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 
# 
