data_NBF
# 
_chem_comp.id                                    NBF 
_chem_comp.name                                  "[(2-ETHOXY-1-NAPHTHOYL)AMINO]METHYLBORONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H16 B N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-02-24 
_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                        273.092 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NBF 
_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        1NY0 
_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 
NBF C25  C25  C 0 1 N N N 12.637 13.938 38.377 4.069  -0.126 1.977  C25  NBF 1  
NBF C24  C24  C 0 1 N N N 11.701 12.856 37.791 3.369  -0.016 0.621  C24  NBF 2  
NBF O23  O23  O 0 1 N N N 12.223 12.233 36.592 1.959  -0.172 0.799  O23  NBF 3  
NBF C15  C15  C 0 1 Y N N 13.579 11.977 36.420 1.395  -0.066 -0.428 C15  NBF 4  
NBF C13  C13  C 0 1 Y N N 14.220 10.863 37.113 0.012  -0.184 -0.568 C13  NBF 5  
NBF C11  C11  C 0 1 N N N 13.399 9.965  38.027 -0.843 -0.422 0.602  C11  NBF 6  
NBF O12  O12  O 0 1 N N N 13.603 9.917  39.246 -1.100 -1.560 0.947  O12  NBF 7  
NBF N10  N10  N 0 1 N N N 12.469 9.261  37.392 -1.345 0.620  1.294  N10  NBF 8  
NBF C7   C7   C 0 1 N N N 11.549 8.323  38.017 -2.198 0.383  2.461  C7   NBF 9  
NBF B    B    B 0 1 N N N 10.755 7.844  36.722 -1.307 0.294  3.751  B    NBF 10 
NBF O1   O1   O 0 1 N N N 11.681 7.226  35.717 -1.911 0.067  5.016  O1   NBF 11 
NBF O2   O2   O 0 1 N N N 10.030 8.973  36.072 0.101  0.440  3.652  O2   NBF 12 
NBF C14  C14  C 0 1 Y N N 15.628 10.620 36.915 -0.567 -0.059 -1.905 C14  NBF 13 
NBF C16  C16  C 0 1 Y N N 16.391 11.494 36.025 0.293  0.165  -3.006 C16  NBF 14 
NBF C18  C18  C 0 1 Y N N 17.779 11.264 35.824 -0.256 0.282  -4.293 C18  NBF 15 
NBF C20  C20  C 0 1 Y N N 18.440 10.172 36.497 -1.604 0.177  -4.462 C20  NBF 16 
NBF C22  C22  C 0 1 Y N N 17.703 9.309  37.370 -2.447 -0.043 -3.377 C22  NBF 17 
NBF C17  C17  C 0 1 Y N N 16.299 9.526  37.583 -1.947 -0.161 -2.114 C17  NBF 18 
NBF C19  C19  C 0 1 Y N N 15.745 12.579 35.354 1.680  0.268  -2.793 C19  NBF 19 
NBF C21  C21  C 0 1 Y N N 14.350 12.821 35.548 2.202  0.155  -1.545 C21  NBF 20 
NBF H251 1H25 H 0 0 N N N 12.884 14.706 37.608 5.144  -0.007 1.841  H251 NBF 21 
NBF H252 2H25 H 0 0 N N N 12.235 14.418 39.300 3.698  0.652  2.642  H252 NBF 22 
NBF H253 3H25 H 0 0 N N N 13.656 13.524 38.558 3.864  -1.104 2.413  H253 NBF 23 
NBF H241 1H24 H 0 0 N N N 10.682 13.270 37.610 3.574  0.961  0.185  H241 NBF 24 
NBF H242 2H24 H 0 0 N N N 11.454 12.088 38.561 3.740  -0.796 -0.043 H242 NBF 25 
NBF H10  H10  H 0 1 N N N 12.461 9.447  36.389 -1.140 1.527  1.019  H10  NBF 26 
NBF H71  1H7  H 0 1 N N N 10.930 8.725  38.853 -2.907 1.204  2.565  H71  NBF 27 
NBF H72  2H7  H 0 1 N N N 12.012 7.519  38.636 -2.742 -0.552 2.329  H72  NBF 28 
NBF HO1  HO1  H 0 1 N N N 11.207 6.940  34.945 -1.196 0.047  5.667  HO1  NBF 29 
NBF HO2  HO2  H 0 1 N N N 9.556  8.687  35.300 0.302  0.584  2.717  HO2  NBF 30 
NBF H18  H18  H 0 1 N N N 18.341 11.930 35.148 0.385  0.454  -5.144 H18  NBF 31 
NBF H20  H20  H 0 1 N N N 19.518 9.996  36.343 -2.024 0.268  -5.453 H20  NBF 32 
NBF H22  H22  H 0 1 N N N 18.217 8.476  37.879 -3.513 -0.121 -3.538 H22  NBF 33 
NBF H17  H17  H 0 1 N N N 15.739 8.856  38.256 -2.611 -0.332 -1.280 H17  NBF 34 
NBF H19  H19  H 0 1 N N N 16.326 13.233 34.683 2.337  0.440  -3.633 H19  NBF 35 
NBF H21  H21  H 0 1 N N N 13.867 13.662 35.023 3.271  0.240  -1.413 H21  NBF 36 
# 
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 
NBF C25 C24  SING N N 1  
NBF C25 H251 SING N N 2  
NBF C25 H252 SING N N 3  
NBF C25 H253 SING N N 4  
NBF C24 O23  SING N N 5  
NBF C24 H241 SING N N 6  
NBF C24 H242 SING N N 7  
NBF O23 C15  SING N N 8  
NBF C15 C13  DOUB Y N 9  
NBF C15 C21  SING Y N 10 
NBF C13 C11  SING N N 11 
NBF C13 C14  SING Y N 12 
NBF C11 O12  DOUB N N 13 
NBF C11 N10  SING N N 14 
NBF N10 C7   SING N N 15 
NBF N10 H10  SING N N 16 
NBF C7  B    SING N N 17 
NBF C7  H71  SING N N 18 
NBF C7  H72  SING N N 19 
NBF B   O1   SING N N 20 
NBF B   O2   SING N N 21 
NBF O1  HO1  SING N N 22 
NBF O2  HO2  SING N N 23 
NBF C14 C16  DOUB Y N 24 
NBF C14 C17  SING Y N 25 
NBF C16 C18  SING Y N 26 
NBF C16 C19  SING Y N 27 
NBF C18 C20  DOUB Y N 28 
NBF C18 H18  SING N N 29 
NBF C20 C22  SING Y N 30 
NBF C20 H20  SING N N 31 
NBF C22 C17  DOUB Y N 32 
NBF C22 H22  SING N N 33 
NBF C17 H17  SING N N 34 
NBF C19 C21  DOUB Y N 35 
NBF C19 H19  SING N N 36 
NBF C21 H21  SING N N 37 
# 
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 
NBF SMILES           ACDLabs              10.04 O=C(c1c2c(ccc1OCC)cccc2)NCB(O)O                                                                                     
NBF InChI            InChI                1.02b InChI=1/C14H16BNO4/c1-2-20-12-8-7-10-5-3-4-6-11(10)13(12)14(17)16-9-15(18)19/h3-8,18-19H,2,9H2,1H3,(H,16,17)/f/h16H 
NBF InChIKey         InChI                1.02b VGXJNGVFESCMME-WYUMXYHSCB                                                                                           
NBF SMILES_CANONICAL CACTVS               3.341 CCOc1ccc2ccccc2c1C(=O)NCB(O)O                                                                                       
NBF SMILES           CACTVS               3.341 CCOc1ccc2ccccc2c1C(=O)NCB(O)O                                                                                       
NBF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 B(CNC(=O)c1c2ccccc2ccc1OCC)(O)O                                                                                     
NBF SMILES           "OpenEye OEToolkits" 1.5.0 B(CNC(=O)c1c2ccccc2ccc1OCC)(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 
NBF "SYSTEMATIC NAME" ACDLabs              10.04 "({[(2-ethoxynaphthalen-1-yl)carbonyl]amino}methyl)boronic acid" 
NBF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2-ethoxynaphthalen-1-yl)carbonylamino]methylboronic acid"     
# 
