data_8R8 # _chem_comp.id 8R8 _chem_comp.name "3-[5-chloranyl-2-oxidanylidene-6-[(1~{R})-1-pyridin-2-ylethoxy]-1,3-benzoxazol-3-yl]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H15 Cl N2 O5" _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 362.764 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8R8 _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 5NAE _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 8R8 N1 N1 N 0 1 Y N N 9.575 -39.338 48.657 5.313 -0.362 -0.486 N1 8R8 1 8R8 C4 C1 C 0 1 Y N N 9.095 -33.237 48.451 -0.844 1.435 -0.229 C4 8R8 2 8R8 C5 C2 C 0 1 N N N 8.122 -31.237 48.500 -2.895 2.223 -0.119 C5 8R8 3 8R8 C6 C3 C 0 1 N N N 8.222 -30.631 46.075 -4.266 0.149 -0.465 C6 8R8 4 8R8 C7 C4 C 0 1 N N N 9.396 -29.666 46.017 -4.714 -0.341 0.914 C7 8R8 5 8R8 C8 C5 C 0 1 N N N 9.268 -28.620 44.941 -6.003 -1.110 0.779 C8 8R8 6 8R8 C10 C6 C 0 1 Y N N 9.336 -33.645 46.081 -1.232 -0.912 -0.611 C10 8R8 7 8R8 C13 C7 C 0 1 Y N N 11.970 -39.299 48.572 4.901 0.590 1.621 C13 8R8 8 8R8 C15 C8 C 0 1 Y N N 10.799 -41.320 48.059 6.926 -0.595 1.205 C15 8R8 9 8R8 CL CL1 CL 0 0 N N N 10.390 -35.913 45.084 0.751 -2.730 -0.900 CL 8R8 10 8R8 C11 C9 C 0 1 Y N N 9.888 -34.880 46.385 0.133 -1.128 -0.646 C11 8R8 11 8R8 C9 C10 C 0 1 Y N N 8.949 -32.831 47.140 -1.724 0.368 -0.408 C9 8R8 12 8R8 N N2 N 0 1 N N N 8.339 -31.580 47.195 -3.014 0.897 -0.334 N 8R8 13 8R8 O4 O1 O 0 1 N N N 8.411 -28.627 44.062 -6.511 -1.253 -0.308 O4 8R8 14 8R8 O3 O2 O 0 1 N N N 10.167 -27.685 45.047 -6.586 -1.638 1.867 O3 8R8 15 8R8 O2 O3 O 0 1 N N N 7.659 -30.214 48.953 -3.822 3.000 0.001 O2 8R8 16 8R8 O1 O4 O 0 1 N N N 8.588 -32.264 49.293 -1.595 2.550 -0.051 O1 8R8 17 8R8 C3 C11 C 0 1 Y N N 9.632 -34.475 48.753 0.524 1.213 -0.253 C3 8R8 18 8R8 C2 C12 C 0 1 Y N N 10.053 -35.306 47.709 1.011 -0.067 -0.461 C2 8R8 19 8R8 O O5 O 0 1 N N N 10.721 -36.509 47.872 2.353 -0.284 -0.495 O 8R8 20 8R8 C1 C13 C 0 1 N N R 10.611 -37.209 49.117 3.198 0.827 -0.191 C1 8R8 21 8R8 C C14 C 0 1 N N N 11.728 -36.724 50.021 3.419 1.662 -1.454 C 8R8 22 8R8 C12 C15 C 0 1 Y N N 10.741 -38.681 48.775 4.525 0.325 0.318 C12 8R8 23 8R8 C16 C16 C 0 1 Y N N 9.622 -40.636 48.304 6.482 -0.821 -0.085 C16 8R8 24 8R8 C14 C17 C 0 1 Y N N 11.987 -40.636 48.211 6.124 0.124 2.079 C14 8R8 25 8R8 H1 H1 H 0 1 N N N 7.294 -30.053 46.195 -4.111 -0.707 -1.122 H1 8R8 26 8R8 H2 H2 H 0 1 N N N 8.182 -31.198 45.133 -5.034 0.797 -0.887 H2 8R8 27 8R8 H3 H3 H 0 1 N N N 10.313 -30.245 45.831 -3.946 -0.989 1.336 H3 8R8 28 8R8 H4 H4 H 0 1 N N N 9.475 -29.157 46.989 -4.869 0.515 1.571 H4 8R8 29 8R8 H5 H5 H 0 1 N N N 9.211 -33.326 45.057 -1.914 -1.737 -0.754 H5 8R8 30 8R8 H6 H6 H 0 1 N N N 12.891 -38.748 48.693 4.252 1.153 2.274 H6 8R8 31 8R8 H7 H7 H 0 1 N N N 10.788 -42.357 47.758 7.884 -0.974 1.527 H7 8R8 32 8R8 H8 H8 H 0 1 N N N 10.042 -27.045 44.356 -7.412 -2.123 1.731 H8 8R8 33 8R8 H9 H9 H 0 1 N N N 9.725 -34.796 49.780 1.208 2.036 -0.111 H9 8R8 34 8R8 H10 H10 H 0 1 N N N 9.637 -37.020 49.592 2.726 1.444 0.574 H10 8R8 35 8R8 H11 H11 H 0 1 N N N 11.670 -37.245 50.988 3.891 1.045 -2.219 H11 8R8 36 8R8 H12 H12 H 0 1 N N N 12.699 -36.934 49.549 2.459 2.025 -1.822 H12 8R8 37 8R8 H13 H13 H 0 1 N N N 11.625 -35.641 50.182 4.063 2.510 -1.221 H13 8R8 38 8R8 H14 H14 H 0 1 N N N 8.690 -41.173 48.207 7.101 -1.379 -0.772 H14 8R8 39 8R8 H15 H15 H 0 1 N N N 12.928 -41.141 48.049 6.445 0.315 3.092 H15 8R8 40 # 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 8R8 O4 C8 DOUB N N 1 8R8 C8 O3 SING N N 2 8R8 C8 C7 SING N N 3 8R8 CL C11 SING N N 4 8R8 C7 C6 SING N N 5 8R8 C6 N SING N N 6 8R8 C10 C11 DOUB Y N 7 8R8 C10 C9 SING Y N 8 8R8 C11 C2 SING Y N 9 8R8 C9 N SING N N 10 8R8 C9 C4 DOUB Y N 11 8R8 N C5 SING N N 12 8R8 C2 O SING N N 13 8R8 C2 C3 DOUB Y N 14 8R8 O C1 SING N N 15 8R8 C15 C14 DOUB Y N 16 8R8 C15 C16 SING Y N 17 8R8 C14 C13 SING Y N 18 8R8 C16 N1 DOUB Y N 19 8R8 C4 C3 SING Y N 20 8R8 C4 O1 SING N N 21 8R8 C5 O2 DOUB N N 22 8R8 C5 O1 SING N N 23 8R8 C13 C12 DOUB Y N 24 8R8 N1 C12 SING Y N 25 8R8 C12 C1 SING N N 26 8R8 C1 C SING N N 27 8R8 C6 H1 SING N N 28 8R8 C6 H2 SING N N 29 8R8 C7 H3 SING N N 30 8R8 C7 H4 SING N N 31 8R8 C10 H5 SING N N 32 8R8 C13 H6 SING N N 33 8R8 C15 H7 SING N N 34 8R8 O3 H8 SING N N 35 8R8 C3 H9 SING N N 36 8R8 C1 H10 SING N N 37 8R8 C H11 SING N N 38 8R8 C H12 SING N N 39 8R8 C H13 SING N N 40 8R8 C16 H14 SING N N 41 8R8 C14 H15 SING N N 42 # 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 8R8 InChI InChI 1.03 "InChI=1S/C17H15ClN2O5/c1-10(12-4-2-3-6-19-12)24-14-9-15-13(8-11(14)18)20(17(23)25-15)7-5-16(21)22/h2-4,6,8-10H,5,7H2,1H3,(H,21,22)/t10-/m1/s1" 8R8 InChIKey InChI 1.03 PVGOQRJICUIPTG-SNVBAGLBSA-N 8R8 SMILES_CANONICAL CACTVS 3.385 "C[C@@H](Oc1cc2OC(=O)N(CCC(O)=O)c2cc1Cl)c3ccccn3" 8R8 SMILES CACTVS 3.385 "C[CH](Oc1cc2OC(=O)N(CCC(O)=O)c2cc1Cl)c3ccccn3" 8R8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H](c1ccccn1)Oc2cc3c(cc2Cl)N(C(=O)O3)CCC(=O)O" 8R8 SMILES "OpenEye OEToolkits" 2.0.6 "CC(c1ccccn1)Oc2cc3c(cc2Cl)N(C(=O)O3)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 8R8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[5-chloranyl-2-oxidanylidene-6-[(1~{R})-1-pyridin-2-ylethoxy]-1,3-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 8R8 "Create component" 2017-02-27 EBI 8R8 "Initial release" 2017-06-21 RCSB #