data_S5B # _chem_comp.id S5B _chem_comp.name "4-[(2-tert-butylphenyl)amino]-7-(3,5-dimethyl-1,2-oxazol-4-yl)quinoline-3-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-02-26 _chem_comp.pdbx_modified_date 2014-09-05 _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 415.484 _chem_comp.one_letter_code ? _chem_comp.three_letter_code S5B _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 4AKN _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 S5B C01 C01 C 0 1 N N N 39.880 6.066 3.875 4.693 0.255 2.419 C01 S5B 1 S5B C02 C02 C 0 1 Y N N 40.097 6.603 2.501 4.929 0.045 0.945 C02 S5B 2 S5B N01 N01 N 0 1 Y N N 39.227 7.429 1.990 6.071 0.087 0.325 N01 S5B 3 S5B O01 O01 O 0 1 Y N N 39.702 7.755 0.692 5.950 -0.122 -0.859 O01 S5B 4 S5B C03 C03 C 0 1 Y N N 40.853 7.104 0.496 4.673 -0.338 -1.200 C03 S5B 5 S5B C04 C04 C 0 1 N N N 41.518 7.320 -0.811 4.142 -0.630 -2.580 C04 S5B 6 S5B C05 C05 C 0 1 Y N N 41.151 6.367 1.594 3.948 -0.246 -0.044 C05 S5B 7 S5B C06 C06 C 0 1 Y N N 42.333 5.491 1.769 2.485 -0.407 0.135 C06 S5B 8 S5B C07 C07 C 0 1 Y N N 42.548 4.419 0.908 1.710 0.687 0.547 C07 S5B 9 S5B C08 C08 C 0 1 Y N N 43.631 3.609 1.056 0.366 0.560 0.717 C08 S5B 10 S5B C09 C09 C 0 1 Y N N 44.573 3.826 2.096 -0.257 -0.674 0.480 C09 S5B 11 S5B C10 C10 C 0 1 Y N N 45.736 3.010 2.311 -1.653 -0.831 0.651 C10 S5B 12 S5B N02 N02 N 0 1 N N N 46.012 1.923 1.511 -2.443 0.224 1.054 N02 S5B 13 S5B C11 C11 C 0 1 Y N N 44.998 0.963 1.170 -2.017 1.538 0.839 C11 S5B 14 S5B C12 C12 C 0 1 Y N N 43.961 0.675 2.060 -1.566 2.306 1.905 C12 S5B 15 S5B C13 C13 C 0 1 Y N N 42.976 -0.230 1.710 -1.145 3.604 1.689 C13 S5B 16 S5B C14 C14 C 0 1 Y N N 43.013 -0.859 0.487 -1.173 4.139 0.414 C14 S5B 17 S5B C15 C15 C 0 1 Y N N 44.032 -0.586 -0.410 -1.621 3.376 -0.649 C15 S5B 18 S5B C16 C16 C 0 1 Y N N 45.037 0.326 -0.100 -2.038 2.076 -0.441 C16 S5B 19 S5B C17 C17 C 0 1 N N N 46.146 0.587 -1.146 -2.522 1.244 -1.601 C17 S5B 20 S5B C18 C18 C 0 1 N N N 46.357 2.088 -1.359 -2.671 2.132 -2.838 C18 S5B 21 S5B C19 C19 C 0 1 N N N 47.473 -0.022 -0.687 -1.509 0.134 -1.890 C19 S5B 22 S5B C20 C20 C 0 1 N N N 45.801 -0.027 -2.508 -3.875 0.622 -1.254 C20 S5B 23 S5B C21 C21 C 0 1 Y N N 46.587 3.355 3.391 -2.206 -2.096 0.396 C21 S5B 24 S5B C22 C22 C 0 1 Y N N 46.249 4.459 4.172 -1.365 -3.144 -0.012 C22 S5B 25 S5B N1 N1 N 0 1 Y N N 45.197 5.223 4.015 -0.078 -2.972 -0.162 N1 S5B 26 S5B C23 C23 C 0 1 Y N N 44.353 4.918 2.978 0.513 -1.788 0.065 C23 S5B 27 S5B C24 C24 C 0 1 Y N N 43.219 5.737 2.790 1.895 -1.636 -0.110 C24 S5B 28 S5B C1 C1 C 0 1 N N N 47.840 2.619 3.728 -3.650 -2.321 0.557 C1 S5B 29 S5B O02 O02 O 0 1 N N N 48.112 1.612 2.949 -4.191 -3.504 0.203 O02 S5B 30 S5B O1 O1 O 0 1 N N N 48.568 2.967 4.650 -4.356 -1.440 1.008 O1 S5B 31 S5B H011 H011 H 0 0 N N N 38.947 6.477 4.287 4.509 1.312 2.610 H011 S5B 32 S5B H012 H012 H 0 0 N N N 39.810 4.969 3.833 3.827 -0.327 2.734 H012 S5B 33 S5B H013 H013 H 0 0 N N N 40.723 6.355 4.519 5.571 -0.068 2.978 H013 S5B 34 S5B H041 H041 H 0 0 N N N 40.917 8.012 -1.419 4.967 -0.643 -3.292 H041 S5B 35 S5B H042 H042 H 0 0 N N N 42.517 7.749 -0.647 3.647 -1.602 -2.580 H042 S5B 36 S5B H043 H043 H 0 0 N N N 41.614 6.359 -1.337 3.427 0.142 -2.865 H043 S5B 37 S5B H07 H07 H 0 1 N N N 41.845 4.227 0.111 2.185 1.639 0.730 H07 S5B 38 S5B H24 H24 H 0 1 N N N 43.045 6.568 3.458 2.497 -2.473 -0.431 H24 S5B 39 S5B H08 H08 H 0 1 N N N 43.777 2.787 0.371 -0.221 1.409 1.034 H08 S5B 40 S5B H02 H02 H 0 1 N N N 46.940 1.799 1.159 -3.294 0.055 1.486 H02 S5B 41 S5B H12 H12 H 0 1 N N N 43.928 1.160 3.024 -1.544 1.890 2.901 H12 S5B 42 S5B H13 H13 H 0 1 N N N 42.173 -0.444 2.400 -0.795 4.202 2.518 H13 S5B 43 S5B H14 H14 H 0 1 N N N 42.243 -1.570 0.225 -0.844 5.154 0.248 H14 S5B 44 S5B H15 H15 H 0 1 N N N 44.047 -1.089 -1.366 -1.642 3.797 -1.643 H15 S5B 45 S5B H181 H181 H 0 0 N N N 47.149 2.245 -2.106 -1.707 2.576 -3.086 H181 S5B 46 S5B H182 H182 H 0 0 N N N 45.421 2.543 -1.716 -3.021 1.531 -3.677 H182 S5B 47 S5B H183 H183 H 0 0 N N N 46.652 2.555 -0.408 -3.393 2.923 -2.633 H183 S5B 48 S5B H191 H191 H 0 0 N N N 48.248 0.174 -1.443 -1.786 -0.763 -1.337 H191 S5B 49 S5B H192 H192 H 0 0 N N N 47.772 0.430 0.270 -1.503 -0.084 -2.958 H192 S5B 50 S5B H193 H193 H 0 0 N N N 47.353 -1.108 -0.558 -0.515 0.460 -1.581 H193 S5B 51 S5B H201 H201 H 0 0 N N N 46.613 0.181 -3.221 -4.581 1.410 -0.993 H201 S5B 52 S5B H202 H202 H 0 0 N N N 45.678 -1.115 -2.399 -4.251 0.067 -2.113 H202 S5B 53 S5B H203 H203 H 0 0 N N N 44.864 0.412 -2.881 -3.757 -0.055 -0.408 H203 S5B 54 S5B H22 H22 H 0 1 N N N 46.918 4.708 4.983 -1.793 -4.117 -0.207 H22 S5B 55 S5B HA HA H 0 1 N N N 48.935 1.219 3.214 -5.145 -3.605 0.327 HA S5B 56 # 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 S5B C01 C02 SING N N 1 S5B C02 N01 DOUB Y N 2 S5B C02 C05 SING Y N 3 S5B N01 O01 SING Y N 4 S5B O01 C03 SING Y N 5 S5B C03 C04 SING N N 6 S5B C03 C05 DOUB Y N 7 S5B C05 C06 SING N N 8 S5B C06 C07 DOUB Y N 9 S5B C06 C24 SING Y N 10 S5B C07 C08 SING Y N 11 S5B C08 C09 DOUB Y N 12 S5B C09 C10 SING Y N 13 S5B C09 C23 SING Y N 14 S5B C10 N02 SING N N 15 S5B C10 C21 DOUB Y N 16 S5B N02 C11 SING N N 17 S5B C11 C12 SING Y N 18 S5B C11 C16 DOUB Y N 19 S5B C12 C13 DOUB Y N 20 S5B C13 C14 SING Y N 21 S5B C14 C15 DOUB Y N 22 S5B C15 C16 SING Y N 23 S5B C16 C17 SING N N 24 S5B C17 C18 SING N N 25 S5B C17 C19 SING N N 26 S5B C17 C20 SING N N 27 S5B C21 C22 SING Y N 28 S5B C21 C1 SING N N 29 S5B C22 N1 DOUB Y N 30 S5B N1 C23 SING Y N 31 S5B C23 C24 DOUB Y N 32 S5B C1 O02 SING N N 33 S5B C1 O1 DOUB N N 34 S5B C01 H011 SING N N 35 S5B C01 H012 SING N N 36 S5B C01 H013 SING N N 37 S5B C04 H041 SING N N 38 S5B C04 H042 SING N N 39 S5B C04 H043 SING N N 40 S5B C07 H07 SING N N 41 S5B C24 H24 SING N N 42 S5B C08 H08 SING N N 43 S5B N02 H02 SING N N 44 S5B C12 H12 SING N N 45 S5B C13 H13 SING N N 46 S5B C14 H14 SING N N 47 S5B C15 H15 SING N N 48 S5B C18 H181 SING N N 49 S5B C18 H182 SING N N 50 S5B C18 H183 SING N N 51 S5B C19 H191 SING N N 52 S5B C19 H192 SING N N 53 S5B C19 H193 SING N N 54 S5B C20 H201 SING N N 55 S5B C20 H202 SING N N 56 S5B C20 H203 SING N N 57 S5B C22 H22 SING N N 58 S5B O02 HA SING N N 59 # 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 S5B SMILES ACDLabs 12.01 "O=C(O)c3cnc1cc(ccc1c3Nc2ccccc2C(C)(C)C)c4c(onc4C)C" S5B InChI InChI 1.03 "InChI=1S/C25H25N3O3/c1-14-22(15(2)31-28-14)16-10-11-17-21(12-16)26-13-18(24(29)30)23(17)27-20-9-7-6-8-19(20)25(3,4)5/h6-13H,1-5H3,(H,26,27)(H,29,30)" S5B InChIKey InChI 1.03 OWUQUQCSBQATFQ-UHFFFAOYSA-N S5B SMILES_CANONICAL CACTVS 3.385 "Cc1onc(C)c1c2ccc3c(Nc4ccccc4C(C)(C)C)c(cnc3c2)C(O)=O" S5B SMILES CACTVS 3.385 "Cc1onc(C)c1c2ccc3c(Nc4ccccc4C(C)(C)C)c(cnc3c2)C(O)=O" S5B SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(c(on1)C)c2ccc3c(c2)ncc(c3Nc4ccccc4C(C)(C)C)C(=O)O" S5B SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(c(on1)C)c2ccc3c(c2)ncc(c3Nc4ccccc4C(C)(C)C)C(=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 S5B "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(2-tert-butylphenyl)amino]-7-(3,5-dimethyl-1,2-oxazol-4-yl)quinoline-3-carboxylic acid" S5B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[(2-tert-butylphenyl)amino]-7-(3,5-dimethyl-1,2-oxazol-4-yl)quinoline-3-carboxylic 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 S5B "Create component" 2012-02-26 EBI S5B "Modify descriptor" 2014-09-05 RCSB #