data_8RB # _chem_comp.id 8RB _chem_comp.name "3-[5-chloranyl-6-[(1~{R})-1-(6-methylpyridazin-3-yl)ethoxy]-1,2-benzoxazol-3-yl]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H16 Cl N3 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 361.780 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8RB _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 5NAH _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 8RB N1 N1 N 0 1 Y N N 10.812 -40.634 48.178 5.932 -0.810 -0.637 N1 8RB 1 8RB C4 C1 C 0 1 Y N N 10.730 -33.423 48.207 -1.289 1.580 0.043 C4 8RB 2 8RB C5 C2 C 0 1 Y N N 9.919 -31.656 47.119 -3.490 1.124 0.523 C5 8RB 3 8RB C6 C3 C 0 1 N N N 9.561 -30.710 46.002 -4.766 0.389 0.844 C6 8RB 4 8RB C7 C4 C 0 1 N N N 10.560 -29.561 46.027 -5.482 0.020 -0.456 C7 8RB 5 8RB C8 C5 C 0 1 N N N 10.460 -28.603 44.873 -6.758 -0.715 -0.135 C8 8RB 6 8RB C10 C6 C 0 1 Y N N 10.872 -33.774 45.840 -1.699 -0.795 0.326 C10 8RB 7 8RB C13 C7 C 0 1 Y N N 13.358 -39.575 48.255 4.712 1.013 0.928 C13 8RB 8 8RB C15 C8 C 0 1 Y N N 11.858 -41.393 47.893 6.599 -0.332 0.396 C15 8RB 9 8RB CL CL1 CL 0 0 N N N 11.866 -36.036 44.775 0.209 -2.679 0.116 CL 8RB 10 8RB C11 C9 C 0 1 Y N N 11.410 -35.021 46.104 -0.377 -1.045 0.095 C11 8RB 11 8RB C9 C10 C 0 1 Y N N 10.545 -32.949 46.915 -2.172 0.521 0.309 C9 8RB 12 8RB O3 O1 O 0 1 N N N 9.674 -28.716 43.948 -7.063 -0.922 1.015 O3 8RB 13 8RB O2 O2 O 0 1 N N N 11.320 -27.634 44.970 -7.556 -1.140 -1.128 O2 8RB 14 8RB N N2 N 0 1 Y N N 9.751 -31.412 48.363 -3.357 2.408 0.385 N 8RB 15 8RB O1 O3 O 0 1 Y N N 10.256 -32.518 49.102 -2.011 2.719 0.086 O1 8RB 16 8RB C3 C11 C 0 1 Y N N 11.259 -34.661 48.490 0.051 1.309 -0.203 C3 8RB 17 8RB C2 C12 C 0 1 Y N N 11.610 -35.474 47.412 0.503 0.002 -0.177 C2 8RB 18 8RB O O4 O 0 1 N N N 12.209 -36.703 47.526 1.816 -0.262 -0.404 O 8RB 19 8RB C1 C13 C 0 1 N N R 12.244 -37.344 48.800 2.689 0.861 -0.544 C1 8RB 20 8RB C C14 C 0 1 N N N 13.518 -36.916 49.508 2.661 1.352 -1.992 C 8RB 21 8RB C12 C15 C 0 1 Y N N 12.211 -38.830 48.550 4.093 0.455 -0.178 C12 8RB 22 8RB N2 N3 N 0 1 Y N N 10.986 -39.349 48.504 4.736 -0.435 -0.911 N2 8RB 23 8RB C16 C16 C 0 1 N N N 11.565 -42.819 47.541 8.003 -0.806 0.674 C16 8RB 24 8RB C14 C17 C 0 1 Y N N 13.149 -40.898 47.912 6.007 0.607 1.225 C14 8RB 25 8RB H1 H1 H 0 1 N N N 8.542 -30.323 46.151 -4.532 -0.518 1.400 H1 8RB 26 8RB H2 H2 H 0 1 N N N 9.617 -31.233 45.036 -5.412 1.028 1.446 H2 8RB 27 8RB H3 H3 H 0 1 N N N 11.573 -29.990 46.027 -5.716 0.927 -1.013 H3 8RB 28 8RB H4 H4 H 0 1 N N N 10.403 -28.993 46.956 -4.837 -0.620 -1.058 H4 8RB 29 8RB H5 H5 H 0 1 N N N 10.709 -33.447 44.824 -2.375 -1.610 0.536 H5 8RB 30 8RB H6 H6 H 0 1 N N N 14.347 -39.143 48.293 4.204 1.743 1.541 H6 8RB 31 8RB H7 H7 H 0 1 N N N 11.230 -27.054 44.223 -8.364 -1.607 -0.873 H7 8RB 32 8RB H8 H8 H 0 1 N N N 11.397 -34.991 49.509 0.737 2.116 -0.415 H8 8RB 33 8RB H9 H9 H 0 1 N N N 11.373 -37.053 49.406 2.359 1.662 0.118 H9 8RB 34 8RB H10 H10 H 0 1 N N N 13.569 -37.398 50.495 3.326 2.209 -2.099 H10 8RB 35 8RB H11 H11 H 0 1 N N N 14.390 -37.217 48.908 2.990 0.551 -2.654 H11 8RB 36 8RB H12 H12 H 0 1 N N N 13.518 -35.823 49.633 1.645 1.646 -2.257 H12 8RB 37 8RB H13 H13 H 0 1 N N N 10.480 -42.992 47.584 7.969 -1.676 1.331 H13 8RB 38 8RB H14 H14 H 0 1 N N N 11.930 -43.028 46.525 8.487 -1.078 -0.264 H14 8RB 39 8RB H15 H15 H 0 1 N N N 12.071 -43.484 48.256 8.567 -0.008 1.156 H15 8RB 40 8RB H16 H16 H 0 1 N N N 13.983 -41.537 47.662 6.536 1.011 2.076 H16 8RB 41 # 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 8RB O3 C8 DOUB N N 1 8RB CL C11 SING N N 2 8RB C8 O2 SING N N 3 8RB C8 C7 SING N N 4 8RB C10 C11 DOUB Y N 5 8RB C10 C9 SING Y N 6 8RB C6 C7 SING N N 7 8RB C6 C5 SING N N 8 8RB C11 C2 SING Y N 9 8RB C9 C5 SING Y N 10 8RB C9 C4 DOUB Y N 11 8RB C5 N DOUB Y N 12 8RB C2 O SING N N 13 8RB C2 C3 DOUB Y N 14 8RB O C1 SING N N 15 8RB C16 C15 SING N N 16 8RB C15 C14 DOUB Y N 17 8RB C15 N1 SING Y N 18 8RB C14 C13 SING Y N 19 8RB N1 N2 DOUB Y N 20 8RB C4 C3 SING Y N 21 8RB C4 O1 SING Y N 22 8RB C13 C12 DOUB Y N 23 8RB N O1 SING Y N 24 8RB N2 C12 SING Y N 25 8RB C12 C1 SING N N 26 8RB C1 C SING N N 27 8RB C6 H1 SING N N 28 8RB C6 H2 SING N N 29 8RB C7 H3 SING N N 30 8RB C7 H4 SING N N 31 8RB C10 H5 SING N N 32 8RB C13 H6 SING N N 33 8RB O2 H7 SING N N 34 8RB C3 H8 SING N N 35 8RB C1 H9 SING N N 36 8RB C H10 SING N N 37 8RB C H11 SING N N 38 8RB C H12 SING N N 39 8RB C16 H13 SING N N 40 8RB C16 H14 SING N N 41 8RB C16 H15 SING N N 42 8RB C14 H16 SING N N 43 # 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 8RB InChI InChI 1.03 "InChI=1S/C17H16ClN3O4/c1-9-3-4-13(20-19-9)10(2)24-16-8-15-11(7-12(16)18)14(21-25-15)5-6-17(22)23/h3-4,7-8,10H,5-6H2,1-2H3,(H,22,23)/t10-/m1/s1" 8RB InChIKey InChI 1.03 YWASLAPMFGBZQP-SNVBAGLBSA-N 8RB SMILES_CANONICAL CACTVS 3.385 "C[C@@H](Oc1cc2onc(CCC(O)=O)c2cc1Cl)c3ccc(C)nn3" 8RB SMILES CACTVS 3.385 "C[CH](Oc1cc2onc(CCC(O)=O)c2cc1Cl)c3ccc(C)nn3" 8RB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1ccc(nn1)[C@@H](C)Oc2cc3c(cc2Cl)c(no3)CCC(=O)O" 8RB SMILES "OpenEye OEToolkits" 2.0.6 "Cc1ccc(nn1)C(C)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 8RB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[5-chloranyl-6-[(1~{R})-1-(6-methylpyridazin-3-yl)ethoxy]-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 8RB "Create component" 2017-02-27 EBI 8RB "Initial release" 2017-06-21 RCSB #