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 #