data_8R5 # _chem_comp.id 8R5 _chem_comp.name "3-[5-chloranyl-6-[(1~{R})-1-pyridin-2-ylethoxy]-1,2-benzoxazol-3-yl]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H15 Cl N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-27 _chem_comp.pdbx_modified_date 2017-06-16 _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 346.765 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8R5 _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 5NAG _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 8R5 N1 N1 N 0 1 Y N N 11.016 -39.853 48.321 5.071 -0.587 -0.814 N1 8R5 1 8R5 C4 C1 C 0 1 Y N N 10.749 -33.854 48.278 -0.917 1.563 0.020 C4 8R5 2 8R5 C5 C2 C 0 1 Y N N 9.957 -32.029 47.211 -3.132 1.159 0.481 C5 8R5 3 8R5 C6 C3 C 0 1 N N N 9.620 -31.091 46.074 -4.426 0.456 0.802 C6 8R5 4 8R5 C7 C4 C 0 1 N N N 10.783 -30.110 45.922 -5.133 0.070 -0.499 C7 8R5 5 8R5 C8 C5 C 0 1 N N N 10.601 -29.036 44.882 -6.427 -0.633 -0.178 C8 8R5 6 8R5 C10 C6 C 0 1 Y N N 10.856 -34.099 45.901 -1.377 -0.797 0.352 C10 8R5 7 8R5 C13 C7 C 0 1 Y N N 13.395 -39.989 48.039 5.049 0.909 0.996 C13 8R5 8 8R5 C15 C8 C 0 1 Y N N 12.046 -41.917 47.634 6.957 -0.457 0.578 C15 8R5 9 8R5 CL CL1 CL 0 0 N N N 11.872 -36.289 44.723 0.498 -2.721 0.210 CL 8R5 10 8R5 C11 C9 C 0 1 Y N N 11.387 -35.363 46.099 -0.056 -1.077 0.144 C11 8R5 11 8R5 C9 C10 C 0 1 Y N N 10.537 -33.328 47.011 -1.824 0.526 0.299 C9 8R5 12 8R5 O3 O1 O 0 1 N N N 9.717 -29.024 44.036 -6.750 -0.808 0.973 O3 8R5 13 8R5 O2 O2 O 0 1 N N N 11.517 -28.092 44.976 -7.220 -1.066 -1.171 O2 8R5 14 8R5 N N2 N 0 1 Y N N 9.813 -31.803 48.462 -2.973 2.436 0.316 N 8R5 15 8R5 O1 O3 O 0 1 Y N N 10.300 -32.943 49.176 -1.618 2.715 0.027 O1 8R5 16 8R5 C3 C11 C 0 1 Y N N 11.281 -35.106 48.504 0.420 1.261 -0.202 C3 8R5 17 8R5 C2 C12 C 0 1 Y N N 11.604 -35.877 47.382 0.847 -0.054 -0.140 C2 8R5 18 8R5 O O4 O 0 1 N N N 12.158 -37.123 47.428 2.157 -0.347 -0.344 O 8R5 19 8R5 C1 C13 C 0 1 N N R 12.230 -37.811 48.675 3.053 0.756 -0.498 C1 8R5 20 8R5 C C14 C 0 1 N N N 13.499 -37.362 49.378 3.053 1.213 -1.957 C 8R5 21 8R5 C12 C15 C 0 1 Y N N 12.234 -39.291 48.363 4.444 0.331 -0.104 C12 8R5 22 8R5 C16 C16 C 0 1 Y N N 10.941 -41.148 47.965 6.289 -0.989 -0.508 C16 8R5 23 8R5 C14 C17 C 0 1 Y N N 13.284 -41.318 47.662 6.330 0.511 1.349 C14 8R5 24 8R5 H1 H1 H 0 1 N N N 8.694 -30.542 46.302 -4.217 -0.443 1.382 H1 8R5 25 8R5 H2 H2 H 0 1 N N N 9.487 -31.662 45.143 -5.067 1.121 1.381 H2 8R5 26 8R5 H3 H3 H 0 1 N N N 11.680 -30.688 45.657 -5.342 0.969 -1.079 H3 8R5 27 8R5 H4 H4 H 0 1 N N N 10.938 -29.617 46.893 -4.492 -0.595 -1.077 H4 8R5 28 8R5 H5 H5 H 0 1 N N N 10.693 -33.720 44.903 -2.071 -1.595 0.571 H5 8R5 29 8R5 H6 H6 H 0 1 N N N 14.360 -39.506 48.081 4.531 1.660 1.573 H6 8R5 30 8R5 H7 H7 H 0 1 N N N 11.938 -42.957 47.362 7.954 -0.790 0.825 H7 8R5 31 8R5 H8 H8 H 0 1 N N N 11.370 -27.439 44.302 -8.040 -1.511 -0.915 H8 8R5 32 8R5 H9 H9 H 0 1 N N N 11.442 -35.476 49.506 1.124 2.049 -0.423 H9 8R5 33 8R5 H10 H10 H 0 1 N N N 11.360 -37.571 49.303 2.730 1.578 0.141 H10 8R5 34 8R5 H11 H11 H 0 1 N N N 13.584 -37.877 50.347 3.376 0.391 -2.596 H11 8R5 35 8R5 H12 H12 H 0 1 N N N 14.371 -37.609 48.754 2.046 1.520 -2.242 H12 8R5 36 8R5 H13 H13 H 0 1 N N N 13.462 -36.275 49.542 3.736 2.055 -2.075 H13 8R5 37 8R5 H14 H14 H 0 1 N N N 9.967 -41.614 47.935 6.770 -1.743 -1.113 H14 8R5 38 8R5 H15 H15 H 0 1 N N N 14.165 -41.881 47.391 6.828 0.945 2.203 H15 8R5 39 # 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 8R5 O3 C8 DOUB N N 1 8R5 CL C11 SING N N 2 8R5 C8 O2 SING N N 3 8R5 C8 C7 SING N N 4 8R5 C10 C11 DOUB Y N 5 8R5 C10 C9 SING Y N 6 8R5 C7 C6 SING N N 7 8R5 C6 C5 SING N N 8 8R5 C11 C2 SING Y N 9 8R5 C9 C5 SING Y N 10 8R5 C9 C4 DOUB Y N 11 8R5 C5 N DOUB Y N 12 8R5 C2 O SING N N 13 8R5 C2 C3 DOUB Y N 14 8R5 O C1 SING N N 15 8R5 C15 C14 DOUB Y N 16 8R5 C15 C16 SING Y N 17 8R5 C14 C13 SING Y N 18 8R5 C16 N1 DOUB Y N 19 8R5 C13 C12 DOUB Y N 20 8R5 C4 C3 SING Y N 21 8R5 C4 O1 SING Y N 22 8R5 N1 C12 SING Y N 23 8R5 C12 C1 SING N N 24 8R5 N O1 SING Y N 25 8R5 C1 C SING N N 26 8R5 C6 H1 SING N N 27 8R5 C6 H2 SING N N 28 8R5 C7 H3 SING N N 29 8R5 C7 H4 SING N N 30 8R5 C10 H5 SING N N 31 8R5 C13 H6 SING N N 32 8R5 C15 H7 SING N N 33 8R5 O2 H8 SING N N 34 8R5 C3 H9 SING N N 35 8R5 C1 H10 SING N N 36 8R5 C H11 SING N N 37 8R5 C H12 SING N N 38 8R5 C H13 SING N N 39 8R5 C16 H14 SING N N 40 8R5 C14 H15 SING N N 41 # 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 8R5 InChI InChI 1.03 "InChI=1S/C17H15ClN2O4/c1-10(13-4-2-3-7-19-13)23-16-9-15-11(8-12(16)18)14(20-24-15)5-6-17(21)22/h2-4,7-10H,5-6H2,1H3,(H,21,22)/t10-/m1/s1" 8R5 InChIKey InChI 1.03 WPAHVUADNLXSOM-SNVBAGLBSA-N 8R5 SMILES_CANONICAL CACTVS 3.385 "C[C@@H](Oc1cc2onc(CCC(O)=O)c2cc1Cl)c3ccccn3" 8R5 SMILES CACTVS 3.385 "C[CH](Oc1cc2onc(CCC(O)=O)c2cc1Cl)c3ccccn3" 8R5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H](c1ccccn1)Oc2cc3c(cc2Cl)c(no3)CCC(=O)O" 8R5 SMILES "OpenEye OEToolkits" 2.0.6 "CC(c1ccccn1)Oc2cc3c(cc2Cl)c(no3)CCC(=O)O" # 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 8R5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[5-chloranyl-6-[(1~{R})-1-pyridin-2-ylethoxy]-1,2-benzoxazol-3-yl]propanoic 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 8R5 "Create component" 2017-02-27 EBI 8R5 "Initial release" 2017-06-21 RCSB #