data_UTH # _chem_comp.id UTH _chem_comp.name "4-((2-(TERT-BUTYL)PHENYL)AMINO)-7-(3,5-dimethylisoxazol-4-yl)-1,8-naphthyridine-3-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H24 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-06-29 _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 416.472 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UTH _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 4BW2 _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 UTH C01 C01 C 0 1 N N N 11.414 5.645 12.606 4.612 2.595 0.698 C01 UTH 1 UTH C02 C02 C 0 1 Y N N 12.349 6.633 11.999 4.881 1.145 0.386 C02 UTH 2 UTH N01 N01 N 0 1 Y N N 12.126 7.909 12.163 6.031 0.540 0.417 N01 UTH 3 UTH O01 O01 O 0 1 Y N N 13.170 8.585 11.477 5.937 -0.627 0.118 O01 UTH 4 UTH C03 C03 C 0 1 Y N N 13.970 7.664 10.926 4.674 -0.971 -0.161 C03 UTH 5 UTH C04 C04 C 0 1 N N N 15.132 8.176 10.160 4.178 -2.334 -0.570 C04 UTH 6 UTH C05 C05 C 0 1 Y N N 13.504 6.424 11.217 3.924 0.161 0.005 C05 UTH 7 UTH C06 C06 C 0 1 Y N N 14.059 5.118 10.801 2.463 0.326 -0.173 C06 UTH 8 UTH C07 C07 C 0 1 Y N N 14.353 4.867 9.467 1.691 -0.780 -0.557 C07 UTH 9 UTH C08 C08 C 0 1 Y N N 14.854 3.655 9.123 0.343 -0.638 -0.723 C08 UTH 10 UTH C09 C09 C 0 1 Y N N 15.061 2.667 10.110 -0.226 0.627 -0.500 C09 UTH 11 UTH C10 C10 C 0 1 Y N N 15.598 1.365 9.823 -1.614 0.843 -0.654 C10 UTH 12 UTH N02 N02 N 0 1 N N N 15.919 0.899 8.544 -2.457 -0.180 -1.028 N02 UTH 13 UTH C11 C11 C 0 1 Y N N 16.289 1.663 7.376 -2.087 -1.508 -0.798 C11 UTH 14 UTH C12 C12 C 0 1 Y N N 17.569 2.213 7.344 -1.683 -2.311 -1.857 C12 UTH 15 UTH C13 C13 C 0 1 Y N N 17.991 2.952 6.252 -1.318 -3.623 -1.627 C13 UTH 16 UTH C14 C14 C 0 1 Y N N 17.154 3.154 5.179 -1.355 -4.138 -0.344 C14 UTH 17 UTH C15 C15 C 0 1 Y N N 15.878 2.620 5.173 -1.758 -3.342 0.712 C15 UTH 18 UTH C16 C16 C 0 1 Y N N 15.404 1.876 6.249 -2.119 -2.027 0.490 C16 UTH 19 UTH C17 C17 C 0 1 N N N 13.968 1.295 6.167 -2.552 -1.158 1.643 C17 UTH 20 UTH C18 C18 C 0 1 N N N 13.134 2.001 5.080 -2.722 -2.020 2.895 C18 UTH 21 UTH C19 C19 C 0 1 N N N 13.166 1.428 7.464 -1.490 -0.087 1.901 C19 UTH 22 UTH C20 C20 C 0 1 N N N 14.017 -0.179 5.788 -3.883 -0.485 1.302 C20 UTH 23 UTH C21 C21 C 0 1 Y N N 15.724 0.509 10.952 -2.106 2.138 -0.412 C21 UTH 24 UTH C22 C22 C 0 1 Y N N 15.370 0.972 12.214 -1.210 3.150 -0.033 C22 UTH 25 UTH N1 N1 N 0 1 Y N N 14.878 2.151 12.491 0.071 2.919 0.102 N1 UTH 26 UTH C23 C23 C 0 1 Y N N 14.729 3.013 11.444 0.604 1.707 -0.113 C23 UTH 27 UTH C1 C1 C 0 1 N N N 16.288 -0.868 10.876 -3.540 2.428 -0.556 C1 UTH 28 UTH O02 O02 O 0 1 N N N 16.676 -1.226 9.691 -4.018 3.644 -0.223 O02 UTH 29 UTH O1 O1 O 0 1 N N N 16.447 -1.557 11.876 -4.294 1.572 -0.975 O1 UTH 30 UTH N51 N51 N 0 1 Y N N 14.223 4.234 11.788 1.915 1.510 0.039 N51 UTH 31 UTH H011 H011 H 0 0 N N N 10.615 6.177 13.142 4.700 3.185 -0.214 H011 UTH 32 UTH H012 H012 H 0 0 N N N 10.972 5.023 11.813 3.605 2.699 1.102 H012 UTH 33 UTH H013 H013 H 0 0 N N N 11.965 5.004 13.311 5.337 2.949 1.431 H013 UTH 34 UTH H041 H041 H 0 0 N N N 15.130 9.276 10.182 5.016 -3.029 -0.609 H041 UTH 35 UTH H042 H042 H 0 0 N N N 16.063 7.802 10.612 3.447 -2.687 0.157 H042 UTH 36 UTH H043 H043 H 0 0 N N N 15.065 7.830 9.118 3.711 -2.271 -1.553 H043 UTH 37 UTH H07 H07 H 0 1 N N N 14.185 5.625 8.716 2.160 -1.739 -0.721 H07 UTH 38 UTH H08 H08 H 0 1 N N N 15.095 3.445 8.091 -0.270 -1.477 -1.018 H08 UTH 39 UTH H02 H02 H 0 1 N N N 15.888 -0.093 8.423 -3.306 0.021 -1.450 H02 UTH 40 UTH H12 H12 H 0 1 N N N 18.238 2.061 8.178 -1.653 -1.910 -2.860 H12 UTH 41 UTH H13 H13 H 0 1 N N N 18.985 3.373 6.242 -1.003 -4.248 -2.450 H13 UTH 42 UTH H14 H14 H 0 1 N N N 17.496 3.734 4.335 -1.070 -5.164 -0.167 H14 UTH 43 UTH H15 H15 H 0 1 N N N 15.238 2.783 4.318 -1.786 -3.747 1.713 H15 UTH 44 UTH H181 H181 H 0 0 N N N 12.125 1.565 5.050 -1.774 -2.500 3.138 H181 UTH 45 UTH H182 H182 H 0 0 N N N 13.063 3.074 5.312 -3.035 -1.392 3.729 H182 UTH 46 UTH H183 H183 H 0 0 N N N 13.619 1.869 4.102 -3.479 -2.783 2.711 H183 UTH 47 UTH H191 H191 H 0 0 N N N 12.165 0.994 7.323 -1.739 0.814 1.342 H191 UTH 48 UTH H192 H192 H 0 0 N N N 13.686 0.894 8.273 -1.458 0.143 2.966 H192 UTH 49 UTH H193 H193 H 0 0 N N N 13.071 2.491 7.729 -0.516 -0.457 1.580 H193 UTH 50 UTH H201 H201 H 0 0 N N N 12.993 -0.578 5.733 -4.625 -1.247 1.063 H201 UTH 51 UTH H202 H202 H 0 0 N N N 14.506 -0.290 4.809 -4.224 0.099 2.157 H202 UTH 52 UTH H203 H203 H 0 0 N N N 14.587 -0.734 6.548 -3.748 0.173 0.443 H203 UTH 53 UTH H22 H22 H 0 1 N N N 15.515 0.295 13.043 -1.588 4.144 0.152 H22 UTH 54 UTH HA HA H 0 1 N N N 17.087 -2.081 9.737 -4.968 3.787 -0.335 HA UTH 55 # 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 UTH C01 C02 SING N N 1 UTH C02 N01 DOUB Y N 2 UTH C02 C05 SING Y N 3 UTH N01 O01 SING Y N 4 UTH O01 C03 SING Y N 5 UTH C03 C04 SING N N 6 UTH C03 C05 DOUB Y N 7 UTH C05 C06 SING N N 8 UTH C06 C07 DOUB Y N 9 UTH C06 N51 SING Y N 10 UTH C07 C08 SING Y N 11 UTH C08 C09 DOUB Y N 12 UTH C09 C10 SING Y N 13 UTH C09 C23 SING Y N 14 UTH C10 N02 SING N N 15 UTH C10 C21 DOUB Y N 16 UTH N02 C11 SING N N 17 UTH C11 C12 SING Y N 18 UTH C11 C16 DOUB Y N 19 UTH C12 C13 DOUB Y N 20 UTH C13 C14 SING Y N 21 UTH C14 C15 DOUB Y N 22 UTH C15 C16 SING Y N 23 UTH C16 C17 SING N N 24 UTH C17 C18 SING N N 25 UTH C17 C19 SING N N 26 UTH C17 C20 SING N N 27 UTH C21 C22 SING Y N 28 UTH C21 C1 SING N N 29 UTH C22 N1 DOUB Y N 30 UTH N1 C23 SING Y N 31 UTH C23 N51 DOUB Y N 32 UTH C1 O02 SING N N 33 UTH C1 O1 DOUB N N 34 UTH C01 H011 SING N N 35 UTH C01 H012 SING N N 36 UTH C01 H013 SING N N 37 UTH C04 H041 SING N N 38 UTH C04 H042 SING N N 39 UTH C04 H043 SING N N 40 UTH C07 H07 SING N N 41 UTH C08 H08 SING N N 42 UTH N02 H02 SING N N 43 UTH C12 H12 SING N N 44 UTH C13 H13 SING N N 45 UTH C14 H14 SING N N 46 UTH C15 H15 SING N N 47 UTH C18 H181 SING N N 48 UTH C18 H182 SING N N 49 UTH C18 H183 SING N N 50 UTH C19 H191 SING N N 51 UTH C19 H192 SING N N 52 UTH C19 H193 SING N N 53 UTH C20 H201 SING N N 54 UTH C20 H202 SING N N 55 UTH C20 H203 SING N N 56 UTH C22 H22 SING N N 57 UTH O02 HA SING N N 58 # 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 UTH SMILES ACDLabs 12.01 "O=C(O)c4c(Nc1ccccc1C(C)(C)C)c3c(nc(c2c(onc2C)C)cc3)nc4" UTH InChI InChI 1.03 "InChI=1S/C24H24N4O3/c1-13-20(14(2)31-28-13)19-11-10-15-21(16(23(29)30)12-25-22(15)27-19)26-18-9-7-6-8-17(18)24(3,4)5/h6-12H,1-5H3,(H,29,30)(H,25,26,27)" UTH InChIKey InChI 1.03 PTXRSHPWCLHNBN-UHFFFAOYSA-N UTH SMILES_CANONICAL CACTVS 3.385 "Cc1onc(C)c1c2ccc3c(Nc4ccccc4C(C)(C)C)c(cnc3n2)C(O)=O" UTH SMILES CACTVS 3.385 "Cc1onc(C)c1c2ccc3c(Nc4ccccc4C(C)(C)C)c(cnc3n2)C(O)=O" UTH SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(c(on1)C)c2ccc3c(c(cnc3n2)C(=O)O)Nc4ccccc4C(C)(C)C" UTH SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(c(on1)C)c2ccc3c(c(cnc3n2)C(=O)O)Nc4ccccc4C(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 UTH "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(2-tert-butylphenyl)amino]-7-(3,5-dimethyl-1,2-oxazol-4-yl)-1,8-naphthyridine-3-carboxylic acid" UTH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[(2-tert-butylphenyl)amino]-7-(3,5-dimethyl-1,2-oxazol-4-yl)-1,8-naphthyridine-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 UTH "Create component" 2013-06-29 EBI UTH "Initial release" 2013-09-11 RCSB UTH "Modify descriptor" 2014-09-05 RCSB #