data_O8A
# 
_chem_comp.id                                    O8A 
_chem_comp.name                                  "N-cyclopropyl-5-[2-methyl-5-(trifluoromethoxy)-1H-benzimidazol-1-yl]thiophene-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C17 H14 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                     2010-08-10 
_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                        381.372 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     O8A 
_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        3O8A 
_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 
O8A C1   C1   C 0 1 Y N N 31.402 -9.845  17.280 -2.280 -1.886 -0.539 C1   O8A 1  
O8A F1   F1   F 0 1 N N N 32.919 -6.729  19.717 -4.496 2.623  -0.615 F1   O8A 2  
O8A N1   N1   N 0 1 Y N N 31.844 -10.435 16.154 -1.728 -3.087 -0.855 N1   O8A 3  
O8A O1   O1   O 0 1 N N N 31.658 -8.272  20.516 -5.092 0.418  -0.280 O1   O8A 4  
O8A S1   S1   S 0 1 Y N N 27.333 -11.817 16.556 2.093  -0.234 -0.465 S1   O8A 5  
O8A C2   C2   C 0 1 Y N N 29.964 -9.842  17.155 -1.244 -1.074 -0.048 C2   O8A 6  
O8A F2   F2   F 0 1 N N N 31.057 -6.232  20.504 -4.914 1.875  1.503  F2   O8A 7  
O8A N2   N2   N 0 1 Y N N 29.613 -10.390 15.973 -0.097 -1.849 -0.095 N2   O8A 8  
O8A O2   O2   O 0 1 N N N 24.855 -13.110 16.795 5.551  0.033  1.460  O2   O8A 9  
O8A C3   C3   C 0 1 Y N N 29.163 -9.315  18.121 -1.513 0.225  0.359  C3   O8A 10 
O8A F3   F3   F 0 1 N N N 32.632 -6.722  21.724 -6.632 2.113  0.016  F3   O8A 11 
O8A N3   N3   N 0 1 N N N 23.763 -12.309 15.132 4.891  1.237  -0.288 N3   O8A 12 
O8A C4   C4   C 0 1 Y N N 29.775 -8.793  19.238 -2.797 0.718  0.279  C4   O8A 13 
O8A C5   C5   C 0 1 Y N N 31.140 -8.780  19.382 -3.829 -0.081 -0.207 C5   O8A 14 
O8A C6   C6   C 0 1 Y N N 31.964 -9.311  18.415 -3.579 -1.377 -0.610 C6   O8A 15 
O8A C7   C7   C 0 1 Y N N 30.822 -10.791 15.357 -0.453 -3.066 -0.596 C7   O8A 16 
O8A C8   C8   C 0 1 N N N 32.071 -6.971  20.618 -5.285 1.764  0.158  C8   O8A 17 
O8A C9   C9   C 0 1 N N N 30.725 -11.447 14.019 0.492  -4.219 -0.817 C9   O8A 18 
O8A C10  C10  C 0 1 Y N N 28.294 -10.794 15.633 1.181  -1.458 0.295  C10  O8A 19 
O8A C11  C11  C 0 1 Y N N 26.047 -11.682 15.466 3.430  -0.468 0.651  C11  O8A 20 
O8A C12  C12  C 0 1 Y N N 26.385 -10.848 14.424 3.108  -1.461 1.536  C12  O8A 21 
O8A C13  C13  C 0 1 Y N N 27.666 -10.329 14.517 1.863  -1.996 1.325  C13  O8A 22 
O8A C14  C14  C 0 1 N N N 24.843 -12.430 15.831 4.688  0.278  0.637  C14  O8A 23 
O8A C15  C15  C 0 1 N N N 22.539 -12.854 15.607 6.150  1.985  -0.303 C15  O8A 24 
O8A C16  C16  C 0 1 N N N 21.652 -13.138 14.427 6.589  2.604  -1.632 C16  O8A 25 
O8A C17  C17  C 0 1 N N N 22.387 -14.266 15.105 6.070  3.500  -0.505 C17  O8A 26 
O8A H3   H3   H 0 1 N N N 28.088 -9.307  18.015 -0.717 0.849  0.737  H3   O8A 27 
O8A HN3  HN3  H 0 1 N N N 23.788 -11.831 14.254 4.203  1.432  -0.944 HN3  O8A 28 
O8A H4   H4   H 0 1 N N N 29.162 -8.381  20.026 -3.005 1.729  0.595  H4   O8A 29 
O8A H6   H6   H 0 1 N N N 33.036 -9.308  18.546 -4.384 -1.994 -0.982 H6   O8A 30 
O8A H9   H9   H 0 1 N N N 31.735 -11.668 13.644 0.908  -4.160 -1.823 H9   O8A 31 
O8A H9A  H9A  H 0 1 N N N 30.155 -12.383 14.110 1.299  -4.172 -0.086 H9A  O8A 32 
O8A H9B  H9B  H 0 1 N N N 30.213 -10.773 13.317 -0.048 -5.159 -0.702 H9B  O8A 33 
O8A H12  H12  H 0 1 N N N 25.714 -10.620 13.610 3.770  -1.791 2.324  H12  O8A 34 
O8A H13  H13  H 0 1 N N N 28.106 -9.649  13.803 1.460  -2.788 1.938  H13  O8A 35 
O8A H15  H15  H 0 1 N N N 22.425 -12.356 16.581 6.931  1.605  0.357  H15  O8A 36 
O8A H16  H16  H 0 1 N N N 20.576 -12.967 14.278 7.657  2.632  -1.846 H16  O8A 37 
O8A H16A H16A H 0 0 N N N 21.694 -12.772 13.391 5.940  2.455  -2.495 H16A O8A 38 
O8A H17  H17  H 0 1 N N N 23.131 -14.978 14.718 5.081  3.940  -0.626 H17  O8A 39 
O8A H17A H17A H 0 0 N N N 22.015 -15.173 15.604 6.798  4.117  0.023  H17A O8A 40 
# 
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 
O8A C1  N1   SING Y N 1  
O8A C1  C2   DOUB Y N 2  
O8A C1  C6   SING Y N 3  
O8A F1  C8   SING N N 4  
O8A N1  C7   DOUB Y N 5  
O8A O1  C5   SING N N 6  
O8A O1  C8   SING N N 7  
O8A S1  C10  SING Y N 8  
O8A S1  C11  SING Y N 9  
O8A C2  N2   SING Y N 10 
O8A C2  C3   SING Y N 11 
O8A F2  C8   SING N N 12 
O8A N2  C7   SING Y N 13 
O8A N2  C10  SING Y N 14 
O8A O2  C14  DOUB N N 15 
O8A C3  C4   DOUB Y N 16 
O8A F3  C8   SING N N 17 
O8A N3  C14  SING N N 18 
O8A N3  C15  SING N N 19 
O8A C4  C5   SING Y N 20 
O8A C5  C6   DOUB Y N 21 
O8A C7  C9   SING N N 22 
O8A C10 C13  DOUB Y N 23 
O8A C11 C12  DOUB Y N 24 
O8A C11 C14  SING N N 25 
O8A C12 C13  SING Y N 26 
O8A C15 C16  SING N N 27 
O8A C15 C17  SING N N 28 
O8A C16 C17  SING N N 29 
O8A C3  H3   SING N N 30 
O8A N3  HN3  SING N N 31 
O8A C4  H4   SING N N 32 
O8A C6  H6   SING N N 33 
O8A C9  H9   SING N N 34 
O8A C9  H9A  SING N N 35 
O8A C9  H9B  SING N N 36 
O8A C12 H12  SING N N 37 
O8A C13 H13  SING N N 38 
O8A C15 H15  SING N N 39 
O8A C16 H16  SING N N 40 
O8A C16 H16A SING N N 41 
O8A C17 H17  SING N N 42 
O8A C17 H17A SING N N 43 
# 
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 
O8A SMILES           ACDLabs              12.01 "FC(F)(F)Oc4cc3nc(n(c1sc(cc1)C(=O)NC2CC2)c3cc4)C"                                                                                      
O8A SMILES_CANONICAL CACTVS               3.370 "Cc1nc2cc(OC(F)(F)F)ccc2n1c3sc(cc3)C(=O)NC4CC4"                                                                                        
O8A SMILES           CACTVS               3.370 "Cc1nc2cc(OC(F)(F)F)ccc2n1c3sc(cc3)C(=O)NC4CC4"                                                                                        
O8A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1nc2cc(ccc2n1c3ccc(s3)C(=O)NC4CC4)OC(F)(F)F"                                                                                        
O8A SMILES           "OpenEye OEToolkits" 1.7.0 "Cc1nc2cc(ccc2n1c3ccc(s3)C(=O)NC4CC4)OC(F)(F)F"                                                                                        
O8A InChI            InChI                1.03  "InChI=1S/C17H14F3N3O2S/c1-9-21-12-8-11(25-17(18,19)20)4-5-13(12)23(9)15-7-6-14(26-15)16(24)22-10-2-3-10/h4-8,10H,2-3H2,1H3,(H,22,24)" 
O8A InChIKey         InChI                1.03  ACFOZQUWTKSSQQ-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 
O8A "SYSTEMATIC NAME" ACDLabs              12.01 "N-cyclopropyl-5-[2-methyl-5-(trifluoromethoxy)-1H-benzimidazol-1-yl]thiophene-2-carboxamide" 
O8A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "N-cyclopropyl-5-[2-methyl-5-(trifluoromethoxy)benzimidazol-1-yl]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 
O8A "Create component"     2010-08-10 RCSB 
O8A "Modify aromatic_flag" 2011-06-04 RCSB 
O8A "Modify descriptor"    2011-06-04 RCSB 
# 
