data_3B6
# 
_chem_comp.id                                    3B6 
_chem_comp.name                                  (2S)-N-(4-cyano-3-iodophenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H14 I N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-28 
_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                        447.227 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3B6 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3B65 
_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 
3B6 C5   C5   C 0 1 Y N N 26.214 3.382  3.921  -2.629 -0.542 -0.160 C5   3B6 1  
3B6 C4   C4   C 0 1 Y N N 25.235 4.373  3.858  -3.729 0.286  -0.099 C4   3B6 2  
3B6 I7   I7   I 0 1 N N N 23.218 3.878  4.163  -5.645 -0.531 0.123  I7   3B6 3  
3B6 C3   C3   C 0 1 Y N N 25.612 5.687  3.605  -3.564 1.672  -0.186 C3   3B6 4  
3B6 C8   C8   C 0 1 N N N 24.646 6.740  3.508  -4.704 2.536  -0.123 C8   3B6 5  
3B6 N8   N8   N 0 1 N N N 23.888 7.582  3.425  -5.609 3.221  -0.073 N8   3B6 6  
3B6 C2   C2   C 0 1 Y N N 26.954 6.008  3.422  -2.283 2.212  -0.334 C2   3B6 7  
3B6 C1   C1   C 0 1 Y N N 27.925 5.015  3.486  -1.189 1.378  -0.394 C1   3B6 8  
3B6 C6   C6   C 0 1 Y N N 27.559 3.695  3.736  -1.357 -0.000 -0.307 C6   3B6 9  
3B6 N9   N9   N 0 1 N N N 28.541 2.794  3.768  -0.245 -0.841 -0.368 N9   3B6 10 
3B6 C10  C10  C 0 1 N N N 28.402 1.487  3.976  0.933  -0.440 0.149  C10  3B6 11 
3B6 O10  O10  O 0 1 N N N 27.332 0.918  4.186  1.005  0.610  0.752  O10  3B6 12 
3B6 C11  C11  C 0 1 N N S 29.719 0.706  3.960  2.162  -1.296 -0.021 C11  3B6 13 
3B6 O11  O11  O 0 1 N N N 30.767 1.573  3.518  2.120  -1.941 -1.295 O11  3B6 14 
3B6 C12  C12  C 0 1 N N N 29.597 -0.499 3.024  2.204  -2.353 1.085  C12  3B6 15 
3B6 C13  C13  C 0 1 N N N 30.020 0.218  5.369  3.411  -0.418 0.066  C13  3B6 16 
3B6 O14  O14  O 0 1 N N N 30.129 1.347  6.252  4.576  -1.230 -0.095 O14  3B6 17 
3B6 C16  C16  C 0 1 Y N N 29.871 1.064  7.560  5.778  -0.600 -0.044 C16  3B6 18 
3B6 C17  C17  C 0 1 Y N N 30.232 -0.151 8.138  6.950  -1.332 -0.194 C17  3B6 19 
3B6 C18  C18  C 0 1 Y N N 29.998 -0.386 9.490  8.171  -0.697 -0.143 C18  3B6 20 
3B6 C19  C19  C 0 1 Y N N 29.401 0.597  10.272 8.231  0.684  0.060  C19  3B6 21 
3B6 C22  C22  C 0 1 N N N 29.215 0.385  11.676 9.499  1.348  0.114  C22  3B6 22 
3B6 N22  N22  N 0 1 N N N 29.072 0.225  12.793 10.504 1.875  0.156  N22  3B6 23 
3B6 C20  C20  C 0 1 Y N N 29.032 1.811  9.698  7.050  1.416  0.210  C20  3B6 24 
3B6 C21  C21  C 0 1 Y N N 29.267 2.043  8.346  5.832  0.774  0.152  C21  3B6 25 
3B6 H5   H5   H 0 1 N N N 25.926 2.359  4.116  -2.755 -1.612 -0.089 H5   3B6 26 
3B6 H2   H2   H 0 1 N N N 27.242 7.031  3.230  -2.152 3.282  -0.401 H2   3B6 27 
3B6 H1   H1   H 0 1 N N N 28.965 5.268  3.342  -0.199 1.795  -0.508 H1   3B6 28 
3B6 HN9  HN9  H 0 1 N N N 29.471 3.133  3.622  -0.320 -1.715 -0.782 HN9  3B6 29 
3B6 HO11 HO11 H 0 0 N N N 30.651 1.765  2.595  2.092  -1.331 -2.044 HO11 3B6 30 
3B6 H12  H12  H 0 1 N N N 29.568 -0.152 1.981  1.313  -2.979 1.023  H12  3B6 31 
3B6 H12A H12A H 0 0 N N N 30.463 -1.162 3.166  3.092  -2.973 0.962  H12A 3B6 32 
3B6 H12B H12B H 0 0 N N N 28.672 -1.049 3.253  2.235  -1.861 2.057  H12B 3B6 33 
3B6 H13  H13  H 0 1 N N N 29.207 -0.439 5.712  3.381  0.335  -0.722 H13  3B6 34 
3B6 H13A H13A H 0 0 N N N 30.967 -0.342 5.370  3.443  0.074  1.038  H13A 3B6 35 
3B6 H17  H17  H 0 1 N N N 30.697 -0.916 7.533  6.903  -2.399 -0.350 H17  3B6 36 
3B6 H18  H18  H 0 1 N N N 30.280 -1.331 9.931  9.082  -1.266 -0.259 H18  3B6 37 
3B6 H20  H20  H 0 1 N N N 28.563 2.573  10.303 7.091  2.484  0.368  H20  3B6 38 
3B6 H21  H21  H 0 1 N N N 28.980 2.986  7.904  4.919  1.340  0.263  H21  3B6 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 
3B6 C5  C4   DOUB Y N 1  
3B6 C5  C6   SING Y N 2  
3B6 C4  I7   SING N N 3  
3B6 C4  C3   SING N N 4  
3B6 C3  C8   SING Y N 5  
3B6 C3  C2   DOUB N N 6  
3B6 C8  N8   TRIP Y N 7  
3B6 C2  C1   SING N N 8  
3B6 C1  C6   DOUB Y N 9  
3B6 C6  N9   SING N N 10 
3B6 N9  C10  SING Y N 11 
3B6 C10 O10  DOUB N N 12 
3B6 C10 C11  SING N N 13 
3B6 C11 O11  SING N N 14 
3B6 C11 C12  SING N N 15 
3B6 C11 C13  SING N N 16 
3B6 C13 O14  SING N N 17 
3B6 O14 C16  SING N N 18 
3B6 C16 C17  DOUB N N 19 
3B6 C16 C21  SING N N 20 
3B6 C17 C18  SING N N 21 
3B6 C18 C19  DOUB N N 22 
3B6 C19 C22  SING N N 23 
3B6 C19 C20  SING N N 24 
3B6 C22 N22  TRIP N N 25 
3B6 C20 C21  DOUB N N 26 
3B6 C5  H5   SING N N 27 
3B6 C2  H2   SING N N 28 
3B6 C1  H1   SING Y N 29 
3B6 N9  HN9  SING Y N 30 
3B6 O11 HO11 SING Y N 31 
3B6 C12 H12  SING N N 32 
3B6 C12 H12A SING Y N 33 
3B6 C12 H12B SING N N 34 
3B6 C13 H13  SING N N 35 
3B6 C13 H13A SING Y N 36 
3B6 C17 H17  SING N N 37 
3B6 C18 H18  SING Y N 38 
3B6 C20 H20  SING N N 39 
3B6 C21 H21  SING N N 40 
# 
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 
3B6 SMILES           ACDLabs              10.04 N#Cc1ccc(cc1I)NC(=O)C(O)(COc2ccc(C#N)cc2)C                                                                                                 
3B6 InChI            InChI                1.02b InChI=1/C18H14IN3O3/c1-18(24,11-25-15-6-2-12(9-20)3-7-15)17(23)22-14-5-4-13(10-21)16(19)8-14/h2-8,24H,11H2,1H3,(H,22,23)/t18-/m0/s1/f/h22H 
3B6 InChIKey         InChI                1.02b RXSZCFAPSDTELY-XRGIMSDBDW                                                                                                                  
3B6 SMILES_CANONICAL CACTVS               3.341 C[C@](O)(COc1ccc(cc1)C#N)C(=O)Nc2ccc(C#N)c(I)c2                                                                                            
3B6 SMILES           CACTVS               3.341 C[C](O)(COc1ccc(cc1)C#N)C(=O)Nc2ccc(C#N)c(I)c2                                                                                             
3B6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@](COc1ccc(cc1)C#N)(C(=O)Nc2ccc(c(c2)I)C#N)O                                                                                            
3B6 SMILES           "OpenEye OEToolkits" 1.5.0 CC(COc1ccc(cc1)C#N)(C(=O)Nc2ccc(c(c2)I)C#N)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 
3B6 "SYSTEMATIC NAME" ACDLabs              10.04 (2S)-N-(4-cyano-3-iodophenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide   
3B6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S)-N-(4-cyano-3-iodo-phenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methyl-propanamide 
# 
