data_GK5
# 
_chem_comp.id                                    GK5 
_chem_comp.name                                  "N~3~-cyclopropyl-N~4~'-(cyclopropylmethyl)-6-methylbiphenyl-3,4'-dicarboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H24 N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N3-cyclopropyl-N4'-(cyclopropylmethyl)-6-methyl-3,4'-biphenyldicarboxamide" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-05-27 
_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                        348.438 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GK5 
_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        3D7Z 
_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 
GK5 C9   C9   C 0 1 N N N 39.630 32.309 30.181 0.875  3.424  0.941  C9   GK5 1  
GK5 C22  C22  C 0 1 N N N 36.971 26.719 36.516 8.018  -1.951 0.571  C22  GK5 2  
GK5 C21  C21  C 0 1 N N N 38.058 27.405 37.255 8.005  -1.595 -0.917 C21  GK5 3  
GK5 C18  C18  C 0 1 N N N 38.373 26.666 35.990 6.695  -1.921 -0.197 C18  GK5 4  
GK5 C26  C26  C 0 1 N N N 49.027 33.927 30.393 -8.424 -2.286 0.246  C26  GK5 5  
GK5 C25  C25  C 0 1 N N N 50.185 34.214 31.283 -7.982 -1.619 1.551  C25  GK5 6  
GK5 C24  C24  C 0 1 N N N 48.811 34.530 31.723 -6.960 -1.887 0.444  C24  GK5 7  
GK5 C4   C4   C 0 1 Y N N 39.547 31.335 31.353 1.809  2.276  0.657  C4   GK5 8  
GK5 C8   C8   C 0 1 Y N N 38.408 30.525 31.589 3.165  2.421  0.878  C8   GK5 9  
GK5 C13  C13  C 0 1 Y N N 38.312 29.639 32.665 4.027  1.374  0.620  C13  GK5 10 
GK5 C7   C7   C 0 1 Y N N 39.381 29.509 33.571 3.533  0.162  0.134  C7   GK5 11 
GK5 C12  C12  C 0 1 N N N 39.405 28.585 34.764 4.457  -0.959 -0.142 C12  GK5 12 
GK5 O16  O16  O 0 1 N N N 40.286 28.721 35.631 4.025  -2.013 -0.565 O16  GK5 13 
GK5 N15  N15  N 0 1 N N N 38.417 27.623 34.905 5.779  -0.811 0.076  N15  GK5 14 
GK5 C3   C3   C 0 1 Y N N 40.506 30.325 33.311 2.166  0.011  -0.091 C3   GK5 15 
GK5 C1   C1   C 0 1 Y N N 40.610 31.227 32.226 1.302  1.068  0.177  C1   GK5 16 
GK5 C2   C2   C 0 1 Y N N 41.911 31.977 32.176 -0.155 0.914  -0.054 C2   GK5 17 
GK5 C5   C5   C 0 1 Y N N 42.987 31.506 31.448 -0.826 1.805  -0.892 C5   GK5 18 
GK5 C10  C10  C 0 1 Y N N 44.212 32.192 31.466 -2.178 1.663  -1.107 C10  GK5 19 
GK5 C14  C14  C 0 1 Y N N 44.400 33.346 32.242 -2.878 0.625  -0.487 C14  GK5 20 
GK5 C11  C11  C 0 1 Y N N 43.317 33.773 33.010 -2.205 -0.267 0.352  C11  GK5 21 
GK5 C6   C6   C 0 1 Y N N 42.099 33.092 32.956 -0.852 -0.126 0.562  C6   GK5 22 
GK5 C17  C17  C 0 1 N N N 45.691 34.092 32.392 -4.329 0.471  -0.717 C17  GK5 23 
GK5 O20  O20  O 0 1 N N N 45.788 35.270 32.745 -4.915 1.248  -1.446 O20  GK5 24 
GK5 N19  N19  N 0 1 N N N 46.791 33.299 32.265 -5.004 -0.530 -0.118 N19  GK5 25 
GK5 C23  C23  C 0 1 N N N 48.144 33.629 32.742 -6.443 -0.683 -0.346 C23  GK5 26 
GK5 H9   H9   H 0 1 N N N 39.650 33.341 30.562 0.696  3.983  0.022  H9   GK5 27 
GK5 H9A  H9A  H 0 1 N N N 40.547 32.113 29.606 -0.071 3.037  1.321  H9A  GK5 28 
GK5 H9B  H9B  H 0 1 N N N 38.753 32.175 29.531 1.324  4.082  1.684  H9B  GK5 29 
GK5 H22  H22  H 0 1 N N N 36.291 25.912 36.827 8.415  -2.926 0.853  H22  GK5 30 
GK5 H22A H22A H 0 0 N N N 35.988 27.005 36.114 8.207  -1.144 1.280  H22A GK5 31 
GK5 H21  H21  H 0 1 N N N 38.189 28.465 37.518 8.186  -0.555 -1.187 H21  GK5 32 
GK5 H21A H21A H 0 0 N N N 38.436 27.398 38.288 8.394  -2.337 -1.615 H21A GK5 33 
GK5 H18  H18  H 0 1 N N N 39.099 25.892 35.700 6.222  -2.877 -0.421 H18  GK5 34 
GK5 H26  H26  H 0 1 N N N 48.782 34.294 29.385 -8.665 -3.348 0.281  H26  GK5 35 
GK5 H26A H26A H 0 0 N N N 48.644 33.052 29.848 -9.019 -1.691 -0.447 H26A GK5 36 
GK5 H25  H25  H 0 1 N N N 50.947 33.548 31.715 -8.287 -0.585 1.716  H25  GK5 37 
GK5 H25A H25A H 0 0 N N N 51.136 34.761 31.196 -7.933 -2.243 2.443  H25A GK5 38 
GK5 H24  H24  H 0 1 N N N 48.335 35.440 32.117 -6.238 -2.686 0.609  H24  GK5 39 
GK5 H8   H8   H 0 1 N N N 37.575 30.596 30.905 3.551  3.356  1.254  H8   GK5 40 
GK5 H13  H13  H 0 1 N N N 37.415 29.053 32.802 5.087  1.493  0.794  H13  GK5 41 
GK5 HN15 HN15 H 0 0 N N N 37.692 27.588 34.217 6.124  0.031  0.414  HN15 GK5 42 
GK5 H3   H3   H 0 1 N N N 41.345 30.255 33.988 1.778  -0.924 -0.467 H3   GK5 43 
GK5 H5   H5   H 0 1 N N N 42.885 30.605 30.862 -0.285 2.608  -1.371 H5   GK5 44 
GK5 H10  H10  H 0 1 N N N 45.031 31.822 30.867 -2.698 2.353  -1.755 H10  GK5 45 
GK5 H11  H11  H 0 1 N N N 43.421 34.636 33.651 -2.745 -1.069 0.832  H11  GK5 46 
GK5 H6   H6   H 0 1 N N N 41.274 33.456 33.550 -0.330 -0.818 1.206  H6   GK5 47 
GK5 HN19 HN19 H 0 0 N N N 46.669 32.417 31.809 -4.537 -1.150 0.464  HN19 GK5 48 
GK5 H23  H23  H 0 1 N N N 48.731 32.706 32.863 -6.628 -0.839 -1.409 H23  GK5 49 
GK5 H23A H23A H 0 0 N N N 48.084 34.142 33.713 -6.961 0.218  -0.016 H23A GK5 50 
# 
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 
GK5 C9  C4   SING N N 1  
GK5 C22 C21  SING N N 2  
GK5 C22 C18  SING N N 3  
GK5 C21 C18  SING N N 4  
GK5 C18 N15  SING N N 5  
GK5 C26 C25  SING N N 6  
GK5 C26 C24  SING N N 7  
GK5 C25 C24  SING N N 8  
GK5 C24 C23  SING N N 9  
GK5 C4  C8   DOUB N N 10 
GK5 C4  C1   SING N N 11 
GK5 C8  C13  SING N N 12 
GK5 C13 C7   DOUB N N 13 
GK5 C7  C12  SING N N 14 
GK5 C7  C3   SING N N 15 
GK5 C12 O16  DOUB N N 16 
GK5 C12 N15  SING N N 17 
GK5 C3  C1   DOUB N N 18 
GK5 C1  C2   SING N N 19 
GK5 C2  C5   DOUB N N 20 
GK5 C2  C6   SING N N 21 
GK5 C5  C10  SING N N 22 
GK5 C10 C14  DOUB Y N 23 
GK5 C14 C11  SING Y N 24 
GK5 C14 C17  SING Y N 25 
GK5 C11 C6   DOUB N N 26 
GK5 C17 O20  DOUB Y N 27 
GK5 C17 N19  SING N N 28 
GK5 N19 C23  SING N N 29 
GK5 C9  H9   SING Y N 30 
GK5 C9  H9A  SING N N 31 
GK5 C9  H9B  SING N N 32 
GK5 C22 H22  SING N N 33 
GK5 C22 H22A SING Y N 34 
GK5 C21 H21  SING N N 35 
GK5 C21 H21A SING N N 36 
GK5 C18 H18  SING Y N 37 
GK5 C26 H26  SING Y N 38 
GK5 C26 H26A SING Y N 39 
GK5 C25 H25  SING N N 40 
GK5 C25 H25A SING Y N 41 
GK5 C24 H24  SING N N 42 
GK5 C8  H8   SING Y N 43 
GK5 C13 H13  SING N N 44 
GK5 N15 HN15 SING Y N 45 
GK5 C3  H3   SING N N 46 
GK5 C5  H5   SING N N 47 
GK5 C10 H10  SING N N 48 
GK5 C11 H11  SING N N 49 
GK5 C6  H6   SING N N 50 
GK5 N19 HN19 SING N N 51 
GK5 C23 H23  SING N N 52 
GK5 C23 H23A SING N N 53 
# 
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 
GK5 SMILES           ACDLabs              10.04 O=C(c3cc(c2ccc(C(=O)NCC1CC1)cc2)c(cc3)C)NC4CC4                                                                                                                        
GK5 InChI            InChI                1.02b InChI=1/C22H24N2O2/c1-14-2-5-18(22(26)24-19-10-11-19)12-20(14)16-6-8-17(9-7-16)21(25)23-13-15-3-4-15/h2,5-9,12,15,19H,3-4,10-11,13H2,1H3,(H,23,25)(H,24,26)/f/h23-24H 
GK5 InChIKey         InChI                1.02b BOPSUAHGQHFKGG-DVIAZDKACO                                                                                                                                             
GK5 SMILES_CANONICAL CACTVS               3.341 Cc1ccc(cc1c2ccc(cc2)C(=O)NCC3CC3)C(=O)NC4CC4                                                                                                                          
GK5 SMILES           CACTVS               3.341 Cc1ccc(cc1c2ccc(cc2)C(=O)NCC3CC3)C(=O)NC4CC4                                                                                                                          
GK5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1c2ccc(cc2)C(=O)NCC3CC3)C(=O)NC4CC4                                                                                                                          
GK5 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1ccc(cc1c2ccc(cc2)C(=O)NCC3CC3)C(=O)NC4CC4                                                                                                                          
# 
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 
GK5 "SYSTEMATIC NAME" ACDLabs              10.04 "N~3~-cyclopropyl-N~4~'-(cyclopropylmethyl)-6-methylbiphenyl-3,4'-dicarboxamide" 
GK5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-cyclopropyl-3-[4-(cyclopropylmethylcarbamoyl)phenyl]-4-methyl-benzamide        
# 
