data_DBO
# 
_chem_comp.id                                    DBO 
_chem_comp.name                                  N-{(1S,2R)-1-BENZYL-2-HYDROXY-3-[(3-METHYLBENZYL)AMINO]PROPYL}DIBENZO[B,F]OXEPINE-10-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H32 N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-12-22 
_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                        504.619 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DBO 
_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        2EWY 
_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 
DBO N1   N1   N 0 1 N N N 107.191 25.742 1.624  -0.500 -0.229 -0.051 N1   DBO 1  
DBO C3   C3   C 0 1 N N S 107.888 26.182 2.881  0.729  -1.007 0.123  C3   DBO 2  
DBO C5   C5   C 0 1 N N R 107.037 27.141 3.716  1.941  -0.079 0.014  C5   DBO 3  
DBO O7   O7   O 0 1 N N N 107.713 27.526 4.849  2.015  0.453  -1.310 O7   DBO 4  
DBO C9   C9   C 0 1 N N N 105.755 26.512 4.179  3.216  -0.867 0.319  C9   DBO 5  
DBO N12  N12  N 0 1 N N N 104.963 27.426 4.982  4.366  0.048  0.331  N12  DBO 6  
DBO C14  C14  C 0 1 N N N 104.106 26.844 6.040  5.551  -0.768 0.628  C14  DBO 7  
DBO C17  C17  C 0 1 Y N N 104.721 25.721 6.925  6.773  0.114  0.656  C17  DBO 8  
DBO C18  C18  C 0 1 Y N N 105.933 25.935 7.840  7.495  0.332  -0.503 C18  DBO 9  
DBO C20  C20  C 0 1 Y N N 106.499 24.812 8.688  8.619  1.135  -0.477 C20  DBO 10 
DBO C21  C21  C 0 1 Y N N 105.836 23.435 8.622  9.016  1.730  0.707  C21  DBO 11 
DBO C23  C23  C 0 1 Y N N 104.623 23.208 7.709  8.292  1.515  1.865  C23  DBO 12 
DBO C25  C25  C 0 1 Y N N 104.076 24.349 6.871  7.170  0.707  1.839  C25  DBO 13 
DBO C27  C27  C 0 1 N N N 107.727 25.080 9.599  9.408  1.369  -1.739 C27  DBO 14 
DBO C31  C31  C 0 1 N N N 109.207 26.772 2.401  0.810  -2.082 -0.962 C31  DBO 15 
DBO C34  C34  C 0 1 Y N N 110.088 25.813 1.574  -0.315 -3.068 -0.779 C34  DBO 16 
DBO C35  C35  C 0 1 Y N N 110.760 26.329 0.342  -1.529 -2.855 -1.405 C35  DBO 17 
DBO C37  C37  C 0 1 Y N N 111.641 25.422 -0.505 -2.561 -3.759 -1.236 C37  DBO 18 
DBO C39  C39  C 0 1 Y N N 111.828 23.986 -0.081 -2.379 -4.876 -0.442 C39  DBO 19 
DBO C41  C41  C 0 1 Y N N 111.155 23.471 1.153  -1.165 -5.089 0.183  C41  DBO 20 
DBO C43  C43  C 0 1 Y N N 110.308 24.350 1.964  -0.131 -4.187 0.011  C43  DBO 21 
DBO C45  C45  C 0 1 N N N 106.533 24.522 1.426  -1.657 -0.670 0.481  C45  DBO 22 
DBO O46  O46  O 0 1 N N N 106.445 23.625 2.301  -1.700 -1.751 1.029  O46  DBO 23 
DBO C47  C47  C 0 1 N N N 105.899 24.220 0.156  -2.870 0.162  0.396  C47  DBO 24 
DBO C48  C48  C 0 1 N N N 104.553 23.851 0.195  -3.990 -0.350 0.800  C48  DBO 25 
DBO C50  C50  C 0 1 Y N N 103.685 23.485 -0.976 -5.271 0.368  0.774  C50  DBO 26 
DBO C51  C51  C 0 1 Y N N 103.837 24.191 -2.340 -5.583 1.159  -0.222 C51  DBO 27 
DBO C52  C52  C 0 1 Y N N 102.980 23.820 -3.469 -6.878 1.874  -0.207 C52  DBO 28 
DBO C54  C54  C 0 1 Y N N 101.974 22.769 -3.287 -7.716 1.711  0.791  C54  DBO 29 
DBO C56  C56  C 0 1 Y N N 101.821 22.076 -1.953 -7.366 0.813  1.905  C56  DBO 30 
DBO C58  C58  C 0 1 Y N N 102.688 22.445 -0.797 -6.214 0.181  1.895  C58  DBO 31 
DBO O60  O60  O 0 1 N N N 104.806 25.212 -2.516 -4.761 1.341  -1.278 O60  DBO 32 
DBO C61  C61  C 0 1 Y N N 106.129 24.824 -2.507 -3.660 2.034  -0.920 C61  DBO 33 
DBO C62  C62  C 0 1 Y N N 106.769 24.314 -1.208 -2.738 1.524  -0.137 C62  DBO 34 
DBO C63  C63  C 0 1 Y N N 108.221 23.915 -1.297 -1.547 2.316  0.217  C63  DBO 35 
DBO C65  C65  C 0 1 Y N N 108.995 24.019 -2.610 -1.402 3.539  -0.241 C65  DBO 36 
DBO C67  C67  C 0 1 Y N N 108.324 24.527 -3.866 -2.436 4.119  -1.115 C67  DBO 37 
DBO C69  C69  C 0 1 Y N N 106.880 24.929 -3.803 -3.496 3.412  -1.433 C69  DBO 38 
DBO HN1  HN1  H 0 1 N N N 107.198 26.382 0.856  -0.480 0.603  -0.548 HN1  DBO 39 
DBO H3   H3   H 0 1 N N N 108.065 25.351 3.579  0.723  -1.482 1.105  H3   DBO 40 
DBO H5   H5   H 0 1 N N N 106.820 27.997 3.060  1.839  0.738  0.728  H5   DBO 41 
DBO HO7  HO7  H 0 1 N N N 108.638 27.615 4.652  2.104  -0.301 -1.910 HO7  DBO 42 
DBO H91  1H9  H 0 1 N N N 106.006 25.640 4.801  3.365  -1.628 -0.448 H91  DBO 43 
DBO H92  2H9  H 0 1 N N N 105.168 26.219 3.296  3.123  -1.346 1.293  H92  DBO 44 
DBO H12  H12  H 0 1 N N N 105.605 28.043 5.436  4.235  0.667  1.117  H12  DBO 45 
DBO H141 1H14 H 0 0 N N N 103.277 26.362 5.502  5.670  -1.530 -0.142 H141 DBO 46 
DBO H142 2H14 H 0 0 N N N 103.828 27.667 6.715  5.427  -1.248 1.598  H142 DBO 47 
DBO H18  H18  H 0 1 N N N 106.395 26.910 7.882  7.184  -0.132 -1.428 H18  DBO 48 
DBO H21  H21  H 0 1 N N N 106.222 22.622 9.218  9.892  2.361  0.727  H21  DBO 49 
DBO H23  H23  H 0 1 N N N 104.158 22.234 7.663  8.602  1.979  2.789  H23  DBO 50 
DBO H25  H25  H 0 1 N N N 103.222 24.183 6.232  6.605  0.539  2.744  H25  DBO 51 
DBO H271 1H27 H 0 0 N N N 107.833 24.258 10.323 10.183 0.608  -1.829 H271 DBO 52 
DBO H272 2H27 H 0 0 N N N 107.583 26.028 10.138 8.742  1.313  -2.600 H272 DBO 53 
DBO H273 3H27 H 0 0 N N N 108.635 25.143 8.982  9.870  2.356  -1.701 H273 DBO 54 
DBO H311 1H31 H 0 0 N N N 109.783 27.021 3.305  0.727  -1.615 -1.943 H311 DBO 55 
DBO H312 2H31 H 0 0 N N N 108.973 27.640 1.768  1.765  -2.603 -0.887 H312 DBO 56 
DBO H35  H35  H 0 1 N N N 110.618 27.359 0.049  -1.671 -1.982 -2.025 H35  DBO 57 
DBO H37  H37  H 0 1 N N N 112.124 25.800 -1.394 -3.510 -3.592 -1.724 H37  DBO 58 
DBO H39  H39  H 0 1 N N N 112.449 23.328 -0.670 -3.186 -5.581 -0.310 H39  DBO 59 
DBO H41  H41  H 0 1 N N N 111.295 22.442 1.448  -1.023 -5.961 0.804  H41  DBO 60 
DBO H43  H43  H 0 1 N N N 109.832 23.959 2.851  0.818  -4.354 0.500  H43  DBO 61 
DBO H48  H48  H 0 1 N N N 104.087 23.826 1.169  -3.981 -1.362 1.177  H48  DBO 62 
DBO H52  H52  H 0 1 N N N 103.088 24.314 -4.423 -7.137 2.533  -1.023 H52  DBO 63 
DBO H54  H54  H 0 1 N N N 101.337 22.488 -4.113 -8.660 2.235  0.795  H54  DBO 64 
DBO H56  H56  H 0 1 N N N 101.075 21.304 -1.835 -8.054 0.673  2.726  H56  DBO 65 
DBO H58  H58  H 0 1 N N N 102.576 21.948 0.155  -5.955 -0.478 2.711  H58  DBO 66 
DBO H63  H63  H 0 1 N N N 108.724 23.548 -0.414 -0.790 1.889  0.859  H63  DBO 67 
DBO H65  H65  H 0 1 N N N 110.034 23.726 -2.641 -0.528 4.117  0.021  H65  DBO 68 
DBO H67  H67  H 0 1 N N N 108.875 24.599 -4.792 -2.322 5.124  -1.495 H67  DBO 69 
DBO H69  H69  H 0 1 N N N 106.381 25.294 -4.689 -4.254 3.840  -2.073 H69  DBO 70 
# 
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 
DBO N1  C3   SING N N 1  
DBO N1  C45  SING N N 2  
DBO N1  HN1  SING N N 3  
DBO C3  C5   SING N N 4  
DBO C3  C31  SING N N 5  
DBO C3  H3   SING N N 6  
DBO C5  O7   SING N N 7  
DBO C5  C9   SING N N 8  
DBO C5  H5   SING N N 9  
DBO O7  HO7  SING N N 10 
DBO C9  N12  SING N N 11 
DBO C9  H91  SING N N 12 
DBO C9  H92  SING N N 13 
DBO N12 C14  SING N N 14 
DBO N12 H12  SING N N 15 
DBO C14 C17  SING N N 16 
DBO C14 H141 SING N N 17 
DBO C14 H142 SING N N 18 
DBO C17 C18  DOUB Y N 19 
DBO C17 C25  SING Y N 20 
DBO C18 C20  SING Y N 21 
DBO C18 H18  SING N N 22 
DBO C20 C21  DOUB Y N 23 
DBO C20 C27  SING N N 24 
DBO C21 C23  SING Y N 25 
DBO C21 H21  SING N N 26 
DBO C23 C25  DOUB Y N 27 
DBO C23 H23  SING N N 28 
DBO C25 H25  SING N N 29 
DBO C27 H271 SING N N 30 
DBO C27 H272 SING N N 31 
DBO C27 H273 SING N N 32 
DBO C31 C34  SING N N 33 
DBO C31 H311 SING N N 34 
DBO C31 H312 SING N N 35 
DBO C34 C35  DOUB Y N 36 
DBO C34 C43  SING Y N 37 
DBO C35 C37  SING Y N 38 
DBO C35 H35  SING N N 39 
DBO C37 C39  DOUB Y N 40 
DBO C37 H37  SING N N 41 
DBO C39 C41  SING Y N 42 
DBO C39 H39  SING N N 43 
DBO C41 C43  DOUB Y N 44 
DBO C41 H41  SING N N 45 
DBO C43 H43  SING N N 46 
DBO C45 O46  DOUB N N 47 
DBO C45 C47  SING N N 48 
DBO C47 C48  DOUB N N 49 
DBO C47 C62  SING N N 50 
DBO C48 C50  SING N N 51 
DBO C48 H48  SING N N 52 
DBO C50 C51  DOUB Y N 53 
DBO C50 C58  SING Y N 54 
DBO C51 C52  SING Y N 55 
DBO C51 O60  SING N N 56 
DBO C52 C54  DOUB Y N 57 
DBO C52 H52  SING N N 58 
DBO C54 C56  SING Y N 59 
DBO C54 H54  SING N N 60 
DBO C56 C58  DOUB Y N 61 
DBO C56 H56  SING N N 62 
DBO C58 H58  SING N N 63 
DBO O60 C61  SING N N 64 
DBO C61 C62  DOUB Y N 65 
DBO C61 C69  SING Y N 66 
DBO C62 C63  SING Y N 67 
DBO C63 C65  DOUB Y N 68 
DBO C63 H63  SING N N 69 
DBO C65 C67  SING Y N 70 
DBO C65 H65  SING N N 71 
DBO C67 C69  DOUB Y N 72 
DBO C67 H67  SING N N 73 
DBO C69 H69  SING N N 74 
# 
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 
DBO SMILES           ACDLabs              10.04 O=C(C1=Cc3c(Oc2c1cccc2)cccc3)NC(Cc4ccccc4)C(O)CNCc5cccc(c5)C 
DBO InChI            InChI                1.02b 
InChI=1/C33H32N2O3/c1-23-10-9-13-25(18-23)21-34-22-30(36)29(19-24-11-3-2-4-12-24)35-33(37)28-20-26-14-5-7-16-31(26)38-32-17-8-6-15-27(28)32/h2-18,20,29-30,34,36H,19,21-22H2,1H3,(H,35,37)/t29-,30+/m0/s1/f/h35H 
DBO InChIKey         InChI                1.02b BNWZCXDHHPBQOX-NSCZRADGDO 
DBO SMILES_CANONICAL CACTVS               3.341 Cc1cccc(CNC[C@@H](O)[C@H](Cc2ccccc2)NC(=O)C3=Cc4ccccc4Oc5ccccc35)c1 
DBO SMILES           CACTVS               3.341 Cc1cccc(CNC[CH](O)[CH](Cc2ccccc2)NC(=O)C3=Cc4ccccc4Oc5ccccc35)c1 
DBO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1)CNC[C@H]([C@H](Cc2ccccc2)NC(=O)C3=Cc4ccccc4Oc5c3cccc5)O 
DBO SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cccc(c1)CNCC(C(Cc2ccccc2)NC(=O)C3=Cc4ccccc4Oc5c3cccc5)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 
DBO "SYSTEMATIC NAME" ACDLabs              10.04 N-{(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methylbenzyl)amino]propyl}dibenzo[b,f]oxepine-10-carboxamide              
DBO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S,3R)-3-hydroxy-4-[(3-methylphenyl)methylamino]-1-phenyl-butan-2-yl]benzo[b][1]benzoxepine-5-carboxamide 
# 
