data_LIT
# 
_chem_comp.id                                    LIT 
_chem_comp.name                                  "{[5-(5-NITRO-2-FURYL)-1,3,4-OXADIAZOL-2-YL]THIO}ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H5 N3 O6 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-04 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        271.207 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LIT 
_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   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
LIT C1   C1   C 0  1 Y N N 16.270 -4.261 10.688 0.699  -1.520 -0.570 C1   LIT 1  
LIT C2   C2   C 0  1 Y N N 15.017 -4.690 10.707 -0.585 -1.138 -0.885 C2   LIT 2  
LIT C3   C3   C 0  1 Y N N 15.011 -5.594 11.870 -0.708 -1.289 -2.286 C3   LIT 3  
LIT C4   C4   C 0  1 Y N N 16.262 -5.519 12.305 0.510  -1.752 -2.729 C4   LIT 4  
LIT C5   C5   C 0  1 Y N N 16.867 -6.209 13.451 0.880  -2.056 -4.065 C5   LIT 5  
LIT N6   N6   N 0  1 Y N N 18.039 -5.898 13.865 2.070  -2.495 -4.398 N6   LIT 6  
LIT N7   N7   N 0  1 Y N N 18.156 -6.572 15.102 2.036  -2.669 -5.769 N7   LIT 7  
LIT C8   C8   C 0  1 Y N N 17.063 -7.194 15.284 0.828  -2.321 -6.146 C8   LIT 8  
LIT S9   S9   S 0  1 N N N 16.593 -8.227 16.646 0.281  -2.365 -7.796 S9   LIT 9  
LIT C10  C10  C 0  1 N N N 16.862 -7.039 18.008 -1.424 -1.775 -7.610 C10  LIT 10 
LIT C11  C11  C 0  1 N N N 15.757 -6.013 17.959 -2.088 -1.738 -8.956 C11  LIT 11 
LIT O12  O12  O 0  1 N N N 15.205 -5.650 19.123 -3.049 -0.784 -9.041 O12  LIT 12 
LIT O13  O13  O 0  1 N N N 15.282 -5.733 16.874 -1.809 -2.495 -9.878 O13  LIT 13 
LIT O14  O14  O 0  1 Y N N 16.196 -7.007 14.272 0.032  -1.918 -5.118 O14  LIT 14 
LIT O15  O15  O 0  1 Y N N 17.090 -4.720 11.627 1.372  -1.896 -1.689 O15  LIT 15 
LIT N16  N16  N 1  1 N N N 16.769 -3.408 9.802  1.422  -1.597 0.622  N16  LIT 16 
LIT O17  O17  O -1 1 N N N 16.168 -2.878 8.862  0.870  -1.266 1.712  O17  LIT 17 
LIT O18  O18  O 0  1 N N N 17.975 -3.253 10.114 2.622  -1.998 0.602  O18  LIT 18 
LIT H12  H12  H 0  1 N N N 14.411 -5.156 18.957 -3.512 -0.739 -9.904 H12  LIT 19 
LIT H101 1H10 H 0  0 N N N 16.843 -7.565 18.974 -1.424 -0.765 -7.187 H101 LIT 20 
LIT H102 2H10 H 0  0 N N N 17.841 -6.550 17.899 -1.988 -2.416 -6.927 H102 LIT 21 
LIT H3   H3   H 0  1 N N N 14.192 -6.174 12.269 -1.580 -1.082 -2.891 H3   LIT 22 
LIT H2   H2   H 0  1 N N N 14.206 -4.440 10.039 -1.341 -0.794 -0.193 H2   LIT 23 
# 
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 
LIT C1  C2   DOUB Y N 1  
LIT C1  O15  SING Y N 2  
LIT C1  N16  SING N N 3  
LIT C2  C3   SING Y N 4  
LIT C2  H2   SING N N 5  
LIT C3  C4   DOUB Y N 6  
LIT C3  H3   SING N N 7  
LIT C4  C5   SING N N 8  
LIT C4  O15  SING Y N 9  
LIT C5  N6   DOUB Y N 10 
LIT C5  O14  SING Y N 11 
LIT N6  N7   SING Y N 12 
LIT N7  C8   DOUB Y N 13 
LIT C8  S9   SING N N 14 
LIT C8  O14  SING Y N 15 
LIT S9  C10  SING N N 16 
LIT C10 C11  SING N N 17 
LIT C10 H101 SING N N 18 
LIT C10 H102 SING N N 19 
LIT C11 O12  SING N N 20 
LIT C11 O13  DOUB N N 21 
LIT O12 H12  SING N N 22 
LIT N16 O17  SING N N 23 
LIT N16 O18  DOUB N N 24 
# 
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 
LIT SMILES           ACDLabs              10.04 O=C(O)CSc1nnc(o1)c2oc([N+]([O-])=O)cc2                                                         
LIT InChI            InChI                1.02b InChI=1/C8H5N3O6S/c12-6(13)3-18-8-10-9-7(17-8)4-1-2-5(16-4)11(14)15/h1-2H,3H2,(H,12,13)/f/h12H 
LIT InChIKey         InChI                1.02b ITBNJCVIFHSKRL-XWKXFZRBCO                                                                      
LIT SMILES_CANONICAL CACTVS               3.341 OC(=O)CSc1oc(nn1)c2oc(cc2)[N+]([O-])=O                                                         
LIT SMILES           CACTVS               3.341 OC(=O)CSc1oc(nn1)c2oc(cc2)[N+]([O-])=O                                                         
LIT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(oc1c2nnc(o2)SCC(=O)O)[N+](=O)[O-]                                                         
LIT SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(oc1c2nnc(o2)SCC(=O)O)[N+](=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 
LIT "SYSTEMATIC NAME" ACDLabs              10.04 "{[5-(5-nitrofuran-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetic acid"     
LIT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[5-(5-nitrofuran-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanoic acid" 
# 
