data_386 # _chem_comp.id 386 _chem_comp.name "N-(2,2-difluoro-5H-[1,3]dioxolo[4,5-f]benzimidazol-6-yl)-2-{[2-(trifluoromethoxy)benzoyl]amino}-1,3-thiazole-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H10 F5 N5 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-07-03 _chem_comp.pdbx_modified_date 2014-09-05 _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 527.381 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 386 _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 4TW9 _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 386 N1 N1 N 0 1 N N N 11.470 -14.989 6.430 -3.160 -0.578 0.041 N1 386 1 386 C2 C1 C 0 1 Y N N 11.931 -16.558 8.741 -5.140 -2.631 0.041 C2 386 2 386 O2 O1 O 0 1 N N N 12.706 -16.492 5.244 -4.782 0.939 -0.016 O2 386 3 386 N3 N2 N 0 1 N N N 7.600 -11.104 4.271 1.953 0.020 0.096 N3 386 4 386 C4 C2 C 0 1 Y N N 12.342 -16.992 9.997 -6.115 -3.604 0.040 C4 386 5 386 N4 N3 N 0 1 Y N N 6.303 -9.205 3.630 4.171 1.036 0.113 N4 386 6 386 C5 C3 C 0 1 Y N N 14.555 -17.406 9.142 -7.826 -1.922 -0.032 C5 386 7 386 C6 C4 C 0 1 Y N N 13.655 -17.418 10.196 -7.455 -3.251 0.003 C6 386 8 386 F5 F1 F 0 1 N N N 1.656 -5.415 5.902 11.120 -0.558 0.472 F5 386 9 386 C19 C5 C 0 1 N N N 2.971 -5.088 5.803 9.892 -0.479 -0.194 C19 386 10 386 F4 F2 F 0 1 N N N 3.214 -3.792 6.119 10.083 -0.513 -1.580 F4 386 11 386 O4 O2 O 0 1 N N N 3.497 -5.387 4.495 9.183 0.713 0.192 O4 386 12 386 C15 C6 C 0 1 Y N N 4.252 -6.480 4.702 7.860 0.372 0.178 C15 386 13 386 C17 C7 C 0 1 Y N N 4.895 -7.240 3.756 6.719 1.152 0.149 C17 386 14 386 O5 O3 O 0 1 N N N 3.633 -5.902 6.762 9.021 -1.547 0.222 O5 386 15 386 C16 C8 C 0 1 Y N N 4.322 -6.784 6.037 7.760 -1.021 0.197 C16 386 16 386 C18 C9 C 0 1 Y N N 5.035 -7.841 6.562 6.521 -1.629 0.187 C18 386 17 386 C20 C10 C 0 1 Y N N 5.676 -8.598 5.623 5.362 -0.849 0.158 C20 386 18 386 C14 C11 C 0 1 Y N N 5.592 -8.309 4.284 5.469 0.551 0.140 C14 386 19 386 N5 N4 N 0 1 Y N N 6.412 -9.690 5.823 4.036 -1.149 0.143 N5 386 20 386 C13 C12 C 0 1 Y N N 6.784 -10.028 4.578 3.335 -0.044 0.117 C13 386 21 386 C12 C13 C 0 1 N N N 8.221 -11.844 5.249 1.334 1.217 0.070 C12 386 22 386 O3 O4 O 0 1 N N N 7.992 -11.619 6.436 1.991 2.241 0.065 O3 386 23 386 C10 C14 C 0 1 Y N N 9.227 -12.857 4.863 -0.135 1.286 0.048 C10 386 24 386 C11 C15 C 0 1 Y N N 9.628 -13.280 3.581 -0.806 2.456 0.016 C11 386 25 386 S S1 S 0 1 Y N N 10.786 -14.406 3.769 -2.487 2.140 -0.001 S 386 26 386 N2 N5 N 0 1 Y N N 9.881 -13.454 5.856 -0.905 0.193 0.052 N2 386 27 386 C9 C16 C 0 1 Y N N 10.779 -14.337 5.401 -2.183 0.407 0.036 C9 386 28 386 C8 C17 C 0 1 N N N 12.352 -16.041 6.328 -4.463 -0.234 0.011 C8 386 29 386 C1 C18 C 0 1 Y N N 12.830 -16.546 7.656 -5.502 -1.281 0.010 C1 386 30 386 C3 C19 C 0 1 Y N N 14.158 -16.965 7.883 -6.858 -0.929 -0.021 C3 386 31 386 O1 O5 O 0 1 N N N 15.091 -16.977 6.887 -7.222 0.378 -0.052 O1 386 32 386 C7 C20 C 0 1 N N N 15.757 -15.779 6.540 -8.622 0.661 -0.083 C7 386 33 386 F3 F3 F 0 1 N N N 16.175 -15.798 5.222 -9.189 0.086 -1.226 F3 386 34 386 F2 F4 F 0 1 N N N 14.857 -14.802 6.704 -9.231 0.127 1.058 F2 386 35 386 F1 F5 F 0 1 N N N 16.735 -15.520 7.450 -8.818 2.046 -0.112 F1 386 36 386 H1 H1 H 0 1 N N N 11.302 -14.648 7.355 -2.906 -1.514 0.063 H1 386 37 386 H2 H2 H 0 1 N N N 10.913 -16.227 8.596 -4.097 -2.910 0.070 H2 386 38 386 H3 H3 H 0 1 N N N 7.741 -11.349 3.312 1.429 -0.796 0.101 H3 386 39 386 H4 H4 H 0 1 N N N 11.643 -16.999 10.820 -5.835 -4.646 0.068 H4 386 40 386 H5 H5 H 0 1 N N N 6.452 -9.261 2.643 3.905 1.969 0.099 H5 386 41 386 H6 H6 H 0 1 N N N 15.570 -17.741 9.298 -8.873 -1.655 -0.061 H6 386 42 386 H7 H7 H 0 1 N N N 13.971 -17.757 11.172 -8.213 -4.021 0.002 H7 386 43 386 H8 H8 H 0 1 N N N 4.859 -7.022 2.699 6.800 2.229 0.135 H8 386 44 386 H9 H9 H 0 1 N N N 5.082 -8.051 7.620 6.448 -2.707 0.201 H9 386 45 386 H11 H11 H 0 1 N N N 9.236 -12.921 2.641 -0.354 3.436 0.004 H11 386 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 386 C11 S SING Y N 1 386 C11 C10 DOUB Y N 2 386 N4 C14 SING Y N 3 386 N4 C13 SING Y N 4 386 C17 C14 DOUB Y N 5 386 C17 C15 SING Y N 6 386 S C9 SING Y N 7 386 N3 C13 SING N N 8 386 N3 C12 SING N N 9 386 C14 C20 SING Y N 10 386 O4 C15 SING N N 11 386 O4 C19 SING N N 12 386 C13 N5 DOUB Y N 13 386 C15 C16 DOUB Y N 14 386 C10 C12 SING N N 15 386 C10 N2 SING Y N 16 386 F3 C7 SING N N 17 386 O2 C8 DOUB N N 18 386 C12 O3 DOUB N N 19 386 C9 N2 DOUB Y N 20 386 C9 N1 SING N N 21 386 C20 N5 SING Y N 22 386 C20 C18 DOUB Y N 23 386 C19 F5 SING N N 24 386 C19 F4 SING N N 25 386 C19 O5 SING N N 26 386 C16 C18 SING Y N 27 386 C16 O5 SING N N 28 386 C8 N1 SING N N 29 386 C8 C1 SING N N 30 386 C7 F2 SING N N 31 386 C7 O1 SING N N 32 386 C7 F1 SING N N 33 386 O1 C3 SING N N 34 386 C1 C3 DOUB Y N 35 386 C1 C2 SING Y N 36 386 C3 C5 SING Y N 37 386 C2 C4 DOUB Y N 38 386 C5 C6 DOUB Y N 39 386 C4 C6 SING Y N 40 386 N1 H1 SING N N 41 386 C2 H2 SING N N 42 386 N3 H3 SING N N 43 386 C4 H4 SING N N 44 386 N4 H5 SING N N 45 386 C5 H6 SING N N 46 386 C6 H7 SING N N 47 386 C17 H8 SING N N 48 386 C18 H9 SING N N 49 386 C11 H11 SING N N 50 # 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 386 SMILES ACDLabs 12.01 "O=C(Nc4nc(C(=O)Nc3nc2cc1OC(F)(F)Oc1cc2n3)cs4)c5ccccc5OC(F)(F)F" 386 InChI InChI 1.03 "InChI=1S/C20H10F5N5O5S/c21-19(22,23)33-12-4-2-1-3-8(12)15(31)30-18-28-11(7-36-18)16(32)29-17-26-9-5-13-14(6-10(9)27-17)35-20(24,25)34-13/h1-7H,(H,28,30,31)(H2,26,27,29,32)" 386 InChIKey InChI 1.03 DVVVOLSRHWJCHV-UHFFFAOYSA-N 386 SMILES_CANONICAL CACTVS 3.385 "FC(F)(F)Oc1ccccc1C(=O)Nc2scc(n2)C(=O)Nc3[nH]c4cc5OC(F)(F)Oc5cc4n3" 386 SMILES CACTVS 3.385 "FC(F)(F)Oc1ccccc1C(=O)Nc2scc(n2)C(=O)Nc3[nH]c4cc5OC(F)(F)Oc5cc4n3" 386 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(c(c1)C(=O)Nc2nc(cs2)C(=O)Nc3[nH]c4cc5c(cc4n3)OC(O5)(F)F)OC(F)(F)F" 386 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(c(c1)C(=O)Nc2nc(cs2)C(=O)Nc3[nH]c4cc5c(cc4n3)OC(O5)(F)F)OC(F)(F)F" # 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 386 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(2,2-difluoro-5H-[1,3]dioxolo[4,5-f]benzimidazol-6-yl)-2-{[2-(trifluoromethoxy)benzoyl]amino}-1,3-thiazole-4-carboxamide" 386 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[2,2-bis(fluoranyl)-5H-[1,3]dioxolo[4,5-f]benzimidazol-6-yl]-2-[[2-(trifluoromethyloxy)phenyl]carbonylamino]-1,3-thiazole-4-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 386 "Create component" 2014-07-03 RCSB 386 "Initial release" 2014-07-30 RCSB 386 "Modify descriptor" 2014-09-05 RCSB #