 7.189  -22.688 6.465  -3.242 0.291  H11  430 37 
430 H12  H12  H 0 1 N N N 27.198 9.608  -22.736 7.720  -1.731 -1.181 H12  430 38 
430 H13  H13  H 0 1 N N N 26.965 10.998 -20.718 6.726  0.391  -1.927 H13  430 39 
430 H14  H14  H 0 1 N N N 25.934 9.987  -18.595 4.464  1.025  -1.208 H14  430 40 
430 H191 H191 H 0 0 N N N 21.420 7.558  -12.284 1.877  4.684  0.693  H191 430 41 
430 H192 H192 H 0 0 N N N 22.859 6.584  -12.690 0.586  5.731  0.449  H192 430 42 
430 H22  H22  H 0 1 N N N 23.583 12.212 -14.908 -3.559 2.260  -0.531 H22  430 43 
430 H23  H23  H 0 1 N N N 22.871 13.695 -16.925 -5.942 2.369  0.077  H23  430 44 
430 H24  H24  H 0 1 N N N 24.488 14.203 -18.736 -7.155 0.311  0.674  H24  430 45 
430 H25  H25  H 0 1 N N N 26.942 13.249 -18.580 -5.985 -1.855 0.663  H25  430 46 
# 
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 
430 C01 C02  SING N N 1  
430 C02 O03  SING N N 2  
430 C02 C21  SING N N 3  
430 O03 C04  SING N N 4  
430 C04 C05  SING Y N 5  
430 C04 C17  DOUB Y N 6  
430 C05 C06  DOUB Y N 7  
430 C06 N07  SING Y N 8  
430 C06 S16  SING Y N 9  
430 N07 C08  SING Y N 10 
430 N07 C15  SING Y N 11 
430 C08 N09  DOUB Y N 12 
430 N09 C10  SING Y N 13 
430 C10 C11  DOUB Y N 14 
430 C10 C15  SING Y N 15 
430 C11 C12  SING Y N 16 
430 C12 C13  DOUB Y N 17 
430 C13 C14  SING Y N 18 
430 C14 C15  DOUB Y N 19 
430 S16 C17  SING Y N 20 
430 C17 C18  SING N N 21 
430 C18 N19  SING N N 22 
430 C18 O20  DOUB N N 23 
430 C21 C22  SING Y N 24 
430 C21 C26  DOUB Y N 25 
430 C22 C23  DOUB Y N 26 
430 C23 C24  SING Y N 27 
430 C24 C25  DOUB Y N 28 
430 C25 C26  SING Y N 29 
430 C26 C27  SING N N 30 
430 C27 F28  SING N N 31 
430 C27 F29  SING N N 32 
430 C27 F30  SING N N 33 
430 C01 H011 SING N N 34 
430 C01 H012 SING N N 35 
430 C01 H013 SING N N 36 
430 C02 H02  SING N N 37 
430 C05 H05  SING N N 38 
430 C08 H08  SING N N 39 
430 C11 H11  SING N N 40 
430 C12 H12  SING N N 41 
430 C13 H13  SING N N 42 
430 C14 H14  SING N N 43 
430 N19 H191 SING N N 44 
430 N19 H192 SING N N 45 
430 C22 H22  SING N N 46 
430 C23 H23  SING N N 47 
430 C24 H24  SING N N 48 
430 C25 H25  SING N N 49 
# 
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 
430 SMILES           ACDLabs              10.04 "FC(F)(F)c1ccccc1C(Oc4c(sc(n3cnc2ccccc23)c4)C(=O)N)C"                                                                                                   
430 SMILES_CANONICAL CACTVS               3.352 "C[C@@H](Oc1cc(sc1C(N)=O)n2cnc3ccccc23)c4ccccc4C(F)(F)F"                                                                                                
430 SMILES           CACTVS               3.352 "C[CH](Oc1cc(sc1C(N)=O)n2cnc3ccccc23)c4ccccc4C(F)(F)F"                                                                                                  
430 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C[C@H](c1ccccc1C(F)(F)F)Oc2cc(sc2C(=O)N)n3cnc4c3cccc4"                                                                                                 
430 SMILES           "OpenEye OEToolkits" 1.6.1 "CC(c1ccccc1C(F)(F)F)Oc2cc(sc2C(=O)N)n3cnc4c3cccc4"                                                                                                     
430 InChI            InChI                1.03  "InChI=1S/C21H16F3N3O2S/c1-12(13-6-2-3-7-14(13)21(22,23)24)29-17-10-18(30-19(17)20(25)28)27-11-26-15-8-4-5-9-16(15)27/h2-12H,1H3,(H2,25,28)/t12-/m1/s1" 
430 InChIKey         InChI                1.03  SQYKBXHMNBHADB-GFCCVEGCSA-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 
430 "SYSTEMATIC NAME" ACDLabs              10.04 "5-(1H-benzimidazol-1-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxamide" 
430 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "5-(benzimidazol-1-yl)-3-[(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy]thiophene-2-carboxamide"    
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
430 "Create component"     2010-08-05 EBI  
430 "Modify aromatic_flag" 2011-06-04 RCSB 
430 "Modify descriptor"    2011-06-04 RCSB 
# 
