data_DK2
# 
_chem_comp.id                                    DK2 
_chem_comp.name                                  "2-[(1R)-1-CARBOXY-2-(4-HYDROXYPHENYL)ETHYL]-1,3-DIOXOISOINDOLINE-5-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H13 N O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-05-10 
_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                        355.298 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DK2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_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 
DK2 O11  O11  O 0 1 N N N 78.261 5.980  30.261 0.469  2.054  1.818  O11  DK2 1  
DK2 C7   C7   C 0 1 N N N 79.534 5.797  30.312 -0.008 1.449  0.879  C7   DK2 2  
DK2 C5   C5   C 0 1 Y N N 80.261 5.562  31.586 -1.400 0.953  0.787  C5   DK2 3  
DK2 C4   C4   C 0 1 Y N N 81.584 5.415  31.210 -1.500 0.319  -0.468 C4   DK2 4  
DK2 C3   C3   C 0 1 Y N N 82.575 5.183  32.154 -2.697 -0.257 -0.858 C3   DK2 5  
DK2 C6   C6   C 0 1 Y N N 79.863 5.476  32.913 -2.498 1.001  1.631  C6   DK2 6  
DK2 C1   C1   C 0 1 Y N N 80.843 5.240  33.876 -3.695 0.425  1.239  C1   DK2 7  
DK2 C2   C2   C 0 1 Y N N 82.191 5.091  33.503 -3.800 -0.204 -0.001 C2   DK2 8  
DK2 C23  C23  C 0 1 N N N 83.223 4.829  34.569 -5.083 -0.817 -0.411 C23  DK2 9  
DK2 O24  O24  O 0 1 N N N 83.041 5.290  35.727 -6.147 -0.767 0.414  O24  DK2 10 
DK2 O25  O25  O 0 1 N N N 84.218 4.142  34.279 -5.177 -1.364 -1.491 O25  DK2 11 
DK2 N8   N8   N 0 1 N N N 80.332 5.806  29.227 0.638  1.122  -0.255 N8   DK2 12 
DK2 C9   C9   C 0 1 N N N 81.564 5.579  29.730 -0.168 0.451  -1.096 C9   DK2 13 
DK2 O10  O10  O 0 1 N N N 82.625 5.515  29.015 0.144  0.027  -2.190 O10  DK2 14 
DK2 C12  C12  C 0 1 N N R 79.909 6.025  27.823 2.038  1.451  -0.535 C12  DK2 15 
DK2 C13  C13  C 0 1 N N N 78.822 5.043  27.474 2.219  2.947  -0.504 C13  DK2 16 
DK2 O14  O14  O 0 1 N N N 78.944 3.872  27.887 3.428  3.482  -0.735 O14  DK2 17 
DK2 O15  O15  O 0 1 N N N 77.828 5.450  26.815 1.275  3.665  -0.273 O15  DK2 18 
DK2 C16  C16  C 0 1 N N N 79.395 7.453  27.674 2.935  0.808  0.525  C16  DK2 19 
DK2 C17  C17  C 0 1 Y N N 80.488 8.407  28.067 2.848  -0.693 0.413  C17  DK2 20 
DK2 C18  C18  C 0 1 Y N N 81.514 8.647  27.154 3.724  -1.376 -0.410 C18  DK2 21 
DK2 C19  C19  C 0 1 Y N N 82.552 9.515  27.469 3.645  -2.751 -0.515 C19  DK2 22 
DK2 C20  C20  C 0 1 Y N N 82.559 10.144 28.705 2.687  -3.447 0.208  C20  DK2 23 
DK2 O26  O26  O 0 1 N N N 83.578 10.993 29.010 2.608  -4.800 0.107  O26  DK2 24 
DK2 C21  C21  C 0 1 Y N N 81.522 9.916  29.622 1.810  -2.760 1.034  C21  DK2 25 
DK2 C22  C22  C 0 1 Y N N 80.483 9.040  29.307 1.895  -1.385 1.139  C22  DK2 26 
DK2 H3   H3   H 0 1 N N N 83.609 5.076  31.861 -2.778 -0.743 -1.819 H3   DK2 27 
DK2 H6   H6   H 0 1 N N N 78.825 5.589  33.191 -2.421 1.487  2.592  H6   DK2 28 
DK2 H1   H1   H 0 1 N N N 80.565 5.171  34.917 -4.550 0.463  1.898  H1   DK2 29 
DK2 HO24 HO24 H 0 0 N N N 83.760 5.028  36.289 -6.963 -1.181 0.102  HO24 DK2 30 
DK2 H12  H12  H 0 1 N N N 80.761 5.875  27.143 2.311  1.072  -1.520 H12  DK2 31 
DK2 HO14 HO14 H 0 0 N N N 78.185 3.363  27.627 3.495  4.446  -0.705 HO14 DK2 32 
DK2 H161 1H16 H 0 0 N N N 79.103 7.634  26.629 3.966  1.124  0.369  H161 DK2 33 
DK2 H162 2H16 H 0 0 N N N 78.519 7.603  28.322 2.606  1.118  1.517  H162 DK2 34 
DK2 H18  H18  H 0 1 N N N 81.502 8.154  26.193 4.469  -0.833 -0.973 H18  DK2 35 
DK2 H19  H19  H 0 1 N N N 83.345 9.698  26.759 4.329  -3.284 -1.159 H19  DK2 36 
DK2 HO26 HO26 H 0 0 N N N 84.072 11.191 28.223 3.153  -5.275 0.750  HO26 DK2 37 
DK2 H21  H21  H 0 1 N N N 81.528 10.421 30.577 1.063  -3.299 1.597  H21  DK2 38 
DK2 H22  H22  H 0 1 N N N 79.687 8.856  30.014 1.216  -0.850 1.785  H22  DK2 39 
# 
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 
DK2 O11 C7   DOUB N N 1  
DK2 C7  N8   SING N N 2  
DK2 C7  C5   SING N N 3  
DK2 C5  C4   DOUB Y N 4  
DK2 C5  C6   SING Y N 5  
DK2 C4  C9   SING N N 6  
DK2 C4  C3   SING Y N 7  
DK2 C3  C2   DOUB Y N 8  
DK2 C3  H3   SING N N 9  
DK2 C6  C1   DOUB Y N 10 
DK2 C6  H6   SING N N 11 
DK2 C1  C2   SING Y N 12 
DK2 C1  H1   SING N N 13 
DK2 C2  C23  SING N N 14 
DK2 C23 O25  DOUB N N 15 
DK2 C23 O24  SING N N 16 
DK2 O24 HO24 SING N N 17 
DK2 N8  C12  SING N N 18 
DK2 N8  C9   SING N N 19 
DK2 C9  O10  DOUB N N 20 
DK2 C12 C13  SING N N 21 
DK2 C12 C16  SING N N 22 
DK2 C12 H12  SING N N 23 
DK2 C13 O15  DOUB N N 24 
DK2 C13 O14  SING N N 25 
DK2 O14 HO14 SING N N 26 
DK2 C16 C17  SING N N 27 
DK2 C16 H161 SING N N 28 
DK2 C16 H162 SING N N 29 
DK2 C17 C18  SING Y N 30 
DK2 C17 C22  DOUB Y N 31 
DK2 C18 C19  DOUB Y N 32 
DK2 C18 H18  SING N N 33 
DK2 C19 C20  SING Y N 34 
DK2 C19 H19  SING N N 35 
DK2 C20 O26  SING N N 36 
DK2 C20 C21  DOUB Y N 37 
DK2 O26 HO26 SING N N 38 
DK2 C21 C22  SING Y N 39 
DK2 C21 H21  SING N N 40 
DK2 C22 H22  SING N N 41 
# 
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 
DK2 SMILES           ACDLabs              10.04 O=C(O)C(N2C(=O)c1cc(ccc1C2=O)C(=O)O)Cc3ccc(O)cc3                                                                                                           
DK2 InChI            InChI                1.02b InChI=1/C18H13NO7/c20-11-4-1-9(2-5-11)7-14(18(25)26)19-15(21)12-6-3-10(17(23)24)8-13(12)16(19)22/h1-6,8,14,20H,7H2,(H,23,24)(H,25,26)/t14-/m1/s1/f/h23,25H 
DK2 InChIKey         InChI                1.02b QISJEFYTLZTWIQ-BJUDUMAXDM                                                                                                                                  
DK2 SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@@H](Cc1ccc(O)cc1)N2C(=O)c3ccc(cc3C2=O)C(O)=O                                                                                                      
DK2 SMILES           CACTVS               3.341 OC(=O)[CH](Cc1ccc(O)cc1)N2C(=O)c3ccc(cc3C2=O)C(O)=O                                                                                                        
DK2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C[C@H](C(=O)O)N2C(=O)c3ccc(cc3C2=O)C(=O)O)O                                                                                                       
DK2 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1CC(C(=O)O)N2C(=O)c3ccc(cc3C2=O)C(=O)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 
DK2 "SYSTEMATIC NAME" ACDLabs              10.04 "2-[(1R)-1-carboxy-2-(4-hydroxyphenyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid" 
DK2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[(2R)-1-hydroxy-3-(4-hydroxyphenyl)-1-oxo-propan-2-yl]-1,3-dioxo-isoindole-5-carboxylic acid"   
# 
