data_A82 # _chem_comp.id A82 _chem_comp.name "2-[[(1R)-1-(7-methyl-2-morpholin-4-yl-4-oxidanylidene-pyrido[1,2-a]pyrimidin-9-yl)ethyl]amino]benzoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-06-30 _chem_comp.pdbx_modified_date 2014-10-17 _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 408.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A82 _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 4URK _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 A82 C1 C1 C 0 1 N N N 41.533 16.321 33.558 -2.939 3.199 -0.376 C1 A82 1 A82 C2 C2 C 0 1 N N N 41.228 15.261 32.810 -3.594 2.035 -0.581 C2 A82 2 A82 N3 N3 N 0 1 N N N 42.182 14.635 32.050 -3.008 0.842 -0.276 N3 A82 3 A82 C4 C4 C 0 1 N N N 43.504 15.083 32.051 -1.744 0.805 0.242 C4 A82 4 A82 N5 N5 N 0 1 N N N 44.422 14.499 31.356 -1.162 -0.354 0.543 N5 A82 5 A82 C6 C6 C 0 1 N N N 44.130 13.411 30.585 -1.789 -1.511 0.349 C6 A82 6 A82 C7 C7 C 0 1 N N N 42.889 12.909 30.512 -3.079 -1.520 -0.177 C7 A82 7 A82 C8 C8 C 0 1 N N N 41.806 13.536 31.291 -3.685 -0.306 -0.491 C8 A82 8 A82 O9 O9 O 0 1 N N N 40.687 13.044 31.211 -4.815 -0.280 -0.954 O9 A82 9 A82 N10 N10 N 0 1 N N N 45.157 12.840 29.869 -1.163 -2.701 0.668 N10 A82 10 A82 C11 C11 C 0 1 N N N 44.876 12.165 28.611 -1.520 -3.954 -0.017 C11 A82 11 A82 C12 C12 C 0 1 N N N 46.075 11.338 28.223 -0.231 -4.618 -0.514 C12 A82 12 A82 O13 O13 O 0 1 N N N 47.230 12.169 28.176 0.690 -4.730 0.574 O13 A82 13 A82 C14 C14 C 0 1 N N N 47.548 12.616 29.487 1.103 -3.476 1.123 C14 A82 14 A82 C15 C15 C 0 1 N N N 46.440 13.535 29.924 -0.114 -2.753 1.700 C15 A82 15 A82 C16 C16 C 0 1 N N N 43.869 16.276 32.882 -1.046 2.007 0.463 C16 A82 16 A82 C17 C17 C 0 1 N N N 42.873 16.826 33.590 -1.641 3.193 0.155 C17 A82 17 A82 C18 C18 C 0 1 N N R 45.298 16.756 32.905 0.349 1.983 1.033 C18 A82 18 A82 C19 C19 C 0 1 N N N 45.656 17.477 31.632 0.306 1.431 2.460 C19 A82 19 A82 C20 C20 C 0 1 N N N 40.522 17.020 34.386 -3.602 4.506 -0.725 C20 A82 20 A82 N21 N21 N 0 1 N N N 45.526 17.705 33.981 1.201 1.127 0.204 N21 A82 21 A82 C22 C22 C 0 1 Y N N 46.194 17.189 35.114 2.574 1.329 0.181 C22 A82 22 A82 C23 C23 C 0 1 Y N N 47.834 17.451 36.869 4.759 0.827 -0.735 C23 A82 23 A82 C24 C24 C 0 1 Y N N 47.186 17.928 35.748 3.378 0.614 -0.722 C24 A82 24 A82 C25 C25 C 0 1 Y N N 47.480 16.225 37.389 5.322 1.734 0.136 C25 A82 25 A82 C26 C26 C 0 1 Y N N 45.850 15.967 35.671 3.161 2.243 1.047 C26 A82 26 A82 C27 C27 C 0 1 Y N N 46.488 15.479 36.791 4.526 2.442 1.022 C27 A82 27 A82 C28 C28 C 0 1 N N N 47.627 19.243 35.241 2.769 -0.355 -1.650 C28 A82 28 A82 O29 O29 O 0 1 N N N 46.543 20.060 35.151 3.553 -1.128 -2.427 O29 A82 29 A82 O30 O30 O 0 1 N N N 48.790 19.518 34.969 1.560 -0.456 -1.715 O30 A82 30 A82 H2 H2 H 0 1 N N N 40.214 14.890 32.802 -4.593 2.050 -0.990 H2 A82 31 A82 H17 H17 H 0 1 N N N 43.089 17.684 34.209 -1.117 4.123 0.320 H17 A82 32 A82 H201 H201 H 0 0 N N N 40.997 17.860 34.914 -4.597 4.313 -1.126 H201 A82 33 A82 H202 H202 H 0 0 N N N 39.718 17.401 33.739 -3.685 5.122 0.171 H202 A82 34 A82 H203 H203 H 0 0 N N N 40.100 16.317 35.120 -3.005 5.029 -1.472 H203 A82 35 A82 H7 H7 H 0 1 N N N 42.684 12.052 29.887 -3.599 -2.452 -0.340 H7 A82 36 A82 H111 H111 H 0 0 N N N 43.999 11.511 28.730 -2.032 -4.619 0.678 H111 A82 37 A82 H112 H112 H 0 0 N N N 44.673 12.911 27.829 -2.171 -3.736 -0.864 H112 A82 38 A82 H151 H151 H 0 0 N N N 46.409 14.409 29.257 0.166 -1.740 1.989 H151 A82 39 A82 H152 H152 H 0 0 N N N 46.629 13.867 30.955 -0.482 -3.296 2.570 H152 A82 40 A82 H121 H121 H 0 0 N N N 46.227 10.541 28.966 -0.459 -5.611 -0.902 H121 A82 41 A82 H122 H122 H 0 0 N N N 45.906 10.889 27.233 0.211 -4.010 -1.304 H122 A82 42 A82 H141 H141 H 0 0 N N N 47.618 11.758 30.171 1.834 -3.648 1.913 H141 A82 43 A82 H142 H142 H 0 0 N N N 48.506 13.157 29.479 1.549 -2.865 0.339 H142 A82 44 A82 H18 H18 H 0 1 N N N 45.965 15.890 33.026 0.754 2.994 1.047 H18 A82 45 A82 H191 H191 H 0 0 N N N 46.702 17.813 31.682 1.315 1.413 2.873 H191 A82 46 A82 H192 H192 H 0 0 N N N 45.530 16.796 30.777 -0.328 2.067 3.077 H192 A82 47 A82 H193 H193 H 0 0 N N N 44.997 18.349 31.507 -0.098 0.419 2.446 H193 A82 48 A82 H21 H21 H 0 1 N N N 46.074 18.458 33.617 0.806 0.419 -0.329 H21 A82 49 A82 H26 H26 H 0 1 N N N 45.063 15.383 35.216 2.547 2.799 1.740 H26 A82 50 A82 H23 H23 H 0 1 N N N 48.614 18.035 37.336 5.384 0.281 -1.426 H23 A82 51 A82 H25 H25 H 0 1 N N N 47.982 15.848 38.268 6.390 1.897 0.125 H25 A82 52 A82 H27 H27 H 0 1 N N N 46.212 14.517 37.198 4.977 3.150 1.701 H27 A82 53 A82 H29 H29 H 0 1 N N N 46.815 20.914 34.835 3.107 -1.749 -3.020 H29 A82 54 # 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 A82 C1 C2 DOUB N N 1 A82 C1 C17 SING N N 2 A82 C1 C20 SING N N 3 A82 C2 N3 SING N N 4 A82 N3 C4 SING N N 5 A82 N3 C8 SING N N 6 A82 C4 N5 DOUB N N 7 A82 C4 C16 SING N N 8 A82 N5 C6 SING N N 9 A82 C6 C7 DOUB N N 10 A82 C6 N10 SING N N 11 A82 C7 C8 SING N N 12 A82 C8 O9 DOUB N N 13 A82 N10 C11 SING N N 14 A82 N10 C15 SING N N 15 A82 C11 C12 SING N N 16 A82 C12 O13 SING N N 17 A82 O13 C14 SING N N 18 A82 C14 C15 SING N N 19 A82 C16 C17 DOUB N N 20 A82 C16 C18 SING N N 21 A82 C18 C19 SING N N 22 A82 C18 N21 SING N N 23 A82 N21 C22 SING N N 24 A82 C22 C24 SING Y N 25 A82 C22 C26 DOUB Y N 26 A82 C23 C24 DOUB Y N 27 A82 C23 C25 SING Y N 28 A82 C24 C28 SING N N 29 A82 C25 C27 DOUB Y N 30 A82 C26 C27 SING Y N 31 A82 C28 O29 SING N N 32 A82 C28 O30 DOUB N N 33 A82 C2 H2 SING N N 34 A82 C17 H17 SING N N 35 A82 C20 H201 SING N N 36 A82 C20 H202 SING N N 37 A82 C20 H203 SING N N 38 A82 C7 H7 SING N N 39 A82 C11 H111 SING N N 40 A82 C11 H112 SING N N 41 A82 C15 H151 SING N N 42 A82 C15 H152 SING N N 43 A82 C12 H121 SING N N 44 A82 C12 H122 SING N N 45 A82 C14 H141 SING N N 46 A82 C14 H142 SING N N 47 A82 C18 H18 SING N N 48 A82 C19 H191 SING N N 49 A82 C19 H192 SING N N 50 A82 C19 H193 SING N N 51 A82 N21 H21 SING N N 52 A82 C26 H26 SING N N 53 A82 C23 H23 SING N N 54 A82 C25 H25 SING N N 55 A82 C27 H27 SING N N 56 A82 O29 H29 SING N N 57 # 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 A82 SMILES ACDLabs 12.01 "O=C(O)c1ccccc1NC(C=4C3=NC(N2CCOCC2)=CC(=O)N3C=C(C=4)C)C" A82 InChI InChI 1.03 "InChI=1S/C22H24N4O4/c1-14-11-17(15(2)23-18-6-4-3-5-16(18)22(28)29)21-24-19(12-20(27)26(21)13-14)25-7-9-30-10-8-25/h3-6,11-13,15,23H,7-10H2,1-2H3,(H,28,29)/t15-/m1/s1" A82 InChIKey InChI 1.03 IRTDIKMSKMREGO-OAHLLOKOSA-N A82 SMILES_CANONICAL CACTVS 3.385 "C[C@@H](Nc1ccccc1C(O)=O)C2=CC(=CN3C(=O)C=C(N=C23)N4CCOCC4)C" A82 SMILES CACTVS 3.385 "C[CH](Nc1ccccc1C(O)=O)C2=CC(=CN3C(=O)C=C(N=C23)N4CCOCC4)C" A82 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=CN2C(=O)C=C(N=C2C(=C1)[C@@H](C)Nc3ccccc3C(=O)O)N4CCOCC4" A82 SMILES "OpenEye OEToolkits" 1.7.6 "CC1=CN2C(=O)C=C(N=C2C(=C1)C(C)Nc3ccccc3C(=O)O)N4CCOCC4" # 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 A82 "SYSTEMATIC NAME" ACDLabs 12.01 "2-({(1R)-1-[7-methyl-2-(morpholin-4-yl)-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl]ethyl}amino)benzoic acid" A82 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[[(1R)-1-(7-methyl-2-morpholin-4-yl-4-oxidanylidene-pyrido[1,2-a]pyrimidin-9-yl)ethyl]amino]benzoic 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 A82 "Create component" 2014-06-30 EBI A82 "Initial release" 2014-10-22 RCSB #