data_GK3
# 
_chem_comp.id                                    GK3 
_chem_comp.name                                  "N-(3-cyanophenyl)-2'-methyl-5'-(5-methyl-1,3,4-oxadiazol-2-yl)-4-biphenylcarboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H18 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-10-15 
_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                        394.425 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GK3 
_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        2ZB0 
_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 
GK3 N5   N5   N 0 1 N N N 48.828 37.768 26.199 -8.302 -1.057 -2.732 N5   GK3 1  
GK3 C5   C5   C 0 1 N N N 48.827 36.542 26.718 -7.785 -0.988 -1.723 C5   GK3 2  
GK3 C18  C18  C 0 1 Y N N 48.805 35.177 27.302 -7.134 -0.902 -0.451 C18  GK3 3  
GK3 C2   C2   C 0 1 Y N N 49.945 34.355 27.236 -7.866 -1.082 0.725  C2   GK3 4  
GK3 C29  C29  C 0 1 Y N N 49.901 33.074 27.791 -7.236 -0.999 1.950  C29  GK3 5  
GK3 C19  C19  C 0 1 Y N N 48.719 32.618 28.402 -5.880 -0.737 2.019  C19  GK3 6  
GK3 C22  C22  C 0 1 Y N N 47.626 34.717 27.919 -5.765 -0.643 -0.381 C22  GK3 7  
GK3 C15  C15  C 0 1 Y N N 47.569 33.434 28.486 -5.143 -0.556 0.854  C15  GK3 8  
GK3 N3   N3   N 0 1 N N N 46.443 32.938 29.088 -3.771 -0.290 0.930  N3   GK3 9  
GK3 C3   C3   C 0 1 N N N 45.534 33.605 29.833 -3.187 0.504  0.011  C3   GK3 10 
GK3 O1   O1   O 0 1 N N N 45.584 34.920 30.067 -3.867 1.067  -0.826 O1   GK3 11 
GK3 C25  C25  C 0 1 Y N N 44.325 32.860 30.368 -1.722 0.691  0.020  C25  GK3 12 
GK3 C9   C9   C 0 1 Y N N 44.067 31.565 29.912 -0.941 0.040  0.978  C9   GK3 13 
GK3 C10  C10  C 0 1 Y N N 43.443 33.467 31.277 -1.116 1.515  -0.932 C10  GK3 14 
GK3 C16  C16  C 0 1 Y N N 42.318 32.782 31.742 0.249  1.688  -0.922 C16  GK3 15 
GK3 C13  C13  C 0 1 Y N N 42.078 31.470 31.299 1.028  1.042  0.038  C13  GK3 16 
GK3 C27  C27  C 0 1 Y N N 42.948 30.875 30.371 0.425  0.215  0.986  C27  GK3 17 
GK3 C28  C28  C 0 1 Y N N 40.929 30.764 31.675 2.499  1.229  0.048  C28  GK3 18 
GK3 C14  C14  C 0 1 Y N N 40.917 29.805 32.688 3.342  0.125  -0.027 C14  GK3 19 
GK3 C17  C17  C 0 1 Y N N 39.710 29.160 32.957 4.724  0.309  -0.018 C17  GK3 20 
GK3 C12  C12  C 0 1 Y N N 39.528 28.185 34.066 5.628  -0.858 -0.098 C12  GK3 21 
GK3 O2   O2   O 0 1 Y N N 38.731 27.221 34.144 6.975  -0.828 -0.099 O2   GK3 22 
GK3 C7   C7   C 0 1 Y N N 38.962 26.750 35.268 7.383  -2.105 -0.184 C7   GK3 23 
GK3 C21  C21  C 0 1 N N N 38.206 25.558 35.772 8.812  -2.583 -0.219 C21  GK3 24 
GK3 N4   N4   N 0 1 Y N N 39.908 27.376 35.976 6.319  -2.857 -0.231 N4   GK3 25 
GK3 N7   N7   N 0 1 Y N N 40.293 28.339 35.166 5.267  -2.118 -0.175 N7   GK3 26 
GK3 C20  C20  C 0 1 Y N N 38.545 29.445 32.237 5.252  1.599  0.065  C20  GK3 27 
GK3 C26  C26  C 0 1 Y N N 38.551 30.379 31.228 4.409  2.690  0.139  C26  GK3 28 
GK3 C23  C23  C 0 1 Y N N 39.741 31.035 30.940 3.039  2.513  0.126  C23  GK3 29 
GK3 C1   C1   C 0 1 N N N 39.666 32.047 29.822 2.126  3.709  0.206  C1   GK3 30 
GK3 H2   H2   H 0 1 N N N 50.847 34.712 26.760 -8.925 -1.287 0.675  H2   GK3 31 
GK3 H29  H29  H 0 1 N N N 50.771 32.436 27.751 -7.804 -1.139 2.858  H29  GK3 32 
GK3 H19  H19  H 0 1 N N N 48.690 31.621 28.816 -5.393 -0.672 2.980  H19  GK3 33 
GK3 H22  H22  H 0 1 N N N 46.757 35.357 27.956 -5.192 -0.507 -1.287 H22  GK3 34 
GK3 HN3  HN3  H 0 1 N N N 46.272 31.961 28.960 -3.241 -0.678 1.643  HN3  GK3 35 
GK3 H9   H9   H 0 1 N N N 44.736 31.099 29.203 -1.408 -0.600 1.712  H9   GK3 36 
GK3 H10  H10  H 0 1 N N N 43.636 34.473 31.620 -1.719 2.014  -1.676 H10  GK3 37 
GK3 H16  H16  H 0 1 N N N 41.639 33.256 32.435 0.718  2.324  -1.658 H16  GK3 38 
GK3 H27  H27  H 0 1 N N N 42.748 29.877 30.011 1.029  -0.288 1.727  H27  GK3 39 
GK3 H14  H14  H 0 1 N N N 41.812 29.570 33.245 2.928  -0.870 -0.092 H14  GK3 40 
GK3 H21  H21  H 0 1 N N N 38.021 24.862 34.940 9.158  -2.766 0.798  H21  GK3 41 
GK3 H21A H21A H 0 0 N N N 38.797 25.051 36.549 8.872  -3.507 -0.795 H21A GK3 42 
GK3 H21B H21B H 0 0 N N N 37.246 25.886 36.196 9.438  -1.823 -0.685 H21B GK3 43 
GK3 H20  H20  H 0 1 N N N 37.629 28.925 32.477 6.323  1.743  0.073  H20  GK3 44 
GK3 H26  H26  H 0 1 N N N 37.651 30.598 30.672 4.822  3.685  0.204  H26  GK3 45 
GK3 H1   H1   H 0 1 N N N 39.648 33.062 30.246 1.832  4.010  -0.799 H1   GK3 46 
GK3 H1A  H1A  H 0 1 N N N 40.545 31.938 29.170 1.238  3.451  0.783  H1A  GK3 47 
GK3 H1B  H1B  H 0 1 N N N 38.751 31.878 29.236 2.649  4.533  0.693  H1B  GK3 48 
# 
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 
GK3 N5  C5   TRIP N N 1  
GK3 C5  C18  SING N N 2  
GK3 C2  C18  DOUB Y N 3  
GK3 C2  C29  SING Y N 4  
GK3 C18 C22  SING Y N 5  
GK3 C29 C19  DOUB N N 6  
GK3 C22 C15  DOUB Y N 7  
GK3 C19 C15  SING N N 8  
GK3 C15 N3   SING Y N 9  
GK3 N3  C3   SING N N 10 
GK3 C1  C23  SING Y N 11 
GK3 C3  O1   DOUB N N 12 
GK3 C3  C25  SING N N 13 
GK3 C9  C25  DOUB N N 14 
GK3 C9  C27  SING N N 15 
GK3 C25 C10  SING N N 16 
GK3 C27 C13  DOUB N N 17 
GK3 C23 C26  DOUB Y N 18 
GK3 C23 C28  SING Y N 19 
GK3 C26 C20  SING Y N 20 
GK3 C10 C16  DOUB N N 21 
GK3 C13 C28  SING Y N 22 
GK3 C13 C16  SING N N 23 
GK3 C28 C14  DOUB N N 24 
GK3 C20 C17  DOUB N N 25 
GK3 C14 C17  SING Y N 26 
GK3 C17 C12  SING Y N 27 
GK3 C12 O2   SING N N 28 
GK3 C12 N7   DOUB Y N 29 
GK3 O2  C7   SING Y N 30 
GK3 N7  N4   SING N N 31 
GK3 C7  C21  SING N N 32 
GK3 C7  N4   DOUB Y N 33 
GK3 C2  H2   SING Y N 34 
GK3 C29 H29  SING Y N 35 
GK3 C19 H19  SING N N 36 
GK3 C22 H22  SING Y N 37 
GK3 N3  HN3  SING N N 38 
GK3 C9  H9   SING N N 39 
GK3 C10 H10  SING N N 40 
GK3 C16 H16  SING Y N 41 
GK3 C27 H27  SING Y N 42 
GK3 C14 H14  SING N N 43 
GK3 C21 H21  SING Y N 44 
GK3 C21 H21A SING N N 45 
GK3 C21 H21B SING Y N 46 
GK3 C20 H20  SING Y N 47 
GK3 C26 H26  SING N N 48 
GK3 C1  H1   SING N N 49 
GK3 C1  H1A  SING N N 50 
GK3 C1  H1B  SING N N 51 
# 
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 
GK3 SMILES           ACDLabs              10.04 N#Cc1cccc(c1)NC(=O)c4ccc(c3cc(c2nnc(o2)C)ccc3C)cc4                                                                                             
GK3 InChI            InChI                1.02b InChI=1/C24H18N4O2/c1-15-6-7-20(24-28-27-16(2)30-24)13-22(15)18-8-10-19(11-9-18)23(29)26-21-5-3-4-17(12-21)14-25/h3-13H,1-2H3,(H,26,29)/f/h26H 
GK3 InChIKey         InChI                1.02b PMMLSQFPBFKLHH-HXTKINSTCL                                                                                                                      
GK3 SMILES_CANONICAL CACTVS               3.341 Cc1oc(nn1)c2ccc(C)c(c2)c3ccc(cc3)C(=O)Nc4cccc(c4)C#N                                                                                           
GK3 SMILES           CACTVS               3.341 Cc1oc(nn1)c2ccc(C)c(c2)c3ccc(cc3)C(=O)Nc4cccc(c4)C#N                                                                                           
GK3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1c2ccc(cc2)C(=O)Nc3cccc(c3)C#N)c4nnc(o4)C                                                                                             
GK3 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1c2ccc(cc2)C(=O)Nc3cccc(c3)C#N)c4nnc(o4)C                                                                                             
# 
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 
GK3 "SYSTEMATIC NAME" ACDLabs              10.04 "N-(3-cyanophenyl)-2'-methyl-5'-(5-methyl-1,3,4-oxadiazol-2-yl)biphenyl-4-carboxamide" 
GK3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-(3-cyanophenyl)-4-[2-methyl-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]benzamide        
# 
