data_37A
# 
_chem_comp.id                                    37A 
_chem_comp.name                                  (1S,5S,7R)-N~7~-(BIPHENYL-4-YLMETHYL)-N~3~-HYDROXY-6,8-DIOXA-3-AZABICYCLO[3.2.1]OCTANE-3,7-DICARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H21 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(1S,5S,7R)-3-AZA-6,8-DIOXA-BICYCLO[3.2.1]OCTANE-3,7-DICARBOXYLIC ACID 7-[(BIPHENYL-4-YLMETHYL)-AMIDE]-3-HYDROXYAMIDE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-04 
_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                        383.398 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     37A 
_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        2HU6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
37A O6   O6   O 0 1 N N N 0.533  -5.841  5.595  0.267 -1.240 0.116  O6   37A 1  
37A C9   C9   C 0 1 N N N 1.511  -6.310  5.020  1.000 -0.348 -0.295 C9   37A 2  
37A C6   C6   C 0 1 N N R 1.327  -7.157  3.787  1.397 -0.325 -1.737 C6   37A 3  
37A O2   O2   O 0 1 N N N 2.577  -7.564  3.218  0.742 -1.443 -2.341 O2   37A 4  
37A C5   C5   C 0 1 N N S 0.686  -6.402  2.637  2.883 -0.581 -1.930 C5   37A 5  
37A C7   C7   C 0 1 N N N 0.011  -7.411  1.712  3.388 -0.157 -3.312 C7   37A 6  
37A N1   N1   N 0 1 N N N 1.030  -8.393  1.281  2.665 -0.816 -4.410 N1   37A 7  
37A C21  C21  C 0 1 N N N 0.853  -9.720  1.287  2.675 -0.213 -5.681 C21  37A 8  
37A O1   O1   O 0 1 N N N 1.359  -10.416 0.414  3.265 0.846  -5.915 O1   37A 9  
37A N2   N2   N 0 1 N N N 0.118  -10.295 2.236  1.969 -0.893 -6.652 N2   37A 10 
37A O4   O4   O 0 1 N N N -0.144 -11.666 2.179  1.970 -0.296 -7.923 O4   37A 11 
37A C3   C3   C 0 1 N N N 2.317  -7.859  0.833  2.157 -2.178 -4.143 C3   37A 12 
37A O3   O3   O 0 1 N N N 1.796  -5.864  1.935  2.947 -2.013 -1.885 O3   37A 13 
37A C1   C1   C 0 1 N N S 2.742  -6.918  1.947  1.799 -2.357 -2.667 C1   37A 14 
37A N3   N3   N 0 1 N N N 2.770  -6.133  5.425  1.526 0.690  0.450  N3   37A 15 
37A C12  C12  C 0 1 N N N 3.151  -5.363  6.600  1.268 0.860  1.862  C12  37A 16 
37A C13  C13  C 0 1 Y N N 4.356  -6.003  7.271  2.283 0.147  2.708  C13  37A 17 
37A C15  C15  C 0 1 Y N N 4.301  -6.444  8.597  3.438 0.812  3.103  C15  37A 18 
37A C19  C19  C 0 1 Y N N 5.425  -7.021  9.191  4.380 0.150  3.890  C19  37A 19 
37A C17  C17  C 0 1 Y N N 6.619  -7.167  8.475  4.161 -1.172 4.276  C17  37A 20 
37A C16  C16  C 0 1 Y N N 6.668  -6.729  7.151  2.999 -1.833 3.876  C16  37A 21 
37A C14  C14  C 0 1 Y N N 5.548  -6.144  6.562  2.057 -1.170 3.089  C14  37A 22 
37A C18  C18  C 0 1 Y N N 7.819  -7.803  9.107  5.139 -1.859 5.092  C18  37A 23 
37A C11  C11  C 0 1 Y N N 9.119  -7.448  8.732  6.172 -2.575 4.487  C11  37A 24 
37A C2   C2   C 0 1 Y N N 10.220 -8.062  9.332  7.115 -3.238 5.274  C2   37A 25 
37A C20  C20  C 0 1 Y N N 7.638  -8.788  10.081 5.048 -1.806 6.483  C20  37A 26 
37A C10  C10  C 0 1 Y N N 8.738  -9.399  10.687 5.991 -2.468 7.269  C10  37A 27 
37A C4   C4   C 0 1 Y N N 10.031 -9.037  10.312 7.024 -3.184 6.665  C4   37A 28 
37A H6   H6   H 0 1 N N N 0.710  -7.992  4.150  1.047 0.614  -2.175 H6   37A 29 
37A H5   H5   H 0 1 N N N -0.048 -5.652  2.967  3.507 -0.153 -1.139 H5   37A 30 
37A H71  1H7  H 0 1 N N N -0.407 -6.895  0.835  3.332 0.931  -3.429 H71  37A 31 
37A H72  2H7  H 0 1 N N N -0.809 -7.920  2.239  4.438 -0.453 -3.427 H72  37A 32 
37A HN2  HN2  H 0 1 N N N -0.246 -9.746  2.989  1.723 -1.875 -6.628 HN2  37A 33 
37A HO4  HO4  H 0 1 N N N -0.203 -11.940 1.271  1.121 0.176  -7.890 HO4  37A 34 
37A H31  1H3  H 0 1 N N N 3.053  -8.663  0.689  2.956 -2.869 -4.433 H31  37A 35 
37A H32  2H3  H 0 1 N N N 2.242  -7.349  -0.139 1.275 -2.364 -4.761 H32  37A 36 
37A H1   H1   H 0 1 N N N 3.785  -6.599  1.806  1.486 -3.383 -2.451 H1   37A 37 
37A HN3  HN3  H 0 1 N N N 3.499  -6.557  4.887  2.123 1.367  -0.017 HN3  37A 38 
37A H121 1H12 H 0 0 N N N 3.406  -4.337  6.296  0.260 0.483  2.068  H121 37A 39 
37A H122 2H12 H 0 0 N N N 2.310  -5.344  7.309  1.263 1.934  2.075  H122 37A 40 
37A H15  H15  H 0 1 N N N 3.387  -6.338  9.163  3.617 1.842  2.806  H15  37A 41 
37A H19  H19  H 0 1 N N N 5.373  -7.359  10.215 5.280 0.678  4.195  H19  37A 42 
37A H16  H16  H 0 1 N N N 7.578  -6.844  6.580  2.814 -2.864 4.168  H16  37A 43 
37A H14  H14  H 0 1 N N N 5.605  -5.795  5.542  1.153 -1.692 2.783  H14  37A 44 
37A H11  H11  H 0 1 N N N 9.272  -6.694  7.974  6.256 -2.626 3.404  H11  37A 45 
37A H2   H2   H 0 1 N N N 11.220 -7.782  9.037  7.920 -3.795 4.803  H2   37A 46 
37A H20  H20  H 0 1 N N N 6.638  -9.080  10.368 4.248 -1.251 6.968  H20  37A 47 
37A H10  H10  H 0 1 N N N 8.587  -10.152 11.446 5.920 -2.426 8.352  H10  37A 48 
37A H4   H4   H 0 1 N N N 10.883 -9.509  10.778 7.758 -3.700 7.277  H4   37A 49 
# 
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 
37A O6  C9   DOUB N N 1  
37A C9  C6   SING N N 2  
37A C9  N3   SING N N 3  
37A C6  C5   SING N N 4  
37A C6  O2   SING N N 5  
37A C6  H6   SING N N 6  
37A O2  C1   SING N N 7  
37A C5  C7   SING N N 8  
37A C5  O3   SING N N 9  
37A C5  H5   SING N N 10 
37A C7  N1   SING N N 11 
37A C7  H71  SING N N 12 
37A C7  H72  SING N N 13 
37A N1  C3   SING N N 14 
37A N1  C21  SING N N 15 
37A C21 O1   DOUB N N 16 
37A C21 N2   SING N N 17 
37A N2  O4   SING N N 18 
37A N2  HN2  SING N N 19 
37A O4  HO4  SING N N 20 
37A C3  C1   SING N N 21 
37A C3  H31  SING N N 22 
37A C3  H32  SING N N 23 
37A O3  C1   SING N N 24 
37A C1  H1   SING N N 25 
37A N3  C12  SING N N 26 
37A N3  HN3  SING N N 27 
37A C12 C13  SING N N 28 
37A C12 H121 SING N N 29 
37A C12 H122 SING N N 30 
37A C13 C14  SING Y N 31 
37A C13 C15  DOUB Y N 32 
37A C15 C19  SING Y N 33 
37A C15 H15  SING N N 34 
37A C19 C17  DOUB Y N 35 
37A C19 H19  SING N N 36 
37A C17 C16  SING Y N 37 
37A C17 C18  SING N N 38 
37A C16 C14  DOUB Y N 39 
37A C16 H16  SING N N 40 
37A C14 H14  SING N N 41 
37A C18 C11  DOUB Y N 42 
37A C18 C20  SING Y N 43 
37A C11 C2   SING Y N 44 
37A C11 H11  SING N N 45 
37A C2  C4   DOUB Y N 46 
37A C2  H2   SING N N 47 
37A C20 C10  DOUB Y N 48 
37A C20 H20  SING N N 49 
37A C10 C4   SING Y N 50 
37A C10 H10  SING N N 51 
37A C4  H4   SING N N 52 
# 
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 
37A SMILES           ACDLabs              10.04 O=C(N4CC3OC(C(=O)NCc2ccc(c1ccccc1)cc2)C(O3)C4)NO                                                                                                                                  
37A InChI            InChI                1.02b InChI=1/C20H21N3O5/c24-19(18-16-11-23(20(25)22-26)12-17(27-16)28-18)21-10-13-6-8-15(9-7-13)14-4-2-1-3-5-14/h1-9,16-18,26H,10-12H2,(H,21,24)(H,22,25)/t16-,17-,18+/m0/s1/f/h21-22H 
37A InChIKey         InChI                1.02b PPLDARNGJSQINK-BOURUVQIDD                                                                                                                                                         
37A SMILES_CANONICAL CACTVS               3.341 ONC(=O)N1C[C@H]2O[C@@H](C1)[C@@H](O2)C(=O)NCc3ccc(cc3)c4ccccc4                                                                                                                    
37A SMILES           CACTVS               3.341 ONC(=O)N1C[CH]2O[CH](C1)[CH](O2)C(=O)NCc3ccc(cc3)c4ccccc4                                                                                                                         
37A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2ccc(cc2)CNC(=O)[C@H]3[C@@H]4CN(C[C@@H](O4)O3)C(=O)NO                                                                                                                  
37A SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)c2ccc(cc2)CNC(=O)C3C4CN(CC(O4)O3)C(=O)NO                                                                                                                                
# 
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 
37A "SYSTEMATIC NAME" ACDLabs              10.04 (1S,5S,7R)-N~7~-(biphenyl-4-ylmethyl)-N~3~-hydroxy-6,8-dioxa-3-azabicyclo[3.2.1]octane-3,7-dicarboxamide 
37A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1S,5S,7R)-N-hydroxy-N'-[(4-phenylphenyl)methyl]-6,8-dioxa-3-azabicyclo[3.2.1]octane-3,7-dicarboxamide" 
# 
