data_LP9 # _chem_comp.id LP9 _chem_comp.name "3-[4-(diethylamino)phenoxy]-6-(ethoxycarbonyl)-5,8-dihydroxy-7-oxo-7,8-dihydro-1,8-naphthyridin-1-ium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 N3 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-02-16 _chem_comp.pdbx_modified_date 2011-06-04 _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 413.424 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LP9 _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 ? _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 LP9 C C C 0 1 Y N N 9.215 8.317 25.271 0.165 -1.250 -0.108 C LP9 1 LP9 N N N 0 1 Y N N 10.603 9.482 27.277 -1.629 -3.338 0.049 N LP9 2 LP9 O O O 0 1 N N N 7.188 6.534 25.928 -0.906 1.417 -0.166 O LP9 3 LP9 C1 C1 C 0 1 Y N N 10.212 9.227 24.937 0.601 -2.565 -0.069 C1 LP9 4 LP9 C2 C2 C 0 1 Y N N 10.915 9.803 25.991 -0.338 -3.589 0.010 C2 LP9 5 LP9 C3 C3 C 0 1 Y N N 9.641 8.601 27.614 -2.103 -2.099 0.009 C3 LP9 6 LP9 C4 C4 C 0 1 Y N N 8.897 7.998 26.596 -1.215 -1.011 -0.065 C4 LP9 7 LP9 N5 N5 N 0 1 N N N 9.375 8.288 28.917 -3.464 -1.882 0.052 N5 LP9 8 LP9 C6 C6 C 0 1 N N N 8.409 7.422 29.348 -3.987 -0.646 0.014 C6 LP9 9 LP9 C7 C7 C 0 1 N N N 7.611 6.783 28.337 -3.125 0.535 -0.050 C7 LP9 10 LP9 C8 C8 C 0 1 N N N 7.870 7.095 26.952 -1.739 0.357 -0.096 C8 LP9 11 LP9 C9 C9 C 0 1 N N N 6.494 5.787 28.699 -3.706 1.880 -0.092 C9 LP9 12 LP9 O10 O10 O 0 1 N N N 5.677 6.044 29.580 -2.991 2.846 -0.280 O10 LP9 13 LP9 O11 O11 O 0 1 N N N 8.245 7.226 30.664 -5.196 -0.504 0.055 O11 LP9 14 LP9 O12 O12 O 0 1 N N N 10.143 8.933 29.916 -4.335 -2.995 0.139 O12 LP9 15 LP9 O13 O13 O 0 1 N N N 10.503 9.533 23.673 1.929 -2.851 -0.109 O13 LP9 16 LP9 C14 C14 C 0 1 Y N N 10.932 10.726 23.276 2.807 -1.813 -0.065 C14 LP9 17 LP9 C15 C15 C 0 1 Y N N 9.992 11.739 23.177 2.912 -1.041 1.082 C15 LP9 18 LP9 C16 C16 C 0 1 Y N N 10.386 13.006 22.742 3.803 0.013 1.127 C16 LP9 19 LP9 C17 C17 C 0 1 Y N N 11.697 13.299 22.357 4.595 0.300 0.023 C17 LP9 20 LP9 C18 C18 C 0 1 Y N N 12.637 12.268 22.474 4.489 -0.474 -1.126 C18 LP9 21 LP9 C19 C19 C 0 1 Y N N 12.251 11.000 22.906 3.601 -1.531 -1.167 C19 LP9 22 LP9 N20 N20 N 0 1 N N N 12.015 14.543 21.994 5.497 1.368 0.067 N20 LP9 23 LP9 C21 C21 C 0 1 N N N 11.064 15.404 21.272 5.608 2.184 1.278 C21 LP9 24 LP9 C22 C22 C 0 1 N N N 11.192 15.317 19.765 6.668 1.583 2.203 C22 LP9 25 LP9 C23 C23 C 0 1 N N N 13.305 15.078 22.525 6.332 1.670 -1.099 C23 LP9 26 LP9 C24 C24 C 0 1 N N N 14.381 15.559 21.546 5.600 2.660 -2.007 C24 LP9 27 LP9 O25 O25 O 0 1 N N N 6.537 4.633 27.956 -5.033 2.047 0.079 O25 LP9 28 LP9 C26 C26 C 0 1 N N N 5.203 4.567 25.763 -7.054 3.397 0.237 C26 LP9 29 LP9 C27 C27 C 0 1 N N N 5.336 4.142 27.251 -5.538 3.408 0.025 C27 LP9 30 LP9 H H H 0 1 N N N 8.664 7.837 24.476 0.869 -0.433 -0.165 H LP9 31 LP9 H2 H2 H 0 1 N N N 11.710 10.506 25.789 0.002 -4.615 0.040 H2 LP9 32 LP9 HO12 HO12 H 0 0 N N N 9.853 8.646 30.774 -5.273 -2.759 0.165 HO12 LP9 33 LP9 H15 H15 H 0 1 N N N 8.960 11.550 23.435 2.297 -1.265 1.941 H15 LP9 34 LP9 H16 H16 H 0 1 N N N 9.647 13.792 22.701 3.884 0.614 2.020 H16 LP9 35 LP9 H18 H18 H 0 1 N N N 13.671 12.457 22.227 5.104 -0.251 -1.985 H18 LP9 36 LP9 H19 H19 H 0 1 N N N 12.988 10.212 22.956 3.520 -2.133 -2.060 H19 LP9 37 LP9 H21 H21 H 0 1 N N N 10.045 15.095 21.547 5.895 3.200 1.007 H21 LP9 38 LP9 H21A H21A H 0 0 N N N 11.250 16.446 21.572 4.647 2.203 1.792 H21A LP9 39 LP9 H22 H22 H 0 1 N N N 10.454 15.984 19.295 6.381 0.567 2.474 H22 LP9 40 LP9 H22A H22A H 0 0 N N N 12.205 15.622 19.465 7.629 1.564 1.689 H22A LP9 41 LP9 H22B H22B H 0 0 N N N 11.010 14.282 19.441 6.751 2.190 3.104 H22B LP9 42 LP9 H23 H23 H 0 1 N N N 13.045 15.946 23.148 7.273 2.109 -0.767 H23 LP9 43 LP9 H24 H24 H 0 1 N N N 15.256 15.917 22.109 4.659 2.222 -2.338 H24 LP9 44 LP9 H24A H24A H 0 0 N N N 14.681 14.726 20.893 5.399 3.579 -1.456 H24A LP9 45 LP9 H26 H26 H 0 1 N N N 4.277 4.147 25.342 -7.281 2.963 1.211 H26 LP9 46 LP9 H26A H26A H 0 0 N N N 5.170 5.665 25.697 -7.433 4.418 0.197 H26A LP9 47 LP9 H27 H27 H 0 1 N N N 4.458 4.534 27.785 -5.066 4.002 0.807 H27 LP9 48 LP9 H20 H20 H 0 1 N N N 6.525 5.947 26.272 -1.358 2.266 -0.267 H20 LP9 49 LP9 H211 H211 H 0 0 N N N 13.760 14.263 23.107 6.533 0.752 -1.650 H211 LP9 50 LP9 H221 H221 H 0 0 N N N 13.979 16.379 20.933 6.221 2.885 -2.874 H221 LP9 51 LP9 H231 H231 H 0 0 N N N 6.067 4.191 25.196 -7.526 2.803 -0.545 H231 LP9 52 LP9 H241 H241 H 0 0 N N N 5.365 3.043 27.278 -5.311 3.842 -0.949 H241 LP9 53 # 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 LP9 C C4 SING Y N 1 LP9 C H SING N N 2 LP9 N C3 SING Y N 3 LP9 O C8 SING N N 4 LP9 O H20 SING N N 5 LP9 C1 C DOUB Y N 6 LP9 C1 C2 SING Y N 7 LP9 C2 N DOUB Y N 8 LP9 C2 H2 SING N N 9 LP9 C3 N5 SING N N 10 LP9 C4 C3 DOUB Y N 11 LP9 C4 C8 SING N N 12 LP9 N5 C6 SING N N 13 LP9 N5 O12 SING N N 14 LP9 C6 O11 DOUB N N 15 LP9 C7 C6 SING N N 16 LP9 C7 C9 SING N N 17 LP9 C8 C7 DOUB N N 18 LP9 C9 O10 DOUB N N 19 LP9 O12 HO12 SING N N 20 LP9 O13 C1 SING N N 21 LP9 C14 O13 SING N N 22 LP9 C15 C14 SING Y N 23 LP9 C15 H15 SING N N 24 LP9 C16 C15 DOUB Y N 25 LP9 C16 H16 SING N N 26 LP9 C17 C16 SING Y N 27 LP9 C17 C18 DOUB Y N 28 LP9 C18 C19 SING Y N 29 LP9 C18 H18 SING N N 30 LP9 C19 C14 DOUB Y N 31 LP9 C19 H19 SING N N 32 LP9 N20 C17 SING N N 33 LP9 N20 C23 SING N N 34 LP9 C21 N20 SING N N 35 LP9 C21 H21 SING N N 36 LP9 C21 H21A SING N N 37 LP9 C22 C21 SING N N 38 LP9 C22 H22 SING N N 39 LP9 C22 H22A SING N N 40 LP9 C22 H22B SING N N 41 LP9 C23 H23 SING N N 42 LP9 C23 H211 SING N N 43 LP9 C24 C23 SING N N 44 LP9 C24 H24 SING N N 45 LP9 C24 H24A SING N N 46 LP9 C24 H221 SING N N 47 LP9 O25 C9 SING N N 48 LP9 C26 C27 SING N N 49 LP9 C26 H26 SING N N 50 LP9 C26 H26A SING N N 51 LP9 C26 H231 SING N N 52 LP9 C27 O25 SING N N 53 LP9 C27 H27 SING N N 54 LP9 C27 H241 SING N N 55 # 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 LP9 SMILES_CANONICAL CACTVS 3.352 "CCOC(=O)C1=C(O)c2cc(Oc3ccc(cc3)N(CC)CC)cnc2N(O)C1=O" LP9 SMILES CACTVS 3.352 "CCOC(=O)C1=C(O)c2cc(Oc3ccc(cc3)N(CC)CC)cnc2N(O)C1=O" LP9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCN(CC)c1ccc(cc1)Oc2cc3c(nc2)N(C(=O)C(=C3O)C(=O)OCC)O" LP9 SMILES "OpenEye OEToolkits" 1.7.0 "CCN(CC)c1ccc(cc1)Oc2cc3c(nc2)N(C(=O)C(=C3O)C(=O)OCC)O" LP9 InChI InChI 1.03 "InChI=1S/C21H23N3O6/c1-4-23(5-2)13-7-9-14(10-8-13)30-15-11-16-18(25)17(21(27)29-6-3)20(26)24(28)19(16)22-12-15/h7-12,25,28H,4-6H2,1-3H3" LP9 InChIKey InChI 1.03 ZAOGVQGDYHKJCT-UHFFFAOYSA-N # 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 LP9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "ethyl 6-[4-(diethylamino)phenoxy]-1,4-dihydroxy-2-oxo-1,8-naphthyridine-3-carboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LP9 "Create component" 2010-02-16 RCSB LP9 "Modify descriptor" 2011-06-04 RCSB #