data_GIG # _chem_comp.id GIG _chem_comp.name "METHYL (5-{4-[({[2-FLUORO-5-(TRIFLUOROMETHYL)PHENYL]AMINO}CARBONYL)AMINO]PHENOXY}-1H-BENZIMIDAZOL-2-YL)CARBAMATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H17 F4 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-01-10 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 503.406 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GIG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 GIG C5 C5 C 0 1 Y N N 3.818 42.163 16.266 12.822 -1.765 1.511 C5 GIG 1 GIG C6 C6 C 0 1 Y N N 3.352 40.961 15.789 11.591 -1.406 0.962 C6 GIG 2 GIG C7 C7 C 0 1 Y N N 2.231 40.928 14.925 11.560 -0.678 -0.216 C7 GIG 3 GIG C8 C8 C 0 1 Y N N 1.638 42.149 14.557 12.726 -0.299 -0.860 C8 GIG 4 GIG C10 C10 C 0 1 Y N N 3.209 43.368 15.918 14.005 -1.391 0.874 C10 GIG 5 GIG N12 N12 N 0 1 N N N 1.715 39.744 14.392 10.310 -0.314 -0.770 N12 GIG 6 GIG C13 C13 C 0 1 N N N 1.840 38.479 14.962 9.028 -0.598 -0.272 C13 GIG 7 GIG C17 C17 C 0 1 Y N N 0.375 35.335 13.562 5.846 0.506 -1.967 C17 GIG 8 GIG C20 C20 C 0 1 Y N N 1.324 34.265 15.959 4.687 -0.809 0.203 C20 GIG 9 GIG C21 C21 C 0 1 Y N N 1.531 35.609 15.687 6.076 -0.759 0.079 C21 GIG 10 GIG C24 C24 C 0 1 Y N N 0.977 30.249 16.539 2.462 1.096 1.332 C24 GIG 11 GIG C36 C36 C 0 1 N N N 2.592 24.159 20.788 -0.183 3.462 8.922 C36 GIG 12 GIG O35 O35 O 0 1 N N N 3.386 24.930 19.864 0.623 3.557 7.742 O35 GIG 13 GIG C33 C33 C 0 1 N N N 2.794 26.005 19.306 0.400 2.605 6.783 C33 GIG 14 GIG O34 O34 O 0 1 N N N 1.534 26.001 19.207 -0.431 1.712 6.896 O34 GIG 15 GIG N32 N32 N 0 1 N N N 3.661 26.658 18.500 1.254 2.816 5.684 N32 GIG 16 GIG C27 C27 C 0 1 Y N N 3.290 27.803 17.770 1.362 2.105 4.517 C27 GIG 17 GIG N28 N28 N 0 1 Y N N 4.114 28.506 16.983 0.568 1.014 4.296 N28 GIG 18 GIG C29 C29 C 0 1 Y N N 3.330 29.507 16.453 0.890 0.504 3.064 C29 GIG 19 GIG C30 C30 C 0 1 Y N N 3.697 30.551 15.573 0.403 -0.586 2.343 C30 GIG 20 GIG C31 C31 C 0 1 Y N N 2.693 31.417 15.185 0.977 -0.818 1.089 C31 GIG 21 GIG C23 C23 C 0 1 Y N N 1.371 31.266 15.669 1.988 0.007 0.591 C23 GIG 22 GIG O22 O22 O 0 1 N N N 0.372 32.128 15.297 2.524 -0.251 -0.637 O22 GIG 23 GIG C19 C19 C 0 1 Y N N 0.609 33.474 15.040 3.901 -0.200 -0.759 C19 GIG 24 GIG C16 C16 C 0 1 Y N N 1.059 36.161 14.471 6.655 -0.101 -1.007 C16 GIG 25 GIG N15 N15 N 0 1 N N N 1.272 37.507 14.135 8.044 -0.050 -1.130 N15 GIG 26 GIG O14 O14 O 0 1 N N N 2.754 38.214 15.796 8.789 -1.226 0.754 O14 GIG 27 GIG C9 C9 C 0 1 Y N N 2.111 43.372 15.065 13.957 -0.658 -0.312 C9 GIG 28 GIG F11 F11 F 0 1 N N N 0.591 42.131 13.732 12.692 0.406 -2.000 F11 GIG 29 GIG C2 C2 C 0 1 N N N 5.001 42.156 17.226 12.873 -2.549 2.779 C2 GIG 30 GIG F3 F3 F 0 1 N N N 5.180 43.328 17.887 14.143 -2.829 3.198 F3 GIG 31 GIG F4 F4 F 0 1 N N N 4.857 41.293 18.253 12.280 -1.919 3.835 F4 GIG 32 GIG F1 F1 F 0 1 N N N 6.194 41.790 16.714 12.248 -3.758 2.675 F1 GIG 33 GIG C18 C18 C 0 1 Y N N 0.151 33.994 13.836 4.458 0.456 -1.842 C18 GIG 34 GIG C25 C25 C 0 1 Y N N 1.979 29.376 16.933 1.896 1.344 2.595 C25 GIG 35 GIG N26 N26 N 0 1 Y N N 1.962 28.275 17.770 2.176 2.332 3.511 N26 GIG 36 GIG H6 H6 H 0 1 N N N 3.841 40.041 16.074 10.669 -1.699 1.460 H6 GIG 37 GIG H10 H10 H 0 1 N N N 3.590 44.299 16.311 14.969 -1.666 1.294 H10 GIG 38 GIG HN12 HN12 H 0 0 N N N 1.214 39.810 13.529 10.352 0.220 -1.635 HN12 GIG 39 GIG H17 H17 H 0 1 N N N 0.017 35.753 12.633 6.287 1.022 -2.817 H17 GIG 40 GIG H20 H20 H 0 1 N N N 1.708 33.829 16.869 4.242 -1.322 1.052 H20 GIG 41 GIG H21 H21 H 0 1 N N N 2.050 36.233 16.400 6.696 -1.234 0.833 H21 GIG 42 GIG H24 H24 H 0 1 N N N -0.042 30.149 16.883 3.248 1.735 0.942 H24 GIG 43 GIG H361 1H36 H 0 0 N N N 3.176 23.963 21.699 -1.172 3.882 8.723 H361 GIG 44 GIG H362 2H36 H 0 0 N N N 1.684 24.722 21.049 0.299 4.007 9.738 H362 GIG 45 GIG H363 3H36 H 0 0 N N N 2.310 23.204 20.321 -0.285 2.410 9.199 H363 GIG 46 GIG HN32 HN32 H 0 0 N N N 4.597 26.316 18.420 1.894 3.627 5.769 HN32 GIG 47 GIG HN28 HN28 H 0 0 N N N 5.086 28.341 16.816 -0.133 0.650 4.928 HN28 GIG 48 GIG H30 H30 H 0 1 N N N 4.712 30.666 15.222 -0.382 -1.225 2.732 H30 GIG 49 GIG H31 H31 H 0 1 N N N 2.920 32.222 14.502 0.625 -1.659 0.495 H31 GIG 50 GIG HN15 HN15 H 0 0 N N N 0.991 37.797 13.220 8.399 0.450 -1.952 HN15 GIG 51 GIG H9 H9 H 0 1 N N N 1.629 44.300 14.797 14.878 -0.366 -0.807 H9 GIG 52 GIG H18 H18 H 0 1 N N N -0.369 33.367 13.127 3.833 0.931 -2.594 H18 GIG 53 # 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 GIG C5 C6 DOUB Y N 1 GIG C5 C10 SING Y N 2 GIG C5 C2 SING N N 3 GIG C6 C7 SING Y N 4 GIG C6 H6 SING N N 5 GIG C7 N12 SING N N 6 GIG C7 C8 DOUB Y N 7 GIG C8 F11 SING N N 8 GIG C8 C9 SING Y N 9 GIG C10 C9 DOUB Y N 10 GIG C10 H10 SING N N 11 GIG N12 C13 SING N N 12 GIG N12 HN12 SING N N 13 GIG C13 N15 SING N N 14 GIG C13 O14 DOUB N N 15 GIG C17 C18 DOUB Y N 16 GIG C17 C16 SING Y N 17 GIG C17 H17 SING N N 18 GIG C20 C19 DOUB Y N 19 GIG C20 C21 SING Y N 20 GIG C20 H20 SING N N 21 GIG C21 C16 DOUB Y N 22 GIG C21 H21 SING N N 23 GIG C24 C23 DOUB Y N 24 GIG C24 C25 SING Y N 25 GIG C24 H24 SING N N 26 GIG C36 O35 SING N N 27 GIG C36 H361 SING N N 28 GIG C36 H362 SING N N 29 GIG C36 H363 SING N N 30 GIG O35 C33 SING N N 31 GIG C33 N32 SING N N 32 GIG C33 O34 DOUB N N 33 GIG N32 C27 SING N N 34 GIG N32 HN32 SING N N 35 GIG C27 N28 SING Y N 36 GIG C27 N26 DOUB Y N 37 GIG N28 C29 SING Y N 38 GIG N28 HN28 SING N N 39 GIG C29 C30 SING Y N 40 GIG C29 C25 DOUB Y N 41 GIG C30 C31 DOUB Y N 42 GIG C30 H30 SING N N 43 GIG C31 C23 SING Y N 44 GIG C31 H31 SING N N 45 GIG C23 O22 SING N N 46 GIG O22 C19 SING N N 47 GIG C19 C18 SING Y N 48 GIG C16 N15 SING N N 49 GIG N15 HN15 SING N N 50 GIG C9 H9 SING N N 51 GIG C2 F1 SING N N 52 GIG C2 F3 SING N N 53 GIG C2 F4 SING N N 54 GIG C18 H18 SING N N 55 GIG C25 N26 SING Y N 56 # 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 GIG SMILES ACDLabs 10.04 "FC(F)(F)c1cc(c(F)cc1)NC(=O)Nc4ccc(Oc3ccc2c(nc(n2)NC(=O)OC)c3)cc4" GIG SMILES_CANONICAL CACTVS 3.341 "COC(=O)Nc1[nH]c2ccc(Oc3ccc(NC(=O)Nc4cc(ccc4F)C(F)(F)F)cc3)cc2n1" GIG SMILES CACTVS 3.341 "COC(=O)Nc1[nH]c2ccc(Oc3ccc(NC(=O)Nc4cc(ccc4F)C(F)(F)F)cc3)cc2n1" GIG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COC(=O)Nc1[nH]c2ccc(cc2n1)Oc3ccc(cc3)NC(=O)Nc4cc(ccc4F)C(F)(F)F" GIG SMILES "OpenEye OEToolkits" 1.5.0 "COC(=O)Nc1[nH]c2ccc(cc2n1)Oc3ccc(cc3)NC(=O)Nc4cc(ccc4F)C(F)(F)F" GIG InChI InChI 1.03 "InChI=1S/C23H17F4N5O4/c1-35-22(34)32-20-29-17-9-7-15(11-19(17)30-20)36-14-5-3-13(4-6-14)28-21(33)31-18-10-12(23(25,26)27)2-8-16(18)24/h2-11H,1H3,(H2,28,31,33)(H2,29,30,32,34)" GIG InChIKey InChI 1.03 KADQEUOYNAPXRD-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 GIG "SYSTEMATIC NAME" ACDLabs 10.04 "methyl {5-[4-({[2-fluoro-5-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-1H-benzimidazol-2-yl}carbamate" GIG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl N-[5-[4-[[2-fluoro-5-(trifluoromethyl)phenyl]carbamoylamino]phenoxy]-1H-benzimidazol-2-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GIG "Create component" 2007-01-10 RCSB GIG "Modify descriptor" 2011-06-04 RCSB #