data_GK4 # _chem_comp.id GK4 _chem_comp.name "N-(cyclopropylmethyl)-2'-methyl-5'-(5-methyl-1,3,4-oxadiazol-2-yl)biphenyl-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-10-15 _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 347.410 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GK4 _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 2ZB1 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 GK4 O2 O2 O 0 1 N N N 45.720 34.896 32.582 4.806 -1.273 -1.389 O2 GK4 1 GK4 C17 C17 C 0 1 N N N 45.743 33.718 32.195 4.212 -0.567 -0.598 C17 GK4 2 GK4 N3 N3 N 0 1 N N N 46.913 33.092 31.988 4.879 0.375 0.097 N3 GK4 3 GK4 C18 C18 C 0 1 N N N 48.154 33.829 32.175 6.320 0.549 -0.101 C18 GK4 4 GK4 C19 C19 C 0 1 N N N 49.280 33.155 31.426 6.826 1.676 0.802 C19 GK4 5 GK4 C21 C21 C 0 1 N N N 49.278 33.672 29.993 8.334 1.937 0.828 C21 GK4 6 GK4 C20 C20 C 0 1 N N N 50.291 34.205 31.004 7.398 2.922 0.124 C20 GK4 7 GK4 C14 C14 C 0 1 Y N N 44.442 32.944 32.048 2.758 -0.738 -0.403 C14 GK4 8 GK4 C13 C13 C 0 1 Y N N 44.417 31.567 31.772 2.073 0.076 0.502 C13 GK4 9 GK4 C12 C12 C 0 1 Y N N 43.207 30.876 31.683 0.718 -0.084 0.683 C12 GK4 10 GK4 C15 C15 C 0 1 Y N N 43.234 33.604 32.262 2.065 -1.711 -1.128 C15 GK4 11 GK4 C16 C16 C 0 1 Y N N 42.036 32.915 32.184 0.709 -1.870 -0.945 C16 GK4 12 GK4 C11 C11 C 0 1 Y N N 42.000 31.566 31.869 0.028 -1.059 -0.037 C11 GK4 13 GK4 C9 C9 C 0 1 Y N N 40.756 30.935 31.833 -1.432 -1.231 0.159 C9 GK4 14 GK4 C7 C7 C 0 1 Y N N 39.759 31.138 30.878 -1.945 -2.473 0.533 C7 GK4 15 GK4 C8 C8 C 0 1 N N N 39.951 32.067 29.718 -1.015 -3.640 0.739 C8 GK4 16 GK4 C6 C6 C 0 1 Y N N 38.543 30.458 30.987 -3.305 -2.635 0.716 C6 GK4 17 GK4 C5 C5 C 0 1 Y N N 38.301 29.592 32.046 -4.164 -1.571 0.530 C5 GK4 18 GK4 C10 C10 C 0 1 Y N N 40.493 30.069 32.894 -2.292 -0.153 -0.025 C10 GK4 19 GK4 C4 C4 C 0 1 Y N N 39.291 29.386 33.007 -3.663 -0.323 0.155 C4 GK4 20 GK4 C3 C3 C 0 1 Y N N 39.115 28.532 34.101 -4.584 0.816 -0.045 C3 GK4 21 GK4 N2 N2 N 0 1 Y N N 40.038 28.315 35.072 -4.250 2.034 -0.400 N2 GK4 22 GK4 N1 N1 N 0 1 Y N N 39.492 27.405 35.982 -5.310 2.760 -0.476 N1 GK4 23 GK4 O1 O1 O 0 1 Y N N 38.099 27.840 34.374 -5.924 0.795 0.099 O1 GK4 24 GK4 C2 C2 C 0 1 Y N N 38.292 27.183 35.437 -6.354 2.039 -0.175 C2 GK4 25 GK4 C1 C1 C 0 1 N N N 37.147 26.311 35.880 -7.784 2.513 -0.148 C1 GK4 26 GK4 HN3 HN3 H 0 1 N N N 46.931 32.132 31.709 4.404 0.938 0.729 HN3 GK4 27 GK4 H18 H18 H 0 1 N N N 48.399 33.859 33.247 6.835 -0.378 0.151 H18 GK4 28 GK4 H18A H18A H 0 0 N N N 48.027 34.851 31.788 6.516 0.803 -1.142 H18A GK4 29 GK4 H19 H19 H 0 1 N N N 49.334 32.168 31.909 6.275 1.816 1.732 H19 GK4 30 GK4 H21 H21 H 0 1 N N N 48.499 34.186 29.411 8.774 2.250 1.774 H21 GK4 31 GK4 H21A H21A H 0 0 N N N 49.319 33.226 28.988 8.965 1.306 0.201 H21A GK4 32 GK4 H20 H20 H 0 1 N N N 51.391 34.185 31.000 7.413 2.940 -0.966 H20 GK4 33 GK4 H20A H20A H 0 0 N N N 50.600 35.197 31.367 7.223 3.883 0.607 H20A GK4 34 GK4 H13 H13 H 0 1 N N N 45.346 31.036 31.627 2.607 0.831 1.060 H13 GK4 35 GK4 H12 H12 H 0 1 N N N 43.200 29.817 31.472 0.188 0.546 1.382 H12 GK4 36 GK4 H15 H15 H 0 1 N N N 43.232 34.660 32.490 2.592 -2.339 -1.831 H15 GK4 37 GK4 H16 H16 H 0 1 N N N 41.111 33.439 32.372 0.174 -2.622 -1.505 H16 GK4 38 GK4 H8 H8 H 0 1 N N N 39.998 33.104 30.082 -0.817 -4.121 -0.219 H8 GK4 39 GK4 H8A H8A H 0 1 N N N 40.889 31.818 29.200 -0.077 -3.286 1.167 H8A GK4 40 GK4 H8B H8B H 0 1 N N N 39.107 31.961 29.020 -1.476 -4.358 1.418 H8B GK4 41 GK4 H6 H6 H 0 1 N N N 37.780 30.608 30.237 -3.697 -3.599 1.005 H6 GK4 42 GK4 H5 H5 H 0 1 N N N 37.353 29.082 32.125 -5.226 -1.704 0.674 H5 GK4 43 GK4 H10 H10 H 0 1 N N N 41.249 29.926 33.652 -1.898 0.812 -0.311 H10 GK4 44 GK4 H1 H1 H 0 1 N N N 37.242 26.098 36.955 -8.026 2.881 0.849 H1 GK4 45 GK4 H1A H1A H 0 1 N N N 36.196 26.831 35.692 -7.914 3.316 -0.873 H1A GK4 46 GK4 H1B H1B H 0 1 N N N 37.167 25.366 35.317 -8.446 1.684 -0.401 H1B GK4 47 # 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 GK4 C8 C7 SING N N 1 GK4 C21 C20 SING N N 2 GK4 C21 C19 SING N N 3 GK4 C7 C6 DOUB Y N 4 GK4 C7 C9 SING Y N 5 GK4 C6 C5 SING Y N 6 GK4 C20 C19 SING N N 7 GK4 C19 C18 SING N N 8 GK4 C12 C13 DOUB Y N 9 GK4 C12 C11 SING Y N 10 GK4 C13 C14 SING Y N 11 GK4 C9 C11 SING Y N 12 GK4 C9 C10 DOUB Y N 13 GK4 C11 C16 DOUB Y N 14 GK4 N3 C18 SING N N 15 GK4 N3 C17 SING N N 16 GK4 C5 C4 DOUB Y N 17 GK4 C14 C17 SING N N 18 GK4 C14 C15 DOUB Y N 19 GK4 C16 C15 SING Y N 20 GK4 C17 O2 DOUB N N 21 GK4 C10 C4 SING Y N 22 GK4 C4 C3 SING Y N 23 GK4 C3 O1 SING Y N 24 GK4 C3 N2 DOUB Y N 25 GK4 O1 C2 SING Y N 26 GK4 N2 N1 SING Y N 27 GK4 C2 C1 SING N N 28 GK4 C2 N1 DOUB Y N 29 GK4 N3 HN3 SING N N 30 GK4 C18 H18 SING N N 31 GK4 C18 H18A SING N N 32 GK4 C19 H19 SING N N 33 GK4 C21 H21 SING N N 34 GK4 C21 H21A SING N N 35 GK4 C20 H20 SING N N 36 GK4 C20 H20A SING N N 37 GK4 C13 H13 SING N N 38 GK4 C12 H12 SING N N 39 GK4 C15 H15 SING N N 40 GK4 C16 H16 SING N N 41 GK4 C8 H8 SING N N 42 GK4 C8 H8A SING N N 43 GK4 C8 H8B SING N N 44 GK4 C6 H6 SING N N 45 GK4 C5 H5 SING N N 46 GK4 C10 H10 SING N N 47 GK4 C1 H1 SING N N 48 GK4 C1 H1A SING N N 49 GK4 C1 H1B 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 GK4 SMILES ACDLabs 10.04 "O=C(NCC1CC1)c4ccc(c3cc(c2nnc(o2)C)ccc3C)cc4" GK4 SMILES_CANONICAL CACTVS 3.341 "Cc1oc(nn1)c2ccc(C)c(c2)c3ccc(cc3)C(=O)NCC4CC4" GK4 SMILES CACTVS 3.341 "Cc1oc(nn1)c2ccc(C)c(c2)c3ccc(cc3)C(=O)NCC4CC4" GK4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1c2ccc(cc2)C(=O)NCC3CC3)c4nnc(o4)C" GK4 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1ccc(cc1c2ccc(cc2)C(=O)NCC3CC3)c4nnc(o4)C" GK4 InChI InChI 1.03 "InChI=1S/C21H21N3O2/c1-13-3-6-18(21-24-23-14(2)26-21)11-19(13)16-7-9-17(10-8-16)20(25)22-12-15-4-5-15/h3,6-11,15H,4-5,12H2,1-2H3,(H,22,25)" GK4 InChIKey InChI 1.03 FOHZGCHKLPIBBX-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 GK4 "SYSTEMATIC NAME" ACDLabs 10.04 "N-(cyclopropylmethyl)-2'-methyl-5'-(5-methyl-1,3,4-oxadiazol-2-yl)biphenyl-4-carboxamide" GK4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-(cyclopropylmethyl)-4-[2-methyl-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GK4 "Create component" 2007-10-15 PDBJ GK4 "Modify aromatic_flag" 2011-06-04 RCSB GK4 "Modify descriptor" 2011-06-04 RCSB #