data_NIX
# 
_chem_comp.id                                    NIX 
_chem_comp.name                                  "NALIDIXIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H12 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-04-26 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        232.235 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NIX 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   Y 
_chem_comp.pdbx_model_coordinates_db_code        2BQ2 
_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 
NIX N1   N1   N 0 1 Y N N 0.370  8.832  3.634  0.201  1.351  -0.261 N1   NIX 1  
NIX C2   C2   C 0 1 Y N N 1.716  8.700  3.396  -1.136 1.265  -0.230 C2   NIX 2  
NIX C3   C3   C 0 1 Y N N 2.276  8.551  2.151  -1.794 0.062  -0.072 C3   NIX 3  
NIX C4   C4   C 0 1 Y N N 1.447  8.522  0.965  -0.996 -1.169 0.065  C4   NIX 4  
NIX O4   O4   O 0 1 N N N 1.882  8.392  -0.192 -1.526 -2.257 0.206  O4   NIX 5  
NIX C4A  C4A  C 0 1 Y N N 0.003  8.664  1.212  0.470  -1.026 0.024  C4A  NIX 6  
NIX C5   C5   C 0 1 Y N N -0.905 8.651  0.128  1.311  -2.134 0.145  C5   NIX 7  
NIX C6   C6   C 0 1 Y N N -2.266 8.785  0.363  2.677  -1.920 0.097  C6   NIX 8  
NIX C7   C7   C 0 1 Y N N -2.718 8.933  1.705  3.156  -0.630 -0.068 C7   NIX 9  
NIX N8   N8   N 0 1 Y N N -1.884 8.950  2.766  2.343  0.399  -0.180 N8   NIX 10 
NIX C8A  C8A  C 0 1 Y N N -0.528 8.817  2.533  1.023  0.254  -0.146 C8A  NIX 11 
NIX C9   C9   C 0 1 N N N -4.193 9.076  1.928  4.644  -0.400 -0.121 C9   NIX 12 
NIX C1E  C1E  C 0 1 N N N -0.096 8.984  5.008  0.813  2.671  -0.432 C1E  NIX 13 
NIX C2E  C2E  C 0 1 N N N -0.339 10.423 5.430  1.049  3.305  0.940  C2E  NIX 14 
NIX C1L  C1L  C 0 1 N N N 3.746  8.427  2.122  -3.262 0.010  -0.043 C1L  NIX 15 
NIX O1L  O1L  O 0 1 N N N 4.413  8.461  3.187  -3.892 -1.172 0.111  O1L  NIX 16 
NIX O2L  O2L  O 0 1 N Y N 4.314  8.279  0.894  -3.909 1.033  -0.158 O2L  NIX 17 
NIX H2   H2   H 0 1 N N N 2.380  8.714  4.247  -1.719 2.168  -0.331 H2   NIX 18 
NIX H5   H5   H 0 1 N N N -0.540 8.537  -0.882 0.908  -3.128 0.274  H5   NIX 19 
NIX H6   H6   H 0 1 N N N -2.969 8.777  -0.457 3.362  -2.750 0.187  H6   NIX 20 
NIX H91  H91  H 0 1 N N N -4.716 8.217  1.483  4.986  -0.468 -1.154 H91  NIX 21 
NIX H92  H92  H 0 1 N N N -4.546 10.005 1.457  4.873  0.591  0.273  H92  NIX 22 
NIX H93  H93  H 0 1 N N N -4.399 9.111  3.008  5.150  -1.155 0.480  H93  NIX 23 
NIX HE11 1HE1 H 0 0 N N N 0.700  8.592  5.659  0.149  3.306  -1.017 HE11 NIX 24 
NIX HE21 1HE2 H 0 0 N N N -1.046 8.438  5.105  1.765  2.565  -0.951 HE21 NIX 25 
NIX HE12 2HE1 H 0 0 N N N -1.284 10.778 4.994  1.504  4.287  0.813  HE12 NIX 26 
NIX HE22 2HE2 H 0 0 N N N 0.489  11.054 5.075  0.096  3.411  1.460  HE22 NIX 27 
NIX HE32 2HE3 H 0 0 N N N -0.398 10.479 6.527  1.713  2.669  1.525  HE32 NIX 28 
NIX H2L1 1H2L H 0 0 N N N 5.257  8.210  0.987  ?      ?      ?      H2L1 NIX 29 
# 
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 
NIX N1  C2   SING Y N 1  
NIX N1  C8A  SING Y N 2  
NIX N1  C1E  SING N N 3  
NIX C2  C3   DOUB Y N 4  
NIX C2  H2   SING N N 5  
NIX C3  C4   SING Y N 6  
NIX C3  C1L  SING N N 7  
NIX C4  O4   DOUB N N 8  
NIX C4  C4A  SING Y N 9  
NIX C4A C5   DOUB Y N 10 
NIX C4A C8A  SING Y N 11 
NIX C5  C6   SING Y N 12 
NIX C5  H5   SING N N 13 
NIX C6  C7   DOUB Y N 14 
NIX C6  H6   SING N N 15 
NIX C7  N8   SING Y N 16 
NIX C7  C9   SING N N 17 
NIX N8  C8A  DOUB Y N 18 
NIX C9  H91  SING N N 19 
NIX C9  H92  SING N N 20 
NIX C9  H93  SING N N 21 
NIX C1E C2E  SING N N 22 
NIX C1E HE11 SING N N 23 
NIX C1E HE21 SING N N 24 
NIX C2E HE12 SING N N 25 
NIX C2E HE22 SING N N 26 
NIX C2E HE32 SING N N 27 
NIX C1L O1L  DOUB N N 28 
NIX C1L O2L  SING N N 29 
NIX O2L H2L1 SING N N 30 
# 
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 
NIX SMILES           ACDLabs              10.04 O=C2c1c(nc(cc1)C)N(C=C2C(=O)O)CC                                                                    
NIX InChI            InChI                1.02b InChI=1/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11(8)14/h4-6H,3H2,1-2H3,(H,16,17)/f/h16H 
NIX InChIKey         InChI                1.02b MHWLWQUZZRMNGJ-WYUMXYHSCS                                                                           
NIX SMILES_CANONICAL CACTVS               3.341 CCN1C=C(C(O)=O)C(=O)c2ccc(C)nc12                                                                    
NIX SMILES           CACTVS               3.341 CCN1C=C(C(O)=O)C(=O)c2ccc(C)nc12                                                                    
NIX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCN1C=C(C(=O)c2c1nc(cc2)C)C(=O)O                                                                    
NIX SMILES           "OpenEye OEToolkits" 1.5.0 CCN1C=C(C(=O)c2c1nc(cc2)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 
NIX "SYSTEMATIC NAME" ACDLabs              10.04 "1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid" 
NIX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid"             
# 
