data_BTO
# 
_chem_comp.id                                    BTO 
_chem_comp.name                                  "4-[3-(3-NITROPHENYL)-1,2,4-OXADIAZOL-5-YL]BUTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C12 H11 N3 O5" 
_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                    2011-06-04 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        277.233 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BTO 
_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                  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 
BTO C1   C1   C 0  1 Y N N 14.599 -5.295 11.412 -5.139 -0.699 5.765  C1   BTO 1  
BTO C2   C2   C 0  1 Y N N 15.220 -4.333 10.570 -5.331 -2.080 5.801  C2   BTO 2  
BTO C3   C3   C 0  1 Y N N 16.617 -4.049 10.726 -4.540 -2.914 5.011  C3   BTO 3  
BTO C4   C4   C 0  1 Y N N 17.408 -4.681 11.723 -3.559 -2.367 4.184  C4   BTO 4  
BTO C5   C5   C 0  1 Y N N 16.859 -5.657 12.585 -3.367 -0.986 4.147  C5   BTO 5  
BTO C6   C6   C 0  1 Y N N 15.348 -5.941 12.410 -4.158 -0.152 4.939  C6   BTO 6  
BTO N    N    N 1  1 N N N 17.290 -3.128 9.926  -4.735 -4.320 5.049  N    BTO 7  
BTO O    O    O -1 1 N N N 18.484 -2.985 10.174 -5.623 -4.791 5.801  O    BTO 8  
BTO O1   O1   O 0  1 N N N 16.649 -2.554 9.066  -4.014 -5.054 4.331  O1   BTO 9  
BTO C7   C7   C 0  1 Y N N 17.744 -6.066 13.748 -2.356 -0.422 3.299  C7   BTO 10 
BTO N1   N1   N 0  1 Y N N 17.293 -6.741 14.912 -1.564 -1.206 2.511  N1   BTO 11 
BTO C8   C8   C 0  1 Y N N 18.252 -6.982 15.666 -0.839 -0.303 1.952  C8   BTO 12 
BTO C9   C9   C 0  1 N N N 18.214 -7.866 16.854 0.265  -0.491 0.945  C9   BTO 13 
BTO C10  C10  C 0  1 N N N 16.903 -7.937 17.686 -0.198 -0.467 -0.519 C10  BTO 14 
BTO C11  C11  C 0  1 N N N 16.872 -6.607 18.488 -1.242 -1.535 -0.858 C11  BTO 15 
BTO C12  C12  C 0  1 N N N 15.489 -6.183 18.968 -0.748 -2.952 -0.666 C12  BTO 16 
BTO O13  O13  O 0  1 N N N 15.358 -5.771 20.115 0.419  -3.310 -0.736 O13  BTO 17 
BTO O14  O14  O 0  1 N N N 14.520 -6.244 18.250 -1.773 -3.816 -0.444 O14  BTO 18 
BTO O15  O15  O 0  1 Y N N 19.379 -6.493 15.066 -1.083 0.971  2.297  O15  BTO 19 
BTO N2   N2   N 0  1 Y N N 19.015 -5.913 13.837 -2.129 0.892  3.225  N2   BTO 20 
BTO H14  H14  H 0  1 N N N 13.755 -5.941 18.724 -1.512 -4.756 -0.343 H14  BTO 21 
BTO H111 1H11 H 0  0 N N N 17.510 -6.735 19.375 -2.144 -1.372 -0.258 H111 BTO 22 
BTO H112 2H11 H 0  0 N N N 17.220 -5.820 17.803 -1.516 -1.444 -1.916 H112 BTO 23 
BTO H101 1H10 H 0  0 N N N 16.023 -8.025 17.032 -0.660 0.513  -0.693 H101 BTO 24 
BTO H102 2H10 H 0  0 N N N 16.878 -8.818 18.344 0.663  -0.529 -1.196 H102 BTO 25 
BTO H91  1H9  H 0  1 N N N 18.411 -8.886 16.492 0.748  -1.456 1.147  H91  BTO 26 
BTO H92  2H9  H 0  1 N N N 18.953 -7.431 17.543 1.047  0.263  1.099  H92  BTO 27 
BTO H6   H6   H 0  1 N N N 14.861 -6.647 13.066 -4.021 0.927  4.921  H6   BTO 28 
BTO H1   H1   H 0  1 N N N 13.552 -5.529 11.285 -5.756 -0.049 6.380  H1   BTO 29 
BTO H2   H2   H 0  1 N N N 14.643 -3.818 9.816  -6.099 -2.493 6.450  H2   BTO 30 
BTO H4   H4   H 0  1 N N N 18.449 -4.410 11.824 -2.943 -3.021 3.569  H4   BTO 31 
# 
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 
BTO C1  C6   DOUB Y N 1  
BTO C1  C2   SING Y N 2  
BTO C1  H1   SING N N 3  
BTO C2  C3   DOUB Y N 4  
BTO C2  H2   SING N N 5  
BTO C3  C4   SING Y N 6  
BTO C3  N    SING N N 7  
BTO C4  C5   DOUB Y N 8  
BTO C4  H4   SING N N 9  
BTO C5  C7   SING Y N 10 
BTO C5  C6   SING Y N 11 
BTO C6  H6   SING N N 12 
BTO N   O    SING N N 13 
BTO N   O1   DOUB N N 14 
BTO C7  N1   SING Y N 15 
BTO C7  N2   DOUB Y N 16 
BTO N1  C8   DOUB Y N 17 
BTO C8  C9   SING N N 18 
BTO C8  O15  SING Y N 19 
BTO C9  C10  SING N N 20 
BTO C9  H91  SING N N 21 
BTO C9  H92  SING N N 22 
BTO C10 C11  SING N N 23 
BTO C10 H101 SING N N 24 
BTO C10 H102 SING N N 25 
BTO C11 C12  SING N N 26 
BTO C11 H111 SING N N 27 
BTO C11 H112 SING N N 28 
BTO C12 O13  DOUB N N 29 
BTO C12 O14  SING N N 30 
BTO O14 H14  SING N N 31 
BTO O15 N2   SING Y N 32 
# 
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 
BTO SMILES           ACDLabs              10.04 "[O-][N+](=O)c1cccc(c1)c2nc(on2)CCCC(=O)O"                                                                 
BTO SMILES_CANONICAL CACTVS               3.341 "OC(=O)CCCc1onc(n1)c2cccc(c2)[N+]([O-])=O"                                                                 
BTO SMILES           CACTVS               3.341 "OC(=O)CCCc1onc(n1)c2cccc(c2)[N+]([O-])=O"                                                                 
BTO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)[N+](=O)[O-])c2nc(on2)CCCC(=O)O"                                                               
BTO SMILES           "OpenEye OEToolkits" 1.5.0 "c1cc(cc(c1)[N+](=O)[O-])c2nc(on2)CCCC(=O)O"                                                               
BTO InChI            InChI                1.03  "InChI=1S/C12H11N3O5/c16-11(17)6-2-5-10-13-12(14-20-10)8-3-1-4-9(7-8)15(18)19/h1,3-4,7H,2,5-6H2,(H,16,17)" 
BTO InChIKey         InChI                1.03  LQQYZJRCWBRIMW-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 
BTO "SYSTEMATIC NAME" ACDLabs              10.04 "4-[3-(3-nitrophenyl)-1,2,4-oxadiazol-5-yl]butanoic acid" 
BTO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[3-(3-nitrophenyl)-1,2,4-oxadiazol-5-yl]butanoic 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 
BTO "Create component"     2006-10-04 RCSB 
BTO "Modify aromatic_flag" 2011-06-04 RCSB 
BTO "Modify descriptor"    2011-06-04 RCSB 
# 
