data_O40 # _chem_comp.id O40 _chem_comp.name "4-{[methyl(3-{[7-propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl]oxy}propyl)carbamoyl]amino}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H24 F3 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-19 _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 479.449 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O40 _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 3IPU _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 O40 C1 C1 C 0 1 Y N N 23.886 -14.688 19.150 -3.249 1.131 0.102 C1 O40 1 O40 C2 C2 C 0 1 Y N N 23.470 -16.032 19.138 -2.801 0.039 -0.637 C2 O40 2 O40 C3 C3 C 0 1 Y N N 24.360 -17.088 19.440 -3.651 -1.016 -0.916 C3 O40 3 O40 C4 C4 C 0 1 Y N N 25.674 -16.731 19.758 -4.960 -0.986 -0.457 C4 O40 4 O40 C5 C5 C 0 1 Y N N 26.038 -15.403 19.763 -5.407 0.119 0.289 C5 O40 5 O40 C6 C6 C 0 1 Y N N 25.192 -14.350 19.471 -4.534 1.175 0.561 C6 O40 6 O40 O7 O7 O 0 1 Y N N 26.715 -17.599 20.095 -6.000 -1.839 -0.563 O7 O40 7 O40 N8 N8 N 0 1 Y N N 27.847 -16.744 20.340 -7.120 -1.297 0.107 N8 O40 8 O40 C9 C9 C 0 1 Y N N 27.466 -15.533 20.134 -6.809 -0.146 0.621 C9 O40 9 O40 C10 C10 C 0 1 Y N N 14.369 -15.588 17.699 7.087 -0.252 -1.147 C10 O40 10 O40 O11 O11 O 0 1 N N N 22.156 -16.350 18.815 -1.520 0.009 -1.087 O11 O40 11 O40 C12 C12 C 0 1 N N N 23.935 -18.561 19.428 -3.158 -2.194 -1.717 C12 O40 12 O40 C13 C13 C 0 1 Y N N 13.117 -15.033 17.419 8.091 -0.786 -0.372 C13 O40 13 O40 C14 C14 C 0 1 N N N 28.291 -14.295 20.305 -7.723 0.753 1.413 C14 O40 14 O40 C15 C15 C 0 1 N N N 21.241 -15.358 18.320 -0.693 1.130 -0.765 C15 O40 15 O40 C16 C16 C 0 1 Y N N 11.949 -15.616 17.925 8.138 -0.508 0.997 C16 O40 16 O40 C17 C17 C 0 1 N N N 24.248 -19.230 18.058 -2.578 -3.247 -0.771 C17 O40 17 O40 C18 C18 C 0 1 Y N N 12.051 -16.768 18.710 7.164 0.312 1.574 C18 O40 18 O40 C19 C19 C 0 1 Y N N 13.299 -17.311 18.996 6.162 0.843 0.793 C19 O40 19 O40 C20 C20 C 0 1 N N N 23.455 -18.603 16.884 -2.077 -4.443 -1.584 C20 O40 20 O40 N21 N21 N 0 1 N N N 18.038 -17.363 19.166 2.927 1.916 -1.569 N21 O40 21 O40 C22 C22 C 0 1 N N N 18.053 -18.826 19.241 3.233 2.390 -2.921 C22 O40 22 O40 C23 C23 C 0 1 N N N 16.856 -16.698 18.941 3.876 1.293 -0.842 C23 O40 23 O40 N24 N24 N 0 1 N N N 15.701 -17.306 18.777 5.106 1.107 -1.359 N24 O40 24 O40 C26 C26 C 0 1 N N N 19.916 -16.104 18.052 0.704 0.919 -1.352 C26 O40 25 O40 C29 C29 C 0 1 N N N 19.300 -16.617 19.378 1.589 2.118 -1.007 C29 O40 26 O40 O30 O30 O 0 1 N N N 10.557 -13.830 16.965 10.058 -1.791 1.328 O30 O40 27 O40 C32 C32 C 0 1 N N N 10.594 -15.014 17.607 9.212 -1.078 1.831 C32 O40 28 O40 O33 O33 O 0 1 N N N 16.876 -15.486 18.883 3.622 0.900 0.280 O33 O40 29 O40 O34 O34 O 0 1 N N N 9.568 -15.621 17.925 9.255 -0.809 3.151 O34 O40 30 O40 F38 F38 F 0 1 N N N 29.553 -14.682 20.692 -8.383 1.629 0.545 F38 O40 31 O40 F39 F39 F 0 1 N N N 27.656 -13.602 21.292 -8.665 -0.025 2.095 F39 O40 32 O40 F40 F40 F 0 1 N N N 28.306 -13.475 19.209 -6.970 1.488 2.335 F40 O40 33 O40 C42 C42 C 0 1 Y N N 14.484 -16.738 18.499 6.119 0.564 -0.570 C42 O40 34 O40 H1 H1 H 0 1 N N N 23.179 -13.909 18.906 -2.575 1.947 0.317 H1 O40 35 O40 H6 H6 H 0 1 N N N 25.528 -13.324 19.492 -4.874 2.023 1.137 H6 O40 36 O40 H10 H10 H 0 1 N N N 15.259 -15.128 17.296 7.053 -0.463 -2.206 H10 O40 37 O40 H12 H12 H 0 1 N N N 24.483 -19.095 20.218 -3.987 -2.626 -2.277 H12 O40 38 O40 H12A H12A H 0 0 N N N 22.852 -18.620 19.613 -2.385 -1.863 -2.410 H12A O40 39 O40 H13 H13 H 0 1 N N N 13.050 -14.146 16.806 8.842 -1.419 -0.821 H13 O40 40 O40 H15 H15 H 0 1 N N N 21.094 -14.559 19.062 -1.130 2.036 -1.184 H15 O40 41 O40 H15A H15A H 0 0 N N N 21.625 -14.902 17.395 -0.621 1.229 0.318 H15A O40 42 O40 H17 H17 H 0 1 N N N 25.322 -19.111 17.852 -1.749 -2.816 -0.211 H17 O40 43 O40 H17A H17A H 0 0 N N N 23.983 -20.295 18.125 -3.352 -3.578 -0.078 H17A O40 44 O40 H18 H18 H 0 1 N N N 11.158 -17.238 19.096 7.196 0.529 2.632 H18 O40 45 O40 H19 H19 H 0 1 N N N 13.360 -18.194 19.615 5.409 1.476 1.238 H19 O40 46 O40 H20 H20 H 0 1 N N N 23.718 -19.116 15.947 -1.664 -5.193 -0.910 H20 O40 47 O40 H20A H20A H 0 0 N N N 22.376 -18.712 17.071 -2.907 -4.874 -2.144 H20A O40 48 O40 H20B H20B H 0 0 N N N 23.707 -17.536 16.800 -1.304 -4.112 -2.277 H20B O40 49 O40 H22 H22 H 0 1 N N N 19.080 -19.174 19.425 3.607 3.412 -2.871 H22 O40 50 O40 H22A H22A H 0 0 N N N 17.401 -19.158 20.063 3.990 1.747 -3.368 H22A O40 51 O40 H22B H22B H 0 0 N N N 17.689 -19.245 18.292 2.328 2.363 -3.528 H22B O40 52 O40 HN24 HN24 H 0 0 N N N 15.712 -18.302 18.866 5.287 1.351 -2.280 HN24 O40 53 O40 H26 H26 H 0 1 N N N 19.207 -15.416 17.569 1.141 0.012 -0.932 H26 O40 54 O40 H26A H26A H 0 0 N N N 20.113 -16.961 17.392 0.632 0.820 -2.435 H26A O40 55 O40 H29 H29 H 0 1 N N N 19.089 -15.751 20.022 1.661 2.217 0.076 H29 O40 56 O40 H29A H29A H 0 0 N N N 20.025 -17.288 19.862 1.152 3.024 -1.426 H29A O40 57 O40 HO34 HO34 H 0 0 N N N 8.807 -15.124 17.648 9.978 -1.205 3.656 HO34 O40 58 # 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 O40 C2 C1 DOUB Y N 1 O40 C1 C6 SING Y N 2 O40 C1 H1 SING N N 3 O40 O11 C2 SING N N 4 O40 C2 C3 SING Y N 5 O40 C12 C3 SING N N 6 O40 C3 C4 DOUB Y N 7 O40 C4 C5 SING Y N 8 O40 C4 O7 SING Y N 9 O40 C6 C5 DOUB Y N 10 O40 C5 C9 SING Y N 11 O40 C6 H6 SING N N 12 O40 O7 N8 SING Y N 13 O40 C9 N8 DOUB Y N 14 O40 C9 C14 SING N N 15 O40 C13 C10 DOUB Y N 16 O40 C10 C42 SING Y N 17 O40 C10 H10 SING N N 18 O40 C15 O11 SING N N 19 O40 C17 C12 SING N N 20 O40 C12 H12 SING N N 21 O40 C12 H12A SING N N 22 O40 C13 C16 SING Y N 23 O40 C13 H13 SING N N 24 O40 F40 C14 SING N N 25 O40 C14 F38 SING N N 26 O40 C14 F39 SING N N 27 O40 C26 C15 SING N N 28 O40 C15 H15 SING N N 29 O40 C15 H15A SING N N 30 O40 C32 C16 SING N N 31 O40 C16 C18 DOUB Y N 32 O40 C20 C17 SING N N 33 O40 C17 H17 SING N N 34 O40 C17 H17A SING N N 35 O40 C18 C19 SING Y N 36 O40 C18 H18 SING N N 37 O40 C42 C19 DOUB Y N 38 O40 C19 H19 SING N N 39 O40 C20 H20 SING N N 40 O40 C20 H20A SING N N 41 O40 C20 H20B SING N N 42 O40 C23 N21 SING N N 43 O40 N21 C22 SING N N 44 O40 N21 C29 SING N N 45 O40 C22 H22 SING N N 46 O40 C22 H22A SING N N 47 O40 C22 H22B SING N N 48 O40 N24 C23 SING N N 49 O40 O33 C23 DOUB N N 50 O40 C42 N24 SING N N 51 O40 N24 HN24 SING N N 52 O40 C26 C29 SING N N 53 O40 C26 H26 SING N N 54 O40 C26 H26A SING N N 55 O40 C29 H29 SING N N 56 O40 C29 H29A SING N N 57 O40 O30 C32 DOUB N N 58 O40 C32 O34 SING N N 59 O40 O34 HO34 SING N N 60 # 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 O40 SMILES ACDLabs 11.02 "O=C(O)c1ccc(cc1)NC(=O)N(C)CCCOc3ccc2c(onc2C(F)(F)F)c3CCC" O40 SMILES_CANONICAL CACTVS 3.352 "CCCc1c(OCCCN(C)C(=O)Nc2ccc(cc2)C(O)=O)ccc3c1onc3C(F)(F)F" O40 SMILES CACTVS 3.352 "CCCc1c(OCCCN(C)C(=O)Nc2ccc(cc2)C(O)=O)ccc3c1onc3C(F)(F)F" O40 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCc1c(ccc2c1onc2C(F)(F)F)OCCCN(C)C(=O)Nc3ccc(cc3)C(=O)O" O40 SMILES "OpenEye OEToolkits" 1.7.0 "CCCc1c(ccc2c1onc2C(F)(F)F)OCCCN(C)C(=O)Nc3ccc(cc3)C(=O)O" O40 InChI InChI 1.03 "InChI=1S/C23H24F3N3O5/c1-3-5-16-18(11-10-17-19(16)34-28-20(17)23(24,25)26)33-13-4-12-29(2)22(32)27-15-8-6-14(7-9-15)21(30)31/h6-11H,3-5,12-13H2,1-2H3,(H,27,32)(H,30,31)" O40 InChIKey InChI 1.03 JBWDFALEPSJCLA-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 O40 "SYSTEMATIC NAME" ACDLabs 11.02 "4-{[methyl(3-{[7-propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl]oxy}propyl)carbamoyl]amino}benzoic acid" O40 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-[[methyl-[3-[[7-propyl-3-(trifluoromethyl)-1,2-benzoxazol-6-yl]oxy]propyl]carbamoyl]amino]benzoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site O40 "Create component" 2009-08-19 RCSB O40 "Modify aromatic_flag" 2011-06-04 RCSB O40 "Modify descriptor" 2011-06-04 RCSB #