data_DEO
# 
_chem_comp.id                                    DEO 
_chem_comp.name                                  
;2-[2-(1,3-DIOXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)ETHYL]-4-(4'-ETHOXY-1,1'-BIPHENYL-4-YL)-4-OXOBUTANOIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H25 N O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-12-08 
_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                        471.501 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DEO 
_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        1ROS 
_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 
DEO N1   N1   N 0 1 N N N 56.214 85.138 10.506 -5.594 0.162  0.259  N1   DEO 1  
DEO C1   C1   C 0 1 N N N 56.011 86.358 9.888  -6.245 0.087  -0.916 C1   DEO 2  
DEO C2   C2   C 0 1 Y N N 54.939 87.001 10.615 -7.304 -0.938 -0.803 C2   DEO 3  
DEO C3   C3   C 0 1 Y N N 54.548 86.157 11.641 -7.220 -1.436 0.513  C3   DEO 4  
DEO C4   C4   C 0 1 Y N N 53.505 86.505 12.534 -8.097 -2.422 0.934  C4   DEO 5  
DEO C5   C5   C 0 1 Y N N 52.888 87.774 12.365 -9.052 -2.912 0.057  C5   DEO 6  
DEO C6   C6   C 0 1 Y N N 53.303 88.646 11.320 -9.135 -2.424 -1.233 C6   DEO 7  
DEO C7   C7   C 0 1 Y N N 54.349 88.268 10.429 -8.264 -1.437 -1.668 C7   DEO 8  
DEO C8   C8   C 0 1 N N N 55.355 84.950 11.566 -6.109 -0.700 1.153  C8   DEO 9  
DEO O1   O1   O 0 1 N N N 55.307 83.981 12.301 -5.726 -0.849 2.296  O1   DEO 10 
DEO O2   O2   O 0 1 N N N 56.616 86.797 8.917  -6.003 0.750  -1.905 O2   DEO 11 
DEO C9   C9   C 0 1 N N N 57.232 84.157 10.092 -4.475 1.068  0.530  C9   DEO 12 
DEO C10  C10  C 0 1 N N N 56.711 82.798 9.569  -3.158 0.371  0.182  C10  DEO 13 
DEO C11  C11  C 0 1 N N S 56.003 82.764 8.191  -1.990 1.317  0.465  C11  DEO 14 
DEO C12  C12  C 0 1 N N N 55.766 81.298 7.740  -0.669 0.579  0.236  C12  DEO 15 
DEO C13  C13  C 0 1 N N N 55.553 81.113 6.219  0.479  1.470  0.632  C13  DEO 16 
DEO O3   O3   O 0 1 N N N 56.546 81.101 5.498  0.263  2.586  1.056  O3   DEO 17 
DEO C14  C14  C 0 1 Y N N 54.163 80.950 5.699  1.862  0.988  0.505  C14  DEO 18 
DEO C15  C15  C 0 1 Y N N 53.062 80.561 6.511  2.930  1.815  0.873  C15  DEO 19 
DEO C16  C16  C 0 1 Y N N 51.773 80.413 5.963  4.214  1.365  0.754  C16  DEO 20 
DEO C17  C17  C 0 1 Y N N 51.502 80.643 4.591  4.461  0.080  0.268  C17  DEO 21 
DEO C18  C18  C 0 1 Y N N 52.609 81.036 3.786  3.398  -0.745 -0.105 C18  DEO 22 
DEO C19  C19  C 0 1 Y N N 53.911 81.189 4.320  2.112  -0.300 0.017  C19  DEO 23 
DEO C20  C20  C 0 1 Y N N 50.114 80.453 4.014  5.855  -0.407 0.140  C20  DEO 24 
DEO C21  C21  C 0 1 Y N N 49.915 80.316 2.619  6.167  -1.726 0.472  C21  DEO 25 
DEO C22  C22  C 0 1 Y N N 48.649 80.111 2.054  7.465  -2.176 0.352  C22  DEO 26 
DEO C23  C23  C 0 1 Y N N 47.486 80.027 2.869  8.460  -1.318 -0.098 C23  DEO 27 
DEO C24  C24  C 0 1 Y N N 47.659 80.169 4.268  8.153  -0.003 -0.424 C24  DEO 28 
DEO C25  C25  C 0 1 Y N N 48.949 80.377 4.829  6.857  0.452  -0.311 C25  DEO 29 
DEO O4   O4   O 0 1 N N N 46.175 79.810 2.414  9.738  -1.764 -0.215 O4   DEO 30 
DEO C26  C26  C 0 1 N N N 45.962 79.654 1.013  10.517 -0.666 -0.694 C26  DEO 31 
DEO C27  C27  C 0 1 N N N 44.474 79.424 0.758  11.975 -1.104 -0.848 C27  DEO 32 
DEO C28  C28  C 0 1 N N N 54.640 83.503 8.217  -2.069 2.504  -0.460 C28  DEO 33 
DEO O5   O5   O 0 1 N N N 53.777 83.282 9.034  -3.147 3.303  -0.436 O5   DEO 34 
DEO O6   O6   O 0 1 N N N 54.516 84.431 7.254  -1.162 2.736  -1.224 O6   DEO 35 
DEO H4   H4   H 0 1 N N N 53.185 85.813 13.332 -8.037 -2.808 1.941  H4   DEO 36 
DEO H5   H5   H 0 1 N N N 52.081 88.084 13.050 -9.736 -3.681 0.384  H5   DEO 37 
DEO H6   H6   H 0 1 N N N 52.809 89.625 11.199 -9.883 -2.814 -1.907 H6   DEO 38 
DEO H7   H7   H 0 1 N N N 54.691 88.936 9.620  -8.333 -1.059 -2.678 H7   DEO 39 
DEO H91  1H9  H 0 1 N N N 57.950 83.986 10.928 -4.475 1.339  1.585  H91  DEO 40 
DEO H92  2H9  H 0 1 N N N 57.908 84.616 9.333  -4.581 1.968  -0.076 H92  DEO 41 
DEO H101 1H10 H 0 0 N N N 56.038 82.348 10.335 -3.159 0.100  -0.874 H101 DEO 42 
DEO H102 2H10 H 0 0 N N N 57.550 82.064 9.565  -3.053 -0.529 0.788  H102 DEO 43 
DEO H11  H11  H 0 1 N N N 56.676 83.286 7.471  -2.041 1.658  1.499  H11  DEO 44 
DEO H121 1H12 H 0 0 N N N 54.915 80.853 8.306  -0.578 0.315  -0.818 H121 DEO 45 
DEO H122 2H12 H 0 0 N N N 56.597 80.646 8.096  -0.650 -0.328 0.840  H122 DEO 46 
DEO H15  H15  H 0 1 N N N 53.211 80.370 7.587  2.739  2.809  1.250  H15  DEO 47 
DEO H16  H16  H 0 1 N N N 50.949 80.107 6.630  5.038  2.002  1.038  H16  DEO 48 
DEO H18  H18  H 0 1 N N N 52.453 81.229 2.711  3.592  -1.738 -0.482 H18  DEO 49 
DEO H19  H19  H 0 1 N N N 54.736 81.497 3.656  1.290  -0.940 -0.267 H19  DEO 50 
DEO H21  H21  H 0 1 N N N 50.785 80.371 1.943  5.394  -2.393 0.821  H21  DEO 51 
DEO H22  H22  H 0 1 N N N 48.567 80.015 0.958  7.708  -3.196 0.608  H22  DEO 52 
DEO H24  H24  H 0 1 N N N 46.778 80.117 4.929  8.930  0.661  -0.773 H24  DEO 53 
DEO H25  H25  H 0 1 N N N 49.048 80.482 5.923  6.618  1.473  -0.568 H25  DEO 54 
DEO H261 1H26 H 0 0 N N N 46.597 78.849 0.574  10.458 0.158  0.017  H261 DEO 55 
DEO H262 2H26 H 0 0 N N N 46.366 80.511 0.424  10.131 -0.341 -1.660 H262 DEO 56 
DEO H271 1H27 H 0 0 N N N 43.839 80.229 1.197  12.569 -0.267 -1.214 H271 DEO 57 
DEO H272 2H27 H 0 0 N N N 44.307 79.302 -0.338 12.361 -1.429 0.118  H272 DEO 58 
DEO H273 3H27 H 0 0 N N N 44.070 78.568 1.347  12.033 -1.929 -1.559 H273 DEO 59 
DEO HO5  HO5  H 0 1 N N N 52.942 83.735 9.050  -3.198 4.065  -1.029 HO5  DEO 60 
# 
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 
DEO N1  C1   SING N N 1  
DEO N1  C8   SING N N 2  
DEO N1  C9   SING N N 3  
DEO C1  C2   SING N N 4  
DEO C1  O2   DOUB N N 5  
DEO C2  C3   DOUB Y N 6  
DEO C2  C7   SING Y N 7  
DEO C3  C4   SING Y N 8  
DEO C3  C8   SING N N 9  
DEO C4  C5   DOUB Y N 10 
DEO C4  H4   SING N N 11 
DEO C5  C6   SING Y N 12 
DEO C5  H5   SING N N 13 
DEO C6  C7   DOUB Y N 14 
DEO C6  H6   SING N N 15 
DEO C7  H7   SING N N 16 
DEO C8  O1   DOUB N N 17 
DEO C9  C10  SING N N 18 
DEO C9  H91  SING N N 19 
DEO C9  H92  SING N N 20 
DEO C10 C11  SING N N 21 
DEO C10 H101 SING N N 22 
DEO C10 H102 SING N N 23 
DEO C11 C12  SING N N 24 
DEO C11 C28  SING N N 25 
DEO C11 H11  SING N N 26 
DEO C12 C13  SING N N 27 
DEO C12 H121 SING N N 28 
DEO C12 H122 SING N N 29 
DEO C13 O3   DOUB N N 30 
DEO C13 C14  SING N N 31 
DEO C14 C15  SING Y N 32 
DEO C14 C19  DOUB Y N 33 
DEO C15 C16  DOUB Y N 34 
DEO C15 H15  SING N N 35 
DEO C16 C17  SING Y N 36 
DEO C16 H16  SING N N 37 
DEO C17 C18  DOUB Y N 38 
DEO C17 C20  SING N N 39 
DEO C18 C19  SING Y N 40 
DEO C18 H18  SING N N 41 
DEO C19 H19  SING N N 42 
DEO C20 C21  SING Y N 43 
DEO C20 C25  DOUB Y N 44 
DEO C21 C22  DOUB Y N 45 
DEO C21 H21  SING N N 46 
DEO C22 C23  SING Y N 47 
DEO C22 H22  SING N N 48 
DEO C23 C24  DOUB Y N 49 
DEO C23 O4   SING N N 50 
DEO C24 C25  SING Y N 51 
DEO C24 H24  SING N N 52 
DEO C25 H25  SING N N 53 
DEO O4  C26  SING N N 54 
DEO C26 C27  SING N N 55 
DEO C26 H261 SING N N 56 
DEO C26 H262 SING N N 57 
DEO C27 H271 SING N N 58 
DEO C27 H272 SING N N 59 
DEO C27 H273 SING N N 60 
DEO C28 O5   SING N N 61 
DEO C28 O6   DOUB N N 62 
DEO O5  HO5  SING N N 63 
# 
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 
DEO SMILES           ACDLabs              10.04 O=C(c2ccc(c1ccc(OCC)cc1)cc2)CC(C(=O)O)CCN4C(=O)c3ccccc3C4=O                                                                                                                        
DEO InChI            InChI                1.02b InChI=1/C28H25NO6/c1-2-35-22-13-11-19(12-14-22)18-7-9-20(10-8-18)25(30)17-21(28(33)34)15-16-29-26(31)23-5-3-4-6-24(23)27(29)32/h3-14,21H,2,15-17H2,1H3,(H,33,34)/t21-/m0/s1/f/h33H 
DEO InChIKey         InChI                1.02b AQYSXARQCHHHLK-UHHBWWEKDZ                                                                                                                                                          
DEO SMILES_CANONICAL CACTVS               3.341 CCOc1ccc(cc1)c2ccc(cc2)C(=O)C[C@H](CCN3C(=O)c4ccccc4C3=O)C(O)=O                                                                                                                    
DEO SMILES           CACTVS               3.341 CCOc1ccc(cc1)c2ccc(cc2)C(=O)C[CH](CCN3C(=O)c4ccccc4C3=O)C(O)=O                                                                                                                     
DEO SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOc1ccc(cc1)c2ccc(cc2)C(=O)C[C@H](CCN3C(=O)c4ccccc4C3=O)C(=O)O                                                                                                                    
DEO SMILES           "OpenEye OEToolkits" 1.5.0 CCOc1ccc(cc1)c2ccc(cc2)C(=O)CC(CCN3C(=O)c4ccccc4C3=O)C(=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 
DEO "SYSTEMATIC NAME" ACDLabs              10.04 
;(2S)-2-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-4-(4'-ethoxybiphenyl-4-yl)-4-oxobutanoic acid
;
DEO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[2-(1,3-dioxoisoindol-2-yl)ethyl]-4-[4-(4-ethoxyphenyl)phenyl]-4-oxo-butanoic acid"              
# 
