data_9O1 # _chem_comp.id 9O1 _chem_comp.name "3-(2-chlorophenyl)-N-[(1R)-1-(naphthalen-2-yl)ethyl]-5-(propan-2-yl)-1,2-oxazole-4-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H23 Cl N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-19 _chem_comp.pdbx_modified_date 2017-06-30 _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 418.915 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9O1 _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 5Q1I _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 9O1 C4 C1 C 0 1 Y N N 39.259 14.490 0.147 -1.633 1.969 -1.894 C4 9O1 1 9O1 C5 C2 C 0 1 Y N N 38.393 14.925 1.138 -0.998 3.126 -2.297 C5 9O1 2 9O1 C6 C3 C 0 1 Y N N 38.870 15.213 2.403 -0.858 4.185 -1.417 C6 9O1 3 9O1 C7 C4 C 0 1 Y N N 41.534 13.868 -0.665 -2.817 0.626 -0.159 C7 9O1 4 9O1 C10 C5 C 0 1 Y N N 42.937 12.786 -2.003 -3.357 -1.499 0.243 C10 9O1 5 9O1 C13 C6 C 0 1 N N N 43.190 11.017 -3.773 -3.477 -3.400 1.831 C13 9O1 6 9O1 C15 C7 C 0 1 N N N 42.478 11.510 0.167 -1.133 -1.249 -1.007 C15 9O1 7 9O1 C20 C8 C 0 1 Y N N 42.046 10.686 3.513 2.446 -1.241 -0.263 C20 9O1 8 9O1 C21 C9 C 0 1 N N N 40.177 9.633 2.173 1.281 -3.330 -0.917 C21 9O1 9 9O1 C22 C10 C 0 1 Y N N 42.810 9.774 4.253 2.451 -1.167 1.129 C22 9O1 10 9O1 C24 C11 C 0 1 Y N N 41.760 11.912 4.071 3.516 -0.821 -0.991 C24 9O1 11 9O1 C26 C12 C 0 1 Y N N 43.001 11.330 6.098 4.650 -0.227 1.082 C26 9O1 12 9O1 C28 C13 C 0 1 Y N N 43.172 12.915 7.930 6.848 0.712 1.011 C28 9O1 13 9O1 C12 C14 C 0 1 N N N 43.931 11.888 -2.821 -3.428 -3.000 0.355 C12 9O1 14 9O1 C14 C15 C 0 1 N N N 44.891 12.722 -3.666 -4.687 -3.506 -0.352 C14 9O1 15 9O1 O9 O1 O 0 1 Y N N 42.565 13.944 -2.586 -4.253 -0.621 0.701 O9 9O1 16 9O1 N8 N1 N 0 1 Y N N 41.668 14.632 -1.726 -3.954 0.527 0.482 N8 9O1 17 9O1 C3 C16 C 0 1 Y N N 40.636 14.336 0.416 -2.134 1.867 -0.598 C3 9O1 18 9O1 C1 C17 C 0 1 Y N N 40.220 15.069 2.693 -1.353 4.090 -0.129 C1 9O1 19 9O1 C2 C18 C 0 1 Y N N 41.089 14.635 1.702 -1.991 2.937 0.286 C2 9O1 20 9O1 CL18 CL1 CL 0 0 N N N 42.753 14.476 2.113 -2.612 2.820 1.902 CL18 9O1 21 9O1 C11 C19 C 0 1 Y N N 42.324 12.666 -0.783 -2.358 -0.767 -0.347 C11 9O1 22 9O1 O17 O2 O 0 1 N N N 43.424 10.734 0.055 -1.163 -1.581 -2.176 O17 9O1 23 9O1 N16 N2 N 0 1 N N N 41.535 11.374 1.129 0.021 -1.322 -0.315 N16 9O1 24 9O1 C19 C20 C 0 1 N N R 41.554 10.280 2.128 1.240 -1.802 -0.971 C19 9O1 25 9O1 C23 C21 C 0 1 Y N N 43.277 10.075 5.501 3.527 -0.671 1.800 C23 9O1 26 9O1 C27 C22 C 0 1 Y N N 43.466 11.688 7.394 5.778 0.292 1.740 C27 9O1 27 9O1 C29 C23 C 0 1 Y N N 42.412 13.837 7.214 6.844 0.637 -0.380 C29 9O1 28 9O1 C30 C24 C 0 1 Y N N 41.943 13.531 5.959 5.768 0.141 -1.051 C30 9O1 29 9O1 C25 C25 C 0 1 Y N N 42.225 12.269 5.366 4.645 -0.303 -0.334 C25 9O1 30 9O1 H1 H1 H 0 1 N N N 38.877 14.267 -0.838 -1.745 1.145 -2.584 H1 9O1 31 9O1 H2 H2 H 0 1 N N N 37.341 15.039 0.921 -0.609 3.206 -3.301 H2 9O1 32 9O1 H3 H3 H 0 1 N N N 38.189 15.552 3.170 -0.360 5.088 -1.737 H3 9O1 33 9O1 H4 H4 H 0 1 N N N 42.478 10.388 -3.218 -4.358 -2.958 2.298 H4 9O1 34 9O1 H5 H5 H 0 1 N N N 42.642 11.643 -4.493 -3.528 -4.485 1.912 H5 9O1 35 9O1 H6 H6 H 0 1 N N N 43.902 10.375 -4.313 -2.580 -3.039 2.335 H6 9O1 36 9O1 H7 H7 H 0 1 N N N 40.178 8.818 2.912 2.188 -3.687 -1.405 H7 9O1 37 9O1 H8 H8 H 0 1 N N N 39.427 10.386 2.459 1.276 -3.657 0.123 H8 9O1 38 9O1 H9 H9 H 0 1 N N N 39.930 9.228 1.181 0.408 -3.736 -1.429 H9 9O1 39 9O1 H10 H10 H 0 1 N N N 43.036 8.808 3.826 1.589 -1.507 1.683 H10 9O1 40 9O1 H11 H11 H 0 1 N N N 41.168 12.620 3.511 3.498 -0.885 -2.069 H11 9O1 41 9O1 H12 H12 H 0 1 N N N 43.533 13.169 8.916 7.714 1.111 1.519 H12 9O1 42 9O1 H13 H13 H 0 1 N N N 44.508 11.268 -2.119 -2.547 -3.441 -0.112 H13 9O1 43 9O1 H14 H14 H 0 1 N N N 45.470 13.390 -3.012 -4.652 -3.221 -1.404 H14 9O1 44 9O1 H15 H15 H 0 1 N N N 45.577 12.054 -4.208 -4.738 -4.592 -0.271 H15 9O1 45 9O1 H16 H16 H 0 1 N N N 44.317 13.322 -4.388 -5.568 -3.065 0.115 H16 9O1 46 9O1 H17 H17 H 0 1 N N N 40.591 15.293 3.682 -1.241 4.919 0.554 H17 9O1 47 9O1 H18 H18 H 0 1 N N N 40.792 12.042 1.167 0.045 -1.057 0.618 H18 9O1 48 9O1 H19 H19 H 0 1 N N N 42.251 9.514 1.758 1.245 -1.475 -2.011 H19 9O1 49 9O1 H20 H20 H 0 1 N N N 43.865 9.346 6.040 3.516 -0.618 2.879 H20 9O1 50 9O1 H21 H21 H 0 1 N N N 44.057 10.985 7.962 5.796 0.356 2.817 H21 9O1 51 9O1 H22 H22 H 0 1 N N N 42.189 14.800 7.649 7.706 0.977 -0.935 H22 9O1 52 9O1 H23 H23 H 0 1 N N N 41.354 14.256 5.417 5.778 0.088 -2.130 H23 9O1 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 9O1 C13 C12 SING N N 1 9O1 C14 C12 SING N N 2 9O1 C12 C10 SING N N 3 9O1 O9 C10 SING Y N 4 9O1 O9 N8 SING Y N 5 9O1 C10 C11 DOUB Y N 6 9O1 N8 C7 DOUB Y N 7 9O1 C11 C7 SING Y N 8 9O1 C11 C15 SING N N 9 9O1 C7 C3 SING N N 10 9O1 O17 C15 DOUB N N 11 9O1 C4 C3 DOUB Y N 12 9O1 C4 C5 SING Y N 13 9O1 C15 N16 SING N N 14 9O1 C3 C2 SING Y N 15 9O1 N16 C19 SING N N 16 9O1 C5 C6 DOUB Y N 17 9O1 C2 CL18 SING N N 18 9O1 C2 C1 DOUB Y N 19 9O1 C19 C21 SING N N 20 9O1 C19 C20 SING N N 21 9O1 C6 C1 SING Y N 22 9O1 C20 C24 DOUB Y N 23 9O1 C20 C22 SING Y N 24 9O1 C24 C25 SING Y N 25 9O1 C22 C23 DOUB Y N 26 9O1 C25 C30 DOUB Y N 27 9O1 C25 C26 SING Y N 28 9O1 C23 C26 SING Y N 29 9O1 C30 C29 SING Y N 30 9O1 C26 C27 DOUB Y N 31 9O1 C29 C28 DOUB Y N 32 9O1 C27 C28 SING Y N 33 9O1 C4 H1 SING N N 34 9O1 C5 H2 SING N N 35 9O1 C6 H3 SING N N 36 9O1 C13 H4 SING N N 37 9O1 C13 H5 SING N N 38 9O1 C13 H6 SING N N 39 9O1 C21 H7 SING N N 40 9O1 C21 H8 SING N N 41 9O1 C21 H9 SING N N 42 9O1 C22 H10 SING N N 43 9O1 C24 H11 SING N N 44 9O1 C28 H12 SING N N 45 9O1 C12 H13 SING N N 46 9O1 C14 H14 SING N N 47 9O1 C14 H15 SING N N 48 9O1 C14 H16 SING N N 49 9O1 C1 H17 SING N N 50 9O1 N16 H18 SING N N 51 9O1 C19 H19 SING N N 52 9O1 C23 H20 SING N N 53 9O1 C27 H21 SING N N 54 9O1 C29 H22 SING N N 55 9O1 C30 H23 SING N 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 9O1 SMILES ACDLabs 12.01 "c4c(c1noc(c1C(NC(c3cc2c(cccc2)cc3)C)=O)C(C)C)c(ccc4)Cl" 9O1 InChI InChI 1.03 "InChI=1S/C25H23ClN2O2/c1-15(2)24-22(23(28-30-24)20-10-6-7-11-21(20)26)25(29)27-16(3)18-13-12-17-8-4-5-9-19(17)14-18/h4-16H,1-3H3,(H,27,29)/t16-/m1/s1" 9O1 InChIKey InChI 1.03 OKVWUQCQUFGLKM-MRXNPFEDSA-N 9O1 SMILES_CANONICAL CACTVS 3.385 "CC(C)c1onc(c2ccccc2Cl)c1C(=O)N[C@H](C)c3ccc4ccccc4c3" 9O1 SMILES CACTVS 3.385 "CC(C)c1onc(c2ccccc2Cl)c1C(=O)N[CH](C)c3ccc4ccccc4c3" 9O1 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H](c1ccc2ccccc2c1)NC(=O)c3c(noc3C(C)C)c4ccccc4Cl" 9O1 SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)c1c(c(no1)c2ccccc2Cl)C(=O)NC(C)c3ccc4ccccc4c3" # 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 9O1 "SYSTEMATIC NAME" ACDLabs 12.01 "3-(2-chlorophenyl)-N-[(1R)-1-(naphthalen-2-yl)ethyl]-5-(propan-2-yl)-1,2-oxazole-4-carboxamide" 9O1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-(2-chlorophenyl)-~{N}-[(1~{R})-1-naphthalen-2-ylethyl]-5-propan-2-yl-1,2-oxazole-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 9O1 "Create component" 2017-05-19 RCSB 9O1 "Initial release" 2017-07-05 RCSB #