data_4BI # _chem_comp.id 4BI _chem_comp.name "(2S)-tert-butoxy[4-(4-chlorophenyl)-2-methylquinolin-3-yl]ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 Cl N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-09 _chem_comp.pdbx_modified_date 2014-06-20 _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 383.868 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4BI _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 4NYF _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 4BI N1 N1 N 0 1 Y N N 18.660 64.403 8.433 -3.182 -1.423 0.065 N1 4BI 1 4BI C2 C2 C 0 1 Y N N 18.592 64.586 9.772 -2.399 -2.497 0.204 C2 4BI 2 4BI C3 C3 C 0 1 Y N N 19.666 64.217 10.665 -0.991 -2.352 0.199 C3 4BI 3 4BI C4 C4 C 0 1 Y N N 20.864 63.613 10.053 -0.436 -1.057 0.046 C4 4BI 4 4BI C5 C5 C 0 1 Y N N 20.931 63.419 8.591 -1.312 0.011 -0.094 C5 4BI 5 4BI C6 C6 C 0 1 Y N N 19.773 63.840 7.840 -2.683 -0.218 -0.078 C6 4BI 6 4BI C7 C7 C 0 1 Y N N 19.467 64.469 12.086 -0.175 -3.482 0.346 C7 4BI 7 4BI C8 C8 C 0 1 Y N N 18.274 65.058 12.586 -0.746 -4.711 0.492 C8 4BI 8 4BI C9 C9 C 0 1 Y N N 17.243 65.412 11.689 -2.131 -4.858 0.496 C9 4BI 9 4BI C10 C10 C 0 1 Y N N 17.411 65.173 10.295 -2.952 -3.781 0.356 C10 4BI 10 4BI C11 C11 C 0 1 N N S 22.205 62.781 7.937 -0.781 1.412 -0.260 C11 4BI 11 4BI C12 C12 C 0 1 N N N 21.996 61.284 7.536 -0.934 1.840 -1.696 C12 4BI 12 4BI O13 O13 O 0 1 N N N 22.750 60.852 6.400 -0.249 1.208 -2.662 O13 4BI 13 4BI O14 O14 O 0 1 N N N 21.197 60.595 8.238 -1.673 2.753 -1.979 O14 4BI 14 4BI O15 O15 O 0 1 N N N 22.737 63.538 6.792 -1.513 2.303 0.584 O15 4BI 15 4BI C16 C16 C 0 1 N N N 23.681 64.644 6.956 -0.756 3.425 1.041 C16 4BI 16 4BI C17 C17 C 0 1 N N N 19.623 63.738 6.341 -3.622 0.950 -0.229 C17 4BI 17 4BI C18 C18 C 0 1 Y N N 22.018 63.207 10.926 1.031 -0.849 0.035 C18 4BI 18 4BI C19 C19 C 0 1 Y N N 23.017 64.167 11.321 1.806 -1.385 -0.994 C19 4BI 19 4BI C20 C20 C 0 1 Y N N 24.111 63.779 12.144 3.171 -1.189 -0.999 C20 4BI 20 4BI C21 C21 C 0 1 Y N N 24.220 62.432 12.581 3.772 -0.461 0.014 C21 4BI 21 4BI C22 C22 C 0 1 Y N N 23.249 61.466 12.208 3.008 0.073 1.038 C22 4BI 22 4BI C23 C23 C 0 1 Y N N 22.153 61.849 11.385 1.641 -0.112 1.050 C23 4BI 23 4BI CL CL CL 0 0 N N N 25.539 61.966 13.572 5.491 -0.219 0.002 CL24 4BI 24 4BI C25 C25 C 0 1 N N N 22.996 65.940 7.393 -0.272 4.237 -0.162 C25 4BI 25 4BI C26 C26 C 0 1 N N N 24.828 64.313 7.940 -1.635 4.305 1.931 C26 4BI 26 4BI C27 C27 C 0 1 N N N 24.282 64.856 5.557 0.451 2.933 1.843 C27 4BI 27 4BI H7 H7 H 0 1 N N N 20.249 64.200 12.780 0.900 -3.380 0.343 H7 4BI 28 4BI H8 H8 H 0 1 N N N 18.157 65.234 13.645 -0.117 -5.581 0.605 H8 4BI 29 4BI H9 H9 H 0 1 N N N 16.333 65.861 12.057 -2.561 -5.842 0.613 H9 4BI 30 4BI H10 H10 H 0 1 N N N 16.616 65.446 9.617 -4.024 -3.913 0.362 H10 4BI 31 4BI H11 H11 H 0 1 N N N 22.981 62.783 8.716 0.274 1.435 0.016 H11 4BI 32 4BI H17 H17 H 0 1 N N N 18.644 64.141 6.042 -3.859 1.357 0.754 H17 4BI 33 4BI H17A H17A H 0 0 N N N 20.422 64.315 5.853 -3.148 1.721 -0.837 H17A 4BI 34 4BI H17B H17B H 0 0 N N N 19.694 62.683 6.036 -4.540 0.618 -0.715 H17B 4BI 35 4BI H19 H19 H 0 1 N N N 22.935 65.191 10.989 1.338 -1.954 -1.784 H19 4BI 36 4BI H20 H20 H 0 1 N N N 24.855 64.506 12.435 3.772 -1.604 -1.794 H20 4BI 37 4BI H22 H22 H 0 1 N N N 23.342 60.445 12.547 3.482 0.639 1.826 H22 4BI 38 4BI H23 H23 H 0 1 N N N 21.415 61.113 11.102 1.045 0.309 1.846 H23 4BI 39 4BI H25 H25 H 0 1 N N N 23.749 66.735 7.501 -1.131 4.588 -0.733 H25 4BI 40 4BI H25A H25A H 0 0 N N N 22.255 66.237 6.636 0.306 5.093 0.187 H25A 4BI 41 4BI H25B H25B H 0 0 N N N 22.491 65.781 8.357 0.355 3.610 -0.795 H25B 4BI 42 4BI H26 H26 H 0 1 N N N 25.502 65.178 8.022 -1.980 3.727 2.788 H26 4BI 43 4BI H26A H26A H 0 0 N N N 24.407 64.081 8.929 -1.058 5.161 2.280 H26A 4BI 44 4BI H26B H26B H 0 0 N N N 25.390 63.444 7.568 -2.495 4.656 1.359 H26B 4BI 45 4BI H27 H27 H 0 1 N N N 25.011 65.679 5.591 1.077 2.306 1.209 H27 4BI 46 4BI H27A H27A H 0 0 N N N 24.786 63.934 5.231 1.029 3.789 2.192 H27A 4BI 47 4BI H27B H27B H 0 0 N N N 23.480 65.106 4.847 0.106 2.354 2.700 H27B 4BI 48 4BI H221 H221 H 0 0 N N N 22.568 59.936 6.228 -0.380 1.518 -3.568 H221 4BI 49 # 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 4BI N1 C2 DOUB Y N 1 4BI N1 C6 SING Y N 2 4BI C2 C3 SING Y N 3 4BI C2 C10 SING Y N 4 4BI C3 C4 DOUB Y N 5 4BI C3 C7 SING Y N 6 4BI C4 C5 SING Y N 7 4BI C4 C18 SING N N 8 4BI C5 C6 DOUB Y N 9 4BI C5 C11 SING N N 10 4BI C6 C17 SING N N 11 4BI C7 C8 DOUB Y N 12 4BI C7 H7 SING N N 13 4BI C8 C9 SING Y N 14 4BI C8 H8 SING N N 15 4BI C9 C10 DOUB Y N 16 4BI C9 H9 SING N N 17 4BI C10 H10 SING N N 18 4BI C11 C12 SING N N 19 4BI C11 O15 SING N N 20 4BI C11 H11 SING N N 21 4BI C12 O13 SING N N 22 4BI C12 O14 DOUB N N 23 4BI O15 C16 SING N N 24 4BI C16 C25 SING N N 25 4BI C16 C26 SING N N 26 4BI C16 C27 SING N N 27 4BI C17 H17 SING N N 28 4BI C17 H17A SING N N 29 4BI C17 H17B SING N N 30 4BI C18 C19 DOUB Y N 31 4BI C18 C23 SING Y N 32 4BI C19 C20 SING Y N 33 4BI C19 H19 SING N N 34 4BI C20 C21 DOUB Y N 35 4BI C20 H20 SING N N 36 4BI C21 C22 SING Y N 37 4BI C21 CL SING N N 38 4BI C22 C23 DOUB Y N 39 4BI C22 H22 SING N N 40 4BI C23 H23 SING N N 41 4BI C25 H25 SING N N 42 4BI C25 H25A SING N N 43 4BI C25 H25B SING N N 44 4BI C26 H26 SING N N 45 4BI C26 H26A SING N N 46 4BI C26 H26B SING N N 47 4BI C27 H27 SING N N 48 4BI C27 H27A SING N N 49 4BI C27 H27B SING N N 50 4BI O13 H221 SING N N 51 # 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 4BI SMILES ACDLabs 12.01 "O=C(O)C(OC(C)(C)C)c1c(c2ccccc2nc1C)c3ccc(Cl)cc3" 4BI InChI InChI 1.03 "InChI=1S/C22H22ClNO3/c1-13-18(20(21(25)26)27-22(2,3)4)19(14-9-11-15(23)12-10-14)16-7-5-6-8-17(16)24-13/h5-12,20H,1-4H3,(H,25,26)/t20-/m0/s1" 4BI InChIKey InChI 1.03 BCLKGXWEVQRUHG-FQEVSTJZSA-N 4BI SMILES_CANONICAL CACTVS 3.385 "Cc1nc2ccccc2c(c3ccc(Cl)cc3)c1[C@H](OC(C)(C)C)C(O)=O" 4BI SMILES CACTVS 3.385 "Cc1nc2ccccc2c(c3ccc(Cl)cc3)c1[CH](OC(C)(C)C)C(O)=O" 4BI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c2ccccc2n1)c3ccc(cc3)Cl)[C@@H](C(=O)O)OC(C)(C)C" 4BI SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c2ccccc2n1)c3ccc(cc3)Cl)C(C(=O)O)OC(C)(C)C" # 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 4BI "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-tert-butoxy[4-(4-chlorophenyl)-2-methylquinolin-3-yl]ethanoic acid" 4BI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[4-(4-chlorophenyl)-2-methyl-quinolin-3-yl]-2-[(2-methylpropan-2-yl)oxy]ethanoic 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 4BI "Create component" 2014-01-09 RCSB 4BI "Initial release" 2014-06-25 RCSB #