data_79Z # _chem_comp.id 79Z _chem_comp.name "5-cyclopropyl-2-(4-fluorophenyl)-6-[(2-hydroxyethyl)(methylsulfonyl)amino]-N-methyl-1-benzofuran-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 F N2 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-01-08 _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 446.492 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 79Z _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 3FQK _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 79Z C1 C1 C 0 1 N N N -50.271 8.731 9.119 3.242 -2.910 1.090 C1 79Z 1 79Z C2 C2 C 0 1 N N N -49.681 8.810 10.537 3.122 -1.823 0.020 C2 79Z 2 79Z C3 C3 C 0 1 N N N -48.957 8.016 9.441 2.855 -3.285 -0.342 C3 79Z 3 79Z C4 C4 C 0 1 Y N N -45.872 15.330 11.038 -3.888 0.825 0.180 C4 79Z 4 79Z C5 C5 C 0 1 Y N N -44.629 15.364 10.386 -4.826 -0.205 0.057 C5 79Z 5 79Z C6 C6 C 0 1 Y N N -43.847 16.490 10.489 -6.173 0.088 0.071 C6 79Z 6 79Z C7 C7 C 0 1 Y N N -44.275 17.563 11.261 -6.598 1.401 0.206 C7 79Z 7 79Z C8 C8 C 0 1 Y N N -45.486 17.533 11.931 -5.673 2.426 0.328 C8 79Z 8 79Z C9 C9 C 0 1 Y N N -46.281 16.405 11.839 -4.323 2.146 0.316 C9 79Z 9 79Z C10 C10 C 0 1 Y N N -49.133 10.146 11.015 1.934 -0.897 0.099 C10 79Z 10 79Z C11 C11 C 0 1 Y N N -49.555 10.734 12.237 2.130 0.474 0.246 C11 79Z 11 79Z C12 C12 C 0 1 Y N N -49.037 11.963 12.631 1.047 1.335 0.320 C12 79Z 12 79Z C13 C13 C 0 1 Y N N -48.221 10.850 10.221 0.658 -1.409 0.020 C13 79Z 13 79Z C14 C14 C 0 1 Y N N -47.706 12.088 10.634 -0.436 -0.550 0.093 C14 79Z 14 79Z C15 C15 C 0 1 Y N N -48.121 12.647 11.852 -0.245 0.832 0.247 C15 79Z 15 79Z O16 O16 O 0 1 Y N N -47.502 13.832 12.034 -1.459 1.421 0.288 O16 79Z 16 79Z C17 C17 C 0 1 Y N N -46.698 14.115 11.003 -2.446 0.517 0.172 C17 79Z 17 79Z C18 C18 C 0 1 Y N N -46.743 13.064 10.075 -1.898 -0.748 0.045 C18 79Z 18 79Z C19 C19 C 0 1 N N N -46.034 12.902 8.804 -2.617 -2.017 -0.106 C19 79Z 19 79Z O20 O20 O 0 1 N N N -45.236 11.989 8.703 -2.935 -2.658 0.879 O20 79Z 20 79Z N21 N21 N 0 1 N N N -46.293 13.720 7.764 -2.927 -2.474 -1.336 N21 79Z 21 79Z C22 C22 C 0 1 N N N -45.611 13.591 6.468 -3.646 -3.742 -1.487 C22 79Z 22 79Z N23 N23 N 0 1 N N N -50.438 10.175 13.180 3.429 0.985 0.320 N23 79Z 23 79Z S24 S24 S 0 1 N N N -49.762 9.327 14.452 4.267 1.321 -1.068 S24 79Z 24 79Z O25 O25 O 0 1 N N N -50.568 8.166 14.616 5.627 1.115 -0.715 O25 79Z 25 79Z O26 O26 O 0 1 N N N -48.382 9.115 14.215 3.638 0.520 -2.060 O26 79Z 26 79Z C27 C27 C 0 1 N N N -49.911 10.451 15.867 3.947 3.080 -1.375 C27 79Z 27 79Z F28 F28 F 0 1 N N N -43.491 18.642 11.358 -7.919 1.682 0.219 F28 79Z 28 79Z C29 C29 C 0 1 N N N -51.888 10.403 13.161 4.049 1.223 1.626 C29 79Z 29 79Z C30 C30 C 0 1 N N N -52.602 9.893 11.915 4.687 -0.072 2.131 C30 79Z 30 79Z O31 O31 O 0 1 N N N -53.679 10.803 11.681 5.761 -0.444 1.265 O31 79Z 31 79Z H11 H11 H 0 1 N N N -50.500 9.522 8.390 4.244 -3.176 1.426 H11 79Z 32 79Z H21 H21 H 0 1 N N N -51.239 8.447 8.680 2.463 -2.956 1.851 H21 79Z 33 79Z H2 H2 H 0 1 N N N -50.026 8.572 11.554 4.044 -1.373 -0.347 H2 79Z 34 79Z H13 H13 H 0 1 N N N -48.686 6.951 9.385 3.602 -3.798 -0.947 H13 79Z 35 79Z H23 H23 H 0 1 N N N -47.942 8.000 9.017 1.821 -3.578 -0.523 H23 79Z 36 79Z H5 H5 H 0 1 N N N -44.291 14.515 9.810 -4.496 -1.227 -0.048 H5 79Z 37 79Z H6 H6 H 0 1 N N N -42.901 16.540 9.970 -6.898 -0.706 -0.024 H6 79Z 38 79Z H8 H8 H 0 1 N N N -45.806 18.381 12.519 -6.010 3.447 0.433 H8 79Z 39 79Z H9 H9 H 0 1 N N N -47.213 16.353 12.382 -3.604 2.946 0.412 H9 79Z 40 79Z H12 H12 H 0 1 N N N -49.358 12.394 13.568 1.208 2.397 0.434 H12 79Z 41 79Z H13A H13A H 0 0 N N N -47.908 10.434 9.275 0.506 -2.471 -0.099 H13A 79Z 42 79Z HN21 HN21 H 0 0 N N N -46.975 14.442 7.879 -2.674 -1.964 -2.121 HN21 79Z 43 79Z H122 H122 H 0 0 N N N -46.358 13.559 5.661 -3.058 -4.547 -1.047 H122 79Z 44 79Z H222 H222 H 0 0 N N N -44.945 14.454 6.317 -4.609 -3.676 -0.980 H222 79Z 45 79Z H322 H322 H 0 0 N N N -45.019 12.664 6.456 -3.806 -3.945 -2.546 H322 79Z 46 79Z H127 H127 H 0 0 N N N -49.941 9.867 16.798 4.437 3.677 -0.606 H127 79Z 47 79Z H227 H227 H 0 0 N N N -49.046 11.130 15.888 4.341 3.355 -2.353 H227 79Z 48 79Z H327 H327 H 0 0 N N N -50.836 11.038 15.773 2.874 3.264 -1.350 H327 79Z 49 79Z H129 H129 H 0 0 N N N -52.057 11.488 13.222 4.815 1.992 1.529 H129 79Z 50 79Z H229 H229 H 0 0 N N N -52.303 9.840 14.010 3.289 1.554 2.334 H229 79Z 51 79Z H130 H130 H 0 0 N N N -52.983 8.873 12.075 5.070 0.081 3.140 H130 79Z 52 79Z H230 H230 H 0 0 N N N -51.921 9.845 11.052 3.939 -0.865 2.144 H230 79Z 53 79Z HO31 HO31 H 0 0 N N N -54.108 11.005 12.504 6.213 -1.258 1.526 HO31 79Z 54 # 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 79Z C22 N21 SING N N 1 79Z N21 C19 SING N N 2 79Z O20 C19 DOUB N N 3 79Z C19 C18 SING N N 4 79Z C1 C3 SING N N 5 79Z C1 C2 SING N N 6 79Z C3 C2 SING N N 7 79Z C18 C14 SING Y N 8 79Z C18 C17 DOUB Y N 9 79Z C13 C14 DOUB Y N 10 79Z C13 C10 SING Y N 11 79Z C5 C6 DOUB Y N 12 79Z C5 C4 SING Y N 13 79Z C6 C7 SING Y N 14 79Z C2 C10 SING N N 15 79Z C14 C15 SING Y N 16 79Z C17 C4 SING Y N 17 79Z C17 O16 SING Y N 18 79Z C10 C11 DOUB Y N 19 79Z C4 C9 DOUB Y N 20 79Z C7 F28 SING N N 21 79Z C7 C8 DOUB Y N 22 79Z O31 C30 SING N N 23 79Z C9 C8 SING Y N 24 79Z C15 O16 SING Y N 25 79Z C15 C12 DOUB Y N 26 79Z C30 C29 SING N N 27 79Z C11 C12 SING Y N 28 79Z C11 N23 SING N N 29 79Z C29 N23 SING N N 30 79Z N23 S24 SING N N 31 79Z O26 S24 DOUB N N 32 79Z S24 O25 DOUB N N 33 79Z S24 C27 SING N N 34 79Z C1 H11 SING N N 35 79Z C1 H21 SING N N 36 79Z C2 H2 SING N N 37 79Z C3 H13 SING N N 38 79Z C3 H23 SING N N 39 79Z C5 H5 SING N N 40 79Z C6 H6 SING N N 41 79Z C8 H8 SING N N 42 79Z C9 H9 SING N N 43 79Z C12 H12 SING N N 44 79Z C13 H13A SING N N 45 79Z N21 HN21 SING N N 46 79Z C22 H122 SING N N 47 79Z C22 H222 SING N N 48 79Z C22 H322 SING N N 49 79Z C27 H127 SING N N 50 79Z C27 H227 SING N N 51 79Z C27 H327 SING N N 52 79Z C29 H129 SING N N 53 79Z C29 H229 SING N N 54 79Z C30 H130 SING N N 55 79Z C30 H230 SING N N 56 79Z O31 HO31 SING N N 57 # 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 79Z SMILES ACDLabs 10.04 "O=S(=O)(N(c3c(cc1c(oc(c1C(=O)NC)c2ccc(F)cc2)c3)C4CC4)CCO)C" 79Z SMILES_CANONICAL CACTVS 3.341 "CNC(=O)c1c(oc2cc(N(CCO)[S](C)(=O)=O)c(cc12)C3CC3)c4ccc(F)cc4" 79Z SMILES CACTVS 3.341 "CNC(=O)c1c(oc2cc(N(CCO)[S](C)(=O)=O)c(cc12)C3CC3)c4ccc(F)cc4" 79Z SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CNC(=O)c1c2cc(c(cc2oc1c3ccc(cc3)F)N(CCO)S(=O)(=O)C)C4CC4" 79Z SMILES "OpenEye OEToolkits" 1.5.0 "CNC(=O)c1c2cc(c(cc2oc1c3ccc(cc3)F)N(CCO)S(=O)(=O)C)C4CC4" 79Z InChI InChI 1.03 "InChI=1S/C22H23FN2O5S/c1-24-22(27)20-17-11-16(13-3-4-13)18(25(9-10-26)31(2,28)29)12-19(17)30-21(20)14-5-7-15(23)8-6-14/h5-8,11-13,26H,3-4,9-10H2,1-2H3,(H,24,27)" 79Z InChIKey InChI 1.03 WTDWVLJJJOTABN-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 79Z "SYSTEMATIC NAME" ACDLabs 10.04 "5-cyclopropyl-2-(4-fluorophenyl)-6-[(2-hydroxyethyl)(methylsulfonyl)amino]-N-methyl-1-benzofuran-3-carboxamide" 79Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-cyclopropyl-2-(4-fluorophenyl)-6-(2-hydroxyethyl-methylsulfonyl-amino)-N-methyl-1-benzofuran-3-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 79Z "Create component" 2009-01-08 RCSB 79Z "Modify aromatic_flag" 2011-06-04 RCSB 79Z "Modify descriptor" 2011-06-04 RCSB #